1OZDJ1-44

67 Riker

67 Riker

Sleeps 8 - 3 Bedrooms - 2 Baths

67 Riker Avenue, Santa Rosa Beach, FL 32459
📍
In Point Washington, near Choctawhatchee Bay
🏖️
Short drive to Grayton Public Beach Access (3.5 miles)
🌿
Gorgeous screened-in back porch
🪞
Stunning interiors
🛁
Exquisite primary bedroom and ensuite
🔥
Gas grill

67 Riker Avenue by Oversee 30A | 2025 Diamond Winner-Best Rental Mgmt.

Escape to 67 Riker Avenue, a stunning and stylish vacation home, on the peaceful north side of Hwy 98 in Point Washington. This exclusive community offers a serene atmosphere, away from the hustle and bustle of other beach towns, perfect for unwinding after a day of fun in the sun.

Inside, things feel warm and intentional. Hardwood floors, sliding barn doors, and thoughtfully layered design give the home personality without trying too hard. The open layout makes gathering easy—chat around the oversized kitchen island, settle in for dinner in the formal dining area, or stretch out in the living room, complete with a big TV and gas fireplace.

A nearby bunk room with its own hangout space makes a great spot for younger guests, and the guest bedroom down the hall is equal parts simple and cozy. There's also a half bath and shared full bath, all designed with comfort (and style) in mind.

The primary suite is the standout—spacious, calming, and complete with a dreamy bathroom featuring double vanities, a soaking tub, and a dual-head walk-in shower.

Outside, the screened-in back porch overlooks a stretch of green that’s classic Point Washington: peaceful, piney, and pure relaxation.

Oversee 30A is a local team that knows this area inside and out.

We’re nearby every day of the week, and always on call for anything unexpected. Let’s make this stay effortless—and a little unforgettable.

Overview:
- Short drive to Grayton Public Beach Access (3.5 miles)
- 3 bedrooms, 2 bath
- 2373 sq ft
- Propane grill
- Wi-Fi
- Parking is limited to 2 vehicles on-site
- No smoking permitted anywhere on the property (interior or exterior)

Overnight:
- Bunk room; shared full bath; TV
- Queen in guest room; shared full bath; TV
- King in primary bedroom; private full bath; TV

Check-in is 4:00 PM CST. Checkout 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 Maximum8 guests maximum
  • No petsNo pets

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

Entertainment

  • CableCable
  • Smart TVSmart TV

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
  • BathtubBathtub

Outdoor

  • BalconyBalcony
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Bed and Baths

1st Floor

bedroom

1 Queen bed

bedroom

1 Bunk bed

Primary Bedroom

1 King bed

full bathroom

 

full bathroom

 

Location

Upcoming Events

Mon, February 9

Wing Night

Santa Rosa Beach
Food & Drink Food & Drink

The establishment invites guests to join them from 5 PM until closing time to take advantage of a half-price wings promotion, available exclusively for dine-in patrons. Customers are encouraged to arrive hungry and bring company.

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Mon, February 9

Trivia Night

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The group is switching their Monday meeting time to 5:30–7:30 p.m., which will last through March. When spring arrives, the meeting time will revert to 6:30–8:30 p.m., and those are the only two times that will be used. Members can be seen tonight for brain-waves and beach-vibes.

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Mon, February 9

Tacos, Tequila & Trivia Night

Santa Rosa Beach
Sports & Games Sports & Games

Looking to spice up their Monday nights, the event offers Trivia Night every Monday at 7 PM at Local Cantina Westerville. Attendees can enjoy hot tacos, cold margaritas, and friendly competition. Whether someone is a Jeopardy champion or just looking for queso and laughs, this weekly showdown is described as the perfect reason to gather the smartest or most entertaining friends and start the week on a high note. The event is free to play, requiring participants to simply show up and grab a seat. Prizes are awarded to the top teams, and trivia pros host the event, keeping it fun, fast, and possibly a little spicy. The full Tex-Mex menu, along with margaritas and local brews, ensures good vibes are guaranteed. As a bonus, it is "Mustache Ride Monday," meaning the house-favorite Mustache Ride Margaritas are only $5 all day long. Attendees are advised to arrive early to secure a seat and a snack, come up with a clever team name, and keep their phones put away, honoring the rules of trivia competition. The event takes place at Local Cantina Westerville, located at 667 N Cleveland Avenue, every Monday at 7 PM. The organizers encourage everyone to gather their crew and brainpower, or at least their appetite, and treat Monday night like the new Friday night at Trivia Night, where tacos and useless knowledge are said to reign supreme.

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Tue, February 10

Taco Tuesday

Santa Rosa Beach
Food & Drink Food & Drink

The event offers taco and margarita specials throughout the day. Patrons are encouraged to arrive hungry and enjoy the drinks.

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Tue, February 10

Karaoke Night

Santa Rosa Beach
Live Music Live Music

Guests are invited to join the Karaoke Night at Papa Surf Burger Bar. Attendees can grab the microphone to sing, while enjoying great food and drinks and cheering on friends. Whether someone is a karaoke professional or just there for fun, it is an evening not to be missed.

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Tue, February 10

Redd The Singing Bartender

Santa Rosa Beach
Live Music Live Music

Redd performs, singing requests from the audience for tips, during the hours of 6:30 PM to 9:45 PM. Reservations for dinner can be made by calling 850-325-0252.

