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

Thu, January 22

Bingo Nights, Rooftop Heights

Santa Rosa Beach
Live Music Live Music

Havana Beach Bar & Grill, situated in The Pearl at Rosemary Beach, offers live music from Thursday through Saturday between 5 PM and 7 PM. Guests can enjoy their meal while Michael Johnson plays classic favorites live on the baby grand piano in the main dining area.

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Thu, January 22

Redd Sings

Santa Rosa Beach
Food & Drink Food & Drink

Redd sings.

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Fri, January 23

Boukou Groove

Santa Rosa Beach
Live Music Live Music

Papa Surf starts the new month with the same positive atmosphere. January at the venue includes music, laughter, and numerous opportunities for visitors to socialize. It is advised that the calendar be saved.

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Fri, January 23

Bryan Kennedy

Santa Rosa Beach
Food & Drink Food & Drink

The event is coming back on January 23rd at Redds in Santa Rosa Beach, Florida. The organizers are looking forward to being back and seeing everyone at home. Guests are encouraged to bring their own smile, or one will be provided at the door. Reservations for a dinner table require each person to purchase dinner to hold the table.

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Fri, January 23

Salt Rock Revival

Santa Rosa Beach
Live Music Live Music

Salt Rock Revival is scheduled to perform live between 6 PM and 8 PM.

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Fri, January 23

Eric Stockton Band

Santa Rosa Beach
Live Music Live Music

Down Island Gulf Seafood Restaurant is featuring Late Night Live, which showcases local, live bands from 10 PM to 1 AM. There is no cover charge, and guests can enjoy the restaurant’s late-night drink specials, a snack menu, and Janca Juice. The lineup is available below. 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, January 24

Jared Herzog

Santa Rosa Beach
Live Music Live Music

Jared Herzog is set to perform live from 6 PM to 8 PM.

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Sat, January 24

Redd Sings

Santa Rosa Beach
Live Music Live Music

Redd performs a singing event.

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Sun, January 25

Sunday Strings with Black Creek String Band

Santa Rosa Beach
Live Music Live Music

Papa Surf starts the new month with good vibes. The venue is preparing for a January filled with music, laughter, and many opportunities to gather. Visitors should save the calendar as they will need it.

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Sun, January 25

The Wildlife Specials

Santa Rosa Beach
Outdoor Activities Outdoor Activities

The Wildlife Specials can be caught live from 6-8 PM.

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Sun, January 25

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 to 8 PM. Mike Whitty invites new musicians to perform each week. The list of performers is typically posted by Saturday on The Bay's Facebook or Instagram pages, where event details can be found.

Learn More
Mon, January 26

Trivia Night

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The schedule is changing to 5:30–7:30 PM on Mondays, effective immediately and continuing through March. When spring arrives, the time slot will revert to 6:30–8:30 PM, and these two times will be the only schedule changes. Attendees are expected tonight for brain-waves and beach-vibes.

Learn More
Mon, January 26

Tacos, Tequila & Trivia Night

Santa Rosa Beach
Sports & Games Sports & Games

Local Cantina Westerville hosts a weekly Trivia Night every Monday at 7 PM. Attendees can enjoy hot tacos, cold margaritas, and a friendly competition. Whether one considers themselves a trivia champion or is just looking for a good time, the weekly showdown is presented as the perfect way to gather friends and start the week positively. The event is free to play; participants only need to show up and grab a seat. Prizes are awarded to the top teams, and trivia professionals host the event, ensuring it is fun, fast, and exciting. Guests can enjoy the full Tex-Mex menu, margaritas, and local brews. Additionally, it is Mustache Ride Monday, which means the house-favorite Mustache Ride Margaritas are available for just $5 all day long. Pro tips for attending include arriving early to secure a seat and a snack, coming up with a clever team name, and keeping phones down out of respect for fellow competitors. 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 crew and brainpower for a night where tacos and knowledge reign supreme.

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Tue, January 27

Karaoke Night

Santa Rosa Beach
Live Music Live Music

Attendees are invited to join Karaoke Night at Papa Surf Burger Bar. Guests can take the stage and sing while enjoying food and drinks, and cheering on their friends. It is an event not to be missed, whether someone is a karaoke pro or just looking for a fun night.

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Tue, January 27

Karaoke Night

Santa Rosa Beach
Arts & Culture Arts & Culture

Papa Surf Burger Bar is hosting a Karaoke Night. Guests are invited to take the stage and sing their hearts out while enjoying great food and drinks. The night is described as one that attendees, whether karaoke experts or novices, will not want to miss.

