Bay Place

Bay Place

Sleeps 12 - 3 Bedrooms - 3 Baths

158 Walline Loop, Santa Rosa Beach, FL 32459
📍
On ‘The Bay’ in Santa Rosa Beach
🏖️
A short drive to Grayton Public Beach Access (5.8 miles)
👙
Private pool, treehouse with a wet and dry slide, spillover spa
🪞
Stunning interiors
🔪
Dream kitchen
🐶
Dog-friendly!
🚤
Fishing pier, private boat slip for up to a 30' boat
🔥
Gas grill

Bay Place by Oversee 30A | Perfect in Walton County Awards – Three-Time Diamond Winner – Best Rental Mgmt. 2026, 2025, 2024

Welcome to Bay Place, a 1965 bayfront home that has been completely reimagined as a stylish vintage coastal retreat. Set on nearly three acres, this three-bedroom, three-bath home has plenty of room to relax, play, and bring the dog along. Sorry, cats.

Inside, the original character gets a fresh take. The converted atrium and dramatic catwalk add a fun architectural twist, while the living spaces keep things comfortable and inviting.

The primary suite has a king bed, beautiful bay views, a standalone soaking tub, double vanity, and separate shower. The guest room, with king bed, has its own private bath with a tub/shower combo.

Then there’s the bunk room, with two built-in twin-over-full bunks that kids will happily claim. The spacious utility room adds a Murphy bed and a fully renovated bathroom, giving your group even more flexibility.

Outside, the private pool comes with a feature kids will absolutely love: a slide that drops straight into the water from the adjoining treehouse. Adults get their own perks, too, with a spa, adjustable temperature, custom lighting, and the soothing sound of the waterfall. And then there’s the bay. Wow, these views are pretty hard to ignore.

Take advantage of the calm bay waters with a private boat slip that can accommodate a rental boat up to 30 feet. Prefer something smaller? Grab a kayak or paddleboard and make your way over to North Beach Social for lunch. It’s a pretty good way to spend an afternoon.

Bay Place is the kind of home that gives you plenty to do without ever feeling like you have to do anything at all. Vintage charm, thoughtful updates, a private pool, and the bay right outside. Not a bad setup.

At Oversee 30A, we keep things simple: clean, comfortable stays with a local team close by. Our office is nearby and open seven days a week, with 24/7 support if you need us.

Overview:
- 3-night minimum
- A short drive to Grayton Public Beach Access (5.8 miles)
- A short drive to Blue Mountain Regional Beach Access (4.7 miles)
- 3 bedrooms, 3 bathrooms
- 2,952 sq ft
- Private pool with spillover spa and customizable lighting features
- Treehouse with wet and dry slide
- Propane grill
- Dog-friendly (NO CATS), dogs considered, an additional $210 nonrefundable fee for each dog
- Wi-Fi
- On-site parking for up to 10 vehicles
- No smoking permitted anywhere on the property (interior or exterior)
- Fishing pier
- Boat slip for up to 30' boat rental

Overnight:
SINGLE LEVEL
- Primary Bedroom: king bed, private bath, standalone tub, TV
- Guest Room: king bed, private full bath
- Guest Room: two twin-over-full beds, shared full bath
- Utility Room: bonus Murphy bed, shared full bath

Check-in is 4:00 PM CST. Check-out is 10:00 AM CST.

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  • Hassle-free check-in.
  • Add your trip dates to get the cancellation details for this stay.

House Rules

Who can stay.

  • Guests Maximum12 guests maximum
  • Pet friendlyPet friendly

What's allowed.

  • Check-inCheck-in after 4:00 PM
  • Check-outCheck-out before 10:00 AM
  • No smokingNo smoking
  • No parties or eventsNo parties or events

Amenities

Indoor

  • Wireless internetWireless internet

Safety Features

  • Carbon monoxide detectorCarbon monoxide detector
  • Fire extinguisherFire extinguisher

Kitchen

  • Standard coffee makerStandard coffee maker
  • MicrowaveMicrowave
  • RefrigeratorRefrigerator
  • ToasterToaster
  • DishwasherDishwasher
  • StoveStove

Bed And Bathroom

  • Hair dryerHair dryer
  • Iron & boardIron & board

Entertainment

  • Smart TVSmart TV

Outdoor

  • Lake or bay frontLake or bay front
  • BalconyBalcony
  • Private poolPrivate pool
  • Private firepitPrivate firepit
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Bed and Baths

1st Floor

bedroom

2 Bunk beds

common

1 Queen bed

Primary Bedroom

1 King bed

full bathroom

 

bedroom

1 King bed

full bathroom

 

full bathroom

 

Location

Upcoming Events

Thu, October 1

Coastal Library Preschool Story Time

Santa Rosa Beach
Family Fun Family Fun

Preschool Story Time takes place on Thursday mornings starting at 10:00 AM at the Coastal Library, offering stories, songs, crafts, and opportunities to socialize. From 11:00 AM until noon, parents and caretakers can visit while children explore building blocks, magnetic blocks, and coding robots. No registration is required for this event.

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Thu, October 1

Fall Into Gardening – Fall Vegetable Gardening

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The Walton County Master Gardener Volunteers and the University of Florida IFAS Extension are hosting a Fall Vegetable Gardening event as part of their October Lecture Series. Presented by Walton County Horticultural Agent Evan Anderson, the session offers practical advice for autumn planting and community gardening along the Emerald Coast. The free event takes place on Thursday, October 1, 2026, at 10:00 AM at Padgett Park in Santa Rosa Beach, Florida. Attendees are encouraged to pre-register by contacting the organizers via email at waltonmg@ifas.ufl.edu or by calling 850-892-8172.

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Thu, October 1

Coastal Library Game Day for Adults

Santa Rosa Beach
Sports & Games Sports & Games

Adults are invited to bring card and table games to share with community members at the library on Thursdays from 1:00 PM to 4:00 PM. The library provides meeting space for family-friendly games for anyone interested in playing or learning a new game. For more information, interested individuals may call the library at 850-267-2809.

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Thu, October 1

Spencer Maige

Santa Rosa Beach
Live Music Live Music

Country music frontman Spencer Maige has been performing for nearly 25 years and intends to continue for at least another quarter-century. He expresses a deep passion for singing, entertaining, and music, describing it as his first true love that he will pursue for the rest of his life. He can be found on social media via SpencerMaigeMusic on Facebook and @SpencerMaige on Instagram.

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Thu, October 1

Bingo Nights, Rooftop Heights

Santa Rosa Beach
Sports & Games Sports & Games

Guests can enjoy a modern bingo experience every Thursday from 5:00 PM to 7:00 PM at Ara Rooftop Pool & Lounge Bar. The event offers free games, prizes for each round's winners, tasty cocktails, and delicious bites set against breathtaking rooftop views.

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Thu, October 1

Brett Stafford Smith

Santa Rosa Beach
Live Music Live Music

Brett Stafford Smith will perform live from 6:00 PM to 9:30 PM.