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Wed, February 11

Winter Community Speaker Events 2026 Programs

Santa Rosa Beach
Live Music Live Music

The Walton County Coastal Library in Santa Rosa Beach, FL, is hosting "Winter Community Programs" every Wednesday from January 7 to March 4, 2026, at 10:00 am. These free programs are designed for adults and families, offering entertaining and educational value focused on learning about the community and neighbors. Seating is limited. The library is located at 437 Greenway Trail, behind the South Walton Government/Education Complex on HWY 331 South. For more information, interested parties should call (850) 267-2809. The program schedule includes: January 7: Eboni Fondron, a jazz historian and vocalist, will perform. Fondron is an international performer and recording artist from Kansas City, MO, brought by the Rosemary Beach Foundation's Escape to Create program. January 14: Dave Clausen, a retired federal fisheries biologist who has snorkeled the Florida Panhandle since 1998, will present "Underwater Wonders: Snorkeling in the Florida Panhandle." January 21: Brian Cammarano, the Shorebird Stewardship Senior Coordinator for Audubon Florida’s Coastal Team, will discuss shorebird stewardship in the Florida Panhandle. He will cover the lives of imperiled beach-nesting birds like the Snowy Plover and Least Tern and explain how the public can help protect these species. January 28: Documentary film producer and director Emily Harrold, whose films have appeared on platforms including PBS, Netflix, Hulu, HBO, and CNN, will preview her documentary project alongside filmmaker Christine Murray. The project focuses on the forgotten Baroness Elsa von Freytag-Loringhoven, a key woman who shaped 20th-century American art history. This presentation is brought by the Rosemary Beach Foundation's Escape to Create program. February 4: Deanna Smith, Screenplay Author Extraordinaire, and Coastal Library Staff will present "Murder at the Disco," a Murder Mystery Theater production. The audience is invited to join in the laughs and antics of this "who dunnites" story. February 11: Raymond Cyr, a musician artist and professional drummer, will perform "The Voice of the Drum." Cyr's career began in 1961, and he has performed in 17 bands from Maine to California, recording on 8 albums and playing countless concerts. He settled in Santa Rosa Beach in 1997. February 18: Melinda Gates, Environmental Manager for Walton County, will present "The Imperiled Coastal Dune Lakes." She will discuss these unique ecosystems, found in only five places worldwide. Gates has over 20 years of experience protecting natural resources in Florida, with projects supporting coastal dune lakes, artificial reefs, habitat conservation plans, and watershed planning. February 25: Author Judith Dupre, a recipient of numerous prestigious awards, returns to Escape to Create to work on "Bird on a Wire: A William James Mystery," a historical nonfiction project. Dupre incorporates vintage and historic photos in her nonfiction work, which illuminates art, architecture, and religion, aiming to connect people to ideas, structures, and places. March 4: Karen Doud, a Florida Master Gardener and horticulture expert, will present a houseplant program. She will share tips and creative ideas to help attendees keep their indoor gardens thriving all year long.

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Wed, February 11

Yappy Hour

Santa Rosa Beach
Food & Drink Food & Drink

A weekly event, Yappy Hour, invites guests to bring their dogs and enjoy happy hour pricing throughout the day on the Patio and Beer Garden every Wednesday. All are welcome for good vibes, drinks, and wagging tails.

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Wed, February 11

Lego Club Wednesdays

Santa Rosa Beach
Family Fun Family Fun

The Lego Club meets every Wednesday from 3:30 pm to 4:30 pm in the Coastal Library community meeting room. Participants can build their own Lego designs and socialize with new friends.

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Wed, February 11

Flexibility Flow

Santa Rosa Beach
Workshops & Classes Workshops & Classes

This is a practice for individuals seeking space, strength, and deeper freedom within their bodies. By intentionally targeting areas that often restrict the range of motion—such as the hamstrings, hip flexors, and heart space—participants will safely open up, potentially unlocking advanced postures like Hanumanasana (splits), Urdhva Dhanurasana (wheel), Natarajasana (dancer), and various arm balances, including Firefly. Attendees should expect to leave feeling open, lengthened, and aligned, with newfound freedom in their low back, neck, and shoulders.

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Wed, February 11

CAA Cocktails & Clay

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The Cultural Arts Alliance of Walton County is hosting a unique experience called Cocktails & Clay, a workshop where participants can unleash their inner artist. The event is scheduled for Saturday, February 11, from 5 PM to 7:30 PM at Down Island. The registration includes class supplies, one cocktail, and light bites. Attendees are encouraged to bring a Valentine or Galentine, or simply treat themselves to a fun and relaxing night out. Local artist Sarah Bumanglag will provide step-by-step guidance, teaching essential techniques for creating a one-of-a-kind flower vase while encouraging personal flair. Cocktails & Clay is a program of the Cultural Arts Alliance of Walton County and offers an opportunity to connect with the community and explore creativity in a welcoming, laid-back environment. All skill levels are welcome.

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Wed, February 11

Kids Eat Free

Santa Rosa Beach
Family Fun Family Fun

Complimentary meals are available for children starting at 5 PM.

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Wed, February 11

Paella with Chef Joyce

Santa Rosa Beach
Food & Drink Food & Drink

The paella is served on a first-come, first-served basis. Chef Joyce developed the famous recipe while in Spain and has since refined it with local flavor. The inclusion of chorizo instead of standard sausage adds an extra spicy kick, making the dish quite bold. North Beach Social customers can order paella at the counter and receive a ticket, then pick up their plates at the paella stand when service begins. Farm & Fire customers can order at their table or the bar, and the dish is delivered to them.

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Wed, February 11

Matt's Jazz Jam & Paella Night

Santa Rosa Beach
Live Music Live Music

Attendees can catch Matt's Jazz Jam performed live from 6 to 8 PM.

