Bay Place
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Bay Place
Bay Place by Oversee 30A | 2025 Diamond Winner-Best Rental Mgmt.
Welcome to Bay Place, an exquisitely transformed 1965 bay front masterpiece, lovingly reimagined as a vintage coastal retreat.
Highlights:
📍 On ‘The Bay’ in Santa Rosa Beach
🏖️ A short drive to Grayton Public Beach Access (3.5 miles)
👙 Private pool, treehouse with dry slide
🪞 Stunning interiors
🔪 Dream kitchen
🐶 Dog-friendly!
🚤 Fishing pier, slip for up to 30' boat
🔥 Gas grill
Resting on nearly three acres of lush land, this three-bedroom, three-bath haven welcomes all, including your four-legged companions (Dog-friendly, no cats please).
Inside, you'll be awed by the remarkable transformation of this vintage property into a bay front masterpiece. The converted atrium and cascading catwalk must be seen in person!
A primary bedroom, king, has a gorgeous view, with a standalone tub, double vanity, and separate shower. The guest bedroom, king, has a private bath with a tub/shower combo. The bunk room is a delightful space with two built-in twin over full bunks. As a bonus, the spacious utility room features a queen Murphy bed and a fully renovated bathroom.
The large private pool and the adjoining treehouse are a dream come true for kids: a slide plunges into the water.
Take control of the spa by adjusting custom lighting. The sounds of the waterfall, along with incredible (do I dare say breathtaking?) views, well, these are next-level amenities.
With calm waters, explore the gorgeous bay on a boat. Water enthusiasts will delight in the boat slip that can accommodate up to a 30' boat rental. Or grab a kayak or paddle board and scoot over to North Beach Social for lunch. Doesn't get much better than this!
This vintage coastal home turned masterpiece is your gateway to an unforgettable bay-front paradise. More than just a place to stay, this is an experience. And you’re going to love every moment.
Welcome! Our dedicated team at Oversee 30A, a local company, is committed to ensuring your stay is nothing short of exceptional. We strive for perfection and are just a stone's throw away should you require any assistance. Reach out to us anytime, seven days a week, with the added peace of a 24/7 emergency line.
Overview:
- 3-night minimum
- A short drive to Grayton Public Beach Access (3.5 miles)
- 3 bedrooms, 3 bathrooms
- 2,952 sq ft
- Private pool
- Treehouse with dry slide
- Spill-over spa and customizable lighting features
- Propane grill
- NO CATS, dogs considered, an additional $210 nonrefundable fee for each dog
- Wi-Fi
- On-site parking for up to 10 vehicles
- No smoking permitted anywhere on the property (interior or exterior)
- Fishing pier
- Boat slip for up to 30' boat rental
Overnight:
- King in primary bedroom, with private bath, standalone tub, and TV
- King in guest room with private full bath
- Two twin over full beds in guest bedroom with shared full bath
- Bonus queen Murphy bed in utility room with shared full bath
Check-in is 4:00 PM CST. Check-out is 10:00 AM CST.
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Take the 3D walkthrough.
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Hassle-free check-in.
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Add your trip dates to get the cancellation details for this stay.
House Rules
Who can stay.
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12 guests maximum
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Pet friendly
What's allowed.
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Check-in after 4:00 PM
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Check-out before 10:00 AM
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No smoking
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Events allowed
Amenities
Indoor
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Wireless internet
Entertainment
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Cable
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Smart TV
Safety Features
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Carbon monoxide detector
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Fire extinguisher
Kitchen
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Standard coffee maker
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Microwave
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Refrigerator
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Toaster
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Dishwasher
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Stove
Bed And Bathroom
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Hair dryer
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Iron & board
Outdoor
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Lake or bay front
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Private pool
Bed and Baths
1st Floor
bedroom
2 Bunk beds
Primary Bedroom
1 King bed
full bathroom
bedroom
1 King bed
full bathroom
full bathroom
Location
Upcoming Events
Karaoke
Santa Rosa Beach
Arts & Culture
Coastal Library Preschool Story Time
Santa Rosa Beach
Family Fun
Coastal Library Game Day for Adults
Santa Rosa Beach
Sports & Games
Bingo Nights
Santa Rosa Beach
Sports & Games
Foam Roller Stretch Class
Santa Rosa Beach
Workshops & Classes
Redd Sings Dinner Show
Santa Rosa Beach
Food & Drink
Trivia
Santa Rosa Beach
Sports & Games
A trivia event is scheduled for 7 pm. Participation is free, and participants have the opportunity to win over $100 in prizes.
Joy of Art Club Coastal Library
Santa Rosa Beach
Arts & Culture
Attendees are invited to participate in weekly Friday gatherings to celebrate art with other artists. Participants are encouraged to bring their own artwork, exchange ideas, and foster a sense of artistic camaraderie. Meeting times are subject to change due to holidays or scheduling adjustments. For more information, interested individuals may contact the library.
Brewery Tours
Santa Rosa Beach
Food & Drink
He offers brewery tours.