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Thu, October 1

Distilled: An Artist Series — Opening Gallery Night featuring Allison Wickey

Santa Rosa Beach
Arts & Culture Arts & Culture

Distillery 98, in collaboration with Emerald Coast Storytellers and the Cultural Arts Alliance of Walton County, presents Distilled: An Artist Series featuring local artist Allison Wickey. The event marks the opening of a month-long gallery installation in October, where visitors can enjoy drinks, light bites, and vibrant artwork capturing everyday life through layered paintings. Allison Wickey, a resident of Blue Mountain Beach since 2007, graduated from Columbia College in Chicago and developed a unique 13-step painting process using Venetian plaster, acrylics, and glazes on wooden canvases. A former South Walton Artist of the Year and Board President of the Cultural Arts Alliance, she also co-founded the Underwater Museum of Art. The Cultural Arts Alliance of Walton County is a non-profit organization dedicated to fostering local arts and cultural tourism.

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Thu, October 1

Redd The Singing Bartender Show

Santa Rosa Beach
Live Music Live Music

Redd’s Pub has become a South Walton tradition over the past 13 years, operating as a neighborhood pub, live music venue, and community gathering place along 30A. Known as the Singing Bartender, owner Redd performs a signature one-woman show, takes song requests, and serves Southern comfort favorites including slow-cooked ribs and brisket nachos. Visitors can also request a free dessert certificate when stopping by. Reflecting on thirteen years in business, Redd expressed deep gratitude to the locals, visitors, musicians, and staff who helped create a welcoming spot where people can relax, sing along, and feel at home.

Learn More
Fri, October 2

Joy of Art Club at Coastal Library

Santa Rosa Beach
Arts & Culture Arts & Culture

Participants can join fellow artists on Fridays to experience the joy of art. Attendees are encouraged to bring their own artwork, share creative ideas, and enjoy artistic camaraderie. Meeting schedules may vary due to holidays or other changes, so interested individuals are advised to contact the library at 850-267-2809 for details.

Learn More
Fri, October 2

Coastal Library Robotics and Coding for all ages!

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Attendees of all ages can spend their Friday afternoons coding and building robots using a variety of kits. Starting at 3:30 p.m. every Friday, the Coastal Branch Library offers robotics and coding activities tailored for preschool, elementary, middle school, and high school age groups.

Learn More
Fri, October 2

Spencer Maige

Santa Rosa Beach
Live Music Live Music

Country music frontman Spencer Maige has been performing for nearly a quarter of a century and plans to continue sharing his music for at least another 25 years. Driven by a lifelong passion for singing and entertaining, he considers music to be his first true love and a lifelong dedication. Fans can connect with him on Facebook at /SpencerMaigeMusic and on Instagram @SpencerMaige.

Learn More
Fri, October 2

First Friday Artisan Vendor Market

Santa Rosa Beach
Markets & Shopping Markets & Shopping

Visitors can spend Friday evening at Idyll Hounds and Distillery 98 browsing a local vendor market featuring artisans, crafters, bakers, and makers from 5:00 PM to 8:00 PM. Guests can enjoy craft beer available all evening at Idyll Hounds and food served by Skol Cafe between 4:00 PM and 8:00 PM while supporting local businesses.

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Fri, October 2

Chess Club

Santa Rosa Beach
Sports & Games Sports & Games

The teen chess club meets every Friday from 6:00 PM to 7:00 PM. Participants are encouraged to bring a friend or play against a new opponent. Beginners are welcome to attend and receive instruction from local Chess Master Dan Owens.

Learn More
Fri, October 2

Summer Sessions

Santa Rosa Beach
Live Music Live Music

Ara Rooftop Pool & Lounge is hosting Summer Sessions, a weekly event held every Friday and Saturday throughout the season. The experience features live DJ performances, handcrafted cocktails, and panoramic skyline views. Friday sessions take place from 6:00 p.m. to 10:00 p.m., featuring golden-hour sunset views, while Saturday sessions run from 12:00 p.m. to 4:00 p.m., allowing guests to swim and unwind to a live musical soundtrack in an elevated atmosphere.

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Fri, October 2

Trivia Night

Santa Rosa Beach
Sports & Games Sports & Games

North Beach Social hosts Super Good Trivia from 6 to 8 PM for an evening of trivia, music, and prizes. Participants can compete solo or in teams across four rounds of questions spanning various genres, with bonus points awarded for identifying the musical artists played between rounds. After the fourth round, teams can choose to play it safe or wager their points on a final question to compete for top honors. Prizes include a $50 gift card for first place, a $25 gift card for second place, and a free appetizer or well drink for third place.

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Fri, October 2

Friday Night Date Night Live Music

Santa Rosa Beach
Live Music Live Music

Guests are invited to attend a live music performance starting at 7:00 PM.

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Sat, October 3

Creative Craft Collective

Santa Rosa Beach
Arts & Culture Arts & Culture

The library hosts a weekly art or craft event for individuals of all ages every Saturday from 10:00 AM to 12:00 PM. Registration is not required, and interested participants may contact the library directly to inquire about the specific activity scheduled for each session.

Learn More
Sat, October 3

Summer Sessions

Santa Rosa Beach
Outdoor Activities Outdoor Activities

Ara Rooftop Pool & Lounge is celebrating the season with Summer Sessions, a weekly rooftop experience featuring live DJs, artisanal cocktails, and panoramic views of the skyline. Held every Friday and Saturday throughout the summer, the event offers guests a vibrant atmosphere to relax above the city. On Friday evenings from 6:00 to 10:00 p.m., visitors can start their weekend with sunset drinks and music during golden hour. On Saturday afternoons from 12:00 to 4:00 p.m., guests can enjoy pool access, sunny weather, and live DJ performances. Combining relaxed luxury with high energy, Summer Sessions provides a premier rooftop getaway.

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Sat, October 3

Adult Chess

Santa Rosa Beach
Sports & Games Sports & Games

Chess enthusiasts of all skill levels are invited to test their strategic abilities every Saturday afternoon from 2:00 to 4:30 PM. The weekly gathering offers participants an opportunity to hone their skills and compete in casual games.

Learn More
Sat, October 3

Redd the Singing Bartender Show

Santa Rosa Beach
Live Music Live Music

Redd's Pub stands out as a beloved South Walton tradition, offering a unique blend of live music, delicious comfort food, and genuine neighborhood hospitality. Redd, known as the Singing Bartender, entertains patrons most evenings with her solo performances, taking music requests while serving up popular dishes like brisket nachos and slow-cooked ribs. For over 13 years, this vibrant pub and community gathering spot has provided a welcoming space where both locals and visitors can enjoy authentic live entertainment and feel right at home. Reflecting on the venue's history, owner Redd expressed deep gratitude to the patrons, musicians, and staff who have supported the business, emphasizing that the pub has always been centered around the community.

