Out of Office
Out of Office
Out of Office
Out of Office
Out of Office by Oversee 30A | Perfect in Walton County Awards – Three-Time Diamond Winner – Best Rental Mgmt. 2026, 2025, 2024
The ultimate 30A getaway? Absolutely! Tucked inside an exclusive gated community, Out of Office in Watersound West is a 5-bedroom, 4-bath beauty, that’s all about laid-back luxury and family fun.
Start your day lounging on the dreamy front porch—hammock chairs, cozy seating, and a dining table just waiting for your evenings of al fresco dining. Head out back for grill master vibes on the spacious deck with an outdoor kitchen ready for your BBQs and sunset hangouts.
Inside, you’ll find a welcoming open space with super comfy furniture, perfect for stretching out after a beach day. The kitchen?
Fully stocked, with an island for three—whether you’re whipping up meals or grabbing takeout, it’s all easy breezy.
Upstairs, a second living area makes for the best movie night spot, complete with a big couch, chairs, and a Smart TV for all your streaming marathons.
Ready to make some memories? Your perfect vacation is just a few clicks away. Book now and let Out of Office be your home base for sunshine, relaxation, and lots of beachy fun!
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:
-Private beach access via a scenic boardwalk
-Seasonally Heated community pool (Heated November - February)
-5 bedrooms, 4 bathrooms
-Pack n play and highchair available
-Outdoor grill and dining space
-4 Complimentary bikes
-Complimentary 6 seater golf cart
-Wi-Fi
-2894 sq ft
Overnight:
- King in 1st floor primary; private bath; TV
- Queen in 1st floor guest room (barn door); shared bath; TV
- King in 2nd floor primary; private bath; TV
- King in 2nd floor guest room; shared bath; TV
- Queen in 2nd floor guest room; shared bath; TV
Check-in is 4:00 PM CST. Checkout is 10:00 AM CST.
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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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10 guests maximum
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No pets
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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No parties or events
Amenities
Kitchen
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Dishwasher
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Stove
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Standard coffee maker
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Microwave
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Refrigerator
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Toaster
Indoor
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Wireless internet
Outdoor
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Garage
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Balcony
Complimentary Items
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4 Oversee bikes
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Golf cart
Community Amenities
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Community pool
Safety Features
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Carbon monoxide detector
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Fire extinguisher
Bed And Bathroom
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Hair dryer
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Iron & board
Entertainment
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Smart TV
Bed and Baths
1st Floor
bedroom
1 Queen bed
Primary Bed Bedroom
1 King bed
full bathroom
full bathroom
2nd Floor
bedroom
1 King bed
bedroom
1 King bed
bedroom
1 Queen bed
full bathroom
full bathroom
Location
Upcoming Events
Face Paint with Uniquely Clever Art
Watersound
Arts & Culture
Katlyn of Uniquely Clever will be available for face painting sessions. While fees are applicable for the service, no prior registration is necessary for those interested in participating.
Family Movie Night: SpongeBob The Movie
Watersound
Family Fun
The Big Chill hosts Family Movie Nights, inviting guests of all ages to gather for an evening of entertainment under the stars. Favorite family films are showcased on a Jumbotron, providing a magical outdoor cinema experience for everyone to enjoy.
Farmers' Market
Watersound
Markets & Shopping
The Farmer’s Market at The Big Chill, managed by Anchored Market Ventures, takes place from 9am to 1pm and features a variety of local vendors. The event offers an array of goods including fresh produce, farm eggs, pickles, microgreens, baked items, and handmade crafts such as woodwork, jewelry, and soaps. This family-friendly gathering also includes local shops, food options, and live music. The market is open to the public and encourages community connection through its newsletter and social media updates.
Myami's Beach Hair
Watersound
Family Fun
Myami Henna is hosting a pop-up event featuring a variety of hair styling services for girls and young ladies. The offerings include colorful hair wraps, shimmering hair tinsel, mermaid-style beachy waves with bold color accents, and customized braids. This event is designed for those looking to express their personal style with creative and sparkly looks, though fees do apply for the services provided.