Tween/Teen E-Sports Games
Santa Rosa Beach
Sports & Games
An E-Sports (Electronic) League for tweens and teens plays Smash Brothers every Friday from 3:30 PM to 4:30 PM. Participants are encouraged to drop in, meet new friends, share playing time, and assist other players. This event is open to older elementary students through high school students. For more information, contact Deanna at Coastal Library at 850-267-2809.
Tween/Teen E-Sports Games
Santa Rosa Beach
Sports & Games
An E-Sports (Electronic) League for tweens and teens plays Smash Brothers every Friday from 3:30 PM to 4:30 PM. Participants are encouraged to drop in, meet new friends, share playing time, and assist other players. This event is open to older elementary students through high school students. For more information, contact Deanna at Coastal Library at 850-267-2809.
Dion Jones Trio
Santa Rosa Beach
Live Music
The Dion Jones Trio is performing live from 6-9 PM.
Shenaniganza
Santa Rosa Beach
Live Music
Redds Pub features live performances on Friday nights. 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 for parties of four or more can be made by calling 850-325-0252.
Live Music on the Rooftop
Santa Rosa Beach
Live Music
Guests can enjoy live music under the stars at Ara Rooftop Pool & Lounge every Friday and Saturday night from 7:30 PM to 10:30 PM.
LATE NIGHT LIVE MUSIC: Lips Manly
Santa Rosa Beach
Live Music
Down Island hosts late-night live music every Friday from 10 PM to 1 AM, with rotating bands weekly. Drink specials are available during "Hippie Hour" from 10 PM to 2 AM, and late-night bites are served until 12 AM.
Weekend Morning Rooftop Poolside Pilates
Santa Rosa Beach
Workshops & Classes
Hotel guests can begin their Saturday and Sunday mornings with a complimentary Pilates-barre fusion class on the rooftop by the pool. From 8–9 a.m., participants can join certified instructor Riann for 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, and it aims to leave participants feeling centered, empowered, and refreshed.
Brunch
Santa Rosa Beach
Food & Drink
The establishment offers brunch every Saturday and Sunday from 11 AM to 2 PM, featuring specials such as $5 Bloody Marys, $5 Mimosas, $5 Beach Camp Beers, and other food specials.
Boukou Groove
Santa Rosa Beach
Live Music
October at Papa Surf is packed with activities! From Sunday Strings with the Black Creek String Band, to weekly Trivia and Karaoke nights, to the always grooving Dion Jones, the establishment offers live music, laughs, and good times all month long. Plus, happy hour is available every weekday to maintain a high-energy atmosphere. Guests are encouraged to mark their calendars, bring their friends, and make this October unforgettable at Papa Surf.
Redd Sings Dinner Show
Santa Rosa Beach
Food & Drink
Redd hosts a dinner show every Tuesday, Thursday, and Saturday.
Live Music on the Rooftop
Santa Rosa Beach
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 p.m. to 10:30 p.m.
Weekend Morning Rooftop Poolside Pilates
Santa Rosa Beach
Food & Drink
Hotel guests can begin their Saturday and Sunday mornings with a complimentary Pilates-barre fusion class offered on the rooftop by the pool. From 8–9 a.m., participants can join certified instructor Riann for a mindful flow of breathwork, assisted stretching, and functional movement. This class is designed to strengthen, balance, and uplift, and is suitable for all levels, from beginners to those seeking a challenge, leaving them feeling centered, empowered, and refreshed.
Beats & Brunch
Santa Rosa Beach
Live Music
Guests are invited to a delightful Sunday experience featuring brunch and live music by Robbie Paytner on the bay. They can savor signature dishes and refreshing drinks while enjoying great tunes. The event promises brunch, brews, and live beats for an enjoyable time.
Brunch
Santa Rosa Beach
Food & Drink
Every Saturday and Sunday, brunch is served from 11 AM to 2 PM, featuring $5 Bloody Marys, mimosas, and Beach Camp Beers, along with various food specials.
Sunday Strings
Santa Rosa Beach
Live Music
October at Papa Surf is packed with events, from Sunday Strings featuring the Black Creek String Band to weekly trivia and karaoke nights. Dion Jones will also be providing his grooving music throughout the month. Papa Surf offers live music, laughter, and good times all month long, plus a weekday happy hour to maintain a high-energy atmosphere. Visitors are encouraged to mark their calendars, bring their friends, and make this October memorable at Papa Surf.
Sunday Pickin’ with Mike Whitty & Friends
Santa Rosa Beach
Live Music
Sunday Pickin' at The Bay with Mike Whitty and Friends is an event that takes place every Sunday from 4-8 PM. Mike brings in new musicians to play each week. The organizers always post who is playing by Saturday, so attendees can check The Bay's Facebook or Instagram pages for details ahead of the event.
Coastal Zumba Gold with Lily 10:30 am
Santa Rosa Beach
Workshops & Classes
Zumba Gold with certified Zumba instructor Lily Hubbard invites participants to join her community-based class meeting. The class begins 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 attendees to shake it at their own pace and get active with others at the dance party workout for the young at heart. Please be advised this event is subject to change following holidays and the school calendar. Those interested in learning more about this event can call Linda at the Coastal library.
