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
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
Bed And Bathroom
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Hair dryer
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Iron & board
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
Olympics on the Jumbotron
Watersound
Sports & Games
An Olympics Watch Party is being held to prepare for the Olympics. Attendees are invited to watch their favorite Olympic sports on a massive 25-ft Jumbotron, described as the biggest screen in town. The venue features multiple restaurants and bars, ice-cold drinks, outdoor seating, and an electric atmosphere for the all-day event.
DJ Dance Party w/ DJ Dan
Watersound
Family Fun
Attendees are invited not to miss the ultimate Family Dance Party. The event encourages guests to prepare to hit the stage and enjoy dancing with DJ Dan, who will be spinning a selection of favorite hits from 6–8 PM. The whole crew is welcome for a night of high-energy fun, dancing, and family-friendly vibes, promising a memorable experience on the dance floor.
Olympics on the Jumbotron
Watersound
Sports & Games
An Olympics Watch Party is being held, inviting people to get ready for the Olympics by watching their favorite sports on a massive 25-ft Jumbotron, described as the biggest screen in town. The event features multiple restaurants and bars, ice-cold drinks, outdoor seating, an electric atmosphere, and lasts all day long.
Live Music: Otha + Kristi
Watersound
Live Music
Otha Allen Jr. and Kristi Leann, who perform as Otha + Kristi, formed a powerful duo in 2019 after both were active as solo artists. Their inseparable connection quickly developed, turning them into best friends and lovers. They are now best known across the panhandle of Florida, Alabama, and Georgia, where they captivate audiences with their harmonies, original music, and chemistry.
Olympics on the Jumbotron
Watersound
Sports & Games
An Olympics Watch Party is being hosted for fans to enjoy their favorite Olympic sports on the massive 25-foot Jumbotron, which is touted as the biggest screen in town. Attendees can look forward to multiple restaurants and bars, ice-cold drinks, outdoor seating, and an electric atmosphere, with the celebration lasting all day long.
Family Movie Night: Frozen
Watersound
Family Fun
The event features a showing of the film Frozen (2013) on a 25ft jumbotron screen for the whole family's enjoyment. Guests are encouraged to dress up as their favorite characters from the movie. The animated feature follows Princess Anna as she journeys with Kristoff, Sven, and Olaf to find her sister, Queen Elsa, whose uncontrolled ice powers have plunged the kingdom of Arendelle into an eternal winter. Fearing her magic, Queen Elsa isolates herself but must ultimately learn that love, not fear, is the key to controlling her formidable powers.
Olympics on the Jumbotron
Watersound
Sports & Games
The venue invites attendees to an Olympics Watch Party to view their favorite Olympic sports on a massive 25-ft Jumbotron, touted as the biggest screen in town. The event features multiple restaurants and bars, ice-cold drinks, outdoor seating, and an electric atmosphere that lasts all day long.
College Basketball on the Jumbotron
Watersound
Sports & Games
Attendees are invited to enjoy dinner and drinks while watching their favorite team on the big screen.
Olympics on the Jumbotron
Watersound
Sports & Games
A massive 25-ft Jumbotron—the biggest screen in town—will show the Olympics. Attendees can enjoy multiple restaurants and bars, ice-cold drinks, outdoor seating, and an electric atmosphere throughout the day while watching their favorite Olympic sports.
Family Game Night : BINGO
Watersound
Family Fun
Attendees are invited to enjoy drinks and dinner while participating in family bingo night, which is scheduled from 6-8 pm under the covered and heated pavilion. Each person must have an electronic device to play, and only one device per person is allowed.
Olympics on the Jumbotron
Watersound
Sports & Games
The venue is hosting an Olympics Watch Party, inviting attendees to join them to watch their favorite Olympic sports on their massive 25-ft Jumbotron, which they claim is the biggest screen in town. They offer multiple restaurants and bars, ice-cold drinks, outdoor seating, and an electric atmosphere all day long.
Mardi Gras Happy Hour!
Watersound
Food & Drink
The event will be held from 4 PM to 7 PM on February 21st to celebrate Mardi Gras. Guests can enjoy special pricing on select items, including King Cake Shakes for $7, Hurricanes for $11, Hurricane Mocktails for $5, and $2 off Po’ Boys.
Family Movie Night featuring “The Princess and the Frog”
Watersound
Family Fun
People are invited to attend family movie nights at The Big Chill.
Olympics on the Jumbotron
Watersound
Sports & Games
An Olympics Watch Party is being held, inviting guests to prepare for the Olympics by viewing their favorite sports on a massive 25-ft Jumbotron, described as the biggest screen in town. The event features multiple restaurants and bars, ice-cold drinks, outdoor seating, and an electric atmosphere, continuing all day long.
College Basketball on the Jumbotron
Watersound
Food & Drink
Attendees can enjoy dinner and drinks while watching their favorite team on the large screen.
College Basketball on the Jumbotron
Watersound
Food & Drink
Attendees can enjoy dinner and drinks while watching their favorite team on the large screen.
College Basketball on the Jumbotron
Watersound
Sports & Games
Guests can grab some dinner and drinks and join the event to watch their favorite team on the big screen.