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Wed, February 11

BOGOHO Bingo

Santa Rosa Beach
Sports & Games Sports & Games

A weekly charity bingo event for adults aged 18 and over is held every Wednesday to raise money for local charities. Bingo players can take advantage of a Buy One, Get One Half Off Burger Special. Six games are played each evening, offering various prizes, including silly items, gift certificates to local businesses, and bar tabs for the winners of each game. Attendees are reminded that they must bring cash to participate.

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Thu, February 12

GENERATE

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Generate is a dynamic leads group designed for local professionals in the Walton area who are looking to build stronger connections, gain quality referrals, and grow their businesses. The group aims to help members create real relationships that lead to real results. They meet every other month for coffee, conversation, and connection in a casual but focused space where business cards can turn into opportunities. Attendees can expect a welcoming environment for purposeful networking, including the Coffee Card Exchange, where members share what they do and connect with other motivated individuals. This provides a chance to learn, refer, and grow alongside other Chamber members. Professionals who are ready to energize their networking and expand their reach will find Generate to be the right group for them, encouraging them to come for the coffee and stay for the connections to generate success together.

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Thu, February 12

Coastal Library Preschool Story Time

Santa Rosa Beach
Family Fun Family Fun

Preschool Story Time is held every Thursday morning at 10:00 am, featuring stories, songs, crafts, and social time for friends and families. Attendees are encouraged to bring friends and meet new ones at the Coastal Library for a fun-filled session of stories, singing, and dancing. Following the stories, parents and caretakers are welcome to visit from 11:00 am until noon while children explore various styles of blocks, connecting magnet blocks, and code-and-go robots. No registration is required for this event at the Coastal Branch Library.

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Thu, February 12

Coastal Library Game Day for Adults

Santa Rosa Beach
Sports & Games Sports & Games

Game Day for adults is held at the library every Thursday from 1:00 until 4:00 pm. Community members are invited to bring in and share their card table games. The library's meeting space is made available for family-friendly games that individuals bring in to share with those interested in playing or learning a new game. Interested parties should call the library for more information.

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Thu, February 12

Trivia Night

Santa Rosa Beach
Sports & Games Sports & Games

The Trivia Night is held every Thursday from 6–8 PM. It is free to play, offers a fun experience, and participants can win up to $100 in prizes. Guests are encouraged to attend and test their knowledge while enjoying the evening.

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Thu, February 12

Redd Sings Dinner Show

Santa Rosa Beach
Live Music Live Music

Redd The Singing Bartender performs requested songs for tips. Patrons are encouraged to call the venue to make dinner table reservations.

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Fri, February 13

Valentine’s Weekend

Santa Rosa Beach
Food & Drink Food & Drink

The Pensacola Beach Resort, located just west of Sandestin, provides a beachfront retreat with a romantic theme during the Mardi Gras season. The resort is aligning with Carnival festivities to offer a special Valentine’s Weekend dining experience on Friday, February 13, and Saturday, February 14. Guests can enjoy a three-course meal that includes Shrimp Cocktail, Prime Rib served with whipped potatoes, asparagus, au jus, and horseradish cream, and a Chocolate Lava Cake with strawberry compote. Pricing for the experience is $75 per person, $80 for a two-top three-course experience, or $60 for the Prime Rib entrée only. The bar will also participate in the celebration by offering themed Valentine’s cocktails, such as Mezcal My Heart and Petals and Kisses, making the resort an excellent choice for couples looking to combine Mardi Gras celebrations with a coastal Valentine’s getaway.

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Fri, February 13

SOWAL Comedy Fest: Valentine's Weekend

Santa Rosa Beach
Arts & Culture Arts & Culture

The SOWAL Comedy Fest, formerly known as the Sand Up Comedy Fest, is returning for Valentine's weekend in 2026. The event will take place over three nights, from Thursday, February 12, through Saturday, February 14, 2026, across three different venues in South Walton, FL (30A). This event provides three days of big-city stand-up comedy, making it an ideal Valentine's date weekend escape with intimate rooms, limited attendance, and unforgettable nights out. Given that the previous two years resulted in sold-out crowds and nights, early ticket purchase is highly recommended. For the first time, all shows offer reserved seating by selection, allowing guests to choose their preferred spot, whether they desire front-row energy, center-room immersion, or a quieter corner. The 2026 headliners include Peter Wong (New York, NY), who is featured on Comedy Central and Nate Bargatze’s Nateland and is returning for his third year. Anjelica Scannura (New York, NY), recently awarded Just For Laughs “New Face of Stand-Up” and the first Canadian woman to win the Boston Comedy Festival, will also be performing. The lineup is completed by Carter Deems (Atlanta, GA), an MTV’s Wild ’N Out alum with writing credits for shows including Epic Rap Battles of History and Drop The Mic. Shows are scheduled across all three nights with two showtimes, 6:00 p.m. and 8:00 p.m., at each venue. The featured venues include SOWAL House, an intimate and welcoming room at the heart of South Walton’s cultural scene, designed for up-close stand-up. Wild Olives, located at 30A’s Greenway Station, offers a vibrant, stylish atmosphere with a full bar and food options. Lastly, Distillery 98 is known for craft cocktails and a lively event vibe, offering tours, local art, and live programming. The festival serves a purpose by supporting and benefiting the SOWAL Foundation (SOFO), a nonprofit organization dedicated to empowering and uplifting local creatives. Beyond the festival, SOFO hosts recurring programming at SOWAL House, such as film screenings, poetry gatherings, art exhibitions, and creative meetups, along with special events held monthly. Tickets for the event, which runs from Thursday, February 12, to Saturday, February 14, 2026, are currently on sale and can be purchased by date, venue, or headliner. Further details are available on the festival's website.