Learn More
Sun, October 4

Beats & Brunch

Santa Rosa Beach
Live Music Live Music

Beats & Brunch offers a Sunday event featuring a delicious brunch and live music by the bay with Robbie Paytner. Guests can enjoy signature dishes and refreshing drinks while listening to great tunes, brews, and live beats.

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Sun, October 4

Sunday Pickin' with Mike Whitty Friends

Santa Rosa Beach
Live Music Live Music

Sunday Pickin' at The Bay

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Mon, October 5

Coastal Journal Writing Group Mondays

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The Coastal Library Journal Writing Group meets on Mondays at 11:30 AM. Participants are invited to bring a journal and pen to engage in gentle reflection

Learn More
Mon, October 5

Adulting 101

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The Teen Library hosts weekly sessions every Monday from 3:00 PM to 4:00 PM to help teenagers prepare for adulthood by teaching practical life skills

Learn More
Mon, October 5

Trivia Night

Santa Rosa Beach
Sports & Games Sports & Games

Local Cantina Hilliard hosts Trivia Night every Monday at 7:30 PM. The event is free to play

Learn More
Tue, October 6

Chess with Mr. Owens

Santa Rosa Beach

Chess sessions with Mr. Owens are hosted every Tuesday at 3:30 p.m. at the Coastal Branch Library. Open to participants of all ages and skill levels, the program offers instruction on chess openings, endgames, and special tactics. For further details, interested individuals can call (850) 267-2809.

Learn More
Tue, October 6

German Nights

Santa Rosa Beach

Down Island is hosting German Nights every Tuesday throughout October, starting October 6th. Guests can enjoy a three-course German-inspired dinner for $65, which includes a charcuterie starter with an amuse-bouche, a dessert, and a main course of either Schnitzel or Rouladen served with sweet and sour cabbage and Spaetzle, alternating weekly. Reservations are recommended for each event.

Learn More
Tue, October 6

English Language Learners Class

Santa Rosa Beach

An English Language Learners class is held weekly on Tuesday evenings at 6:30, with the exception of the second Tuesday of the month.

Learn More
Tue, October 6

Redd the Singing Bartender Show

Santa Rosa Beach
Live Music Live Music

Redd's Pub has established itself as a cherished South Walton tradition over the past 13 years. Known as the Singing Bartender, owner Redd takes center stage most evenings to deliver her distinct one-woman performance while welcoming patrons, taking song requests, and serving classic Southern comfort foods such as slow-cooked ribs and brisket nachos. Combining the atmosphere of a neighborhood pub, live music hub, and community gathering spot, the venue offers genuine hospitality where both locals and visitors feel like regulars. Upon opening 13 years ago, Redd aimed to create a welcoming refuge where guests could unwind, laugh, and sing along, and she attributes the establishment's enduring success to the strong support of its patrons, staff, and local musicians. Visitors can also request a free dessert certificate during their visit.

Learn More
Wed, October 7

Contemporary Tai Chi Beginner Classes with Able

Santa Rosa Beach

Sifu Able leads a free Tai Chi class on Wednesdays at 10:00 AM in the Coastal Branch Library meeting room. Designed for individuals of all ages, this gentle form of exercise helps improve balance, flexibility, and strength, allowing participants to rediscover the joy of movement.

Learn More
Wed, October 7

Tai Chi with Ed

Santa Rosa Beach

At Coastal Library, seniors aged 60 and older of all skill levels can join an eight-week Tai Chi class designed to enhance balance and lower the risk of falls. The program runs from Monday, February 23rd through Wednesday, April 15th. Registration is required, and interested participants can register by calling 850-669-0579 or emailing jennifer@wfahec.org, with Ed Rosentell filling in for Jennifer.

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Wed, October 7

Lego Club Wednesdays

Santa Rosa Beach

The Lego Club gathers on Wednesdays from 3:30 pm to 4:30 pm inside the Coastal Library community meeting room. Participants are encouraged to construct their own Lego creations while connecting with new friends.

Learn More
Thu, October 8

Storytime

Santa Rosa Beach

Generate is a dynamic leads group aimed at helping local professionals in the Walton area build stronger connections, gain quality referrals, and grow their businesses. The group meets bimonthly for coffee, conversation, and focused networking where attendees can exchange business cards, share their services, and connect with other motivated Chamber members. It offers a welcoming environment for professionals looking to energize their networking, expand their reach, and create impactful business relationships.

Learn More
Thu, October 8

Coastal Library Preschool Story Time

Santa Rosa Beach

Preschool Story Time takes place on Thursday mornings starting at 10:00 AM at the Coastal Library. Children and families can enjoy stories, songs, dancing, crafts, and socialization. Following story time, from 11:00 AM to 12:00 PM, parents and caretakers can converse while children explore with building blocks, magnetic blocks, and interactive coding robots. Registration is not required to attend.

Learn More
Thu, October 8

Coastal Library Game Day for Adults

Santa Rosa Beach

Adults are invited to participate in Game Day at the library on Thursdays from 1:00 PM to 4:00 PM. Attendees can bring their own family-friendly card and tabletop games to share, play, or teach to other community members. For further details, interested individuals may contact the library at 850-267-2809.

Learn More
Thu, October 8

Bingo Nights, Rooftop Heights

Santa Rosa Beach
Sports & Games Sports & Games

Guests are invited to attend rooftop bingo every Thursday evening from 5:00 to 7:00 PM at Ara Rooftop Pool & Lounge Bar. The event features free games with prizes awarded each round, along with food, cocktails, and views under the evening sky.

Learn More
Thu, October 8

Meat + Martinis: A Dinner Series

Santa Rosa Beach
Food & Drink Food & Drink

Distillery 98, Table 30A, and The Salty Butcher are collaborating on a biweekly Thursday dinner series called Meat & Martinis, running through December 17. Launching on September 10, the experience features chef-driven plates, starting with Chef Brandon Bailey's Mishima Reserve Wagyu Flatiron served with garlic whipped potatoes, grilled broccolini, and veal demi-glace for $39 per plate. Guests can also enjoy craft cocktails, martinis, and special drink pairings throughout the evening, with reservations now available.

Learn More
Thu, October 8

Redd The Singing Bartender Show

Santa Rosa Beach
Live Music Live Music

A cherished local establishment, Redd’s Pub has become a South Walton tradition over the past 13 years. Owner Redd, known as the Singing Bartender, frequently performs her signature one-woman show, takes song requests, and greets patrons while serving Southern comfort staples such as slow-cooked ribs and brisket nachos. Functioning as a neighborhood pub, live music venue, and community hub, the establishment offers genuine hospitality and an inviting atmosphere for locals and visitors alike. Guests can also inquire about a free dessert certificate when visiting. Reflecting on the pub's history, Redd noted that the establishment was created to offer a welcoming place for people to unwind, laugh, and sing, expressing deep gratitude to all the patrons and staff who have supported the venue throughout the years.