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Tue, January 27

Redd Sings

Santa Rosa Beach
Arts & Culture Arts & Culture

Redd performs a vocal presentation.

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Wed, January 28

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 the community and neighbors. The library is located at 437 Greenway Trail, behind the South Walton Government/Education Complex on HWY 331 South, with limited seating available. The 2026 schedule includes: On January 7, Eboni Fondron, a jazz historian and vocalist, will perform. Dave Clausen, a retired federal fisheries biologist, will discuss "Underwater Wonders: Snorkeling in the Florida Panhandle" on January 14. Brian Cammarano, Shorebird Stewardship Senior Coordinator for Audubon Florida, will speak about protecting imperiled beach-nesting birds on January 21. On January 28, documentary filmmakers Emily Harrold and Christine Murray will preview their project about the overlooked 20th-century art history figure, Baroness Elsa von Freytag-Loringhoven. Deanna Smith and Coastal Library Staff will present "Murder at the Disco," a Murder Mystery Theater production, on February 4. Raymond Cyr, a professional drummer, will perform "The Voice of the Drum" on February 11, sharing his extensive experience in music. Melinda Gates, Environmental Manager for Walton County, will present "The Imperiled Coastal Dune Lakes" on February 18, highlighting these unique ecosystems. Judith Dupre, an author who incorporates vintage photos in her historical nonfiction, returns on February 25 to develop her project, "Bird on a Wire: A William James Mystery." Finally, on March 4, Karen Doud, a Florida Master Gardener and horticulture expert, will offer a houseplant presentation with tips and creative ideas for indoor gardening.

Learn More
Wed, January 28

Coastal Beginner Tai Chi Classes with Sifu Antony

Santa Rosa Beach
Workshops & Classes Workshops & Classes

A free Tai Chi class with Sifu Antony is available every Wednesday at noon on January 7th, 14th, 21st, and 28th. The class will be held in the meeting room of the Coastal Branch Library. Tai Chi is a gentle exercise that helps improve balance, flexibility, and strength. People of all ages are welcome to join.

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Wed, January 28

Lego Club Wednesdays

Santa Rosa Beach
Family Fun Family Fun

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 meet new friends.

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Wed, January 28

Bonfire ft. The Sunshine Wranglers

Santa Rosa Beach
Live Music Live Music

Guests can get ready to cozy up by the bonfires from 5-8 PM for an evening of warmth and good vibes. They can gather with friends, enjoy delicious bites, and sip on their favorite drinks while soaking in the beachside atmosphere. The event will also feature live music from The Sunshine Wranglers to set the perfect mood, offering the ultimate way to unwind and make the most of the evening.

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Wed, January 28

New Class on the schedule: Flexibility Flow

Santa Rosa Beach
Workshops & Classes Workshops & Classes

This practice is designed for individuals seeking greater space, strength, and deeper physical freedom. By intentionally targeting areas that commonly limit range of motion—including hamstrings, hip flexors, and the heart space—participants safely unlock advanced postures such as Hanumanasana (splits), Urdhva Dhanurasana (wheel), Natarajasana (dancer), and various arm balances like Firefly. Those who attend can expect to leave feeling open, lengthened, and aligned, with renewed freedom throughout the low back, neck, and shoulders.

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Wed, January 28

New Class on schedule: Flexibility Flow

Santa Rosa Beach
Live Music Live Music

Squirrel Hunters will perform live from 6-9 PM.

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Wed, January 28

Kids eat free after 5PM

Santa Rosa Beach
Live Music Live Music

Papa Surf's January agenda promises a continuation of positive energy, featuring music, laughter, and numerous opportunities for guests to gather. Customers are advised to keep the calendar handy.

Learn More
Wed, January 28

Wednesday Night Bonfire & Live Music-Jared Herzog

Santa Rosa Beach
Outdoor Activities Outdoor Activities

Guests can get ready to enjoy bonfires every Wednesday from 5-8 PM, creating a warm and inviting atmosphere. Attendees are encouraged to gather their friends, enjoy food, and sip on their favorite drinks while taking in the beachside setting. The event also features live music to enhance the mood. The 2026 lineup includes Arrowgrass on Jan. 7, Tanner Gray on Jan. 14, Martin Lane on Jan 21, and Jared Herzog on Jan 28. It is described as the perfect way for people to unwind and make the most of their evening.