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Fri, February 13

Salt Rock Revival

Santa Rosa Beach
Live Music Live Music

Salt Rock Revival is scheduled to perform live from 6 PM to 9 PM.

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Fri, February 13

Ricky Joe Wilson

Santa Rosa Beach
Live Music Live Music

Ricky Joe Wilson is scheduled to perform live from 7:00 PM to 9:45 PM.

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Fri, February 13

SOWAL Comedy Fest: Valentine’s Weekend

Santa Rosa Beach
Arts & Culture Arts & Culture

The SOWAL Comedy Fest, formerly known as the Sand Up Comedy Fest, is set to return during Valentine's Weekend 2026, running from Thursday, February 12, through Saturday, February 14. This event will feature three nights of sharp, big-city stand-up comedy across three venues in South Walton, FL. Positioned as an ideal date weekend escape, the festival is built around intimate rooms, capped attendance, and memorable nights out. Given that the previous two years resulted in sold-out crowds and nights, early ticket purchase is highly recommended. For the 2026 festival, a new "Reserve Your Perfect View" seating experience is being introduced, allowing guests to secure their preferred spot—whether for front-row energy, center-room immersion, or a quieter corner. The 2026 headliners include Peter Wong from New York, NY, who has been featured on Comedy Central and Nate Bargatze’s Nateland and is returning for his third year. Anjelica Scannura, also from New York, NY, was recently awarded Just For Laughs “New Face of Stand-Up” and is the first Canadian woman to win the Boston Comedy Festival. Carter Deems, hailing from Atlanta, GA, is an MTV’s Wild ’N Out alum with writing credits including Epic Rap Battles of History and Drop The Mic. Shows will run across all three nights with two showtimes, 6:00 p.m. and 8:00 p.m., at each venue. Venue highlights include the SOWAL House, described as an intimate, welcoming room at the heart of South Walton’s cultural scene, built for up-close stand-up. Wild Olives is located at 30A’s Greenway Station, offering a vibrant, stylish atmosphere, along with a full bar and food options. Distillery 98 is noted for craft cocktails and a lively event vibe, featuring tours, local art, and live programming. The festival serves a purpose beyond entertainment, as support and sponsorships benefit the SOWAL Foundation (SOFO). SOFO is a nonprofit organization dedicated to empowering and uplifting local creatives. In addition to the comedy festival, the foundation hosts recurring programming at SOWAL House, including film screenings, poetry gatherings, art exhibitions, and creative meetups, with special events held monthly. Tickets are currently on sale and can be purchased by date, venue, or headliner.

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Fri, February 13

Valentine's Eve Bash Stupid Cupid

Santa Rosa Beach
Live Music Live Music

The "Stupid Cupid Party" is kicking off Valentine's weekend at Ara Rooftop Pool & Lounge, offering an unapologetically fun, flirty, high-energy rooftop night for singles, besties, and anyone celebrating Valentine's their own way. Celebrity DJ and reality TV star Brandon Gomes is returning for an encore performance after his memorable New Year's Eve appearance. The event, which is anticipated to sell out, takes place on Friday, February 13, from 8–11 PM. Tickets are $25 per person. Attendees are encouraged to dress sexy, bring their crew, and leave Cupid at the door.

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Fri, February 13

Scott & Shawn Duo

Santa Rosa Beach
Live Music Live Music

Down Island Gulf Seafood Restaurant hosts "Late Night Live," featuring local, live bands from 10 PM to 1 AM with no cover charge. Patrons can enjoy late-night drink specials, a snack menu, and Janca Juice. Down Island is located on Hwy 98 W in Santa Rosa Beach and offers Gulf South cuisine, including wood-fired seafood and raw bar selections.

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Sat, February 14

Weekend Morning Rooftop Poolside Pilates

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Hotel guests can begin their Saturday and Sunday mornings with a complimentary Pilates-barre fusion class. The class is held on the rooftop by the pool from 8 to 9 a.m. Certified instructor Riann leads a mindful flow focusing on breathwork, assisted stretching, and functional movement to strengthen, balance, and uplift participants. This all-levels class is suitable for both beginners and those seeking a challenge, and it aims to leave attendees feeling centered, empowered, and refreshed.

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Sat, February 14

Weekend Brunch

Santa Rosa Beach
Food & Drink Food & Drink

The venue offers an enhanced weekend experience with brunch every Saturday and Sunday from 11 AM to 2 PM, featuring $5 specials on beers, mimosas, and Bloody Marys.

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Sat, February 14

Valentine’s Weekend

Santa Rosa Beach
Food & Drink Food & Drink

The Pensacola Beach Resort, located just west of Sandestin, provides a beachfront experience with a romantic element during the Mardi Gras season. The resort will feature a special Valentine's Weekend dining experience, available Friday, February 13 through Saturday, February 14, to coincide with Carnival festivities. Guests can enjoy a three-course meal that includes Shrimp Cocktail, Prime Rib with whipped potatoes, asparagus, au jus, and horseradish cream, and Chocolate Lava Cake with strawberry compote. The pricing options are $75 per person, $80 for a two-top three-course experience, or $60 for the Prime Rib entrée only. The bar will also offer themed Valentine’s cocktails, such as Mezcal My Heart and Petals and Kisses, making the resort an ideal choice for couples looking to combine Mardi Gras celebrations with a coastal Valentine’s escape.

