1OZDJ1-44

67 Riker

Sleeps 8 - 3 Bedrooms - 2 Baths
67 Riker Avenue, Santa Rosa Beach, FL 32459

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.

Highlights:
📍 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

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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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

Fri, October 24

LATE NIGHT LIVE MUSIC: About to Sweat

Santa Rosa Beach
Live Music Live Music

Every Friday, Down Island hosts late night live music from 10 PM to 1 AM, featuring a rotating selection of bands. Guests can enjoy "HIPPIE HOUR" drink specials from 10 PM to 2 AM and late-night bites until 12 AM.

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Sat, October 25

Weekend Morning Rooftop Poolside Pilates

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Hotel guests can begin their weekend mornings with a complimentary Pilates-barre fusion class on the rooftop by the pool. From 8–9 a.m., certified instructor Riann leads a mindful flow of breathwork, assisted stretching, and functional movement designed to strengthen, balance, and uplift. This all-levels class is suitable for both beginners and those seeking a challenge, leaving participants feeling centered, empowered, and refreshed.

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Sat, October 25

Brunch

Santa Rosa Beach
Food & Drink Food & Drink

Every Saturday and Sunday, brunch is offered from 11 AM to 2 PM, featuring $5 Bloody Marys, mimosas, and Beach Camp Beers, along with various food specials.

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Sat, October 25

Houndfest 11

Santa Rosa Beach
Food & Drink Food & Drink

Idyll Hounds Brewing Company is celebrating its 11th anniversary by hosting the spookiest beer festival on the Gulf Coast. On Saturday, October 25, the Hounds will present HOUNDFEST 11, a haunted day filled with beer, music, food, and entertainment. Attendees are strongly encouraged to wear costumes to enhance the Halloween atmosphere. The festival promises new Idyll Hounds beer releases alongside classic fan favorites. Local food vendors will offer delicious eats, and a haunting lineup of live music and entertainment is planned. Guests can also participate in spooky contests and games, including a Stein Hoisting Contest and a Costume Contest. Tickets for HOUNDFEST 11 go on sale on September 12, 2025, at 10 AM, with a new ticket structure for this year. VIP Tickets offer early access at 11 AM, complimentary tastes, a commemorative glass, an exclusive festival t-shirt, a lunch ticket, access to VIP tastings and areas, and "spooky bragging rights." General Admission tickets provide entry at 12 PM, a commemorative glass, and complimentary tastes. Attendees can pre-pay for an official Houndfest t-shirt to ensure they secure one before they are gone. The event encourages guests to come thirsty, hungry, and in costume for an unforgettable night of Halloween magic.

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Sat, October 25

Classic Car Show

Santa Rosa Beach
Outdoor Activities Outdoor Activities

The event will be held on Saturday on the lawn at Props Brewery in Hammock Bay. Registration will be from 10 AM to noon, the show will be from noon to 2 PM, and awards will be presented at 3 PM. Entry costs $10. There will be Top 10 Awards, a Kids’ Choice Award, and grab bags for the first 50 entries. The event will also feature live music, prize drawings, and food trucks.

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Sat, October 25

The Sunshine Wranglers

Santa Rosa Beach
Live Music Live Music

The event features live music with the Sunshine Wranglers.

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Sat, October 25

Alex Napier

Santa Rosa Beach
Live Music Live Music

October at Papa Surf is packed with activities, including Sunday Strings featuring the Black Creek String Band, weekly trivia and karaoke nights, and live music from Dion Jones. There will be live music, laughter, and fun throughout the month. Additionally, Happy Hour is available every weekday to maintain the positive atmosphere. Attendees are encouraged to mark their calendars, bring their friends, and make this October memorable at Papa Surf.

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Sat, October 25

Josh Drake

Santa Rosa Beach
Live Music Live Music

The Josh Drake Band is welcomed to the North Beach Social stage for a special performance. Guests are invited to relax and enjoy the beach funk, blues, and reggae-inspired songs from a Kentuckiana riverman who has relocated to the Gulf Coast.