Catalyst
Watersound
Live Music
Catalyst is a premier high-energy rock and dance band based in Northwest Florida. Known for performing hits from the 1980s to the present, the group keeps audiences dancing and singing throughout the entire evening.
Craft & Canvas Art Class hosted by Uniquely Clever *Must Pre-register
Watersound
Workshops & Classes
Uniquely Clever is hosting a Craft and Canvas art class on Fridays from 5:00 PM to 6:00 PM. The class takes place in the screened-in area located to the left of the Jumbotron. Participants are required to pre-register online to attend the session.
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Katlyn of Uniquely Clever will be available for face painting. While fees apply for the activity, no prior registration is required for attendees to participate.
DJ Dance Party w/ DJ Dan
Watersound
Family Fun
Families are invited to join the ultimate dance party featuring DJ Dan, who will be playing a variety of popular hits. This high-energy event encourages guests of all ages to hit the stage and enjoy a night of dancing and fun-filled atmosphere.
Myami's Beach Hair
Watersound
Family Fun
Myami Henna is hosting a pop-up event featuring a variety of hair styling services for girls and young ladies. The offerings include colorful hair wraps, shimmering hair tinsel, mermaid-style waves with bold accents, and personalized custom braids. Fees apply for these services, which are designed to help attendees express their unique style.
Dwightfest
Watersound
Arts & Culture
DwightFest unites the South Walton community through art and live music to support local hospitality workers, artists, and musicians. Inspired by the legacy of arts ambassador Dwight Ward, this nonprofit provides aid to service industry professionals experiencing injuries, financial hardships, or insurance challenges.
Family Movie Night: Bee Movie
Watersound
Family Fun
The Big Chill hosts Family Movie Nights, inviting guests of all ages to gather for an evening under the stars. Favorite family films are featured on a Jumbotron, providing a magical experience for everyone in attendance.
Mother’s Day: Mimosa Specials, Movie Matinee, Crafts for Kids!
Watersound
Family Fun
The Big Chill hosts a family-friendly Mother's Day celebration featuring five-dollar mimosas throughout the day. The schedule includes an 11:00 AM movie matinee of Brave and a complimentary DIY Mother's Day card workshop for children in Stage Right from 11:00 AM to 2:00 PM. The festivities conclude with a live musical performance by True Soul from 6:00 PM to 9:30 PM.
Miami's Beach Hair
Watersound
Family Fun
Myami Henna is hosting a pop-up event featuring a variety of creative hair services, including colorful hair wraps, shimmering hair tinsel, and beachy mermaid hair with bold color accents. Attendees can also receive stylish custom braids designed for girls and young ladies wishing to express their inner magic, with fees applying for the services provided.
True Soul
Watersound
Arts & Culture
The character is recognized as a True Soul.
Art Bar Menu Station hosted by Uniquely Clever Art
Watersound
Arts & Culture
Uniquely Clever Art hosts an Art Bar Menu Station every Monday at The Big Chill, located in the screened-in room to the left of the jumbotron. Guests can choose from various art projects to create on-site. No prior registration is required, though fees apply and vary based on the specific project selected.
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Katlyn of Uniquely Clever will be offering face painting services. Although fees apply, no advance registration is required for participants to join the activity.
DJ Dance Party w/ DJ Dan
Watersound
Family Fun
Families are invited to attend the Ultimate Family Dance Party featuring music by DJ Dan. This high-energy event offers a lively atmosphere for all ages to enjoy dancing and entertainment on the dance floor.
Myami’s Beach Hair
Watersound
Family Fun
Myami Henna is offering a day of creative hair styling services tailored for girls and young ladies looking to express their personal style. The pop-up event features colorful hair wraps, shimmering tinsel, mermaid-inspired waves with bold accents, and custom braids. Fees apply for these specialized services.