Learn More
Sat, February 14

SOWAL Comedy Fest: Valentine’s Weekend

Santa Rosa Beach
Live Music Live Music

The SOWAL Comedy Fest, formerly known as the Sand Up Comedy Fest, is scheduled to return over Valentine's weekend in 2026, running from Thursday, February 12th through Saturday, February 14th. This event will bring three days of high-quality stand-up comedy to South Walton, Florida (30A). It is being promoted as an ideal romantic getaway, featuring intimate rooms and capped attendance for unforgettable nights. Given that the previous two years have resulted in sold-out crowds and nights, early ticket purchase is strongly recommended. For the first time, every show will offer reserved seating by selection, allowing guests to choose their preferred view, whether they desire the front-row energy, center-room immersion, or a quieter corner with friends. The 2026 headliners include Peter Wong from New York, featured on Comedy Central and Nate Bargatze’s Nateland, returning for his third year; Anjelica Scannura from New York, who recently won Just For Laughs’ “New Face of Stand-Up” and is the first Canadian woman to win the Boston Comedy Festival; and Carter Deems from Atlanta, an alum of MTV’s Wild ’N Out with writing credits for Epic Rap Battles of History and Drop The Mic. Shows are scheduled across all three nights with two showtimes, 6:00 p.m. and 8:00 p.m., at each venue. The festival will utilize three venues. SOWAL House offers an intimate and welcoming setting in the heart of South Walton's cultural scene, designed for up-close stand-up. Wild Olives, located at 30A’s Greenway Station, provides a vibrant, stylish atmosphere with a full bar and food options. Distillery 98 is noted for craft cocktails and a lively event vibe, also featuring tours, local art, and live programming. The festival serves a greater purpose, as support and sponsorships benefit the SOWAL Foundation (SOFO), a nonprofit organization committed to empowering and uplifting local creatives. Beyond the festival, SOFO hosts regular programming at SOWAL House, including film screenings, poetry gatherings, and art exhibitions/creative meetups, with special events held monthly. Tickets for the event are currently on sale and can be purchased by date, venue, or headliner. Further details and show information are available on the festival's official website.

Learn More
Sat, February 14

Anti-Valentine’s Day

Santa Rosa Beach
Food & Drink Food & Drink

North Beach Social is hosting an Anti-Valentine's Day event titled "Down with Love" on Saturday, February 14. The event will feature live music by DJ Grateful Dan from 6 to 9 PM, along with "heartbreaking" desserts and spicy drink specials.

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Sat, February 14

Anti-Valentine’s Day Party with DJ Grateful Dan

Santa Rosa Beach
Food & Drink Food & Drink

An Anti-Valentine’s Day event titled "Down with Love" is scheduled to take place at North Beach Social on Saturday, February 14th. Attendees can enjoy live music provided by DJ Grateful Dan from 6 to 9 PM, along with "heartbreaking" desserts and various spicy drink specials.

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Sat, February 14

Redd Sings Dinner Show

Santa Rosa Beach
Live Music Live Music

Redd The Singing Bartender performs, taking song requests from patrons in exchange for tips. Guests are advised to call ahead to make dinner table reservations.

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Sun, February 15

Weekend Morning Rooftop Poolside Pilates

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Hotel guests can begin their Saturday and Sunday mornings with a complimentary Pilates-barre fusion class offered on the rooftop by the pool. From 8 to 9 a.m., certified instructor Riann leads a class focusing on mindful breathwork, assisted stretching, and functional movement to strengthen, balance, and uplift participants. This all-levels class is designed to leave attendees feeling centered, empowered, and refreshed, whether they are beginners or seeking a challenge.

Learn More
Sun, February 15

Weekend Brunch

Santa Rosa Beach
Food & Drink Food & Drink

The establishment offers a better way to experience weekend vibes. Guests can join them for brunch every Saturday and Sunday from 11 AM to 2 PM, with $5 beers, mimosas, and Bloody Marys available.

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Sun, February 15

Sunday Strings with Black Creek String Band

Santa Rosa Beach
Live Music Live Music

The Sunday Strings event features a live performance by the Black Creek String Band starting at 12 PM.

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Sun, February 15

The Wildlife Specials

Santa Rosa Beach
Outdoor Activities Outdoor Activities

The Wildlife Specials program will be broadcast live from 1 PM to 3 PM.

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Sun, February 15

Sunday Pickin' with Mike Whitty & Friends

Santa Rosa Beach
Live Music Live Music

The "Sunday Pickin’ at The Bay with Mike Whitty and Friends" event takes place every Sunday from 4-8 PM. Mike Whitty invites new musicians to perform each week. Details about who is playing are usually posted by Saturday on The Bay’s social media pages.

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Mon, February 16

Wing Night

Santa Rosa Beach
Food & Drink Food & Drink

Guests are invited to join the event from 5 PM until closing time to take advantage of the half-price wing special. This offer is available for dine-in patrons only, and attendees are encouraged to arrive with an appetite and bring company.