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Sat, October 25

Trunk or Treat

Santa Rosa Beach
Family Fun Family Fun

Santa Rosa Beach’s Best Trunk or Treat is an event that celebrates Halloween, a favorite holiday for many children. The event aims to generate excitement with a Halloween party located right in the neighborhood. The event features costume contests, encouraging participants to create DIY costumes for their children, who can dress as princesses, superheroes, monsters, and wizards. Prizes await those with the best costumes. Over 500 pounds of candy will be distributed, making it an unforgettable event for the entire family. The organizers ensure enough candy and prizes for the whole town. Parent volunteers demonstrate their car decorating abilities, with past themes including Super Heroes, Graveyards, Grease Lightning, and Minecraft. A trophy will be awarded for Santa Rosa Beach’s Best Trunk this year. Families are encouraged not to miss this popular Trunk or Treat event in Santa Rosa Beach.

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Sat, October 25

Redd Sings Dinner Show

Santa Rosa Beach
Live Music Live Music

Redd Sings Dinner Show is presented every Tuesday, Thursday, and Saturday.

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Sat, October 25

Live Music on the Rooftop

Santa Rosa Beach
Live Music Live Music

Live music can be enjoyed under the stars on the rooftop at Ara Rooftop Pool & Lounge every Friday and Saturday night from 7:30 PM to 10:30 PM.

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Sat, October 25

Halloween Party

Santa Rosa Beach
Food & Drink Food & Drink

Louis Louis is hosting its annual Halloween party on Saturday, October 25th, from 8-11 PM. The Hallo-Week Kickoff Boo Bash will feature DJ Michael Disciple, drink specials, and a costume contest with prizes for impressive costumes. For updates on events and dinner specials, follow Louis Louis on Facebook. Louis Louis, known as the "sister" restaurant to the popular Red Bar, offers a unique and beautiful decor, providing a great experience whether at the bar, dining, or both. It is located on U.S. 98, at the corner of Mussett Bayou Road.

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Sun, October 26

Weekend Morning Rooftop Poolside Pilates

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Hotel guests can begin their weekend mornings with a complimentary Pilates-barre fusion class on the rooftop by the pool. From 8 to 9 a.m., certified instructor Riann leads a mindful flow of breathwork, assisted stretching, and functional movement. This class aims to strengthen, balance, and uplift participants, leaving them feeling centered, empowered, and refreshed, regardless of their experience level.

Learn More
Sun, October 26

Beats & Brunch

Santa Rosa Beach
Live Music Live Music

Guests can enjoy a perfect Sunday with delicious brunch and live music on the bay with Robbie Paytner. They will experience signature dishes and refreshing drinks while vibing to great tunes, including brunch, brews, and live beats.

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Sun, October 26

Brunch

Santa Rosa Beach
Food & Drink Food & Drink

Every Saturday and Sunday, brunch is offered from 11 AM to 2 PM. Specials include $5 Bloody Marys, $5 Mimosas, $5 Beach Camp Beers, and various food specials.

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Sun, October 26

Sunday Strings

Santa Rosa Beach
Live Music Live Music

October at Papa Surf is packed with events, including Sunday Strings featuring Black Creek String Band, weekly Trivia and Karaoke nights, and performances by Dion Jones. There will be live music, laughter, and good times throughout the month. Happy Hour is also available every weekday. Guests are encouraged to mark their calendars, bring their friends, and make this October unforgettable at Papa Surf.

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Sun, October 26

5th Annual Kids Fall Festival

Santa Rosa Beach
Family Fun Family Fun

The event features games, prizes, and entertainment. Kids games run from 1 PM to 5 PM, with a prize winner for each game. Specific relay races include the Pumpkin Head Relay Race at 1:30 PM, the Mummy Wrap Relay Race at 2:30 PM, and the Pumpkin Pass (Hot Potato) at 3:30 PM. A Fall Themed Scavenger Hunt is scheduled for 4:30 PM. Attendees can enjoy a kids snack station, make their own s’mores waffle cones, and find popcorn, cotton candy, and candied apples. Face painting and a photo booth are available from 1 PM to 4 PM. A special performance by Captain Davy is set from 5 PM to 8 PM, offering music, a magic show, and balloon sculpting for kids.