Halloween Blood Drive
Santa Rosa Beach
Family Fun
All donors will receive a Oneblood Halloween T-Shirt, a $20.00 E-Card, and a wellness checkup including blood pressure, temperature, iron count, pulse, and cholesterol screening. Appointments are encouraged. Donors should use sponsor code: 78304. ID is required. One offer is available per donor, per donation. It has no cash value and is not transferable. Gifts may vary.
Coastal Book Club with Ms. Julie K-4th
Santa Rosa Beach
Family Fun
The Imagination Explorers book club, led by Ms. Julie, is scheduled to convene in the children’s library room every second Monday, commencing on March 10th, from 3:30 to 4:30 pm. Children in grades K-4 are encouraged to join the Imagination Explorers Book Club with Ms. Julie as they delve into new and classic books. No registration is necessary. For additional details, individuals may contact the library. This book club will adhere to the library calendar and operate on open library days.
Wing Night
Santa Rosa Beach
Food & Drink
They offer a wing night where their famous smoked wings are half price.
Trivia Night
Santa Rosa Beach
Food & Drink
October at Papa Surf is packed with activities. There will be Sunday Strings with Black Creek String Band, weekly trivia and karaoke nights, and live music from Dion Jones. They will also have happy hour every weekday. Visitors are encouraged to mark their calendars, bring their friends, and make this October unforgettable at Papa Surf.
Trivia Night
Santa Rosa Beach
Live Music
October at Papa Surf is packed with activities. There will be Sunday Strings with Black Creek String Band, weekly trivia and karaoke nights, and live music from Dion Jones. They will also have happy hour every weekday. Visitors are encouraged to mark their calendars, bring their friends, and make this October unforgettable at Papa Surf.
Coastal Library, Music and Movement Toddler Time Tuesdays
Santa Rosa Beach
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. Call Coastal Library to confirm the event.
Taco Tuesday
Santa Rosa Beach
Food & Drink
Taco Tuesday features margarita and taco specials throughout the day.
Chess Tuesday
Santa Rosa Beach
Sports & Games
Chess with Mr. Owens is held every Tuesday at 3:30 p.m. at the Coastal Branch Library. All ages and skill levels are welcome to learn about chess openings, endings, and special moves. For more information, interested individuals can call (850) 267-2809.
Karaoke Night
Santa Rosa Beach
Live Music
October at Papa Surf is packed with events, including Sunday Strings with Black Creek String Band, weekly Trivia & Karaoke nights, and performances by Dion Jones. The venue offers live music, laughter, and good times throughout the month. Additionally, Happy Hour is available every weekday to maintain a positive atmosphere. They encourage visitors to mark their calendars, bring their friends, and make October unforgettable at Papa Surf.
Coastal Nature Immersion and Kids Yoga Wednesdays
Santa Rosa Beach
Family Fun
In the Garden offers Kids Yoga at Coastal Library, led by Ms. Sierra. She is a certified yoga instructor with level 1 forest school certification and Wilderness First Aid, holding a Bachelor's in Physical Education and Health. Sessions are held on Wednesdays at 9:30 AM 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 are asked to bring a mat.
Yappy Hour
Santa Rosa Beach
Food & Drink
Patrons are invited to bring their pets and receive happy hour pricing throughout the day on the patio and in the beer garden.
Coastal Tai Chi Wednesdays
Santa Rosa Beach
Workshops & Classes
Tai Chi is a gentle form of exercise that improves balance, flexibility, and strength. All ages are welcome. Classes will be available on Wednesdays, starting at noon. Individuals can call the library at 850-267-2809 for more information and to confirm scheduled dates.
Lego Club Wednesdays
Santa Rosa Beach
Family Fun
The Lego Club gathers on Wednesdays from 3:30 p.m. to 4:30 p.m. in the community meeting room. Participants are encouraged to construct their own Lego creations and connect with new acquaintances.
Bonfire ft. The Sunshine Wranglers
Santa Rosa Beach
Live Music
The event invites guests to gather around bonfires from 5-8 PM for an evening of warmth and good vibes. Attendees can enjoy food and drinks while soaking in the beachside atmosphere. The event will also feature live music by The Sunshine Wranglers, creating the perfect mood for unwinding and making the most of the evening.
Kids Eat Free
Santa Rosa Beach
Food & Drink
Kids eat free after 5 PM! October at Papa Surf is packed with events, from Sunday Strings with Black Creek String Band, to weekly Trivia and Karaoke nights, and live music from Dion Jones. Plus, happy hour every weekday keeps the good times rolling. Mark calendars, bring friends, and make this October unforgettable at Papa Surf.
Cocktails & Clay: Mugs for Jugs
Santa Rosa Beach
Workshops & Classes
The Cultural Arts Alliance of Walton County hosts a unique experience called Cocktails & Clay workshop. Local artist Sarah Bumanglag guides participants in hand-building a special Mugs for Jugs cup in honor of Breast Cancer Awareness Month. This event focuses on connecting with the community and exploring creativity in a relaxed and fun environment, welcoming all skill levels. Attendees enjoy a complimentary craft cocktail or mocktail from Distillery 98 and light bites. After the event, Sarah glazes and fires the finished pieces at the CAA Pottery Studio, and participants are notified when their creations are ready for pickup.
