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, September 24

After-Hours Writing Night: Santa Rosa Beach

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Emerald Coast Storytellers will host an intimate gathering at Distillery 98 for writers at all stages of their journey. Attendees are encouraged to bring their pens, journals, and laptops to work on existing projects or explore an optional writing prompt. The event begins with a brief introduction, followed by individual writing time, and concludes with a group discussion to share and inspire. Distillery 98's tasting room will be open for craft cocktails throughout the evening. September's theme is "Guilty Pleasures," focusing on stories about secret loves, nostalgic traditions, or personal rituals. Participants are asked to RSVP to help ensure an accurate headcount.

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Fri, September 25

Joy of Art Club Coastal Library

Santa Rosa Beach
Arts & Culture Arts & Culture

Art enthusiasts are invited to gather on Fridays to experience creating art alongside fellow artists. Attendees can bring their own artwork, exchange ideas, and enjoy the artistic camaraderie. Since meeting times may change due to holidays or scheduling updates, interested participants can call the library at 850-267-2809 for details.

Learn More
Fri, September 25

Emerald Coast Ladies Book Club

Santa Rosa Beach
Arts & Culture Arts & Culture

The library's book club will host a discussion on Carter Wilson's "Tell Me What You Did" from 12:30 to 2:00. Copies can be borrowed directly from the library or accessed digitally through the Libby app. For additional details regarding the event, interested participants may reach out to coordinator Jeannette Abbate via email or phone.

Learn More
Fri, September 25

Coastal Library Robotics and Coding for all ages!

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Individuals of all ages are invited to spend Friday afternoons coding and building robots using a variety of available kits, beginning at 3:30 p.m. Robotic kits are provided for all age levels, including preschool, elementary, middle school, and high school participants, as part of the Robotics and Coding program hosted at the Coastal Branch Library.

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Fri, September 25

Chris Johnson

Santa Rosa Beach
Live Music Live Music

Chris Johnson is a vocalist and musician originating from Memphis, Tennessee, who has been singing since eleven years old. Inspired by the rich blues culture of his hometown, he launched his music career at a young age, progressing from busking on local Memphis sidewalks to performing at major shows in Houston. Now based along the Gulf Coast, he aims to elevate his musical career even further. In addition to his solo work, he performs with his band, Thin Red Line, delivering powerful vocals and creating an enjoyable experience for audiences.

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Fri, September 25

Summer Sessions

Santa Rosa Beach
Live Music Live Music

Ara Rooftop Pool & Lounge celebrates the summer season with Summer Sessions, a weekly rooftop event featuring live DJs, handcrafted cocktails, and scenic skyline views. Every Friday and Saturday during the summer months, visitors can relax high above the city in a lively setting with curated music. On Fridays from 6:00 p.m. to 10:00 p.m., guests can start their weekend with golden hour cocktails and a DJ set. On Saturdays from 12:00 p.m. to 4:00 p.m., visitors can swim in the pool and enjoy an afternoon soundtrack. Combining relaxed luxury with energetic vibes, Summer Sessions provides a premier rooftop getaway all season long.

Learn More
Fri, September 25

Chess Club

Santa Rosa Beach
Sports & Games Sports & Games

The teen chess club meets every Friday from 6:00 PM to 7:00 PM. Teenagers can bring a friend or play against someone new. Beginners are welcome to join and learn the game from local Chess Master Dan Owens.

Learn More
Fri, September 25

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 filled with trivia, music, and prizes. Participants can compete individually or in teams across four rounds covering various genres, with opportunities to earn bonus points by identifying the musical artists played between rounds. The event concludes with a final wagering question to determine the overall winners. 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.

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Fri, September 25

Friday Night Date Night Live Music

Santa Rosa Beach
Live Music Live Music

Join for live music starting at 7:00 PM.

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Fri, September 25

Max McCann

Santa Rosa Beach
Live Music Live Music

Guests can attend a live music performance starting at 7:00 PM.