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Sun, October 26

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 brings in new musicians to play each week. The performers are announced by Saturday on The Bay's social media pages.

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Sun, October 26

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 brings in new musicians to play each week. The performers are announced by Saturday on The Bay's social media pages.

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Mon, October 27

Coastal Zumba Gold with Lily 10:30 am

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Zumba Gold, led by certified instructor Lily Hubbard, is a community-based class held at 10:30 AM on Mondays in the meeting space at Coastal Library. Class size is limited and operates on a first-come, first-served basis. Lily encourages participants to shake it at their own pace and get active with great people at this dance party workout for the young at heart. The event schedule is subject to change due to holidays and the school calendar. Those interested in learning more about this event can contact Linda at the Coastal library.

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Mon, October 27

Wing Night

Santa Rosa Beach
Food & Drink Food & Drink

A wing night special is available, offering half off the establishment's renowned smoked wings.

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Mon, October 27

Trivia Night

Santa Rosa Beach
Live Music Live Music

October at Papa Surf offers a packed schedule, including Sunday Strings with Black Creek String Band, weekly trivia and karaoke nights, and performances by Dion Jones. The venue provides live music, laughs, and good times throughout the month. Additionally, Happy Hour is available every weekday to maintain a high-spirited atmosphere. Guests are encouraged to mark their calendars, bring their friends, and make this October an unforgettable experience at Papa Surf.

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Tue, October 28

Coastal Library, Music and Movement Toddler Time Tuesdays

Santa Rosa Beach
Family Fun Family Fun

Music, movement, and more toddler time with Ms. Deanna and Ms. Shirles is held on Tuesdays at 10:00 am at the Coastal Branch Library. This event may be subject to change following library holiday closures and staffing adjustments. Patrons are advised to call Coastal Library to confirm the event.

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Tue, October 28

Taco Tuesday

Santa Rosa Beach
Food & Drink Food & Drink

Taco Tuesday features margarita and taco specials throughout the day.

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Tue, October 28

Chess Tuesday

Santa Rosa Beach
Sports & Games Sports & Games

Chess with Mr. Owens is held every Tuesday at 3:30 pm at the Coastal Branch Library. All ages and skill levels are welcome. Participants can learn about chess openings, endings, and special moves. For more information, please call (850) 267-2809.

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Tue, October 28

Jared Herzog

Santa Rosa Beach
Live Music Live Music

A local artist, Jared Herzog, is bringing free live music.

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Tue, October 28

Karaoke Night

Santa Rosa Beach
Live Music Live Music

October at Papa Surf is packed with events, including Sunday Strings with the Black Creek String Band, weekly trivia and karaoke nights, and live music from Dion Jones. The venue offers live music, laughter, and good times all month, plus a weekday happy hour. Guests are encouraged to mark their calendars, bring their friends, and make this October memorable at Papa Surf.

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Tue, October 28

Taco Tuesday

Santa Rosa Beach
Food & Drink Food & Drink

A new taco is being served every Tuesday this October, with frightfully delicious flavors available all month long. Each taco, ranging from cheesy shells to chili crunch and a Monster Mash finale, will be on the menu for one week only before it disappears. More details about the lineup are available.

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Tue, October 28

Sandy Soles Run Club

Santa Rosa Beach
Outdoor Activities Outdoor Activities

The Sandy Soles Run Club is scheduled to meet at 6 PM.

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Tue, October 28

Redd Sings Dinner Show

Santa Rosa Beach
Food & Drink Food & Drink

Redd's Dinner Show performs every Tuesday, Thursday, and Saturday.

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Wed, October 29

Coastal Nature Immersion and Kids Yoga Wednesdays

Santa Rosa Beach
Workshops & Classes Workshops & Classes

In the Garden offers Kids Yoga with Ms. Sierra, a certified yoga instructor with a level 1 forest school and Wilderness First Aid certification, and a Bachelor's in physical education and health. Classes are held Wednesdays at 9:30 am in the garden area of Coastal Library and include story time, guided nature play, child-led learning, art, sensory exploration, movement, and yoga, focusing on connecting with the earth and each other. Participants should bring a mat.