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Mon, February 16

Tacos, Tequila & Trivia Night

Santa Rosa Beach
Sports & Games Sports & Games

Local Cantina Westerville hosts a weekly Trivia Night every Monday at 7 PM, offering a fun way to start the week. The event features hot tacos, cold margaritas, and a friendly competition. Whether participants are trivia experts or just looking for laughs and queso, this weekly showdown is the perfect opportunity to gather friends. Participation is free; guests simply need to show up and find a seat. Prizes are awarded to the top teams, and the event is hosted by professional trivia leaders who ensure the experience is fun, fast, and exciting. Attendees can enjoy a full Tex-Mex menu, margaritas, and local brews, guaranteeing a good time. As a bonus, Mondays are "Mustache Ride Monday," meaning the house-favorite Mustache Ride Margaritas are available for only $5 all day. Guests are advised to arrive early to secure a seat and snacks, come up with a creative team name, and keep their phones put away, respecting the rules of the trivia warriors. The event takes place at Local Cantina Westerville, located at 667 N Cleveland Avenue, every Monday at 7 PM. Attendees are encouraged to bring their friends, their brainpower, or at least their appetite, to make Monday night feel like Friday night, where tacos and useless knowledge are celebrated.

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Tue, February 17

Taco Tuesday

Santa Rosa Beach
Food & Drink Food & Drink

The event encourages guests to enjoy all-day specials on tacos and margaritas. Attendees are advised to arrive hungry and ready to enjoy the drinks.

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Tue, February 17

Karaoke Night

Santa Rosa Beach
Live Music Live Music

Papa Surf Burger Bar is hosting a Karaoke Night. Guests are invited to take the stage, grab the mic, and sing their hearts out. They can also enjoy food and drinks while supporting their friends. This is an event for everyone, from karaoke experts to those just looking for a fun night out.

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Tue, February 17

Redd The Singing Bartender

Santa Rosa Beach
Live Music Live Music

Redd performs a set of requested songs, accepting tips, with the performance scheduled from 6:30 PM to 9:45 PM. Guests are encouraged to call 850-325-0252 to make dinner reservations.

Learn More
Wed, February 18

Winter Community Speaker Events 2026 Programs

Santa Rosa Beach
Arts & Culture Arts & Culture

Walton County Coastal Library in Santa Rosa Beach, FL, is hosting "Winter Community Programs" on Wednesdays from January 7 to March 4, 2026, at 10:00 am. These programs are designed for adults and families, offering entertaining and educational content about the community and neighbors. Interested individuals can call (850) 267-2809 for more information. The library is located at 437 Greenway Trail, behind the South Walton Government/Education Complex on HWY 331 South. Seating is limited, and the programs are free to the public. The Winter Community Programs for 2026 are intended to entertain while educating the community about its neighbors. The schedule includes: January 7, 2026: Eboni Fondron, a jazz historian, vocalist, international performer, and prominent recording artist based in Kansas City, MO, will present a program brought by the Rosemary Beach Foundation; Escape to Create. January 14, 2026: Dave Clausen, a retired federal fisheries biologist, will discuss "Underwater Wonders; Snorkeling in the Florida Panhandle," drawing on his experience snorkeling in the area since 1998. January 21, 2026: Brian Cammarano, the Shorebird Stewardship Senior Coordinator for Audubon Florida’s Coastal Team, will present on Shorebird Stewardship in the Florida Panhandle. He will discuss how partners and volunteers help protect imperiled beach-nesting birds, such as the Snowy Plover and Least Tern, and explain how the public can contribute to protecting these species. January 28, 2026: Emily Harrold, a documentary film producer and director whose films have aired nationally and internationally on platforms including PBS, Netflix, Hulu, HBO, CNN, Discovery, National Geographic, and MSNBC, will appear alongside filmmaker Christine Murray. They will preview their documentary project about Baroness Elsa von Freytag-Loringhoven, a key woman who shaped 20th-century American art history. This program is brought by the Rosemary Beach Foundation; Escape to Create. February 4, 2026: Deanna Smith, Screenplay Author Extraordinaire, along with Coastal Library Staff, will present "Murder at the Disco," a Murder Mystery Theater production promising laughter, antics, and a story of who-done-it. February 11, 2026: Raymond Cyr, a musician artist and professional drummer, will perform "The Voice of the Drum." His career began in 1961, starting with drum and bugle corp and later playing in various bands. He professionally performed in 17 bands, produced 3 albums, and recorded on 8, playing countless concerts across more than 30 states and Canada. He has lived in Santa Rosa Beach, Florida, with his musically talented family since 1997. February 18, 2026: Melinda Gates, Environmental Manager for Walton County, will present "The Imperiled Coastal Dune Lakes," discussing these unique ecosystems found in only five places worldwide. With over 20 years of experience protecting natural resources in Florida, her work supports coastal dune lakes, artificial reefs, habitat conservation plans, land management plans, watershed planning, and other programs. February 25, 2026: Judith Dupre, an author who incorporates vintage and historic photos, returns to Escape to Create to develop Bird on a Wire: A William James Mystery, a work of historical nonfiction. Her nonfiction works illuminate the marvelous, particularly in art, architecture, and religion, aiming to connect people to ideas, structures, and places to create new understanding and joy. She is the recipient of numerous prestigious awards, and this program is brought by the Rosemary Beach Foundation; Escape to Create. March 4, 2026: Karen Doud, a horticulture expert and Florida Master Gardener, will give a houseplant presentation. She plans to inspire attendees with her passion for growing houseplants, offering tips and creative ideas for keeping indoor gardens thriving year-round.