College Basketball on the Jumbotron
Watersound
Sports & Games
Guests are invited to enjoy dinner and drinks while viewing their favorite team on the big screen.
College Basketball on the Jumbotron
Watersound
Sports & Games
Attendees are invited to enjoy dinner and drinks while watching their favorite team on the big screen.
Calling All Songwriters: The Songwriters Showdown Returns
Watersound
Live Music
The Cultural Arts Alliance of Walton County (CAA) has announced the return of The Made in Walton County – Songwriters Showdown, and submissions are currently open for local songwriters. This live showcase is a celebration of homegrown talent, original music, and the narratives behind the songs. Songwriters across all genres are encouraged to apply for the chance to perform, engage with an audience, and compete for cash prizes, including a guaranteed spot in the 2027 30A Songwriters Festival lineup. Up to ten finalists will be chosen from submissions received by the deadline on Friday, February 20, 2026, to perform live on Thursday, March 26, 2026, at The Pavilion at Watersound Town Center. Each finalist will have up to 10 minutes on stage to present their original songs and stories before a live audience and a panel of judges. Reflecting on the previous year, the inaugural Songwriters Showdown was described as a memorable evening showcasing raw talent and heartfelt performances. Finalists from that year included Sammi Accola, Emily Bass, Gage Cowart, Marc Harris, Nate Kelly, Tom Pritchett, and Nathan Worthey, with Sammi Accola securing the top prize. The event was hosted by Wyatt Espalin, a favorite from the 30A Songwriters Festival, and featured an esteemed panel of judges: Jessica Sharman, Gretchen Peters, and Jennifer Steele, who provided valuable industry insight and feedback. The evening concluded with the announcement of first, second, and third-place winners, alongside a People’s Choice Award decided by the audience. The Made in Walton County – Songwriters Showdown is considered more than just a contest; it is a celebration of creativity, community, and original music. It offers both emerging and seasoned performers an opportunity to share their voice, tell their story, and contribute to a growing tradition that highlights the vibrant music scene in Walton County. Songwriters selected as finalists will perform for an audience of music lovers, arts supporters, and fellow creatives, an experience intended to foster connection and elevate local talent. Songwriters who believe they have a song worth sharing are encouraged to submit their entry no later than Friday, February 20, 2026, for a chance to be in the spotlight. Guidelines and the application are available online.
Mon, February 16
Olympics on the Jumbotron
Watersound
Sports & Games
An Olympics Watch Party is being held to prepare for the Olympics. Attendees are invited to watch their favorite Olympic sports on a massive 25-ft Jumbotron, described as the biggest screen in town. The venue features multiple restaurants and bars, ice-cold drinks, outdoor seating, and an electric atmosphere for the all-day event.
Mon, February 16
DJ Dance Party w/ DJ Dan
Watersound
Family Fun
Attendees are invited not to miss the ultimate Family Dance Party. The event encourages guests to prepare to hit the stage and enjoy dancing with DJ Dan, who will be spinning a selection of favorite hits from 6–8 PM. The whole crew is welcome for a night of high-energy fun, dancing, and family-friendly vibes, promising a memorable experience on the dance floor.
Tue, February 17
Olympics on the Jumbotron
Watersound
Sports & Games
An Olympics Watch Party is being held, inviting people to get ready for the Olympics by watching their favorite sports on a massive 25-ft Jumbotron, described as the biggest screen in town. The event features multiple restaurants and bars, ice-cold drinks, outdoor seating, an electric atmosphere, and lasts all day long.
Tue, February 17
Live Music: Otha + Kristi
Watersound
Live Music
Otha Allen Jr. and Kristi Leann, who perform as Otha + Kristi, formed a powerful duo in 2019 after both were active as solo artists. Their inseparable connection quickly developed, turning them into best friends and lovers. They are now best known across the panhandle of Florida, Alabama, and Georgia, where they captivate audiences with their harmonies, original music, and chemistry.
Wed, February 18
Olympics on the Jumbotron
Watersound
Sports & Games
An Olympics Watch Party is being hosted for fans to enjoy their favorite Olympic sports on the massive 25-foot Jumbotron, which is touted as the biggest screen in town. Attendees can look forward to multiple restaurants and bars, ice-cold drinks, outdoor seating, and an electric atmosphere, with the celebration lasting all day long.
Wed, February 18
Family Movie Night: Frozen
Watersound
Family Fun
The event features a showing of the film Frozen (2013) on a 25ft jumbotron screen for the whole family’s enjoyment. Guests are encouraged to dress up as their favorite characters from the movie. The animated feature follows Princess Anna as she journeys with Kristoff, Sven, and Olaf to find her sister, Queen Elsa, whose uncontrolled ice powers have plunged the kingdom of Arendelle into an eternal winter. Fearing her magic, Queen Elsa isolates herself but must ultimately learn that love, not fear, is the key to controlling her formidable powers.