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Wed, October 29

Yappy Hour

Santa Rosa Beach
Food & Drink Food & Drink

Guests can bring their dogs and receive happy hour pricing throughout the day when sitting on the patio or in the beer garden.

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Wed, October 29

Coastal Tai Chi Wednesdays

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Tai Chi is a gentle form of exercise that improves balance, flexibility, and strength. It is suitable for all ages. Classes will be held on Wednesdays, beginning at noon. For more information and to confirm scheduled dates, individuals are advised to contact the library.

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Wed, October 29

Lego Club Wednesdays

Santa Rosa Beach
Family Fun Family Fun

The Lego Club gathers on Wednesdays from 3:30 PM to 4:30 PM in the community meeting room, where participants can construct their own Lego creations and socialize with others.

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Wed, October 29

Martin Lane

Santa Rosa Beach
Live Music Live Music

Martin Lane performs live from 5-8 PM.

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Wed, October 29

Paella with Chef Joyce

Santa Rosa Beach
Food & Drink Food & Drink

Orders start at 5:30 PM CST, with service beginning at 6:30 PM CST, available on a first-come, first-served basis. Chef Joyce, who perfected her paella recipe in Spain and adapted it with panhandle flair, uses chorizo for an extra spice kick. North Beach Social customers can order paella at the counter and receive a ticket to pick up their plates at the paella stand when service starts. Farm & Fire customers can order at their table or at the bar, with delivery provided tableside.

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Wed, October 29

Paella with Chef Joyce

Santa Rosa Beach
Food & Drink Food & Drink

Orders for the paella event start at 6 PM CST, with service beginning at 7 PM CST on a first-come, first-served basis. Chef Joyce's famous paella recipe, perfected over years with a panhandle flair and the inclusion of chorizo for an extra spice kick, will be served. 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 starts. Farm & Fire customers have the option to order at their table or at the bar, with table-side delivery.

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Wed, October 29

Steve’s Music Bingo

Santa Rosa Beach
Sports & Games Sports & Games

Wild Olives is introducing a new event: Steve's Music Bingo, starting on Wednesday, October 15th. It is free to play, with prizes for winners. Delicious wine, craft cocktails, and bistro favorites will be available. Guests are encouraged to bring their friends, test their music knowledge, and sing along for a perfect midweek vibe. Wild Olives invites everyone to mark their calendars and join them for the first night of Music Bingo.

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Wed, October 29

Trivia Wednesday

Santa Rosa Beach
Family Fun Family Fun

Every Wednesday at Down Island, guests can enjoy free trivia hosted by Super Good Trivia, with an opportunity to win Down Island gift cards. This family-friendly event features general trivia and music questions.

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Wed, October 29

Ghouls' Night Out

Santa Rosa Beach
Markets & Shopping Markets & Shopping

The Stalls on 30A invites guests to Ghouls Night Out on Wednesday, October 29th, from 6-9 PM for a frightfully fun evening. Attendees can shop from porch vendors, enjoy Halloween-themed food and drinks, and trick-or-treat at each stall for bonus gifts, discounts, and freebies. Located in Blue Mountain Beach, The Stalls on 30A offers a diverse selection of unique products, including boutique clothing, vintage treasures, and home decor, all showcasing unparalleled quality and creativity from handcrafted jewelry to artisanal textiles and ceramics.

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Wed, October 29

Wednesday's Dirty Bingo

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Wednesdays feature a dirty bingo event with adult themes, exclusively for individuals aged 18 and over.

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Wed, October 29

Comedy Under the Stars

Santa Rosa Beach
Arts & Culture Arts & Culture

Wednesdays at Hotel Effie feature stand-up comedy at Ara Rooftop Pool & Lounge. High Tide Comedy presents touring and local comedians on select Wednesdays in October from 7:30 to 9 PM. Guests can enjoy handcrafted cocktails and adult-only entertainment. Seating is first come, first served.

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Wed, October 29

Karaoke

Santa Rosa Beach
Live Music Live Music

Local Cantina 30A hosts Karaoke Night every Wednesday at 8 PM, where locals and tourists can showcase their singing talents on stage.