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Wed, February 18

Brunch by the Lake

Santa Rosa Beach
Workshops & Classes Workshops & Classes

AJ’s Grayton Beach is hosting a job fair on February 2nd and February 9th, from 12 PM to 5 PM. Interested applicants are encouraged to attend ready to interview and bring their resume. The restaurant group is hiring for all departments, including Bartenders, Servers, Door Staff, Retail Associates, Bussers, Expos, Food Runners, Host Staff, Kitchen Staff, Prep Cooks, and Late Night Bussers. Candidates can meet face-to-face with hiring managers to learn about the many opportunities available with the locally owned and operated restaurant group, which has been part of the community for over 42 years. Amavida Coffee is expanding its educational offerings with monthly roaster tours and tastings held every third Wednesday, along with hands-on coffee and tea classes offered throughout the month.

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Wed, February 18

Yappy Hour

Santa Rosa Beach
Food & Drink Food & Drink

The establishment hosts Yappy Hour every Wednesday. Guests are encouraged to bring their dogs and enjoy all-day Happy Hour pricing on the Patio and in the Beer Garden. It is a welcoming environment for drinks, good vibes, and dogs.

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Wed, February 18

Flexibility Flow

Santa Rosa Beach
Workshops & Classes Workshops & Classes

This practice is designed for those seeking greater space, strength, and deeper freedom within the body. By targeting areas that commonly restrict range of motion, through intentional stretches that safely open the hamstrings, hip flexors, and heart space, participants will gain access to advanced postures such as Hanumanasana (splits), Urdhva Dhanurasana (wheel), Natarajasana (dancer), and various arm balances like Firefly. Individuals can expect to finish the practice feeling open, lengthened, and aligned, with renewed freedom in their lower back, neck, and shoulders.

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Wed, February 18

Kids Eat Free

Santa Rosa Beach
Family Fun Family Fun

The restaurant features an offer where children can dine for free after 5 PM.

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Wed, February 18

Matt's Jazz Jam & Paella Night

Santa Rosa Beach
Live Music Live Music

Matt's Jazz Jam is scheduled to be performed live for attendees. The event will take place from 6 PM to 9 PM.

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Wed, February 18

BOGOHO Bingo

Santa Rosa Beach
Sports & Games Sports & Games

A weekly charity bingo event for adults aged 18 and over is held every Wednesday. Playfully referred to as "Not your Grandmas Bingo," the event is dedicated to raising money for local charities. A "Buy One Get One Half Off Burger Special" is available for bingo players. Each evening features six games, with prizes that include humorous items, gift certificates to local businesses, and bar tabs awarded per game. Attendees are reminded that the event is for individuals 18 and over and requires cash for participation.

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Thu, February 19

Bingo Nights, Rooftop Heights

Santa Rosa Beach
Food & Drink Food & Drink

The event is described as "Not Your Grandma’s Bingo." Guests are invited to join every Thursday for "Bingo with a view," where they can enjoy free games, tasty cocktails, delicious bites, and rooftop vibes. Winners take home prizes each round, encouraging guests to bring friends, press their luck, and shout "BINGO!" under the evening sky. The event takes place at Ara Rooftop Pool & Lounge Bar on Thursdays, from 5:00 to 7:00 PM.

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Thu, February 19

Trivia Night

Santa Rosa Beach
Sports & Games Sports & Games

The venue hosts Trivia Night every Thursday from 6–8 PM. Participation is free, offers a fun experience for friends, and provides a chance to win up to $100 in prizes. Attendees are encouraged to test their knowledge and enjoy the evening.

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Thu, February 19

Redd Sings Dinner Show

Santa Rosa Beach
Live Music Live Music

Redd The Singing Bartender performs song requests for tips. Guests are encouraged to call ahead to make dinner table reservations.

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Fri, February 20

Father & Daughter Dance 2026

Santa Rosa Beach
Family Fun Family Fun

Tickets are now available for the Father Daughter Dance 2026, presented by La Luna Children's Boutique. The event is scheduled for February 20th, 2026, from 5-7 PM and offers an evening of dinner, music, dancing, and bonding for fathers and their daughters at The Chapel of 30A. The $150 ticket price includes a plated dinner and dessert for one dad and one daughter, with additional child tickets available for $15 each. This special event is organized to benefit Caring & Sharing of South Walton. Event sponsorship is also available, which includes a free La Luna Gift card valued at $150; more details are provided on the ticketing information page. Organizers anticipate this will be a sweet and memorable occasion.

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Fri, February 20

Gilleran's Island

Santa Rosa Beach
Live Music Live Music

Gilleran's Island will be performing live, with the performance scheduled to run from 6 PM to 9 PM.

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Fri, February 20

Max McCann

Santa Rosa Beach
Live Music Live Music

Max McCann is scheduled to perform live from 7:00 pm to 9:45 pm.

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Fri, February 20

Cosmic Rascals

Santa Rosa Beach
Live Music Live Music

Down Island Gulf Seafood Restaurant presents Late Night Live, featuring local, live bands from 10 PM to 1 AM with no cover charge. Guests can enjoy Down Island's late night drink specials, a snack menu, and Janca Juice. The restaurant is located on Hwy 98 W in Santa Rosa Beach and offers Gulf South cuisine, including wood-fired seafood and raw bar selections.

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Sat, February 21

Weekend Morning Rooftop Poolside Pilates

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Hotel guests can begin their Saturday and Sunday mornings with a complimentary Pilates-barre fusion class offered on the rooftop by the pool. Certified instructor Riann leads this all-levels class from 8–9 a.m., guiding participants through a mindful flow of breathwork, assisted stretching, and functional movement to strengthen, balance, and uplift. The class is designed to leave attendees feeling centered, empowered, and refreshed, whether they are beginners or seeking a challenge.

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Sat, February 21

Weekend Brunch

Santa Rosa Beach
Food & Drink Food & Drink

Weekend vibes have improved with a recurring brunch event every Saturday and Sunday from 11 AM to 2 PM, featuring special prices on $5 beers, mimosas, and Bloody Marys.