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Wed, January 28

Paella with Chef Joyce

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The paella is served on a first-come, first-served basis. Chef Joyce created the recipe while in Spain and has since modified it to include panhandle flair, such as using chorizo instead of plain sausage, which adds a spicy kick. North Beach Social customers can order paella at the counter to receive a ticket, and 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 will be delivered to them.

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Wed, January 28

Donnie Sundal

Santa Rosa Beach
Live Music Live Music

Donnie Sundal performs live from 6:00 PM to 8:00 PM.

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Thu, January 29

Coastal Library Preschool Story Time

Santa Rosa Beach
Family Fun Family Fun

Coastal Branch Library hosts Preschool Story Time every Thursday morning, beginning at 10:00 AM. This event features stories, songs, crafts, and social time for friends and families. Following the stories, from 11:00 AM until noon, parents and caretakers are invited to socialize while children explore various activities, including block play, connecting magnet blocks, and engaging with code-and-go robots. No registration is required.

Learn More
Thu, January 29

Excursion

Santa Rosa Beach
Outdoor Activities Outdoor Activities

The 2026 Chautauqua Assembly offers an excursion to Eden Gardens State Park to explore Walton County's history. Visitors can see the historic Wesley House, which was built in 1897 and is surrounded by beautiful gardens featuring over 250 camellias. The excursion also provides an opportunity to learn about Florida's longleaf pine timber industry at the park's Tucker Bayou. The trip includes travel to and from the park, as well as a guided tour. Tickets for the excursion, or a Passport ticket for the entire Assembly, can be purchased online.

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Thu, January 29

Coastal Library Game Day for Adults

Santa Rosa Beach
Sports & Games Sports & Games

The library hosts a Game Day for adults every Thursday from 1:00 until 4:00 pm. Community members are invited to bring family-friendly card table games to share. The meeting space is available for those interested in playing or learning a new game. Individuals may call the library for more information.

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Thu, January 29

Bingo Nights, Rooftop Heights

Santa Rosa Beach
Sports & Games Sports & Games

Ara Rooftop Pool & Lounge Bar hosts a weekly bingo event every Thursday from 5:00 to 7:00pm. This isn't traditional bingo; attendees can enjoy free games, cocktails, food, and the rooftop atmosphere. Winners receive prizes each round, and guests are encouraged to bring friends and participate for a chance to win.

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Thu, January 29

VIP Bonsai Workshop

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The bonsai workshop is scheduled for January 29, 2025, from 5:30 to 7:30 pm, at Idyll Hounds Brewing Co. This relaxed and creative hands-on experience merges the peaceful art of bonsai with the friendly atmosphere of a local brewery. Participants will have the opportunity to craft a bonsai tree while enjoying craft beers. This specific workshop will feature a limited edition bonsai species. Expert bonsai instructor John Hunter will lead the workshop, teaching the basics of bonsai care, including trimming, shaping, wiring, and potting the participant's tree. The workshop is designed to guide both beginners and experienced enthusiasts through each step with personalized instruction. Every participant will take home a beautifully crafted bonsai and an aftercare kit to help the new plant thrive. It is described as a perfect evening for individuals, couples, or groups seeking to relax and engage their creativity in a fun, casual setting. The ticket includes one pre-pruned bonsai tree, a Japanese ceramic bonsai pot, the use of tools during the workshop, and two hours of bonsai instruction. It also includes a curated take-home care kit, which consists of a tote bag, spray bottle, mini shears, fertilizer, fertilizer holder, sticker, and aftercare instructions. Space is extremely limited for this workshop, so reserving a spot is highly recommended. The organizers anticipate helping participants find their zen at the event.

Learn More
Thu, January 29

Redd Sings

Santa Rosa Beach
Live Music Live Music

Redd will be singing.

Learn More
Fri, January 30

Boukou Groove

Santa Rosa Beach
Live Music Live Music

Papa Surf starts the new month of January with music, laughs, and good vibes, offering plenty of reasons for people to visit. They advise saving the calendar of events as it will be necessary.

Learn More
Fri, January 30

Salt Rock Revival

Santa Rosa Beach
Live Music Live Music

Salt Rock Revival will be performing live from 6 PM to 8 PM.

Learn More
Fri, January 30

Horizen

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. Guests can enjoy late night drink specials, a snack menu, and Janca Juice. Located on Highway 98 West in Santa Rosa Beach, Down Island serves Gulf South cuisine, including wood-fired seafood and raw bar selections.

