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 built for super chill days, great meals, and plenty of time together. Grab one of the complimentary bikes or hop in the six-seater golf cart and head out to explore the neighborhood. An absolute vacation highlight!
The front porch might steal the show.
Hammock chairs, comfortable seating, and an outdoor dining table make it the kind of place for slow mornings and even slower evenings.
Around back, the spacious deck features an outdoor kitchen and grill, ready for burgers, seafood, or whatever sounds good after a day at the beach.
Inside, everyone has room to relax. The living area is warm, comfortable, and perfect for swapping beach stories or settling in for the evening. The fully equipped kitchen keeps meals simple, with an island that seats three for coffee, snacks, or a quick bite before heading out.
Upstairs, a second living room gives kids, teens, or night owls their own place to spread out. Sink into the oversized sofa, pick a movie, and let the Smart TV handle the entertainment.
Out of Office makes it easy to slow down, spend time together, and enjoy everything that makes 30A special. You’re gonna love it.
At Oversee 30A, we're local, nearby, and here when you need us. Our team is available seven days a week, with 24/7 emergency support, so you can focus on enjoying your vacation while we take care of the rest.
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:
FIRST FLOOR
- Primary Bedroom: king bed, private bath, TV
- Guest Room: queen bed, barn door, shared bath, TV
SECOND FLOOR
- Primary Bedroom: king bed, private bath, TV
- Guest Room: king bed, shared bath, TV
- Guest Room: queen bed, 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
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Fireplace
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Workspace
Complimentary Items
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4 Oversee bikes
- Beach chairs
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Golf cart
Outdoor
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Garage
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Balcony
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
Myami's Beach Hair
Watersound
Family Fun
Myami Henna hosts a pop-up event offering a variety of styling services including colorful hair wraps, shimmering hair tinsel, beachy mermaid hair with bold color accents, and customized braids. The event is tailored for girls and young ladies looking to express their personal style. Fees apply for the services provided.
Boukou Groove
Watersound
Live Music
Formed in 2010, Boukou Groove is a New Orleans-based funk, soul, and jam band featuring veteran vocalist, keyboardist, and Moog bass player Donnie Sundal alongside guitarist Derwin “Big D” Perkins. The musical chemistry between Perkins' gripping New Orleans funk guitar and Sundal's powerful keyboards and soulful vocals has captivated audiences worldwide. This distinct sound is captured in their albums A Lil’ Boukou in Your Cup (2012) and Let the Groove Ride (2015), as well as their 2019 single release, Never Steal Our Thunder.
Wild Sea Turtle Wednesdays!
Watersound
Family Fun
The South Walton Turtle Watch hosts Wild Sea Turtle Wednesday every Wednesday morning throughout June and July. This free, family-friendly educational event allows participants of all ages to learn about local sea turtles and their coastal ecosystem. Activities include painting sea turtle art, adopting a hatchling keepsake, and taking a pledge to become a Jr. Ocean Ranger to help maintain clean, dark, and flat beaches for nesting turtles. While the event is open to the public, donations are accepted for the crafts. The organizing volunteer group dedicates their efforts to protecting endangered and threatened sea turtles along the Northwest Florida coast during the nesting season from May 1st through October 31st.
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Katlyn of Uniquely Clever hosts a face painting event. Fees apply for participation, and no advance sign-ups are required.
Farmer’s Market
Watersound
Markets & Shopping
The Farmer’s Market at The Big Chill, managed by Anchored Market Ventures, takes place from 9:00 AM to 1:00 PM. This family-friendly event is open to the public and features a wide variety of goods from local vendors, including fresh produce, farm-fresh eggs, baked goods, handmade crafts, and home decor. Attendees can also enjoy great music, local shops, and on-premise food options. Visitors are encouraged to connect with local news and markets or subscribe to the organizers' newsletter and YouTube channel for updates.