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Sat, February 21

Jared Herzog

Santa Rosa Beach
Live Music Live Music

Jared Herzog will be performing live from 6 PM to 9 PM.

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Sat, February 21

Redd Sings Dinner Show

Santa Rosa Beach
Live Music Live Music

Redd The Singing Bartender provides musical entertainment by singing requests from guests in exchange for tips. Guests are encouraged to call ahead to make dinner table reservations.

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Sun, February 22

Weekend Morning Rooftop Poolside Pilates

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The hotel offers a complimentary Pilates-barre fusion class for guests every Saturday and Sunday morning. Certified instructor Riann leads the all-levels class from 8–9 a.m. on the rooftop by the pool. The mindful flow incorporates breathwork, assisted stretching, and functional movement to strengthen, balance, and uplift participants, leaving them feeling centered, empowered, and refreshed.

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Sun, February 22

Escape to Create: Filmmaker Presentations

Santa Rosa Beach
Arts & Culture Arts & Culture

The Walton Coastal Branch Library will host Filmmaker Presentations featuring Emily Harrold and Christine Murray on Wednesday, January 28th, from 10 AM to 12 PM as part of an Escape to Create event. The Escape to Create 2026 residency will take place from January 7th to February 25th. Ticket purchases help support Escape to Create Residencies and Educational Outreach throughout Walton County. More information and the full schedule can be found on the organization's website. Escape To Create community events feature groundbreaking artists presenting fresh new perspectives in art, music, poetry, and more, and are a generous contribution from Seaside's distinguished Artists-in-Residence. The 2026 Escape to Create Events schedule includes: * January 7: Jazz Performance by Eboni Fondren * January 25: Live Performance and Artist Reception featuring Dr. Laurence Sherr and Harold D. Smith * January 28: Filmmaker Presentations by Emily Harrold and Christine Murray * February 22: Live Performance and Artist Reception featuring Bryant Whelan and Dennis Redmoon Darkeem * February 25: Authors Presentation by Judith DupréEscape to Create is a nationally recognized multidisciplinary artist residency hosted by the Seaside community since 1993. It operates as a volunteer non-profit organization, demonstrating the community's deep investment in the arts. The residencies are made possible through the generosity of Seaside homeowners, merchants, and donors.

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Sun, February 22

Weekend Brunch

Santa Rosa Beach
Food & Drink Food & Drink

Weekend vibes have improved. The establishment invites guests to join them for brunch every Saturday and Sunday from 11 AM to 2 PM, featuring $5 beers, mimosas, and Bloody Marys.

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Sun, February 22

Sunday Strings with Black Creek String Band

Santa Rosa Beach
Live Music Live Music

The Sunday Strings event, featuring a live performance by the Black Creek String Band, is scheduled to begin at 12 PM.

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Sun, February 22

The Wildlife Specials

Santa Rosa Beach
Arts & Culture Arts & Culture

The Wildlife Specials will be broadcast live for viewing from 1 PM to 4 PM.

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Sun, February 22

Sunday Pickin’ with Mike Whitty & Friends

Santa Rosa Beach
Live Music Live Music

Sunday Pickin’ at The Bay with Mike Whitty and Friends is held every Sunday from 4-8 PM. Mike Whitty invites new musicians to perform weekly. Details about the performers are posted by Saturday on The Bay’s social media pages.

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Mon, February 23

Wing Night

Santa Rosa Beach
Food & Drink Food & Drink

The event invites guests to join from 5 PM until close for a special offer: half-off wings. This promotion is valid for dine-in only, encouraging patrons to come hungry and bring friends.

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Mon, February 23

Trivia Night

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The group is changing its Monday meeting time to 5:30–7:30 p.m., which will last through March. When spring arrives, the time will revert to 6:30–8:30 p.m., and those are the only two times they will meet. Attendees were encouraged to come that evening for the session.

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Reviews - 6

maria
Jul 2024 Airbnb

This stay was exactly what we were looking for; a quiet and relaxing retreat. The space is beautifully decorated! There is plenty of space in each room which made our stay very comfortable. Oversee always responded promptly and their attention to detail was impressive- they thought of everything! Will definitely stay at an Oversee property again.

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maria
Jul 2024 Airbnb

Great guest!

virginia
Jun 2024 Airbnb
jeff
Mar 2024 Airbnb

It felt right at home, and the host was always super responsive.

linda mae
Jan 2024 Airbnb

Three of us stayed in a great house in Santa Rosa Beach. Lovely neighborhood. Three mile drive to great sandy white beaches. Oversee was so helpful as we had some difficulty using the keyless entry to the house. We just didn’t get it! They are friendly, quick to respond and will definitely use them again. Great property management ! Thank you, Linda from Minnesota

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linda
May 2023 Airbnb

This was our first time with Airbnb. We were very impressed with the house and the boys loved riding on the golf cart. What a huge convenience for the local things we used it for. The pool was in our back yard and they loved it. You had everything thing and more for our stay.
We couldn’t get the Wi-Fi code so I called and Ryan was just fantastic. He tried a few codes but it didn’t work. He said he would call me back and even though it was after office hours, he called me back with the code. This entire week was great. Thank you oh so much!!!!
Linda and family

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Host Family

Grayton Office

Madi Chendemi
Gloria Cruz
Ryan Pearson
Summer McKeon
Crystal	Becktel
Charles McTear
Triston Luke
Heather Silva
Danny West
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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