Pier Pressure Jazz Ensemble
Watersound
Live Music
Based in Panama City Beach, the Pier Pressure Jazz Ensemble (PPJE) is a vibrant musical group that formed in 2025. Originally starting as a casual gathering of friends, the ensemble quickly transformed into a cohesive team driven by their passion for jazz. By mixing traditional standards with modern hits, PPJE provides spirited and heartfelt performances that highlight their musical heritage and close friendship.
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Visitors can enjoy face painting with Katlyn of Uniquely Clever. Fees are applicable for the service, and no prior sign-up is necessary.
Family Movie Night: Up
Watersound
Food & Drink
The Big Chill hosts Family Movie Nights, inviting groups of all ages to enjoy popular films on a large Jumbotron screen. This outdoor event offers a magical evening under the stars for everyone in attendance.
Farmers Market
Watersound
Markets & Shopping
Anchored Market Ventures manages the Farmer’s Market at The Big Chill, which runs from 9 a.m. to 1 p.m. and is open to the general public. This family-friendly event features a variety of local vendors offering fresh produce, handmade crafts, health products, and home decor. Visitors can enjoy live music and local food while supporting the community. Information regarding market news and updates is available through the Farmers Market Junction newsletter and their social media channels.
Myami’s Beach Hair
Watersound
Family Fun
Myami Henna is hosting a pop-up event featuring a variety of creative hair services. Participants can choose from colorful hair wraps, shimmering hair tinsel, beachy mermaid waves, and personalized custom braids. These styling options are ideal for girls and young ladies looking to showcase their unique magic, though fees for the services do apply.
Mind Plays
Watersound
Live Music
Mind Plays is a pop and rock musical group consisting of three brothers who originate from Amarillo, Texas, and are currently based in Panama City Beach, Florida.
Craft & Canvas Art Class hosted by Uniquely Clever *Must Pre-register
Watersound
Workshops & Classes
Uniquely Clever hosts the Craft and Canvas art class every Friday from 5:00 PM to 6:00 PM. The sessions are held in the screened-in space situated to the left of the Jumbotron, and interested participants are required to pre-register for the class.
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Attendees are invited to participate in face painting with Katlyn of Uniquely Clever. Fees are applicable for the activity, and no advance registration is required.
DJ Dance Party with DJ Dan
Watersound
Family Fun
The Ultimate Family Dance Party invites families to enjoy an evening of music and high-energy dancing. DJ Dan will be spinning a variety of popular hits, creating a lively atmosphere for guests of all ages to celebrate together on the dance floor.
Myami’s Beach Hair
Watersound
Family Fun
Myami Henna is hosting a pop-up event featuring a variety of creative hair services, including colorful hair wraps, shimmering tinsel, mermaid-style waves with bold accents, and custom braids. These offerings are specifically designed for girls and young ladies to showcase their personal style. Please note that fees apply for these services.
Family Movie Night: Cloudy with a Chance of Meatballs
Watersound
Family Fun
The Big Chill hosts family movie nights where guests can gather to watch popular films on a Jumbotron under the stars. This all-ages event offers a magical evening experience for everyone in attendance.
Locals' Last Stand
Watersound
Live Music
30A’s Locals Last Stand takes place at The Pavilion at Watersound Town Center on Sunday, May 17, 2026, from 2 to 6 p.m. This community celebration is free and open to the public, offering a relaxed atmosphere with live music performances by Sammi Accola, the Mike Whitty Band, and Dion Jones & the Neon Tears. Guests are invited to bring their own blankets or lawn chairs to settle in for an afternoon of entertainment and community fun before the summer season begins.
Myami’s Beach Hair
Watersound
Family Fun
Myami Henna is hosting a pop-up event featuring a variety of creative hair services. The offerings include colorful hair wraps, shimmering hair tinsel, beachy mermaid hair with bold color accents, and custom braids tailored to each individual. These services are designed for girls and young ladies looking to express their personal style, and applicable fees will apply.
Salvato
Watersound
Arts & Culture
The term Salvato is expressed.