Miami's Beach Hair
Watersound
Family Fun
Myami Henna is hosting a pop-up event featuring a variety of hair styling services. Attendees can choose from colorful hair wraps, shimmering hair tinsel, bold mermaid hair accents, and customized braids. The event is tailored for girls and young ladies looking to express their style, and fees will apply for the services.
Sounds Like Summer: Neighborhood Fun Run
Watersound
Family Fun
The Pavilion will host a signature summer series from June through August 2026, offering families a rotating lineup of community fun and lively entertainment. The monthly events include imaginative children's plays, live music from talented 30A Songwriters Festival artists, engaging family nights with activities for all ages, and energetic Neighborhood Races organized with Fleet Feet to promote community spirit.
Craft & Canvas Art Class hosted by Uniquely Clever *Must Pre-register
Watersound
Workshops & Classes
Uniquely Clever will host the Craft & Canvas art class on Fridays from 5:00 PM to 6:00 PM. The class takes place in the screened-in space located just to the left of the Jumbotron. Pre-registration is required for anyone wishing to attend the event.
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Uniquely Clever's Katlyn will be offering face painting. While fees apply for the activity, no advanced sign-ups are necessary to participate.
Myami’s Beach Hair
Watersound
Family Fun
Myami Henna is hosting a pop-up event featuring a variety of styling options for girls and young ladies. The available services include colorful hair wraps, shimmering hair tinsel, beachy mermaid hair with bold accents, and personalized custom braids. While these offerings are designed to help attendees express their unique style, applicable fees do apply for the services.
Myami's Beach Hair
Watersound
Family Fun
Myami Henna is hosting a pop-up event featuring a variety of styling options for girls and young ladies. The services offered include colorful hair wraps, shimmering hair tinsel, bold mermaid hair accents, and personalized custom braids. Although fees apply for these services, it is an opportunity for attendees to showcase their personal style.
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 on Mondays. Guests can choose from and create several different art projects. The event takes place in the screened-in room located just to the left of the jumbotron. No prior sign-up is required, though fees apply and each project is priced differently.
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.
Miami's Beach Hair
Watersound
Arts & Culture
Myami Henna is hosting a pop-up event featuring a variety of styling options including colorful hair wraps, shimmering hair tinsel, vibrant mermaid hair waves, and custom braids. The experience is designed for girls and young ladies to showcase their personal style, though applicable fees will apply.
Wild Sea Turtle Wednesdays!
Watersound
Family Fun
The South Walton Turtle Watch hosts Wild Sea Turtle Wednesday every Wednesday morning throughout June and July, offering a fun and educational experience for individuals of all ages. Attendees can learn about local sea turtles and their vital role in the coastal ecosystem, participate in painting sea turtle art, adopt a hatchling to take home a special keepsake, and take the Jr. Ocean Ranger pledge to help keep beaches clean, dark, and flat for nesting turtles and hatchlings. This event is free and open to the public, making it ideal for families and nature lovers, though donations are accepted for the crafts. The organizing group consists of dedicated volunteers working to protect endangered and threatened sea turtles along the beaches of Northwest Florida during the nesting season from May 1st through October 31st. Updates and turtle tips can be found on their Facebook page.
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 sign-ups are necessary.
Farmer’s Market
Watersound
Markets & Shopping
The Big Chill will host The Farmer’s Market from 9:00 AM to 1:00 PM, an event managed by Anchored Market Ventures. The family-friendly gathering is open to the public and features a wide variety of goods from local vendors, including fresh produce, farm-fresh eggs, baked goods, home decor, handmade jewelry, and crafts. In addition to local shops, food, and music available on premise, attendees can connect with local news and markets by subscribing to the Farmers Market Junction newsletter or viewing market videos on YouTube.
Myami's Beach Hair
Watersound
Arts & Culture
Myami Henna is hosting a pop-up event featuring a variety of styling options including colorful hair wraps, shimmering hair tinsel, bold mermaid hair accents, and personalized custom braids. The experience is designed for girls and young ladies looking to showcase their unique style. Please note that fees apply for these services.