Learn More
Sat, January 31

Marc Harris

Santa Rosa Beach
Live Music Live Music

Marc Harris's music is a blend of Rhythm & Blues and Surf Rock-a-Billy, creating a sound that has been described as a "Polynesian Hayride." The Athens Flagpole referred to his music as "Guitar Strong Modern Rock," with others characterizing his sound as "Southern Surf."

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Sat, January 31

Jared Herzog

Santa Rosa Beach
Live Music Live Music

Jared Herzog is performing live from 6:00 PM to 8:00 PM.

Learn More
Sat, January 31

Redd Sings

Santa Rosa Beach
Live Music Live Music

It was announced that Redd would be performing.

Learn More
Sun, February 1

The Wildlife Specials

Santa Rosa Beach
Live Music Live Music

The Wildlife Specials are an Americana and Rock N’ Roll band composed of talented players residing in Santa Rosa Beach, Florida. The band members collectively possess over 50 years of experience in touring, recording, and songwriting. Before forming The Wildlife Specials, the members shared stages and studios with notable artists such as Darryl Jones and Bernard Fowler of the Rolling Stones, Widespread Panic, Bob Margolin, Hubert Sumlin, Johnny Shines, Willy Green, Daniel Lanois, and Zac Brown. They formed the band in 2011 for the 30a Songwriters Festival, naming themselves after a roadside food vendor in New Orleans. With songs that reflect their diverse backgrounds, The Wildlife Specials are known for engaging audience banter and music that adheres to their philosophy: “If you can’t whistle it, it ain’t music.”

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Sun, February 1

Sunday Pickin’ with Mike Whitty & Friends

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The group is changing its Monday meeting time to 5:30–7:30, effective immediately and continuing through March. When spring arrives, the time will permanently revert to 6:30–8:30. Participants were encouraged to attend the meeting for brain-waves and beach-vibes that evening.

Learn More
Mon, February 2

Trivia Night

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The group is changing their Monday meeting time to 5:30–7:30 PM, starting now and continuing through March. When spring arrives, they will revert to their usual 6:30–8:30 PM time, and these two times will be the only times used. Participants are encouraged to attend that evening for "brain-waves and beach-vibes."

Learn More
Mon, February 2

Tacos, Tequila & Trivia Night

Santa Rosa Beach
Sports & Games Sports & Games

Local Cantina Westerville hosts a Trivia Night every Monday at 7 PM for those looking to enjoy a lively start to the week. Attendees can look forward to hot tacos, cold margaritas, and a friendly trivia competition. The event welcomes everyone, from trivia experts to those simply seeking good food and fun, providing a perfect excuse for guests to gather their friends. Participants can expect a free-to-play event with prizes awarded to the top teams. The event is led by professional trivia hosts who ensure a fun, fast-paced, and engaging experience. A full Tex-Mex menu, margaritas, and local brews are available, promising good vibes for all. As a special promotion, Monday is also "Mustache Ride Monday," meaning the house-favorite Mustache Ride Margaritas are only $5 all day long. Guests are advised to arrive early to secure a seat and snacks, come up with a creative team name, and adhere to the "no phones" rule among trivia competitors. Local Cantina Westerville is located at 667 N Cleveland Avenue, and Trivia Night takes place every Monday at 7 PM. Attendees are encouraged to bring their friends, their brainpower, or at least their appetite, for a night where tacos and useless knowledge are celebrated.

Learn More
Wed, February 4

Winter Community Speaker Events 2026 Programs

Santa Rosa Beach
Live Music Live Music

The Walton County Coastal Library, located at 437 Greenway Trail in Santa Rosa Beach, FL, is hosting its "Winter Community Programs" series 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 value about the community and neighbors. The library is situated behind the South Walton Government/Education Complex on HWY 331 South. Seating is limited, and attendance is free. The 2026 schedule includes: Eboni Fondron, a jazz historian and vocalist, on January 7; Dave Clausen discussing "Underwater Wonders: Snorkeling in the Florida Panhandle" on January 14; Brian Cammarano, Shorebird Stewardship Senior Coordinator for Audubon Florida’s Coastal Team, presenting on protecting beach-nesting birds on January 21; Emily Harrold, a documentary film producer and director, previewing a project about Baroness Elsa von Freytag-Loringhoven on January 28; Deanna Smith and Coastal Library Staff presenting "Murder at the Disco: A Murder Mystery Theater production" on February 4; Raymond Cyr performing "The Voice of the Drum" on February 11; Melinda Gates, Environmental Manager for Walton County, discussing "The Imperiled Coastal Dune Lakes" on February 18; Judith Dupre, an author, returning to develop her historical nonfiction work, Bird on a Wire: A William James Mystery, on February 25; and Karen Doud, a Florida Master Gardener, giving a houseplant presentation on March 4. For more information, people may call 850 267-2809. The programs on January 7, January 28, and February 25 are brought to the library by the Rosemary Beach Foundation's Escape to Create program.