Art Bar Menu Station hosted by Uniquely Clever Art
Watersound
Arts & Culture
Uniquely Clever Art hosts an Art Bar Menu Station at The Big Chill every Monday. Located in the screened-in room to the left of the jumbotron, the event offers guests various art projects to choose from and create. No prior registration is necessary, though fees vary depending on the chosen project.
Face Paint with Uniquely Clever Art
Watersound
Arts & Culture
Katlyn of Uniquely Clever is hosting a face painting session. Attendees should note that fees apply, but no prior registration is required to participate in the event.
DJ Dance Party w/ DJ Dan
Watersound
Family Fun
The Ultimate Family Dance Party features DJ Dan spinning popular hits for an energetic, family-friendly event. Attendees of all ages are encouraged to join the fun and dance together on the stage.
Myami’s Beach Hair
Watersound
Family Fun
Myami Henna is hosting a pop-up event for girls and young ladies, offering creative hair services including colorful hair wraps, shimmering hair tinsel, mermaid-inspired waves, and personalized braids. These styling options are designed to help participants express their individual style. Please note that fees apply for these services.
The HooDoos
Watersound
Live Music
The HooDoos are a three-piece musical group from Pensacola, Florida, that performs a mix of jam, rock, and funk music.
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Attendees are invited to participate in face painting sessions provided by Katlyn of Uniquely Clever. While fees apply for the service, no advance registration is required for guests to join.
Family Movie Night: Lion King
Watersound
Arts & Culture
The Big Chill hosts family movie nights featuring popular films shown on a large Jumbotron screen outdoors. This all-ages event offers a magical evening under the stars where guests can simply arrive and enjoy the entertainment.
Farmers Market
Watersound
Markets & Shopping
The Farmer’s Market at The Big Chill, managed by Anchored Market Ventures, invites the public to browse a variety of local goods from 9 a.m. to 1 p.m. This family-friendly event features fresh produce, artisanal foods, and handmade items such as jewelry, candles, and home decor. Visitors can also enjoy live music and on-site dining while supporting community vendors.
Myami’s Beach Hair
Watersound
Family Fun
Myami Henna is hosting a pop-up event featuring a variety of hair styling services such as colorful hair wraps, shimmering tinsel, beachy mermaid waves, and custom braids. Designed for girls and young ladies to express their personal style, the event offers creative looks for a fee.
April Lace Band
Watersound
Live Music
The April Lace Band is a high-energy, female-fronted five-piece cover group that performs a wide variety of country, pop, and rock hits from artists like Miranda Lambert and Journey. With experience performing at over 500 events across several states, the band consists of seasoned musicians from Wisconsin, Tennessee, Pennsylvania, Colorado, and Arizona. They provide a professional entertainment experience featuring unique song mash-ups designed to engage audiences at everything from formal gatherings to high-energy dance parties.
Craft & Canvas Art Class hosted by Uniquely Clever *Must Pre-register
Watersound
Workshops & Classes
Uniquely Clever hosts the Craft and Canvas art class on Fridays from 5pm to 6pm in the screened-in space located to the left of the Jumbotron. Participants are required to pre-register for this event.
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Katlyn of Uniquely Clever will be available for face painting. Fees apply for this activity, and no prior registration is required for those wishing to participate.
DJ Dance Party w/ DJ Dan
Watersound
Family Fun
Families are invited to attend an energetic dance party featuring DJ Dan, who will be playing a variety of popular hits. This high-energy event encourages guests of all ages to come together for a night of dancing and fun on the dance floor.
Myami’s Beach Hair
Watersound
Family Fun
Myami Henna is hosting a pop-up event featuring several stylish services, including colorful hair wraps, shimmering hair tinsel, and mermaid-inspired beachy waves. Guests can also enjoy custom braids designed to help girls and young ladies express their personal style. While fees apply for these services, the event offers a creative opportunity for attendees to add a touch of magic to their look.
Welded Jewelry Pop-Up with Spark Collection 30A
Watersound
Markets & Shopping
The Spark Collection offers a curated selection of 14K solid yellow or white gold chains designed to be crafted into permanent bracelets, necklaces, anklets, and rings. Individuals can participate in this welded jewelry experience by booking an appointment at one of their various pop-up event locations.