Learn More
Thu, October 8

Surf Post Sessions with Brian Kelley

Santa Rosa Beach
Live Music Live Music

Brian and Brittney Kelley are bringing back the concert series at the Tribe Kelley Surf Post in Grayton Beach, Florida, set to return in 2026. Featuring acoustic performances of fan favorites, covers, and unreleased tracks by Brian Kelley and his band, the event operates without a set list or time limits. Attendees can enjoy an intimate musical experience while sipping crafted cocktails under the stars and gaining unique insight into Kelley's creative process.

Learn More
Fri, October 9

Joy of Art Club at Coastal Library

Santa Rosa Beach
Arts & Culture Arts & Culture

Participants are invited to join fellow artists on Fridays to experience the joy of art. Attendees can bring their own artwork, share creative ideas, and participate in artistic camaraderie. Meetings may be subject to change due to holidays or scheduling updates, and interested individuals can contact the library at 850-267-2809 for more information.

Learn More
Fri, October 9

Coastal Library Robotics and Coding for all ages!

Santa Rosa Beach
Workshops & Classes Workshops & Classes

People of all ages are invited to spend Friday afternoons coding and building robots using a variety of available kits, starting at 3:30 p.m. every Friday. Robotic kits are provided for all age groups, including preschool, elementary, middle school, and high school students, at the Coastal Branch Library.

Learn More
Fri, October 9

Chess Club

Santa Rosa Beach
Sports & Games Sports & Games

Teens are invited to join the Chess Club every Friday from 6:00 PM to 7:00 PM. Participants can bring a friend or play against new opponents, and beginners are welcome to learn from local Chess Master Dan Owens.

Learn More
Fri, October 9

Summer Sessions

Santa Rosa Beach
Live Music Live Music

Ara Rooftop Pool & Lounge hosts Summer Sessions throughout the season, offering a weekly rooftop event complete with live DJ performances, custom cocktails, and panoramic skyline views. Each Friday and Saturday during the summer months, visitors can relax high above the city in a lively setting. Friday evenings feature golden hour drinks and music from 6:00 p.m. to 10:00 p.m., while Saturday afternoons from 12:00 p.m. to 4:00 p.m. allow guests to swim and enjoy live music in the sun. Combining casual luxury with an upbeat atmosphere, this event provides a seasonal rooftop getaway.

Learn More
Fri, October 9

Trivia Night

Santa Rosa Beach
Sports & Games Sports & Games

North Beach Social hosts Super Good Trivia from 6:00 PM to 8:00 PM for an evening featuring trivia, music, and prizes. Guests can compete individually or as a team across four rounds of questions covering various genres, with bonus points awarded for identifying the musical artists played between rounds. After the fourth round, teams can choose to play it safe or wager their points on a final question to determine the top winner. Prizes include a $50 gift card for first place, a $25 gift card for second place, and a complimentary appetizer or well drink for third place.

Learn More
Fri, October 9

Friday Night Date Night Live Music

Santa Rosa Beach
Live Music Live Music

Guests are invited to enjoy live music starting at 7:00 PM.

Learn More
Fri, October 9

Surf Post Sessions with Brian Kelley

Santa Rosa Beach
Live Music Live Music

Brian and Brittney Kelley are bringing back their concert series at the Tribe Kelley Surf Post in Grayton Beach, Florida. The acoustic performances featuring Brian Kelley and his band offer a unique experience each night with no fixed set lists, time limits, or creative constraints, showcasing fan favorites, covers, and unreleased tracks. Attendees can enjoy live music, crafted cocktails, and a welcoming atmosphere under the stars, gaining an intimate look into Kelley's creative process as the Surf Post Sessions return in 2026.

Learn More
Sat, October 10

Creative Craft Collective

Santa Rosa Beach
Arts & Culture Arts & Culture

Every Saturday from 10:00 AM to 12:00 PM, individuals of all ages are invited to participate in a different art or craft activity at the library. Registration is not required, and interested participants may call the library to learn about the specific craft scheduled for each week.

Learn More
Sat, October 10

Summer Sessions

Santa Rosa Beach
Live Music Live Music

Ara Rooftop Pool & Lounge celebrates the summer season by hosting weekly Summer Sessions events, which showcase live DJs, handcrafted cocktails, and expansive skyline views. Visitors are invited to relax high above the city on Friday and Saturday gatherings held throughout the summer. On Friday evenings from 6:00 p.m. to 10:00 p.m., attendees can start their weekend with sunset drinks alongside live music. On Saturdays from 12:00 p.m. to 4:00 p.m., guests are able to swim, sunbathe, and enjoy afternoon music sets. Combining relaxed luxury with a dynamic atmosphere, these rooftop gatherings provide a refreshing seasonal escape.

Learn More
Sat, October 10

Adult Chess

Santa Rosa Beach
Sports & Games Sports & Games

Participants are invited to challenge their strategic thinking during Saturday chess sessions held every week from 2:00 to 4:30 PM. Suitable for both experienced players and beginners, the event offers an opportunity to sharpen skills and enjoy friendly matches.

Learn More
Sat, October 10

Redd the Singing Bartender Show

Santa Rosa Beach
Live Music Live Music

A local favorite in South Walton, Redd’s Pub offers a unique blend of authentic hospitality, live music, and Southern comfort food such as slow-cooked ribs and brisket nachos. Over the past 13 years, the establishment has become a beloved community gathering place where visitors can enjoy live entertainment by Redd, the Singing Bartender, who performs a signature one-woman show while welcoming guests and taking requests. The owner created the pub as a welcoming haven where people can relax, laugh, and sing along, expressing deep gratitude to all the locals, visitors, and staff who have supported the business throughout the years.

Learn More
Sat, October 10

Surf Post Sessions with Brian Kelley

Santa Rosa Beach
Live Music Live Music

Brian and Brittney Kelley are bringing back the concert series at the Tribe Kelley Surf Post in Grayton Beach, Florida. Free from set lists, time limits, or creative restrictions, Brian Kelley and his band take the stage to perform intimate acoustic renditions of fan favorites, covers, and unreleased songs. Each show offers attendees a unique look into Brian's creative process and personality as he brings his music to life. Guests can enjoy music, sip crafted cocktails, and meet new friends under the stars of Grayton as the Surf Post Sessions make their return in 2026.

Learn More
Sun, October 11

Beats & Brunch

Santa Rosa Beach
Live Music Live Music

Guests are invited to spend a Sunday enjoying a delicious brunch accompanied by live music on the bay performed by Robbie Paytner. The event features signature dishes, refreshing beverages, and live tunes for a complete brunch and music experience.

Learn More
Sun, October 11

Sunday Pickin' with Mike Whitty & Friends

Santa Rosa Beach
Live Music Live Music

Sunday Pickin' at The Bay featuring Mike Whitty and Friends takes place every Sunday from 4:00 PM to 8:00 PM. Mike Whitty invites a new roster of musicians to perform each week. The lineup is announced by Saturday on The Bay's Facebook and Instagram pages so guests can check for details prior to the event.