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Thu, October 30

Coastal Library Preschool Story Time

Santa Rosa Beach
Family Fun Family Fun

Preschool Story Time invites children and their families to join for stories, songs, crafts, and social time on Thursday mornings at 10:00 am. Friends can be brought along or new ones can be met at Coastal Library for a story or two, and attendees can sing and dance. After stories, parents and caretakers are invited to visit from 11:00 until noon while their children explore with various styles of blocks, connecting magnet blocks, and engaging with code and go robots. No registration is needed, and all are welcome at the Coastal Branch Library.

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Thu, October 30

Coastal Library Game Day for Adults

Santa Rosa Beach
Outdoor Activities Outdoor Activities

The library hosts a weekly Game Day for adults on Thursdays from noon until 4:00 pm. Community members are encouraged to bring in their own card and table games to share with others. The library's meeting space is available for family-friendly games, where individuals can play or learn new games.

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Thu, October 30

Bingo Nights

Santa Rosa Beach
Sports & Games Sports & Games

It is not one's grandmother's bingo. Participants can join every Thursday for bingo with a view, enjoying free games, cocktails, delicious bites, and breathtaking rooftop vibes. Winners take home prizes each round, so friends can be brought along to try their luck and shout "BINGO!" under the evening sky.

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Thu, October 30

Blues Old Stand

Santa Rosa Beach
Live Music Live Music

Blues Old Stand acoustic will perform live at Papa Surf Burger Bar from 6-9 PM.

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Thu, October 30

Donnie Sundal

Santa Rosa Beach
Live Music Live Music

Donnie Sundal’s career in the music industry has been unique and eclectic, reflecting the vast portfolio of songs he has written, performed, and produced. He provides audiences with a soulful, funky, and always on-point voice and sound, creating an infectious blend of energy and enthusiasm that spreads throughout the stage and audience regardless of the venue. This event is a free live music performance.

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Thu, October 30

Trivia Night

Santa Rosa Beach
Sports & Games Sports & Games

An evening of fun awaits at Trivia Night at Beach Camp Brewpub. Guests are invited to arrive at 6 PM to test their knowledge, enjoy good food, cold drinks, and great company. It is an ideal way to spend an evening by the beach, whether one is a trivia expert or simply looking for a laugh.

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Thu, October 30

Redd Sings Dinner Show

Santa Rosa Beach
Food & Drink Food & Drink

Redd performs a dinner show every Tuesday, Thursday, and Saturday.

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Fri, October 31

Joy of Art Club Coastal Library

Santa Rosa Beach
Arts & Culture Arts & Culture

They are invited to join an art event held on Fridays to experience art with other artists. Participants can bring their own art, share ideas, and engage in artistic camaraderie. This meeting may be subject to change due to holidays or scheduling changes. They can call the library for more information.

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Fri, October 31

Brewery Tours

Santa Rosa Beach
Food & Drink Food & Drink

This event offers brewery tours.

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Fri, October 31

Tween/Teen E-Sports Games

Santa Rosa Beach
Sports & Games Sports & Games

An E-Sports (Electronic) League for tweens and teens takes place on Fridays from 3:30 to 4:30, featuring Smash Brothers. Older elementary to high school students are invited to drop in anytime to meet new friends. Attendees are expected to share playing time and assist other players when asked. For more information, Deanna at Coastal Library can be contacted at 850-267-2809.

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Fri, October 31

"A Night to Die For" Halloween Party

Santa Rosa Beach
Food & Drink Food & Drink

Farm & Fire is hosting "A Night to Die For," a haunted Prohibition-themed Halloween party. The event will feature 1920s-style cocktails with a spooky flair. Staff members will be dressed as Prohibition ghosts and zombies, and guests are encouraged to join in the fun. Menu specials include Boo-garita Pizza, a ghostly spin on Margherita Pizza by Chef Mike, and Scary Keri's Spooky Treat, a rice crispy sushi dessert. The establishment will be open until midnight.