Thu, February 19
Olympics on the Jumbotron
Watersound
Sports & Games
The venue invites attendees to an Olympics Watch Party to view their favorite Olympic sports on a massive 25-ft Jumbotron, touted as the biggest screen in town. The event features multiple restaurants and bars, ice-cold drinks, outdoor seating, and an electric atmosphere that lasts all day long.
Thu, February 19
College Basketball on the Jumbotron
Watersound
Sports & Games
Attendees are invited to enjoy dinner and drinks while watching their favorite team on the big screen.
Fri, February 20
Olympics on the Jumbotron
Watersound
Sports & Games
A massive 25-ft Jumbotron—the biggest screen in town—will show the Olympics. Attendees can enjoy multiple restaurants and bars, ice-cold drinks, outdoor seating, and an electric atmosphere throughout the day while watching their favorite Olympic sports.
Fri, February 20
Family Game Night : BINGO
Watersound
Family Fun
Attendees are invited to enjoy drinks and dinner while participating in family bingo night, which is scheduled from 6-8 pm under the covered and heated pavilion. Each person must have an electronic device to play, and only one device per person is allowed.
Sat, February 21
Olympics on the Jumbotron
Watersound
Sports & Games
The venue is hosting an Olympics Watch Party, inviting attendees to join them to watch their favorite Olympic sports on their massive 25-ft Jumbotron, which they claim is the biggest screen in town. They offer multiple restaurants and bars, ice-cold drinks, outdoor seating, and an electric atmosphere all day long.
Sat, February 21
Mardi Gras Happy Hour!
Watersound
Food & Drink
The event will be held from 4 PM to 7 PM on February 21st to celebrate Mardi Gras. Guests can enjoy special pricing on select items, including King Cake Shakes for $7, Hurricanes for $11, Hurricane Mocktails for $5, and $2 off Po’ Boys.
Sat, February 21
Family Movie Night featuring “The Princess and the Frog”
Watersound
Family Fun
People are invited to attend family movie nights at The Big Chill.
Sun, February 22
Olympics on the Jumbotron
Watersound
Sports & Games
An Olympics Watch Party is being held, inviting guests to prepare for the Olympics by viewing their favorite sports on a massive 25-ft Jumbotron, described as the biggest screen in town. The event features multiple restaurants and bars, ice-cold drinks, outdoor seating, and an electric atmosphere, continuing all day long.
Sun, February 22
College Basketball on the Jumbotron
Watersound
Food & Drink
Attendees can enjoy dinner and drinks while watching their favorite team on the large screen.
Mon, February 23
College Basketball on the Jumbotron
Watersound
Food & Drink
Attendees can enjoy dinner and drinks while watching their favorite team on the large screen.
Tue, February 24
College Basketball on the Jumbotron
Watersound
Sports & Games
Guests can grab some dinner and drinks and join the event to watch their favorite team on the big screen.
Wed, February 25
College Basketball on the Jumbotron
Watersound
Sports & Games
Guests are invited to enjoy dinner and drinks while viewing their favorite team on the big screen.
Thu, February 26
College Basketball on the Jumbotron
Watersound
Sports & Games
Attendees are invited to enjoy dinner and drinks while watching their favorite team on the big screen.
Thu, March 26
Calling All Songwriters: The Songwriters Showdown Returns
Watersound
Live Music
The Cultural Arts Alliance of Walton County (CAA) has announced the return of The Made in Walton County – Songwriters Showdown, and submissions are currently open for local songwriters. This live showcase is a celebration of homegrown talent, original music, and the narratives behind the songs. Songwriters across all genres are encouraged to apply for the chance to perform, engage with an audience, and compete for cash prizes, including a guaranteed spot in the 2027 30A Songwriters Festival lineup.
Up to ten finalists will be chosen from submissions received by the deadline on Friday, February 20, 2026, to perform live on Thursday, March 26, 2026, at The Pavilion at Watersound Town Center. Each finalist will have up to 10 minutes on stage to present their original songs and stories before a live audience and a panel of judges.
Reflecting on the previous year, the inaugural Songwriters Showdown was described as a memorable evening showcasing raw talent and heartfelt performances. Finalists from that year included Sammi Accola, Emily Bass, Gage Cowart, Marc Harris, Nate Kelly, Tom Pritchett, and Nathan Worthey, with Sammi Accola securing the top prize. The event was hosted by Wyatt Espalin, a favorite from the 30A Songwriters Festival, and featured an esteemed panel of judges: Jessica Sharman, Gretchen Peters, and Jennifer Steele, who provided valuable industry insight and feedback. The evening concluded with the announcement of first, second, and third-place winners, alongside a People’s Choice Award decided by the audience.
The Made in Walton County – Songwriters Showdown is considered more than just a contest; it is a celebration of creativity, community, and original music. It offers both emerging and seasoned performers an opportunity to share their voice, tell their story, and contribute to a growing tradition that highlights the vibrant music scene in Walton County. Songwriters selected as finalists will perform for an audience of music lovers, arts supporters, and fellow creatives, an experience intended to foster connection and elevate local talent. Songwriters who believe they have a song worth sharing are encouraged to submit their entry no later than Friday, February 20, 2026, for a chance to be in the spotlight. Guidelines and the application are available online.
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