Learn More
Mon, October 12

Coastal Journal Writing Group Mondays

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The Coastal Library Journal Writing Group meets on Mondays at 11:30 am, inviting both beginners and experienced writers to bring a journal and pen. The session offers a space for gentle reflection, self-discovery, and creative expression through activities such as memoir writing and personal exploration. No prior writing experience is necessary to participate.

Learn More
Mon, October 12

Adulting 101

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Teens can learn practical life skills such as budgeting, job researching, and basic cooking to prepare for adulthood every Monday from 3:00 PM to 4:00 PM at the Teen Library.

Learn More
Mon, October 12

Trivia Night

Santa Rosa Beach
Sports & Games Sports & Games

Local Cantina Hilliard hosts Trivia Night every Monday around 7:30 PM. The event is free to play, with prizes awarded to the top three teams. Attendees are encouraged to arrive early to grab dinner, secure a table, and put their random knowledge to the test.

Learn More
Tue, October 13

Coastal Library, Music and Movement Toddler Time Tuesdays

Santa Rosa Beach
Family Fun Family Fun

Ms. Deanna and Ms. Shirles host a toddler session featuring music, movement, and various activities every Tuesday at 10:00 AM at the Coastal Branch Library. Schedules are subject to change due to library holiday closures or staffing adjustments, so attendees are encouraged to call the Coastal Library directly to confirm event details.

Learn More
Tue, October 13

Chess with Mr. Owens

Santa Rosa Beach
Sports & Games Sports & Games

Chess sessions with Mr. Owens take place every Tuesday at 3:30 pm at the Coastal Branch Library. People of all ages and skill levels are invited to participate and learn about chess openings, endgames, and special tactics. Interested individuals can call (850) 267-2809 for additional details.

Learn More
Tue, October 13

Adult Writers’ Group

Santa Rosa Beach
Arts & Culture Arts & Culture

The adult writers' group gathers on the second Tuesday of every month at 5:00 PM in the Coastal Library meeting room. Open to the public without requiring registration, the group provides local writers an opportunity to offer mutual support, share their work, and network with one another.

Learn More
Tue, October 13

German Nights

Santa Rosa Beach
Food & Drink Food & Drink

Down Island is hosting German Nights every Tuesday starting October 6th, offering a three-course German-inspired dinner for $65. The meal begins with a German charcuterie and amuse-bouche, followed by alternating weekly mains of Schnitzel or Rouladen accompanied by sweet and sour cabbage and Spaetzle, and concludes with dessert. Guests are encouraged to reserve a table in advance.

Learn More
Tue, October 13

English Language Learners Class

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Participants can attend the English Language Learners class every Tuesday evening at 6:30, except on the second Tuesday of the month.

Learn More
Tue, October 13

Redd the Singing Bartender Show

Santa Rosa Beach
Live Music Live Music

Redd's Pub offers a beloved South Walton tradition where Redd, the Singing Bartender, entertains guests with live music, takes requests, and serves Southern comfort food like brisket nachos and slow-cooked ribs. For over 13 years, this local venue has provided authentic hospitality, creating a welcoming community gathering space for both locals and visitors. Reflecting on the establishment's journey, owner Redd expressed deep gratitude to all the patrons, musicians, and staff who have supported the pub since its opening, emphasizing that the venue has always centered around its community.

Learn More
Wed, October 14

Contemporary Tai Chi Beginner Classes with Able

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Participants can attend a complimentary Tai Chi class led by Sifu Able every Wednesday at 10:00 AM in the meeting room at the Coastal Branch Library. Suitable for people of all ages, this gentle exercise helps enhance balance, flexibility, and physical strength, encouraging individuals to rediscover the pleasure of physical activity.

Learn More
Wed, October 14

October Power of Business Lunch

Santa Rosa Beach
Food & Drink Food & Drink

Attendees are invited to the October Power of Business Lunch taking place on Wednesday, October 14, 2026, at 11:30 a.m. at Good News Church in Santa Rosa Beach, Florida. The event offers business and community leaders across Walton County an opportunity to network over a catered lunch buffet featuring spinach berry salad, quinoa, couscous, rice, roasted vegetables, roasted chicken, dinner rolls, and assorted cookies. Sponsorship opportunities are available through the Walton Area Chamber of Commerce, and registrations become non-refundable 72 hours prior to the event.

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Wed, October 14

Tai Chi with Ed

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Seniors aged 60 and older of all experience levels are invited to learn Tai Chi at the Coastal Library to help improve balance and lower the risk of falling. The eight-week program runs from Monday, February 23rd through Wednesday, April 15th. Registration is required, and interested participants can sign up by contacting Jennifer by phone at 850-669-0579, with Ed Rosentell serving as a substitute instructor.

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Wed, October 14

Lego Club Wednesdays

Santa Rosa Beach
Family Fun Family Fun

Participants can gather at the Coastal Library community meeting room on Wednesdays from 3:30 pm to 4:30 pm for Lego Club to construct original Lego creations and make new friends.

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Thu, October 15

Coastal Library Preschool Story Time

Santa Rosa Beach
Family Fun Family Fun

Preschool Story Time takes place at the Coastal Branch Library on Thursday mornings starting at 10:00 am, offering stories, songs, crafts, and social opportunities for children and families. Following story time, parents and caretakers can socialize from 11:00 am until noon while children play with building blocks, magnet toys, and coding robots. No registration is required to attend.

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Thu, October 15

Coastal Library Game Day for Adults

Santa Rosa Beach
Sports & Games Sports & Games

Adults are invited to participate in a weekly Game Day hosted at the library on Thursdays from 1:00 PM to 4:00 PM. Community members can bring family-friendly card and tabletop games to share with others who are interested in playing or learning something new. Interested participants can contact the library at 850-267-2809 for more information.

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Thu, October 15

Bingo Nights, Rooftop Heights

Santa Rosa Beach
Sports & Games Sports & Games

Guests can experience a modern take on bingo every Thursday from 5:00 PM to 7:00 PM at the Ara Rooftop Pool & Lounge Bar. Attendees can participate in free game rounds for a chance to win prizes while enjoying drinks, food, and rooftop views.

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Thu, October 15

Redd The Singing Bartender Show

Santa Rosa Beach
Live Music Live Music

Redd’s Pub in South Walton offers a classic local experience featuring live entertainment, authentic hospitality, and Southern comfort dishes like brisket nachos and slow-cooked ribs. For over 13 years, owner Redd, known as the Singing Bartender, has entertained guests with her one-woman show, creating a welcoming community gathering place where both locals and visitors can feel like regulars. Redd attributes the venue's long-standing success to the dedicated patrons, musicians, and staff who have supported the pub throughout the years.