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Fri, October 31

Boukou Groove

Santa Rosa Beach
Live Music Live Music

October at Papa Surf is packed with events. From Sunday Strings with Black Creek String Band to weekly trivia and karaoke nights, and performances by Dion Jones, Papa Surf offers live music, laughs, and good times throughout the month. Additionally, Happy Hour is available every weekday to maintain a lively atmosphere. Visitors are encouraged to mark their calendars, gather their friends, and make this October memorable at Papa Surf.

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Fri, October 31

Escape to Wonderland: A Twisted Tea Party – A Halloween Extravaganza

Santa Rosa Beach
Live Music Live Music

An Alice in Wonderland-themed Halloween party will be held on October 31 at the Ara Rooftop Pool & Lounge at Hotel Effie Sandestin. The venue will be transformed into a whimsical world of wonder, mystery, and playful mischief. Guests can enjoy a welcome potion cocktail, tea party-style bites available from 6-8 p.m., and a sweet "Eat Me" cookie. The rooftop wonderland will feature glowing décor, live beats, and a festive atmosphere. Attendees can dance to a live DJ from 6–11 p.m., play croquet on the lawn, and participate in a costume contest. Tickets are $65 per person (plus tax) and include valet parking, treats, and entry to the night’s festivities. Guests are encouraged to post their costumes on Instagram, tagging @HotelEffie with #hoteleffiehalloween and #ararooftop, for a chance to win the costume contest live at 10 p.m. Tea party-style bites will be available from 6-8 p.m.

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Fri, October 31

Halloween

Santa Rosa Beach
Live Music Live Music

The event features a live DJ, a costume contest, and spooky cocktails. DJ 30A and a photo booth will be available from 6–9 PM. The costume contest kicks off at 8 PM, offering cash prizes of $500 for first place, $200 for second place, and a $100 gift card for third place. Fun, spooky cocktail specials will also be available.

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Fri, October 31

12th Annual Rocky Horror Picture Show Halloween Party

Santa Rosa Beach
Live Music Live Music

Friday nights at Redd's Pub feature live performances. The October lineup includes Ed Wrann (Oct 3), Shenaniganza (Oct 10), Max McCann (Oct 17), Jon White (Oct 24), and the 12th Annual Rocky Horror Picture Show Halloween Party (Oct 31). Reservations are available for parties of four or more by calling 850-325-0252.

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Fri, October 31

Live Music on the Rooftop

Santa Rosa Beach
Live Music Live Music

Guests can enjoy live music under the stars on the rooftop at Ara Rooftop Pool & Lounge every Friday and Saturday night from 7:30 PM to 10:30 PM.

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Fri, October 31

80’s Halloween Party

Santa Rosa Beach
Food & Drink Food & Drink

It is time to tease that hair, dust off the neon, and moonwalk into the spookiest night on the beach! Guests are invited to join an epic 80’s Halloween Bash at Beach Camp Brewpub in Grayton Beach on Thursday, October 31st from 8 PM to Midnight. Attendees can sip on $7 spooky cocktails, snack on $6 terrifying bites, and down $5 eerie Beach Camp beers while dancing to the best throwback 80’s jams. Costumes are encouraged, bad dance moves are expected, and good times are guaranteed for a totally tubular spooky style night.

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Fri, October 31

Dance of the Dead

Santa Rosa Beach
Live Music Live Music

It's that time of year, spooky season is among us. Join for the 4th annual Halloween Bash at Down Island on Friday, October 31st. The Killer Robot Army plans to take down the house.

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Sat, November 1

Weekend Morning Rooftop Poolside Pilates

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Hotel guests are invited to start their Saturday and Sunday mornings with a complimentary Pilates-barre fusion class on the rooftop by the pool. From 8–9 a.m., certified instructor Riann leads a mindful flow of breathwork, assisted stretching, and functional movement. This all-levels class is designed to strengthen, balance, and uplift, leaving participants feeling centered, empowered, and refreshed.

Learn More
Sat, November 1

Brunch

Santa Rosa Beach
Food & Drink Food & Drink

Every Saturday and Sunday, brunch is offered from 11 AM to 2 PM, featuring $5 Bloody Marys, mimosas, Beach Camp Beers, and food specials.