Learn More
Wed, February 4

Lego Club Wednesdays

Santa Rosa Beach
Family Fun Family Fun

The Lego Club holds its meetings every Wednesday in the Coastal Library community meeting room. The club provides attendees with an opportunity to build their own Lego creations and socialize with others, running from 3:30 pm to 4:30 pm.

Learn More
Wed, February 4

Paella with Chef Joyce

Santa Rosa Beach
Food & Drink Food & Drink

The paella is served on a first-come, first-served basis. Chef Joyce created her famous recipe in Spain, and she has since adapted it with local influences. She uses chorizo instead of regular sausage, which adds a noticeable spice kick. North Beach Social customers can order paella at the counter to receive a ticket, and then pick up their plates at the paella stand when service begins. Customers at Farm & Fire can order at their table or the bar, and the paella will be delivered to them.

Learn More
Thu, February 5

Coastal Library Preschool Story Time

Santa Rosa Beach
Family Fun Family Fun

Preschool Story Time is held every Thursday morning at 10:00 am. This event offers stories, songs, crafts, and social time for friends and families. Attendees are encouraged to bring their friends and meet new ones at the Coastal Library for a story or two, and to sing and dance. Following the stories, parents and caretakers are invited to visit from 11:00 am until noon while their children explore various styles of blocks, connecting magnet blocks, and engaging with code and go robots. No registration is required for this event at the Coastal Branch Library.

Learn More
Thu, February 5

Coastal Library Game Day for Adults

Santa Rosa Beach
Sports & Games Sports & Games

The library hosts a Game Day for adults every Thursday from 1:00 until 4:00 pm. Community members are invited to bring and share their card and table games. The meeting space is available for individuals to share family-friendly games with others who are interested in playing or learning something new. For further details, one should call the library at 850-267-2809.

Learn More
Thu, February 5

Bingo Nights, Rooftop Heights

Santa Rosa Beach
Sports & Games Sports & Games

It is not one's typical game of bingo. Attendees are invited to join "Bingo with a View" every Thursday. Guests can enjoy free games, tasty cocktails, delicious bites, and breathtaking rooftop vibes. Winners will take home prizes each round, so participants are encouraged to bring their friends, try their luck, and shout "BINGO!" under the evening sky. The event is held at Ara Rooftop Pool & Lounge Bar on Thursdays from 5:00 to 7:00 pm.

Learn More
Thu, February 5

Workshop

Santa Rosa Beach
Workshops & Classes Workshops & Classes

A relaxed and creative bonsai workshop is scheduled for February 5, 2025, from 6-8 pm at Props Brewery Hammock Bay. This hands-on event merges the peaceful practice of bonsai with the welcoming environment of a local brewery, where participants can create their own bonsai tree while enjoying craft beers. Expert bonsai instructor John Hunter will lead the workshop, teaching attendees the fundamentals of bonsai care, including trimming, shaping, wiring, and potting their trees. The workshop is designed to provide personalized, expert instruction to both beginners and experienced enthusiasts. Every participant will receive a carefully crafted bonsai and an aftercare kit to help their new plant flourish. This event is an ideal way for solo guests, couples, or groups to relax and explore their creativity in a fun, casual setting. The ticket price includes one pre-pruned bonsai tree, a Japanese ceramic bonsai pot, the use of tools during the workshop, and two hours of bonsai instruction. It also includes a curated take-home care kit, which consists of a tote bag, spray bottle, mini shears, fertilizer, a fertilizer holder, a sticker, and aftercare instructions. Since space is limited to ensure a personalized experience, attendees are encouraged to reserve their spots promptly. The organizers look forward to welcoming participants and helping them find their zen.

Learn More
Fri, February 6

Boukou Groove

Santa Rosa Beach
Live Music Live Music

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

Learn More
Sun, February 8

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 to 8 PM. Mike Whitty invites new musicians to perform each week. The list of performers is typically posted by Saturday on The Bay's Facebook or Instagram pages, where event details can be found.

Learn More
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.

Learn More
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.

Learn More
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

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

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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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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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

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

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.

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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

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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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

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