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Fri, October 16

Joy of Art Club at Coastal Library

Santa Rosa Beach
Arts & Culture Arts & Culture

Participants can gather on Fridays to create art alongside fellow creators, bring their own materials, share ideas, and enjoy artistic camaraderie. Meeting times are subject to change due to holidays or scheduling updates, and the library can be reached by phone at 850-267-2809 for confirmation.

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Fri, October 16

Coastal Library Robotics and Coding for all ages!

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Individuals of all ages can spend Friday afternoons coding and constructing robots using a variety of available kits starting at 3:30 PM. Robotics kits are provided for all age groups, including preschool, elementary, middle, and high school students at the Coastal Branch Library.

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Fri, October 16

Chess Club

Santa Rosa Beach
Sports & Games Sports & Games

Teens are invited to attend the chess club every Friday from 6:00 PM to 7:00 PM. Participants can bring a friend or pair up with a new opponent, and beginners are welcome to learn the game from local Chess Master Dan Owens.

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Fri, October 16

Summer Sessions

Santa Rosa Beach
Live Music Live Music

Ara Rooftop Pool & Lounge is celebrating the season by hosting Summer Sessions, a weekly rooftop event featuring live DJ performances, handcrafted cocktails, and expansive skyline views. Occurring every Friday and Saturday throughout the summer, the venue invites guests to relax above the city in a vibrant setting. Friday sessions run from 6:00 p.m. to 10:00 p.m., offering sunset drinks and golden hour music sets, while Saturday sessions take place from 12:00 p.m. to 4:00 p.m., allowing visitors to swim, soak in the sun, and enjoy afternoon music. Combining relaxed luxury with elevated energy, Summer Sessions provides a premier rooftop getaway all season long.

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Fri, October 16

Trivia Night

Santa Rosa Beach
Sports & Games Sports & Games

North Beach Social is hosting Super Good Trivia from 6:00 PM to 8:00 PM for an evening filled with trivia, music, and prizes. Participants can play solo or in teams through four rounds of multi-genre questions, earning bonus points by identifying the musical artists played between rounds. The competition concludes with a final question in Round 4 where teams can strategically wager their points. Prizes include a $50 gift card for first place, a $25 gift card for second place, and a free appetizer or well drink for third place.

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Fri, October 16

Friday Night Date Night Live Music

Santa Rosa Beach
Live Music Live Music

Guests are invited to enjoy live music starting at 7:00 PM.

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Sat, October 17

Creative Craft Collective

Santa Rosa Beach
Arts & Culture Arts & Culture

The library hosts a weekly art or craft session for all ages every Saturday from 10:00 AM to 12:00 PM. No registration is required, but interested participants can call the library in advance to find out what specific craft will be featured that week.

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Sat, October 17

Summer Sessions

Santa Rosa Beach
Live Music Live Music

Ara Rooftop Pool & Lounge celebrates the summer season with Summer Sessions, a weekly rooftop event highlighting live DJs, artisanal cocktails, and panoramic skyline views. Held every Friday and Saturday throughout the summer, the experience invites guests to relax above the city in a lively setting. Friday sessions take place from 6 p.m. to 10 p.m., featuring sunset drinks and golden hour DJ performances, while Saturday sessions run from 12 p.m. to 4 p.m., offering pool access and afternoon music. Combining relaxed luxury with high energy, Summer Sessions provides a premier rooftop getaway all season long.

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Sat, October 17

Adult Cards

Santa Rosa Beach
Sports & Games Sports & Games

Adult card games are held on the third and fourth Saturdays of each month from 1:00 pm to 4:00 pm. Participants can bring their own cards, connect with others, and invite friends to join. Registration is not required to attend.

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Sat, October 17

Adult Chess

Santa Rosa Beach
Sports & Games Sports & Games

Chess enthusiasts of all skill levels are invited to test their strategic thinking every Saturday from 2:00 to 4:30 PM. The weekly gathering offers an opportunity for both beginners and experienced players to refine their technique and participate in friendly games.

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Sat, October 17

Redd the Singing Bartender Show

Santa Rosa Beach
Live Music Live Music

Redd’s Pub has become a South Walton tradition, offering authentic hospitality, live entertainment, and Southern comfort food for over 13 years. Functioning as a neighborhood pub, live music venue, and community gathering place, the establishment features owner Redd, the Singing Bartender, who performs her signature one-woman show while greeting guests and serving favorites like slow-cooked ribs and brisket nachos. Reflecting on thirteen years in business, Redd expressed deep gratitude to the locals, visitors, musicians, staff, and regulars who have supported the pub, emphasizing that the venue has always been dedicated to creating a welcoming space for people to enjoy themselves.

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Sun, October 18

Beats & Brunch

Santa Rosa Beach
Live Music Live Music

Guests are invited to attend Beats & Brunch, a Sunday event featuring live music on the bay performed by Robbie Paytner. Attendees can enjoy signature dishes, refreshing brews, and great music throughout the afternoon.

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Sun, October 18

Sunday Pickin' with Mike Whitty & Friends

Santa Rosa Beach
Live Music Live Music

Sunday Pickin' at The Bay with Mike Whitty and Friends takes place every Sunday from 4:00 PM to 8:00 PM. Each week, Mike invites different guest musicians to perform. Performers are announced by Saturday, and details can be found on The Bay's Facebook or Instagram pages prior to the event.

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Mon, October 19

5-Year Anniversary Ribbon Cutting: Tree of Life, Ovation Painting & Farrow Contracting

Santa Rosa Beach
Food & Drink Food & Drink

The Walton Area Chamber of Commerce is hosting a celebration to honor Tree of Life Holdings, Ovation Painting, and Farrow Contracting on their fifth anniversary in business. The event will take place on Monday, October 19, 2026, beginning at 10:00 a.m. at 4460 Legendary Drive, Suite 100, Destin, FL 32541, with an official ribbon-cutting ceremony scheduled for 10:30 a.m. Attendees can meet the team, enjoy food and refreshments, and commemorate this milestone.

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Mon, October 19

Coastal Journal Writing Group Mondays

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Participants can bring a journal and pen to join the Coastal Library Journal Writing Group on Mondays at 11:30 am. The group provides a reflective space for individuals at any writing level to explore self-discovery, healing, and personal creativity. Attendees can engage in various topics, including memoir journaling and tools to spark inspiration.

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Mon, October 19

Adulting 101

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Teens can learn practical life skills such as budgeting, job searching, and basic cooking to help prepare for adulthood at the Teen Library every Monday from 3:00 PM to 4:00 PM.

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Mon, October 19

Trivia Night

Santa Rosa Beach
Sports & Games Sports & Games

Local Cantina Hilliard hosts a free Trivia Night every Monday at 7:30 PM. Attendees can gather with friends to test their knowledge, enjoy tacos and margaritas, and compete for prizes awarded to the top three teams. Guests are encouraged to arrive early to secure a table, grab dinner, and prepare for the event.