Family Movie Night: Hercules
Watersound
Family Fun
Family Movie Nights at The Big Chill offer an unforgettable evening under the stars for guests of all ages. Attendees are invited to gather their groups to enjoy favorite family films featured on a Jumbotron.
Myami’s Beach Hair
Watersound
Family Fun
Myami Henna is hosting a pop-up event featuring a variety of creative hair services, including colorful hair wraps, shimmering tinsel, and beachy mermaid hair waves. Attendees can also receive custom-tailored braids during this session, which is designed for young ladies wanting to express their personal style. Please note that service fees apply for these offerings.
Mat Hall Trio Band
Watersound
Live Music
The Mat Hall Trio Band performs for the audience.
Art Bar Menu Station hosted by Uniquely Clever Art
Watersound
Workshops & Classes
Uniquely Clever Art hosts an Art Bar Menu Station every Monday at The Big Chill, where guests can select from various creative projects. The station is located in the screened-in room to the left of the jumbotron, and while no prior registration is necessary, individual fees apply for each project.
Face Paint with Uniquely Clever Art
Watersound
Arts & Culture
Attendees can enjoy face painting with Katlyn from Uniquely Clever. Fees are required for the activity, but no prior registration is necessary.
DJ Dance Party with DJ Dan
Watersound
Family Fun
The ultimate family dance party features DJ Dan spinning popular hits for attendees to enjoy. This high-energy event invites families to gather for a night of dancing and fun on the dance floor.
Wed, May 6
Face Paint with Uniquely Clever Art
Watersound
Arts & Culture
Wed, May 6
Family Movie Night: SpongeBob The Movie
Watersound
Family Fun
Thu, May 7
Farmers' Market
Watersound
Markets & Shopping
Thu, May 7
Myami's Beach Hair
Watersound
Family Fun
Thu, May 7
Catalyst
Watersound
Live Music
Fri, May 8
Craft & Canvas Art Class hosted by Uniquely Clever *Must Pre-register
Watersound
Workshops & Classes
Fri, May 8
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Fri, May 8
DJ Dance Party w/ DJ Dan
Watersound
Family Fun
Sat, May 9
Myami's Beach Hair
Watersound
Family Fun
Sat, May 9
Dwightfest
Watersound
Arts & Culture
Sat, May 9
Family Movie Night: Bee Movie
Watersound
Family Fun
Sun, May 10
Mother’s Day: Mimosa Specials, Movie Matinee, Crafts for Kids!
Watersound
Family Fun
Sun, May 10
Miami's Beach Hair
Watersound
Family Fun
Sun, May 10
True Soul
Watersound
Arts & Culture
Mon, May 11
Art Bar Menu Station hosted by Uniquely Clever Art
Watersound
Arts & Culture
Mon, May 11
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Mon, May 11
DJ Dance Party w/ DJ Dan
Watersound
Family Fun
Tue, May 12
Myami’s Beach Hair
Watersound
Family Fun
Tue, May 12
Pier Pressure Jazz Ensemble
Watersound
Live Music
Wed, May 13
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Wed, May 13
Family Movie Night: Up
Watersound
Food & Drink
Thu, May 14
Farmers Market
Watersound
Markets & Shopping
Thu, May 14
Myami’s Beach Hair
Watersound
Family Fun
Thu, May 14
Mind Plays
Watersound
Live Music
Fri, May 15
Craft & Canvas Art Class hosted by Uniquely Clever *Must Pre-register
Watersound
Workshops & Classes
Fri, May 15
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Fri, May 15
DJ Dance Party with DJ Dan
Watersound
Family Fun
Sat, May 16
Myami’s Beach Hair
Watersound
Family Fun
Sat, May 16
Family Movie Night: Cloudy with a Chance of Meatballs
Watersound
Family Fun
Sun, May 17
Locals' Last Stand
Watersound
Live Music
Sun, May 17
Myami’s Beach Hair
Watersound
Family Fun
Sun, May 17
Salvato
Watersound
Arts & Culture
Mon, May 18
Art Bar Menu Station hosted by Uniquely Clever Art
Watersound