Paella with Chef Joyce
Santa Rosa Beach
Food & Drink
Orders begin at 6 PM CST, with service starting at 7 PM CST, on a first-come, first-serve basis. Chef Joyce developed her renowned paella recipe in Spain, and she has since refined it to incorporate local flavors. Her unique addition of chorizo, instead of traditional sausage, provides an extra spicy kick, making this dish quite bold. Customers at North Beach Social can order paella at the counter and receive a ticket, then pick up their plates at the paella stand when service commences. Farm & Fire customers have the convenience of ordering at their table or at the bar, with the dish delivered directly to them.
Trivia Wednesday
Santa Rosa Beach
Family Fun
Every Wednesday, Down Island hosts free trivia presented by Super Good Trivia. Participants have the opportunity to win Down Island gift cards. This is a family-friendly event featuring general trivia and music questions.
Steve’s Music Bingo
Santa Rosa Beach
Sports & Games
A new event is coming to Wild Olives, offering a night filled with music, laughter, and prizes. Starting Wednesday, October 15th, Steve's Music Bingo will be featured. Participation is free, and winners will receive prizes. The event will also offer delicious wine, craft cocktails, and bistro favorites. Attendees are encouraged to bring friends, test their music knowledge, and sing along for a perfect midweek experience. Mark your calendars and join Wild Olives for their first night of Music Bingo.
Wednesday's Dirty Bingo
Santa Rosa Beach
Sports & Games
Wednesdays feature dirty bingo, an adult-themed event for those aged 18 and over.
Karaoke
Santa Rosa Beach
Live Music
Local Cantina 30A invites individuals to showcase their talent on Wednesday nights starting at 8 PM for Karaoke Night, where both locals and tourists compete.
9th Annual Harvest Wine & Food Festival
Santa Rosa Beach
Food & Drink
The 9th Annual Harvest Wine & Food Festival invites attendees to WaterColor for four days of exceptional wine dinners, a grand tasting, an after-dark event, and curated wine and cocktail experiences from October 16-19, 2025. This premier fall event, hosted by the Destin Charity Wine Auction Foundation, brings together world-class wines and renowned chefs, all while supporting children in need across Northwest Florida. The foundation has raised over $35 million for local children’s charities through this mission. Whether a wine enthusiast, a foodie, or someone who simply enjoys a good time for a great cause, Harvest is an event not to be missed. Tickets are available now.
Coastal Library Preschool Story Time
Santa Rosa Beach
Family Fun
Preschool Story Time at Coastal Library offers stories, songs, crafts, and social time for friends and families on Thursday mornings at 10:00 AM. After stories, parents and caretakers can visit from 11:00 AM until noon while their children explore various styles of blocks, connecting magnet blocks, and code and go robots. No registration is needed.
Coastal Library Game Day for Adults
Santa Rosa Beach
Sports & Games
The library hosts Game Day for adults every Thursday from Noon until 4:00 pm. Community members are encouraged to bring card table games to share. The meeting space is available for family-friendly games that individuals bring to share with those interested in playing or learning a new game. For more information, the library can be contacted.
9th Annual Harvest Wine & Food Festival
Santa Rosa Beach
Food & Drink
Attendees can experience four days of world-class wine, cuisine, and coastal charm in WaterColor, from October 16–19. This premier Southeast festival features elegant wine dinners, a lively cocktail brunch, and the renowned Grand Tasting, inviting guests to sip and savor unforgettable flavors.
October 2025 Business After Hours Hosted by Dixielectricar
Santa Rosa Beach
Workshops & Classes
An invitation is extended to an evening of networking, connection, and community at the Business After Hours event, hosted by Dixielectricar and sponsored by A2Z Specialty Advertising. This is an ideal opportunity for professionals to mix and mingle, build valuable business relationships, and enjoy a relaxed atmosphere with great food and drinks. Whether one seeks to expand their network or simply reconnect with familiar faces, this event is not to be missed. The event is scheduled for October 16, 2025, at 4:30 P.M., and will be held at Dixielectricar. Dixielectricar is the host sponsor, and A2Z Specialty Advertising is the event sponsor. Attendees are encouraged to bring their business cards and enjoy an evening of networking. The organizers anticipate a successful event.
Bingo Nights
Santa Rosa Beach
Sports & Games
It is not one's grandma's bingo. Participants can join every Thursday for bingo with a view, enjoying free games, tasty cocktails, delicious bites, and breathtaking rooftop vibes. Winners take home prizes each round, so participants should bring their friends, press their luck, and shout BINGO under the evening sky.
Foam Roller Stretch Class
Santa Rosa Beach
Food & Drink
A foam roller stretch community class is held every Thursday from 5-6 PM at the Coastal Library Branch Meeting Hall.
Redd Sings Dinner Show
Santa Rosa Beach
Food & Drink
Redd hosts a dinner show on Tuesdays, Thursdays, and Saturdays.
Foam Roller Stretch Class
Santa Rosa Beach
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.
Foam Roller Stretch Class
Santa Rosa Beach
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.
Foam Roller Stretch Class
Santa Rosa Beach
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.
Foam Roller Stretch Class
Santa Rosa Beach
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.
Foam Roller Stretch Class
Santa Rosa Beach
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.