Sounds Like Summer: Mindy Smith - Opener: The Women of Kelly, 30A Songwriters Showcase
Watersound
Family Fun
During the signature summer series running from June through August 2026 at The Pavilion, families can enjoy a rotating lineup of lively entertainment and community events. Each month offers a delightful children's play filled with laughter, live performances by talented artists from the 30A Songwriters Festival, an engaging family night featuring activities for all ages, or an energetic Neighborhood Race hosted with Fleet Feet to bring out the community's friendly spirit.
Craft & Canvas Art Class hosted by Uniquely Clever *Must Pre-register
Watersound
Arts & Culture
Uniquely Clever will be hosting the Craft and Canvas art class on Fridays from 5:00 PM to 6:00 PM. The class will take place in the screened-in area situated to the left of the Jumbotron. Interested participants are required to pre-register online.
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Attendees can participate in a face painting activity featuring Katlyn from Uniquely Clever. While fees are required for participation, no prior registration is necessary.
Myami's Beach Hair
Watersound
Family Fun
Myami Henna is hosting a pop-up event featuring a variety of styling services. The offerings include colorful and creative hair wraps, shimmering hair tinsel, and beachy mermaid hair with bold color accents. Additionally, custom braids tailored to individual preferences will be available. The event is designed for girls and young ladies looking to express their personal style. Fees apply for the services, and further details can be found via Erica's Haus of Beauty.
Miami's Beach Hair
Watersound
Family Fun
Guests are invited to a pop-up event by Myami Henna for a day of fun styling options. The services offered include colorful hair wraps, shimmering hair tinsel, bold mermaid hair accents, and customized braids. The event is tailored for girls and young ladies looking to express their style, and fees apply for the services.
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 on Mondays, offering guests a variety of art projects to choose from and create. The station is located in the screened-in room to the left of the jumbotron. No prior sign-up is required, though fees apply and project pricing varies.
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Attendees are invited to participate in face painting with Katlyn of Uniquely Clever, with applicable fees and no registration required.
Miami's Beach Hair
Watersound
Family Fun
Myami Henna is hosting a pop-up event featuring a variety of styling options. Guests can choose from colorful hair wraps, shimmering hair tinsel, beachy mermaid hair with bold color accents, and customized braids. The event is tailored for girls and young ladies looking to express their personal style, and applicable fees will apply for the services.
Wild Sea Turtle Wednesdays!
Watersound
Family Fun
Wild Sea Turtle Wednesday is a free, educational event hosted by the South Walton Turtle Watch every Wednesday morning throughout June and July. Open to all ages, the gathering invites families, beach lovers, and young conservationists to learn about local sea turtles and their vital role in the coastal ecosystem. Participants can engage in activities such as creating their own sea turtle art, adopting a hatchling to take home a special keepsake, and taking the Jr. Ocean Ranger pledge to help maintain clean, dark, and flat beaches for nesting turtles and hatchlings. While the event is open to the public, donations are accepted for the crafts. The South Walton Turtle Watch is a dedicated volunteer organization focused on protecting endangered and threatened sea turtles along Northwest Florida beaches during the nesting season from May 1st through October 31st. Updates and turtle tips can be found on their Facebook page.
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Attendees can participate in face painting with Katlyn of Uniquely Clever. Fees apply for this activity, and no prior sign-ups are required.
Farmers' Market
Watersound
Markets & Shopping
The Farmer’s Market at The Big Chill, managed by Anchored Market Ventures, takes place from 9 AM to 1 PM. This family-friendly event is open to the public and features a wide variety of local vendors offering fresh produce, farm-fresh eggs, baked goods, crafts, and home decor. Attendees can also enjoy music, local shops, and on-premise food options. Additional information and market updates are available through their official website newsletter and YouTube channel.