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Tue, October 20

Coastal Library, Music and Movement Toddler Time Tuesdays

Santa Rosa Beach
Family Fun Family Fun

Ms. Deanna and Ms. Shirles host a toddler session featuring music, movement, and engaging activities every Tuesday at 10:00 am at the Coastal Branch Library. Attendees are encouraged to contact the library at 850-267-2809 to confirm event details, as schedules may vary due to holidays or staffing updates.

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Tue, October 20

Chess with Mr. Owens

Santa Rosa Beach
Sports & Games Sports & Games

Every Tuesday at 3:30 pm, the Coastal Branch Library hosts Chess with Mr. Owens. Players of all ages and skill levels are invited to attend and learn about various chess openings, endings, and special moves. Interested individuals can call (850) 267-2809 for additional details.

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Tue, October 20

German Nights

Santa Rosa Beach
Food & Drink Food & Drink

Down Island is hosting German Nights every Tuesday throughout October, starting October 6th. Guests can enjoy a three-course, German-inspired dinner for $65, which includes a charcuterie starter with an amuse-bouche, an alternating weekly main course of Schnitzel or Rouladen served with sweet and sour cabbage and spaetzle, and a dessert to finish. Advance reservations are recommended for each date.

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Tue, October 20

English Language Learners Class

Santa Rosa Beach
Workshops & Classes Workshops & Classes

An English Language Learners class is held weekly on Tuesday evenings starting at 6:30, with the exception of the second Tuesday of the month.

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Wed, October 21

Contemporary Tai Chi Beginner Classes with Able

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Sifu Able leads a complimentary Tai Chi class every Wednesday at 10:00 AM in the meeting room of the Coastal Branch Library. Designed to enhance balance, flexibility, and strength, this gentle exercise session is open to individuals of all ages looking to rediscover the joy of movement.

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Wed, October 21

Monthly Roaster Tours and Coffee and Tea Classes

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Amavida Coffee is broadening its educational programs by providing monthly roaster tours and tastings on the third Wednesday of each month, alongside interactive coffee and tea classes hosted throughout the month.

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Wed, October 21

Tai Chi with Ed

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Seniors aged 60 and older of all skill levels can take an eight-week Tai Chi class at Coastal Library from Monday, February 23rd to Wednesday, April 15th to improve balance and reduce fall risks. Registration is required and can be completed by contacting Jennifer by phone at 850-669-0579, with Ed Rosentell temporarily substituting for her.

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Wed, October 21

Lego Club Wednesdays

Santa Rosa Beach
Family Fun Family Fun

Participants can create custom Lego structures and connect with others during the Lego Club, which gathers every Wednesday from 3:30 PM to 4:30 PM in the Coastal Library community meeting room.

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Thu, October 22

Coastal Library Preschool Story Time

Santa Rosa Beach
Family Fun Family Fun

Preschool Story Time takes place on Thursday mornings starting at 10:00 AM at the Coastal Library, offering stories, songs, crafts, and social opportunities for children and families. Following story time, from 11:00 AM until noon, parents and caregivers can connect while children explore with various building blocks, magnetic toys, and interactive coding robots. No prior registration is required to attend.

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Thu, October 22

Coastal Library Game Day for Adults

Santa Rosa Beach
Sports & Games Sports & Games

Adults are invited to participate in a weekly Game Day held at the library every Thursday from 1:00 PM to 4:00 PM. The library provides meeting space for community members to bring, share, and play family-friendly card and tabletop games with others or teach new games to interested participants. For more details, the library can be reached by phone at 850-267-2809.

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Thu, October 22

Mercy Multiplied Groundbreaking Ceremony

Santa Rosa Beach
Outdoor Activities Outdoor Activities

The Walton Area Chamber of Commerce invites community members and chamber members to celebrate the groundbreaking of Mercy Multiplied's new location on Highway 331. The ceremony will begin at 4:00 p.m., followed by a reception at Farm & Fire. Parking is provided in the lot across from Farm & Fire on Chat Holley Road, with shuttle service available to and from the groundbreaking site. Guests can RSVP online or visit the Mercy Multiplied website to learn more and make a donation.

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Thu, October 22

Bingo Nights, Rooftop Heights

Santa Rosa Beach
Sports & Games Sports & Games

Guests can enjoy Bingo with a View every Thursday from 5:00 PM to 7:00 PM at Ara Rooftop Pool & Lounge Bar. This event offers free games, cocktails, food, and scenic rooftop views, with prizes awarded to winners of each round.

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Reviews - 35

brittani
Aug 2026 Google

Oversee hosted a wonderful vacation home for us! This bay house was close to the beach while being away from the crowds and traffic. We loved our surprise oversee cups and will sport them proudly. This company provides a clean and comfortable stay.

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abigail
Nesbit, MS
Jul 2026 Vrbo

This home made our vacation ten times better! From the moment we arrived, we felt right at home. The coziness, comfort, and thoughtful amenities truly set this place apart. The pool and slide were a huge hit with the kids, and the dock surrounded by water made for peaceful mornings and relaxing evenings. It was the perfect place to make family memories, and we can’t wait to come back for our next vacation!

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abigail
Nesbit, MS
Jul 2026 Google

This home made our vacation ten times better! From the moment we arrived, we felt right at home. The coziness, comfort, and thoughtful amenities truly set this place apart. The pool and slide were a huge hit with the kids, and the dock surrounded by water made for peaceful mornings and relaxing evenings. It was the perfect place to make family memories, and we can’t wait to come back for our next vacation!

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kelly
Jul 2026 Airbnb

We had a wonderful stay celebrating my daughter’s birthday! The house was clean, comfortable, and had plenty of space for everyone to relax and have fun. The location was fantastic, and the pool was definitely a favorite with the girls. Being so close to the beach made the weekend even better.

The host was friendly, responsive, and easy to work with throughout the entire process. Overall, the house was exactly what we needed for a memorable birthday weekend, and we’re so grateful for the experience.

We would happily stay here again and recommend it to anyone looking for a fun and relaxing beach getaway!

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jon
Jul 2026 Airbnb

The bay house was just a phenomenal place for us to get away for 4 days. Incredible location right on the bay. Pool was lovely. Sunsets on the dock, etc. We cannot wait to come back!

jon
Jul 2026 Google

Absolutely 5 star service from the team at Oversee!

kerby
Jul 2026 Airbnb

My family and friends had a wonderful a week at this lovely beach house. The beds were very comfortable with nice linens. The house was very spacious and had a place for everyone. We really enjoyed the outdoor space especially. Sitting on the dock with a cup of coffee in the early morning and watching the sunset in the evening was very serene. The pool was refreshing in the Florida heat but required a lot work on our part because it sat under a large pine trees which was constantly dropping pine needles into the pool. A robotic pool vacuum would have been nice.