Wed, October 8
Karaoke
Santa Rosa Beach
Arts & Culture
Thu, October 9
Coastal Library Preschool Story Time
Santa Rosa Beach
Family Fun
Thu, October 9
Coastal Library Game Day for Adults
Santa Rosa Beach
Sports & Games
Thu, October 9
Bingo Nights
Santa Rosa Beach
Sports & Games
Thu, October 9
Foam Roller Stretch Class
Santa Rosa Beach
Workshops & Classes
Thu, October 9
Redd Sings Dinner Show
Santa Rosa Beach
Food & Drink
Thu, October 9
Trivia
Santa Rosa Beach
Sports & Games
A trivia event is scheduled for 7 pm. Participation is free, and participants have the opportunity to win over $100 in prizes.
Fri, October 10
Joy of Art Club Coastal Library
Santa Rosa Beach
Arts & Culture
Attendees are invited to participate in weekly Friday gatherings to celebrate art with other artists. Participants are encouraged to bring their own artwork, exchange ideas, and foster a sense of artistic camaraderie. Meeting times are subject to change due to holidays or scheduling adjustments. For more information, interested individuals may contact the library.
Fri, October 10
Brewery Tours
Santa Rosa Beach
Food & Drink
He offers brewery tours.
Fri, October 10
Tween/Teen E-Sports Games
Santa Rosa Beach
Sports & Games
An E-Sports (Electronic) League for tweens and teens plays Smash Brothers every Friday from 3:30 PM to 4:30 PM. Participants are encouraged to drop in, meet new friends, share playing time, and assist other players. This event is open to older elementary students through high school students. For more information, contact Deanna at Coastal Library at 850-267-2809.
Fri, October 10
Tween/Teen E-Sports Games
Santa Rosa Beach
Sports & Games
An E-Sports (Electronic) League for tweens and teens plays Smash Brothers every Friday from 3:30 PM to 4:30 PM. Participants are encouraged to drop in, meet new friends, share playing time, and assist other players. This event is open to older elementary students through high school students. For more information, contact Deanna at Coastal Library at 850-267-2809.
Fri, October 10
Dion Jones Trio
Santa Rosa Beach
Live Music
The Dion Jones Trio is performing live from 6-9 PM.
Fri, October 10
Shenaniganza
Santa Rosa Beach
Live Music
Redds Pub features live performances on Friday nights. 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 for parties of four or more can be made by calling 850-325-0252.
Fri, October 10
Live Music on the Rooftop
Santa Rosa Beach
Live Music
Guests can enjoy live music under the stars at Ara Rooftop Pool & Lounge every Friday and Saturday night from 7:30 PM to 10:30 PM.
Fri, October 10
LATE NIGHT LIVE MUSIC: Lips Manly
Santa Rosa Beach
Live Music
Down Island hosts late-night live music every Friday from 10 PM to 1 AM, with rotating bands weekly. Drink specials are available during “Hippie Hour” from 10 PM to 2 AM, and late-night bites are served until 12 AM.
Sat, October 11
Weekend Morning Rooftop Poolside Pilates
Santa Rosa Beach
Workshops & Classes
Hotel guests can begin their Saturday and Sunday mornings with a complimentary Pilates-barre fusion class on the rooftop by the pool. From 8–9 a.m., participants can join certified instructor Riann for 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, and it aims to leave participants feeling centered, empowered, and refreshed.
Sat, October 11
Brunch
Santa Rosa Beach
Food & Drink
The establishment offers brunch every Saturday and Sunday from 11 AM to 2 PM, featuring specials such as $5 Bloody Marys, $5 Mimosas, $5 Beach Camp Beers, and other food specials.
Sat, October 11
Boukou Groove
Santa Rosa Beach
Live Music
October at Papa Surf is packed with activities! From Sunday Strings with the Black Creek String Band, to weekly Trivia and Karaoke nights, to the always grooving Dion Jones, the establishment offers live music, laughs, and good times all month long. Plus, happy hour is available every weekday to maintain a high-energy atmosphere. Guests are encouraged to mark their calendars, bring their friends, and make this October unforgettable at Papa Surf.
Sat, October 11
Redd Sings Dinner Show
Santa Rosa Beach
Food & Drink
Redd hosts a dinner show every Tuesday, Thursday, and Saturday.
Sat, October 11
Live Music on the Rooftop
Santa Rosa Beach
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 p.m. to 10:30 p.m.
Sun, October 12
Weekend Morning Rooftop Poolside Pilates
Santa Rosa Beach
Food & Drink
Hotel guests can begin their Saturday and Sunday mornings with a complimentary Pilates-barre fusion class offered on the rooftop by the pool. From 8–9 a.m., participants can join certified instructor Riann for a mindful flow of breathwork, assisted stretching, and functional movement. This class is designed to strengthen, balance, and uplift, and is suitable for all levels, from beginners to those seeking a challenge, leaving them feeling centered, empowered, and refreshed.
Sun, October 12
Beats & Brunch
Santa Rosa Beach
Live Music
Guests are invited to a delightful Sunday experience featuring brunch and live music by Robbie Paytner on the bay. They can savor signature dishes and refreshing drinks while enjoying great tunes. The event promises brunch, brews, and live beats for an enjoyable time.