Myami's Beach Hair
Watersound
Family Fun
Myami Henna is hosting a pop-up event filled with fabulous fun, perfect for girls and young ladies who want to express their inner magic. The event features a variety of stylish offerings, including colorful and creative hair wraps, shimmering hair tinsel, and bold mermaid hair with beachy waves and color accents. Attendees can also get custom braids tailored just for them. Fees apply for these services.
Craft & Canvas Art Class hosted by Uniquely Clever *Must Pre-register
Watersound
Live Music
Uniquely Clever hosts the Craft and Canvas art class on Fridays from 5:00 PM to 6:00 PM. The class is held in the screened-in space located just to the left of the Jumbotron. Participants are required to pre-register online to attend the event.
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Attendees can participate in face painting with Katlyn of Uniquely Clever. Fees apply for this activity, and no prior sign-ups are required.
Miami's Beach Hair
Watersound
Family Fun
Myami Henna is hosting a pop-up event featuring a variety of styling options including colorful hair wraps, shimmering hair tinsel, beachy mermaid hair with bold color accents, and customized braids. The offerings are tailored for girls and young ladies looking to express their personal style. Fees apply for these services.
Tue, August 4
Myami's Beach Hair
Watersound
Family Fun
Tue, August 4
Boukou Groove
Watersound
Live Music
Wed, August 5
Wild Sea Turtle Wednesdays!
Watersound
Family Fun
Wed, August 5
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Thu, August 6
Farmer’s Market
Watersound
Markets & Shopping
Thu, August 6
Miami's Beach Hair
Watersound
Family Fun
Thu, August 6
Sounds Like Summer: Neighborhood Fun Run
Watersound
Family Fun
Fri, August 7
Craft & Canvas Art Class hosted by Uniquely Clever *Must Pre-register
Watersound
Workshops & Classes
Fri, August 7
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Sat, August 8
Myami’s Beach Hair
Watersound
Family Fun
Sun, August 9
Myami's Beach Hair
Watersound
Family Fun
Mon, August 10
Art Bar Menu Station hosted by Uniquely Clever Art
Watersound
Arts & Culture
Mon, August 10
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Tue, August 11
Miami's Beach Hair
Watersound
Arts & Culture
Wed, August 12
Wild Sea Turtle Wednesdays!
Watersound
Family Fun
Wed, August 12
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Thu, August 13
Farmer’s Market
Watersound
Markets & Shopping
Thu, August 13
Myami's Beach Hair
Watersound
Arts & Culture
Thu, August 13
Sounds Like Summer: Mindy Smith - Opener: The Women of Kelly, 30A Songwriters Showcase
Watersound
Family Fun
Fri, August 14
Craft & Canvas Art Class hosted by Uniquely Clever *Must Pre-register
Watersound
Arts & Culture
Fri, August 14
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Sat, August 15
Myami's Beach Hair
Watersound
Family Fun
Sun, August 16
Miami's Beach Hair
Watersound
Family Fun
Mon, August 17
Art Bar Menu Station hosted by Uniquely Clever Art
Watersound
Arts & Culture
Mon, August 17
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Tue, August 18
Miami's Beach Hair
Watersound
Family Fun
Wed, August 19
Wild Sea Turtle Wednesdays!
Watersound
Family Fun
Wed, August 19
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Thu, August 20
Farmers' Market
Watersound
Markets & Shopping
Thu, August 20
Myami's Beach Hair
Watersound
Family Fun
Fri, August 21
Craft & Canvas Art Class hosted by Uniquely Clever *Must Pre-register
Watersound
Live Music
Fri, August 21
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Sat, August 22
Miami's Beach Hair
Watersound
Family Fun
Reviews - 9
Google
Oversee did an excellent job managing my vacation home rental in 30A. Their team was professional, responsive, and made the entire process stress-free. Communication was clear, and they took great care of both the property and questions I had. I highly recommend them to anyone looking for reliable vacation rental management services.
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