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Sat, November 1

Freeport Night Out

Santa Rosa Beach
Family Fun Family Fun

Freeport Night Out is returning after a successful event last year. The Freeport Merchants Association, in partnership with The Windmills at Hammock Bay and Props Brewery, is organizing another enjoyable evening. The event will take place on Saturday, November 1, from 4:00 PM to 7:00 PM on the Props Green. It will be held in conjunction with the Bluegrass on the Green Music Festival and the Hammock Bay Farmer’s Market on The Windmills Green, promising an evening of family-friendly fun. This year's beneficiaries are the Children’s Volunteer Health Network and Caring & Sharing. The FMA is dedicated to supporting the Freeport community, recognizing the impactful work of both organizations in the area. The association is enthusiastic about contributing to their missions. For more details about Freeport Night Out 2025, attendees can refer to the attached press release and event poster. Media representatives interested in covering the event are invited to make contact.

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Sat, November 1

Donnie Sundal

Santa Rosa Beach
Live Music Live Music

LIVE MUSIC – Free Event: Donnie Sundal has a unique and eclectic career in the music industry, with an immense portfolio of songs he has written, performed, and produced. He provides audiences with a soulful, funky, and always on-point voice and sound, creating an infectious blend of energy and enthusiasm that spreads throughout the stage and audience regardless of the venue.

Learn More
Sat, November 1

Redd Sings Dinner Show

Santa Rosa Beach
Live Music Live Music

Redd Sings Dinner Show is presented every Tuesday, Thursday, and Saturday.

Learn More
Sat, November 1

Live Music on the Rooftop

Santa Rosa Beach
Live Music Live Music

Live music can be enjoyed under the stars on the rooftop at Ara Rooftop Pool & Lounge every Friday and Saturday night from 7:30 PM to 10:30 PM.

Learn More
Sun, November 2

Weekend Morning Rooftop Poolside Pilates

Santa Rosa Beach
Workshops & Classes Workshops & Classes

Hotel guests can begin their weekend mornings with a complimentary Pilates-barre fusion class held on the rooftop by the pool. Certified instructor Riann leads this all-levels class from 8–9 a.m., focusing on breathwork, assisted stretching, and functional movements to enhance strength, balance, and upliftment. Participants will leave feeling centered, empowered, and refreshed.

Learn More
Sun, November 2

Beats & Brunch

Santa Rosa Beach
Live Music Live Music

Attendees are invited to a perfect Sunday with delicious brunch and live music on the bay with Robbie Paytner. Guests can enjoy signature dishes alongside refreshing drinks while vibing to great tunes. The event offers brunch, brews, and live beats that should not be missed.

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Sun, November 2

Brunch

Santa Rosa Beach
Food & Drink Food & Drink

Every Saturday and Sunday, brunch is available from 11 AM to 2 PM. Specials include $5 Bloody Marys, mimosas, and Beach Camp Beers, along with various food specials.

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Thu, November 20

Foam Roller Stretch Class

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The community is invited to participate in a Foam Roller Stretch class held every Thursday from 5 to 6 PM. This session, designed for relaxation and release, takes place in the meeting hall of the Coastal Library Branch.

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Thu, November 27

Foam Roller Stretch Class

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The community is invited to participate in a Foam Roller Stretch class held every Thursday from 5 to 6 PM. This session, designed for relaxation and release, takes place in the meeting hall of the Coastal Library Branch.

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Thu, December 4

Foam Roller Stretch Class

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The community is invited to participate in a Foam Roller Stretch class held every Thursday from 5 to 6 PM. This session, designed for relaxation and release, takes place in the meeting hall of the Coastal Library Branch.

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Thu, December 11

Foam Roller Stretch Class

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The community is invited to participate in a Foam Roller Stretch class held every Thursday from 5 to 6 PM. This session, designed for relaxation and release, takes place in the meeting hall of the Coastal Library Branch.

Learn More
Thu, December 18

Foam Roller Stretch Class

Santa Rosa Beach
Workshops & Classes Workshops & Classes

The community is invited to participate in a Foam Roller Stretch class held every Thursday from 5 to 6 PM. This session, designed for relaxation and release, takes place in the meeting hall of the Coastal Library Branch.

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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

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

You won’t be charged yet.