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Sat, September 26

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. Interested participants can contact the library to learn about the specific activity for the week. No prior registration is required.

Learn More
Sat, September 26

Summer Sessions

Santa Rosa Beach
Live Music Live Music

Ara Rooftop Pool & Lounge welcomes the season with Summer Sessions, a weekly rooftop experience featuring live DJs, handcrafted cocktails, and sweeping skyline views. Every Friday and Saturday throughout the summer, guests can unwind above the city while enjoying curated music and a vibrant atmosphere. On Fridays from 6 p.m. to 10 p.m., visitors can kick off the weekend with sunset cocktails and a live DJ set during golden hour. On Saturdays from 12 p.m. to 4 p.m., attendees can soak up the sun, take a refreshing dip in the pool, and enjoy an afternoon soundtrack from a live DJ. Blending laid-back luxury with elevated energy, Summer Sessions offers the ultimate rooftop escape all season long.

Learn More
Sat, September 26

Adult Chess

Santa Rosa Beach
Sports & Games Sports & Games

Participants are invited to challenge their strategic minds during weekly chess sessions held every Saturday from 2:00 to 4:30 PM. Open to both seasoned players and beginners, this event offers a great opportunity to refine skills and enjoy friendly matches.

Learn More
Sat, September 26

Redd The Singing Bartender Show

Santa Rosa Beach
Live Music Live Music

Redd's Pub is a cherished local establishment that has become a South Walton tradition over the past 13 years. As the owner and "Singing Bartender," Redd performs her signature one-woman show most evenings, taking requests and welcoming guests while serving Southern comfort foods like slow-cooked ribs and brisket nachos. Functioning as a neighborhood pub, live music venue, and community hub, Redd's offers genuine hospitality and entertainment where both locals and visitors can feel like regulars. Redd expressed deep gratitude to all the patrons, musicians, and staff who have supported the pub over the years, emphasizing that the establishment has always been centered around the community.

Learn More
Sun, September 27

Beats & Brunch

Santa Rosa Beach
Live Music Live Music

Robbie Paytner will perform live music on the bay during a Sunday brunch event featuring signature dishes and refreshing drinks.

Learn More
Sun, September 27

Sunday Pickin' with Mike Whitty & Friends

Santa Rosa Beach
Live Music Live Music

Sunday Pickin' at The Bay features Mike Whitty and Friends every Sunday from 4:00 PM to 8:00 PM. Each week, Mike invites different guest musicians to join him for the performance. Details regarding the weekly lineup are shared by Saturday on The Bay's Facebook and Instagram pages.

Learn More
Mon, September 28

Plant Help Desk with Master Gardeners

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The Plant Help Desk at the Coastal Library offers plant consultation sessions with Master Gardener Margaret Morrison. Attendees can bring their plants and inquiries to receive expert advice from 9:00 AM to 12:00 PM on select dates, including July 13 and 17, August 10 and 24, September 14 and 28, October 26, November 9 and 23, and December 14.

Learn More
Mon, September 28

Coastal Journal Writing Group Mondays

Santa Rosa Beach
Live Music Live Music

The Coastal Library Journal Writing Group meets on Mondays at 11:30 AM. Attendees are encouraged to bring a journal and pen to engage in gentle reflection, healing, and self-discovery. Open to individuals of all experience levels, the group explores various topics, including writing memoirs, using creative tools, and fostering authentic self-love.

Learn More
Mon, September 28

Adulting 101

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Teens can develop essential life skills, including budgeting, job searching, and basic cooking, to help prepare for adulthood during weekly sessions at the Teen Library every Monday from 3:00 PM to 4:00 PM.

