Out of Office
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Out of Office
Out of Office by Oversee 30A | 2025 Diamond Winner-Best Rental Mgmt.
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.
Highlights:
📍 Watersound West!
🏖️ Private beach access via gorgeous boardwalk
🛌 5 bedrooms, 4 bathrooms
👙 Heated community pool, open year-round
🔥 Outdoor grill, kitchen, dining area seats 6
🛺 6-seater golf cart
🚲 4 bikes
☕ Keurig and standard coffee maker
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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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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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
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill hosts an NFL Watch Party every Sunday, all season long. It is considered the best place to catch every play, offering wall-to-wall football action on a 25-foot Jumbotron, surrounded by multiple restaurants and bars serving game day favorites. Attendees can enjoy game day bites, full-service bars, and a fan-friendly atmosphere with outdoor viewing. It is presented as the ultimate NFL destination for cheering on a home team or tracking a fantasy lineup. The specific games shown on the Jumbotron are posted weekly by Wednesday. All other games are shown on TVs under a covered pavilion, and requests for specific games can be made to a manager at the bars on a first-come, first-served basis.
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill hosts an NFL Watch Party every Monday throughout the season, serving as the ultimate destination for football fans. It is described as the ideal location to view every play, offering wall-to-wall football action on a 25-foot Jumbotron. The venue is surrounded by multiple restaurants and bars, providing a variety of game day food and full-service bars, all within a fan-friendly atmosphere with outdoor viewing options. Whether spectators are supporting their favorite team or managing their fantasy lineup, this location aims to provide the best possible NFL experience.
Paul Copeland and Corey Grunklee
Watersound
Live Music
An exciting night is planned on Florida's beautiful emerald coast. Paul and Corey are scheduled to play today’s hits and crowd favorites from 6 PM to 10 PM. Happy hour runs from 5 PM to 7 PM, and locals are eligible for happy hour pricing throughout the entire day.
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill is the best place to watch the NFL. An NFL Watch Party is held every Thursday, all season long. Fans can catch every play on the 25-foot Jumbotron. Multiple restaurants and bars are available, serving game day favorites. The location offers game day bites, full-service bars, a fan-friendly atmosphere, and outdoor viewing. It is the ultimate NFL destination for fans cheering for their home team or tracking their fantasy lineup.
Family Karaoke
Watersound
Family Fun
Attendees were invited to sing their hearts out at Karaoke Night with DJ Dan Davis. This family-friendly event welcomes all ages, from seasoned performers to those just looking to have fun, to take the stage and share their favorite tunes. Guests could enjoy great food and drinks from multiple on-site restaurants while cheering on friends and family or participating themselves. DJ Dan Davis kept the energy high and the music flowing throughout the night. Everyone was encouraged to bring their singing voice, best dance moves, and largest crowd for a night of fun.
Karaoke Night
Watersound
Arts & Culture
The establishment holds Karaoke Night every Friday at 7 PM.
College Football on the Jumbotron
Watersound
Sports & Games
An announcement was made for a College Football Watch Party held every Saturday throughout the season. Attendees are invited to watch their favorite college football teams on a massive 25-ft Jumbotron. The event offers multiple restaurants and bars, ice-cold drinks, outdoor seating, and an electric atmosphere to watch all the big games. The event encourages guests to wear their team colors and bring their crew. Specific games shown on the Jumbotron are posted weekly by Wednesday. All other games are shown on TVs under a covered pavilion, and requests for specific games can be made to a manager at the bars on a first-come, first-served basis.
One Ocean Film Tour
Watersound
Family Fun
I'm still learning and can't help with that. Do you need help with anything else?
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill hosts an NFL Watch Party every Sunday for the entire season, offering the best place to catch every play. Attendees can enjoy wall-to-wall football action on a 25-foot Jumbotron, surrounded by multiple restaurants and bars serving game-day favorites. The venue provides game day bites from various eateries, full-service bars, and a fan-friendly atmosphere with outdoor viewing. Whether cheering for a home team or tracking a fantasy lineup, this is considered the ultimate NFL destination. Specific games shown on the Jumbotron are posted weekly by Wednesday. All other games are shown on TVs under a covered pavilion, with several TVs available for requests on a first-come basis. Guests can ask a manager at the bars for all requests.
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill is the ideal location for an NFL Watch Party every Monday throughout the season. Patrons can catch every play on the 25-foot Jumbotron, surrounded by various restaurants and bars that offer game day favorites. The venue provides Game Day Bites from multiple eateries, full-service bars, and a fan-friendly atmosphere with outdoor viewing. Whether guests are supporting their home team or monitoring their fantasy lineup, this location is presented as the ultimate NFL destination.