Sun, October 12
Brunch
Santa Rosa Beach
Food & Drink
Every Saturday and Sunday, brunch is served from 11 AM to 2 PM, featuring $5 Bloody Marys, mimosas, and Beach Camp Beers, along with various food specials.
Sun, October 12
Sunday Strings
Santa Rosa Beach
Live Music
October at Papa Surf is packed with events, from Sunday Strings featuring the Black Creek String Band to weekly trivia and karaoke nights. Dion Jones will also be providing his grooving music throughout the month. Papa Surf offers live music, laughter, and good times all month long, plus a weekday happy hour to maintain a high-energy atmosphere. Visitors are encouraged to mark their calendars, bring their friends, and make this October memorable at Papa Surf.
Sun, October 12
Sunday Pickin’ with Mike Whitty & Friends
Santa Rosa Beach
Live Music
Sunday Pickin’ at The Bay with Mike Whitty and Friends is an event that takes place every Sunday from 4-8 PM. Mike brings in new musicians to play each week. The organizers always post who is playing by Saturday, so attendees can check The Bay’s Facebook or Instagram pages for details ahead of the event.
Mon, October 13
Coastal Zumba Gold with Lily 10:30 am
Santa Rosa Beach
Workshops & Classes
Zumba Gold with certified Zumba instructor Lily Hubbard invites participants to join her community-based class meeting. The class begins 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 attendees to shake it at their own pace and get active with others at the dance party workout for the young at heart. Please be advised this event is subject to change following holidays and the school calendar. Those interested in learning more about this event can call Linda at the Coastal library.
Mon, October 13
Halloween Blood Drive
Santa Rosa Beach
Family Fun
All donors will receive a Oneblood Halloween T-Shirt, a $20.00 E-Card, and a wellness checkup including blood pressure, temperature, iron count, pulse, and cholesterol screening. Appointments are encouraged. Donors should use sponsor code: 78304. ID is required. One offer is available per donor, per donation. It has no cash value and is not transferable. Gifts may vary.
Mon, October 13
Coastal Book Club with Ms. Julie K-4th
Santa Rosa Beach
Family Fun
The Imagination Explorers book club, led by Ms. Julie, is scheduled to convene in the children’s library room every second Monday, commencing on March 10th, from 3:30 to 4:30 pm. Children in grades K-4 are encouraged to join the Imagination Explorers Book Club with Ms. Julie as they delve into new and classic books. No registration is necessary. For additional details, individuals may contact the library. This book club will adhere to the library calendar and operate on open library days.
Mon, October 13
Wing Night
Santa Rosa Beach
Food & Drink
They offer a wing night where their famous smoked wings are half price.
Mon, October 13
Trivia Night
Santa Rosa Beach
Food & Drink
October at Papa Surf is packed with activities. There will be Sunday Strings with Black Creek String Band, weekly trivia and karaoke nights, and live music from Dion Jones. They will also have happy hour every weekday. Visitors are encouraged to mark their calendars, bring their friends, and make this October unforgettable at Papa Surf.
Mon, October 13
Trivia Night
Santa Rosa Beach
Live Music
October at Papa Surf is packed with activities. There will be Sunday Strings with Black Creek String Band, weekly trivia and karaoke nights, and live music from Dion Jones. They will also have happy hour every weekday. Visitors are encouraged to mark their calendars, bring their friends, and make this October unforgettable at Papa Surf.
Tue, October 14
Coastal Library, Music and Movement Toddler Time Tuesdays
Santa Rosa Beach
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. Call Coastal Library to confirm the event.
Tue, October 14
Taco Tuesday
Santa Rosa Beach
Food & Drink
Taco Tuesday features margarita and taco specials throughout the day.
Tue, October 14
Chess Tuesday
Santa Rosa Beach
Sports & Games
Chess with Mr. Owens is held every Tuesday at 3:30 p.m. at the Coastal Branch Library. All ages and skill levels are welcome to learn about chess openings, endings, and special moves. For more information, interested individuals can call (850) 267-2809.
Tue, October 14
Karaoke Night
Santa Rosa Beach
Live Music
October at Papa Surf is packed with events, including Sunday Strings with Black Creek String Band, weekly Trivia & Karaoke nights, and performances by Dion Jones. The venue offers live music, laughter, and good times throughout the month. Additionally, Happy Hour is available every weekday to maintain a positive atmosphere. They encourage visitors to mark their calendars, bring their friends, and make October unforgettable at Papa Surf.
Wed, October 15
Coastal Nature Immersion and Kids Yoga Wednesdays
Santa Rosa Beach
Family Fun
In the Garden offers Kids Yoga at Coastal Library, led by Ms. Sierra. She is a certified yoga instructor with level 1 forest school certification and Wilderness First Aid, holding a Bachelor’s in Physical Education and Health. Sessions are held on Wednesdays at 9:30 AM 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 are asked to bring a mat.
Wed, October 15
Yappy Hour
Santa Rosa Beach
Food & Drink
Patrons are invited to bring their pets and receive happy hour pricing throughout the day on the patio and in the beer garden.