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brian
Brandon, MS
Jul 2026 Vrbo

Clean, simple, and accurate to the description of the property. Apart from everyone busting their toes on the bricks in the middle of the house everything was as described or even understated. Would love to book with oversee property again.

gabrielle
Houston, TX
Jun 2026 Vrbo

Home was clean and tidy. We really enjoyed our stay we will be back!

sue
Feb 2026 Airbnb

Perfect location for us with a dog. Loved sitting on the dock and got to see Dolphins one day. Our grandson loved swimming in the pool and hot tub.

amy
Dec 2025 Airbnb

The location of the Bay Place was amazing. I loved having the dock on the bay. The lights in the yard were beautiful. The sunsets were so gorgeous. You can hear the traffic from the bridge, but it is such a beautiful and convenient spot.
The house is so spacious, but there is not much privacy. The bunk room has a wall that doesn‚’t go all the way to ceiling, and the bed rooms have slatted doors. It was okay for us as our kids are older, but once someone is up everyone is up.
The hot tub was a nice feature, but know that the temperature will not go above 95* so that did limit how enjoyable it actually was. I would bring pool towels if you have kiddos that plan on swimming, there were 2 pool towels.
We were able to walk to North Brach Social for dinner.
We would definitely stay here again.

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courtney
Vestavia, AL
Nov 2025 Vrbo

The house and location are absolutely beautiful. We can‚’t wait to come back.

mishelle
Fortville, IN
Sep 2025 Google

Our family (4 generations) spent 8 nights at Bay Place, we were in town for our youngest daughter’s wedding. Our stay was absolutely amazing. We enjoyed every single moment. We fished from the dock, we shot baskets on the basketball goal. We sat quietly and watched sunrises. We ate meals outside. Our grandchildren played on the treehouse slide and in the pool. We put together puzzles at the table. Played piano. Cooked fish my husband and son caught from a fishing trip they took. Our stay could not have been more perfect!

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mishelle
Fortville, IN
Sep 2025 Vrbo

We had an amazing stay! Everything was perfect. The house was perfect for four generations of family being together, something for everyone. We enjoyed every moment at Bay Place!

blake
Sep 2025 Airbnb

A+++++

john
Aug 2025 Airbnb
joshua
Aug 2025 Airbnb

My family and I really enjoyed the stay. Everything was perfect and if you are a avid fisherman like myself you‚’ll find fishing from the dock produced some nice red fish. We will definitely be visiting again. We can‚’t thank you enough for allowing us to stay at this beautiful home.

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donna
Kenner, LA
Jul 2025 Google

Our stay at The Bay was absolutely perfect. The home itself was spotless and beautifully designed—true perfection. The pool was a highlight, offering the perfect spot to relax and unwind. Being right on the water made the experience even more magical, especially with dolphins showing up twice a day to feed—an unforgettable sight! Our whole family loved and enjoyed every moment here. Highly recommend for anyone looking for a peaceful, scenic getaway.

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donna
Kenner, LA
Jul 2025 Vrbo
christi
Virginia Beach, VA
Jul 2025 Vrbo

The Bay Place is truly a magical place. The property is a gem from the drive up to the 1965 house to the amazing pool and slide and the incredible water view watching dolphins, fishing and enjoying stunning sunsets. It really checked all the boxes and exceeded our expectations. We had a week with family making memories and celebrating loved ones who are no longer with us. Thank you for allowing us to create such great experiences together at The Bay Place!

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laura
Trussville, AL
Jun 2025 Vrbo

A few early bumps in the road (broken grill and needed the dryer to be replaced) but the staff was responsive a took care of those early hiccups and the rest of the stay was smooth and enjoyable.

jackson
Jun 2025 Airbnb
matt
May 2025 Airbnb

Great place, wonderful sunsets!

justin
Dallas, TX
May 2025 Airbnb

A dream vacation space.
Open design, with plenty of gathering space and room for our little one and dogs to move around.
Very private, very clean.
Right on the bay and a short drive to every beach nearby.

amy
Apr 2025 Airbnb

This is the second time that we have state at this property in words pictures do not do justice. The space is on 3 acres and it‚’s completely private. It just feels like you‚’re at Grandma‚Äòs Bay lake house. The beach is just around the corner. definitely have to drive, but it‚’s not far at all. We love topsail State Park. The hot tub is absolutely ginormous and the pool is also shockingly big all the little touches in this home make it feel like you are at home. We honestly only went to the beach one time because it is so relaxing. You don‚’t wanna leave.

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mike
, OH
Apr 2025 Vrbo
julie
, NC
Apr 2025 Airbnb

We can not say enough good things about our experience with the rental home and with Oversee Property Management. The house is exactly as advertised and is in a perfect location (steps to beach access and two short blocks to city center). The Oversee staff were so responsive and helpful throughout our trip. We hope to return to Rosemary Beach and would gladly rent this home again if available.

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michael
Mar 2025 Airbnb

Great place to stay.

tim
Jan 2025 Airbnb
david
Jul 2024 Vrbo

We loved everything about our stay, every question was addressed promptly and to great satisfaction. Will stay again!!

anne
Jul 2024 Airbnb
chad
Jun 2024 Airbnb

Amazing doesn’t do it justice. This place was perfect. If you’re bringing your boat, the front gate is a tight fit. Other than that, the best vacation rental we’ve stayed in. Absolutely Phenomenal from the house, pool, fishing pier and the great beaches and locally owned restaurants and gift shops.

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christina
Nashville
Apr 2024 Vrbo

I have stayed at this property twice in the last 4 weeks and it is impeccable in every way. The pool is fabulous. The beds are 5 star comfortable and every need is met with this home.

The hosts are quick to respond and truly desire to make the stay in their home as comfortable and elevated possible.

My family and I will return to this property often. Highest of recommendation for a stay in Grayton Beach, Florida.

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christina
Nashville
Apr 2024 Vrbo

This property is magnificent in every way possible. Every need has been anticipated and provided. The chef’s kitchen is a joy to cook meals in for the family. The pool and grounds are immaculate. The communication with the property owner was prompt and the service exceeded expectations.

Highly and highest of recommendations for a vacation stay at this property.

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maegen
Mar 2024 Airbnb

The house was spacious, loved the decorations and all the touches. Loved the kitchen and included dishes especially the crockpot. Of course we loved the pool and hot tub and the location right on the bay. Plenty of parking, great location! Just in case it’s helpful, when you turn onto the street, there’s an open gate and a no trespassing sign. When we first saw that, we thought we’d made the wrong turn but it was correct.

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Host Family

Grayton Office

Heather Silva
Danny West
Gloria Cruz
Crystal	Becktel
Cheyenne Warmack
Kaleb Goodrich
Madi Chendemi
Chris Eubanks
Charles McTear
Ryan Pearson
Right in the heart of Grayton Beach, the Grayton Office lets us offer quick, thoughtful support whenever you need a hand.

Office location:

Grayton Office, Florida

Contact Grayton Office
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