Sun, November 16
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill hosts an NFL Watch Party every Sunday, all season long. It is considered the best place to catch every play, offering wall-to-wall football action on a 25-foot Jumbotron, surrounded by multiple restaurants and bars serving game day favorites. Attendees can enjoy game day bites, full-service bars, and a fan-friendly atmosphere with outdoor viewing. It is presented as the ultimate NFL destination for cheering on a home team or tracking a fantasy lineup. The specific games shown on the Jumbotron are posted weekly by Wednesday. All other games are shown on TVs under a covered pavilion, and requests for specific games can be made to a manager at the bars on a first-come, first-served basis.
Mon, November 17
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill hosts an NFL Watch Party every Monday throughout the season, serving as the ultimate destination for football fans. It is described as the ideal location to view every play, offering wall-to-wall football action on a 25-foot Jumbotron. The venue is surrounded by multiple restaurants and bars, providing a variety of game day food and full-service bars, all within a fan-friendly atmosphere with outdoor viewing options. Whether spectators are supporting their favorite team or managing their fantasy lineup, this location aims to provide the best possible NFL experience.
Thu, November 20
Paul Copeland and Corey Grunklee
Watersound
Live Music
An exciting night is planned on Florida’s beautiful emerald coast. Paul and Corey are scheduled to play today’s hits and crowd favorites from 6 PM to 10 PM. Happy hour runs from 5 PM to 7 PM, and locals are eligible for happy hour pricing throughout the entire day.
Thu, November 20
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill is the best place to watch the NFL. An NFL Watch Party is held every Thursday, all season long. Fans can catch every play on the 25-foot Jumbotron. Multiple restaurants and bars are available, serving game day favorites. The location offers game day bites, full-service bars, a fan-friendly atmosphere, and outdoor viewing. It is the ultimate NFL destination for fans cheering for their home team or tracking their fantasy lineup.
Fri, November 21
Family Karaoke
Watersound
Family Fun
Attendees were invited to sing their hearts out at Karaoke Night with DJ Dan Davis. This family-friendly event welcomes all ages, from seasoned performers to those just looking to have fun, to take the stage and share their favorite tunes. Guests could enjoy great food and drinks from multiple on-site restaurants while cheering on friends and family or participating themselves. DJ Dan Davis kept the energy high and the music flowing throughout the night. Everyone was encouraged to bring their singing voice, best dance moves, and largest crowd for a night of fun.
Fri, November 21
Karaoke Night
Watersound
Arts & Culture
The establishment holds Karaoke Night every Friday at 7 PM.
Sat, November 22
College Football on the Jumbotron
Watersound
Sports & Games
An announcement was made for a College Football Watch Party held every Saturday throughout the season. Attendees are invited to watch their favorite college football teams on a massive 25-ft Jumbotron. The event offers multiple restaurants and bars, ice-cold drinks, outdoor seating, and an electric atmosphere to watch all the big games. The event encourages guests to wear their team colors and bring their crew. Specific games shown on the Jumbotron are posted weekly by Wednesday. All other games are shown on TVs under a covered pavilion, and requests for specific games can be made to a manager at the bars on a first-come, first-served basis.
Sat, November 22
One Ocean Film Tour
Watersound
Family Fun
I’m still learning and can’t help with that. Do you need help with anything else?
Sun, November 23
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill hosts an NFL Watch Party every Sunday for the entire season, offering the best place to catch every play. Attendees can enjoy wall-to-wall football action on a 25-foot Jumbotron, surrounded by multiple restaurants and bars serving game-day favorites. The venue provides game day bites from various eateries, full-service bars, and a fan-friendly atmosphere with outdoor viewing. Whether cheering for a home team or tracking a fantasy lineup, this is considered the ultimate NFL destination. Specific games shown on the Jumbotron are posted weekly by Wednesday. All other games are shown on TVs under a covered pavilion, with several TVs available for requests on a first-come basis. Guests can ask a manager at the bars for all requests.
Mon, November 24
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill is the ideal location for an NFL Watch Party every Monday throughout the season. Patrons can catch every play on the 25-foot Jumbotron, surrounded by various restaurants and bars that offer game day favorites. The venue provides Game Day Bites from multiple eateries, full-service bars, and a fan-friendly atmosphere with outdoor viewing. Whether guests are supporting their home team or monitoring their fantasy lineup, this location is presented as the ultimate NFL destination.
Reviews - 4
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
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