Wed, October 15
Coastal Tai Chi Wednesdays
Santa Rosa Beach
Workshops & Classes
Tai Chi is a gentle form of exercise that improves balance, flexibility, and strength. All ages are welcome. Classes will be available on Wednesdays, starting at noon. Individuals can call the library at 850-267-2809 for more information and to confirm scheduled dates.
Wed, October 15
Lego Club Wednesdays
Santa Rosa Beach
Family Fun
The Lego Club gathers on Wednesdays from 3:30 p.m. to 4:30 p.m. in the community meeting room. Participants are encouraged to construct their own Lego creations and connect with new acquaintances.
Wed, October 15
Bonfire ft. The Sunshine Wranglers
Santa Rosa Beach
Live Music
The event invites guests to gather around bonfires from 5-8 PM for an evening of warmth and good vibes. Attendees can enjoy food and drinks while soaking in the beachside atmosphere. The event will also feature live music by The Sunshine Wranglers, creating the perfect mood for unwinding and making the most of the evening.
Wed, October 15
Kids Eat Free
Santa Rosa Beach
Food & Drink
Kids eat free after 5 PM! October at Papa Surf is packed with events, from Sunday Strings with Black Creek String Band, to weekly Trivia and Karaoke nights, and live music from Dion Jones. Plus, happy hour every weekday keeps the good times rolling. Mark calendars, bring friends, and make this October unforgettable at Papa Surf.
Wed, October 15
Cocktails & Clay: Mugs for Jugs
Santa Rosa Beach
Workshops & Classes
The Cultural Arts Alliance of Walton County hosts a unique experience called Cocktails & Clay workshop. Local artist Sarah Bumanglag guides participants in hand-building a special Mugs for Jugs cup in honor of Breast Cancer Awareness Month. This event focuses on connecting with the community and exploring creativity in a relaxed and fun environment, welcoming all skill levels. Attendees enjoy a complimentary craft cocktail or mocktail from Distillery 98 and light bites. After the event, Sarah glazes and fires the finished pieces at the CAA Pottery Studio, and participants are notified when their creations are ready for pickup.
Wed, October 15
Paella with Chef Joyce
Santa Rosa Beach
Food & Drink
Orders begin at 6 PM CST, with service starting at 7 PM CST, on a first-come, first-serve basis. Chef Joyce developed her renowned paella recipe in Spain, and she has since refined it to incorporate local flavors. Her unique addition of chorizo, instead of traditional sausage, provides an extra spicy kick, making this dish quite bold. Customers at North Beach Social can order paella at the counter and receive a ticket, then pick up their plates at the paella stand when service commences. Farm & Fire customers have the convenience of ordering at their table or at the bar, with the dish delivered directly to them.
Wed, October 15
Trivia Wednesday
Santa Rosa Beach
Family Fun
Every Wednesday, Down Island hosts free trivia presented by Super Good Trivia. Participants have the opportunity to win Down Island gift cards. This is a family-friendly event featuring general trivia and music questions.
Wed, October 15
Steve’s Music Bingo
Santa Rosa Beach
Sports & Games
A new event is coming to Wild Olives, offering a night filled with music, laughter, and prizes. Starting Wednesday, October 15th, Steve’s Music Bingo will be featured. Participation is free, and winners will receive prizes. The event will also offer delicious wine, craft cocktails, and bistro favorites. Attendees are encouraged to bring friends, test their music knowledge, and sing along for a perfect midweek experience. Mark your calendars and join Wild Olives for their first night of Music Bingo.
Wed, October 15
Wednesday's Dirty Bingo
Santa Rosa Beach
Sports & Games
Wednesdays feature dirty bingo, an adult-themed event for those aged 18 and over.
Wed, October 15
Karaoke
Santa Rosa Beach
Live Music
Local Cantina 30A invites individuals to showcase their talent on Wednesday nights starting at 8 PM for Karaoke Night, where both locals and tourists compete.
Thu, October 16
9th Annual Harvest Wine & Food Festival
Santa Rosa Beach
Food & Drink
The 9th Annual Harvest Wine & Food Festival invites attendees to WaterColor for four days of exceptional wine dinners, a grand tasting, an after-dark event, and curated wine and cocktail experiences from October 16-19, 2025. This premier fall event, hosted by the Destin Charity Wine Auction Foundation, brings together world-class wines and renowned chefs, all while supporting children in need across Northwest Florida. The foundation has raised over $35 million for local children’s charities through this mission. Whether a wine enthusiast, a foodie, or someone who simply enjoys a good time for a great cause, Harvest is an event not to be missed. Tickets are available now.
Thu, October 16
Coastal Library Preschool Story Time
Santa Rosa Beach
Family Fun
Preschool Story Time at Coastal Library offers stories, songs, crafts, and social time for friends and families on Thursday mornings at 10:00 AM. After stories, parents and caretakers can visit from 11:00 AM until noon while their children explore various styles of blocks, connecting magnet blocks, and code and go robots. No registration is needed.
Thu, October 16
Coastal Library Game Day for Adults
Santa Rosa Beach
Sports & Games
The library hosts Game Day for adults every Thursday from Noon until 4:00 pm. Community members are encouraged to bring card table games to share. The meeting space is available for family-friendly games that individuals bring to share with those interested in playing or learning a new game. For more information, the library can be contacted.