Arts & Culture
Mon, May 18
Face Paint with Uniquely Clever Art
Watersound
Arts & Culture
Mon, May 18
DJ Dance Party w/ DJ Dan
Watersound
Family Fun
Tue, May 19
Myami’s Beach Hair
Watersound
Family Fun
Tue, May 19
The HooDoos
Watersound
Live Music
Wed, May 20
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Wed, May 20
Family Movie Night: Lion King
Watersound
Arts & Culture
Thu, May 21
Farmers Market
Watersound
Markets & Shopping
Thu, May 21
Myami’s Beach Hair
Watersound
Family Fun
Thu, May 21
April Lace Band
Watersound
Live Music
Fri, May 22
Craft & Canvas Art Class hosted by Uniquely Clever *Must Pre-register
Watersound
Workshops & Classes
Fri, May 22
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Fri, May 22
DJ Dance Party w/ DJ Dan
Watersound
Family Fun
Sat, May 23
Myami’s Beach Hair
Watersound
Family Fun
Sat, May 23
Welded Jewelry Pop-Up with Spark Collection 30A
Watersound
Markets & Shopping
Sat, May 23
Family Movie Night: Hercules
Watersound
Family Fun
Sun, May 24
Myami’s Beach Hair
Watersound
Family Fun
Sun, May 24
Mat Hall Trio Band
Watersound
Live Music
Mon, May 25
Art Bar Menu Station hosted by Uniquely Clever Art
Watersound
Workshops & Classes
Mon, May 25
Face Paint with Uniquely Clever Art
Watersound
Arts & Culture
Mon, May 25
DJ Dance Party with DJ Dan
Watersound
Family Fun
Reviews - 8
Google
We take multiple trips to Santa Rosa every year and this is hands down our favorite place we’ve ever stayed in!!!
Vrbo
Airbnb
Darling beach home in a gated community. Sea Grove beach was amazing and perfect and not too populated! Ocean water was clear, blue teal, and of course, gorgeous sand. We stayed at the end of August and it got a lot busier towards Labor Day weekend. The golf cart was an added bonus always fun to get a house with one, made coffee and donut runs to Turbo in morning easy and fun! The Big Chill is right up the road, easy drive in golf cart but we took the Tahoe, amazing ice cream spot in the evening. Alys Beach is one beach over. Ate dinners on Alys beach, it‚’s one of the dreamiest spots in Florida to walk the streets. It feels like Greece. Amazing trip!
Google
Loved “Out of Office”
Can’t say enough about this home and experience! The home was immaculate, tastefully decorated, full of personal touches to make you feel at home, and convenient to town and beaches! Excellent responses from management, extras you won’t get anywhere else, like beach chairs, umbrellas and a wagon. And it comes with a beautiful golf cart and 4 bikes! Games are available, they make sure you’re comfortable with a beautifully functioning kitchen, extra supplies like laundry pods, and toiletries, a welcome package, and Oversee quick response for any questions!
In a neighborhood, but the beauty of this is- you can get out of the rat race, and still get to fun things easily. Private neighborhood pool and access to a private beach!
We loved this place and will be back! It was perfect for our family to be able to spend quality time together!!! Win win!!
Google
Absolutely beautiful home! Super clean and with all the amenities that we could ask for. We will definitely be back and we will definitely recommend
Airbnb
This was our 2nd year staying at this beautiful home. We love everything about the home. The neighborhood is quiet and peaceful. Very well maintained. The management company was responsive to us and kept in touch. They fixed any issues very quickly. We would definitely come back again!
Airbnb
Airbnb
Host Family
Diamond Office at Sunnyside
Office location:
Diamond Office at Sunnyside, Florida
Contact Diamond Office at Sunnyside
Out of Office
Santa Rosa Beach - Sleeps 10
5 bedrooms - 5 beds - 4 baths
Prices include all fees and taxes