Learn More
Tue, September 29

English Language Learners Class

Santa Rosa Beach
Workshops & Classes Workshops & Classes

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

Learn More
Tue, September 29

Redd The Singing Bartender Show

Santa Rosa Beach
Live Music Live Music

Redd’s Pub is a local South Walton favorite known for its authentic hospitality, live entertainment, and Southern comfort food such as slow-cooked ribs and brisket nachos. Most nights, owner and "Singing Bartender" Redd takes center stage to perform her one-woman show, greeting guests and taking song requests. Over the past 13 years, the neighborhood pub and live music venue has built a loyal community of regulars. Reflecting on thirteen years in business, Redd expressed deep gratitude to the locals, visitors, musicians, and staff who have supported the venue, emphasizing that the pub has always been centered around its people. Visitors can also ask for a free dessert certificate during their visit.

Learn More
Wed, September 30

Contemporary Tai Chi Beginner Classes with Able

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Participants of all ages are invited to attend a free Tai Chi class led by Sifu Able every Wednesday at 10:00 AM in the Coastal Branch Library meeting room. As a gentle form of exercise, Tai Chi helps improve balance, flexibility, and strength, offering attendees a chance to rediscover the joy of movement.

Learn More
Wed, September 30

Tai Chi with Ed

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Seniors aged 60 and older of all experience levels can learn Tai Chi at the Coastal Library to improve their balance and reduce the risk of falls. This eight-week class runs from Monday, February 23rd to Wednesday, April 15th. Registration is required, and interested participants can register by calling Jennifer at 850-669-0579. Ed Rosentell will be substituting for Jennifer.

Learn More
Wed, September 30

Lego Club Wednesdays

Santa Rosa Beach
Family Fun Family Fun

Participants can gather for the Lego Club every Wednesday from 3:30 pm to 4:30 pm in the Coastal Library community meeting room. Attendees are invited to construct their own Lego creations and connect with new friends.

Learn More
Wed, September 30

Spencer Maige

Santa Rosa Beach
Live Music Live Music

Spencer Maige is a country music frontman who has been performing for nearly twenty-five years and plans to continue playing for at least another quarter-century. Driven by a deep passion for singing and entertaining, he considers music to be his first true love and a lifelong dedication. He can also be found on Facebook at SpencerMaigeMusic and on Instagram at @SpencerMaige.

Learn More
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.

Learn More
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.

Learn More
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.

Learn More
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.

Learn More
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

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.

Learn More
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.

Learn More
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.

Learn More
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.

Learn More
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.

Learn More
Sun, October 4

Sunday Pickin' with Mike Whitty Friends

Santa Rosa Beach
Live Music Live Music

Sunday Pickin' at The Bay

Learn More
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.

Learn More
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

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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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Thu, December 17

Meat + Martinis: A Dinner Series

Santa Rosa Beach
Food & Drink Food & Drink

Distillery 98, Table 30A, and The Salty Butcher are hosting Meat & Martinis, a biweekly Thursday dinner series running through December 17. The series kicks off on Thursday, September 10, featuring Chef Brandon Bailey of Table 30A preparing Mishima Reserve Wagyu Flatiron paired with garlic whipped potatoes, grilled broccolini, and veal demi-glace for $39 per plate. Martinis, craft cocktails, and a featured pairing will be available all evening, with reservations currently open for attendees.

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Fri, December 18

Friday Night Date Night Live Music

Santa Rosa Beach
Food & Drink Food & Drink

Guests can enjoy the golden hour on the water aboard SOL y LUNA, which includes two complimentary glasses of wine and a curated cheese pairing . The 1.5-hour sunset cruise departs from the Baytowne Marina and offers a close view of dolphins . Tickets can be purchased online or by phone .

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Wed, December 30

Dirty Bingo

Santa Rosa Beach
Food & Drink Food & Drink

The venue is counting down to UFC Freedom 250, which will be broadcast live this Sunday on their 28 televisions .

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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

Danny West
Ryan Pearson
Gloria Cruz
Charles McTear
Kaleb Goodrich
Heather Silva
Crystal	Becktel
Madi Chendemi
Cheyenne Warmack
Chris Eubanks
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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