Thu, October 16
9th Annual Harvest Wine & Food Festival
Santa Rosa Beach
Food & Drink
Attendees can experience four days of world-class wine, cuisine, and coastal charm in WaterColor, from October 16–19. This premier Southeast festival features elegant wine dinners, a lively cocktail brunch, and the renowned Grand Tasting, inviting guests to sip and savor unforgettable flavors.
Thu, October 16
October 2025 Business After Hours Hosted by Dixielectricar
Santa Rosa Beach
Workshops & Classes
An invitation is extended to an evening of networking, connection, and community at the Business After Hours event, hosted by Dixielectricar and sponsored by A2Z Specialty Advertising. This is an ideal opportunity for professionals to mix and mingle, build valuable business relationships, and enjoy a relaxed atmosphere with great food and drinks. Whether one seeks to expand their network or simply reconnect with familiar faces, this event is not to be missed. The event is scheduled for October 16, 2025, at 4:30 P.M., and will be held at Dixielectricar. Dixielectricar is the host sponsor, and A2Z Specialty Advertising is the event sponsor. Attendees are encouraged to bring their business cards and enjoy an evening of networking. The organizers anticipate a successful event.
Thu, October 16
Bingo Nights
Santa Rosa Beach
Sports & Games
It is not one’s grandma’s bingo. Participants can join every Thursday for bingo with a view, enjoying free games, tasty cocktails, delicious bites, and breathtaking rooftop vibes. Winners take home prizes each round, so participants should bring their friends, press their luck, and shout BINGO under the evening sky.
Thu, October 16
Foam Roller Stretch Class
Santa Rosa Beach
Food & Drink
A foam roller stretch community class is held every Thursday from 5-6 PM at the Coastal Library Branch Meeting Hall.
Thu, October 16
Redd Sings Dinner Show
Santa Rosa Beach
Food & Drink
Redd hosts a dinner show on Tuesdays, Thursdays, and Saturdays.
Thu, November 20
Foam Roller Stretch Class
Santa Rosa Beach
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.
Thu, November 27
Foam Roller Stretch Class
Santa Rosa Beach
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.
Thu, December 4
Foam Roller Stretch Class
Santa Rosa Beach
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.
Thu, December 11
Foam Roller Stretch Class
Santa Rosa Beach
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.
Thu, December 18
Foam Roller Stretch Class
Santa Rosa Beach
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.
Reviews - 12
Google
Our family (4 generations) spent 8 nights at Bay Place, we were in town for our youngest daughter’s wedding. Our stay was absolutely amazing. We enjoyed every single moment. We fished from the dock, we shot baskets on the basketball goal. We sat quietly and watched sunrises. We ate meals outside. Our grandchildren played on the treehouse slide and in the pool. We put together puzzles at the table. Played piano. Cooked fish my husband and son caught from a fishing trip they took. Our stay could not have been more perfect!
Google
Our stay at The Bay was absolutely perfect. The home itself was spotless and beautifully designed—true perfection. The pool was a highlight, offering the perfect spot to relax and unwind. Being right on the water made the experience even more magical, especially with dolphins showing up twice a day to feed—an unforgettable sight! Our whole family loved and enjoyed every moment here. Highly recommend for anyone looking for a peaceful, scenic getaway.
Vrbo
Airbnb
We can not say enough good things about our experience with the rental home and with Oversee Property Management. The house is exactly as advertised and is in a perfect location (steps to beach access and two short blocks to city center). The Oversee staff were so responsive and helpful throughout our trip. We hope to return to Rosemary Beach and would gladly rent this home again if available.
Airbnb
Great place to stay.
Airbnb
Vrbo
We loved everything about our stay, every question was addressed promptly and to great satisfaction. Will stay again!!
Airbnb
Airbnb
Amazing doesn’t do it justice. This place was perfect. If you’re bringing your boat, the front gate is a tight fit. Other than that, the best vacation rental we’ve stayed in. Absolutely Phenomenal from the house, pool, fishing pier and the great beaches and locally owned restaurants and gift shops.
Vrbo
I have stayed at this property twice in the last 4 weeks and it is impeccable in every way. The pool is fabulous. The beds are 5 star comfortable and every need is met with this home.
The hosts are quick to respond and truly desire to make the stay in their home as comfortable and elevated possible.
My family and I will return to this property often. Highest of recommendation for a stay in Grayton Beach, Florida.
Vrbo
This property is magnificent in every way possible. Every need has been anticipated and provided. The chef’s kitchen is a joy to cook meals in for the family. The pool and grounds are immaculate. The communication with the property owner was prompt and the service exceeded expectations.
Highly and highest of recommendations for a vacation stay at this property.
Airbnb
The house was spacious, loved the decorations and all the touches. Loved the kitchen and included dishes especially the crockpot. Of course we loved the pool and hot tub and the location right on the bay. Plenty of parking, great location! Just in case it’s helpful, when you turn onto the street, there’s an open gate and a no trespassing sign. When we first saw that, we thought we’d made the wrong turn but it was correct.
Host Family
Grayton Office
Office location:
Grayton Office, Florida
Contact Grayton Office
Bay Place
Santa Rosa Beach - Sleeps 12
3 bedrooms - 4 beds - 3 baths