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 Thursday throughout the season, offering an ideal setting to enjoy every play. Guests can experience wall-to-wall football action on a 25-foot Jumbotron, with 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 options, making it the ultimate NFL destination for cheering on a home team or tracking a fantasy lineup.
Halloween Party
Watersound
Family Fun
The Halloween Bash at The Big Chill & The Shops is scheduled for Friday, October 31st, from 5:00 PM to 9:30 PM. This annual Halloween Celebration offers a spooktacular evening of family-friendly fun. Attendees are encouraged to wear their best costumes and enjoy treats, tunes, and excitement at The Big Chill and The Shops. The schedule of events includes a Trick-or-Treat Trail from 5:00 PM to 6:00 PM. During this time, participants can stroll through The Big Chill and The Shops, collecting candy from participating vendors. It is recommended that attendees bring their own trick-or-treat bags or baskets. Following the trick-or-treating, a DJ Dance Party will take place from 6:00 PM to 9:30 PM. DJ Dan Davis will be spinning favorite hits on stage, and costumes are encouraged for all ages. The event aims to provide a Halloween celebration with music, candy, and community fun for the entire family.
College Football on the Jumbotron
Watersound
Sports & Games
A college football watch party is held every Saturday, all season long. Attendees can watch their favorite college football teams compete on a massive 25-ft Jumbotron, the largest screen in town. The event features multiple restaurants and bars, ice-cold drinks, outdoor seating, and an electric atmosphere, showing all the big games throughout the day. Whether someone is supporting their alma mater or just enjoys the rivalries, this is the ideal place to be. Guests are encouraged to bring their friends, wear their team colors, and cheer loudly for a proper College Football Saturday experience. Specific games shown on the Jumbotron are posted weekly by Wednesday. All other games are displayed on TVs under a covered pavilion, with several TVs available for requests on a first-come basis by asking a manager at the bars.
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill hosts an NFL Watch Party every Sunday throughout the season, offering a prime location to catch every play. Attendees can enjoy wall-to-wall football action on a 25-foot Jumbotron, surrounded by various restaurants and bars serving game day favorites. The event features game day bites from multiple eateries, full-service bars, and a fan-friendly atmosphere with outdoor viewing options. Whether guests are cheering for their home team or tracking their fantasy lineup, The Big Chill is presented as the ultimate NFL destination. Specific games shown on the Jumbotron are posted weekly by Wednesday. Other games are shown on TVs under a covered pavilion, with several TVs available for requests on a first-come, first-served basis. Guests can ask a manager at the bars for all requests.
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill hosts an NFL Watch Party every Monday throughout the season. It is presented as the best place to watch every play, with wall-to-wall football action on a 25-foot Jumbotron, surrounded by multiple restaurants and bars serving game day favorites. The event offers game day bites from various eateries, full-service bars, a fan-friendly atmosphere, and outdoor viewing. It is described as the ultimate NFL destination for cheering on a home team or tracking a fantasy lineup.
Thu, October 30
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill hosts an NFL Watch Party every Thursday throughout the season, offering an ideal setting to enjoy every play. Guests can experience wall-to-wall football action on a 25-foot Jumbotron, with 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 options, making it the ultimate NFL destination for cheering on a home team or tracking a fantasy lineup.
Fri, October 31
Halloween Party
Watersound
Family Fun
The Halloween Bash at The Big Chill & The Shops is scheduled for Friday, October 31st, from 5:00 PM to 9:30 PM. This annual Halloween Celebration offers a spooktacular evening of family-friendly fun. Attendees are encouraged to wear their best costumes and enjoy treats, tunes, and excitement at The Big Chill and The Shops.
The schedule of events includes a Trick-or-Treat Trail from 5:00 PM to 6:00 PM. During this time, participants can stroll through The Big Chill and The Shops, collecting candy from participating vendors. It is recommended that attendees bring their own trick-or-treat bags or baskets. Following the trick-or-treating, a DJ Dance Party will take place from 6:00 PM to 9:30 PM. DJ Dan Davis will be spinning favorite hits on stage, and costumes are encouraged for all ages. The event aims to provide a Halloween celebration with music, candy, and community fun for the entire family.
Sat, November 1
College Football on the Jumbotron
Watersound
Sports & Games
A college football watch party is held every Saturday, all season long. Attendees can watch their favorite college football teams compete on a massive 25-ft Jumbotron, the largest screen in town. The event features multiple restaurants and bars, ice-cold drinks, outdoor seating, and an electric atmosphere, showing all the big games throughout the day. Whether someone is supporting their alma mater or just enjoys the rivalries, this is the ideal place to be. Guests are encouraged to bring their friends, wear their team colors, and cheer loudly for a proper College Football Saturday experience. Specific games shown on the Jumbotron are posted weekly by Wednesday. All other games are displayed on TVs under a covered pavilion, with several TVs available for requests on a first-come basis by asking a manager at the bars.
Sun, November 2
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill hosts an NFL Watch Party every Sunday throughout the season, offering a prime location to catch every play. Attendees can enjoy wall-to-wall football action on a 25-foot Jumbotron, surrounded by various restaurants and bars serving game day favorites. The event features game day bites from multiple eateries, full-service bars, and a fan-friendly atmosphere with outdoor viewing options. Whether guests are cheering for their home team or tracking their fantasy lineup, The Big Chill is presented as the ultimate NFL destination. Specific games shown on the Jumbotron are posted weekly by Wednesday. Other games are shown on TVs under a covered pavilion, with several TVs available for requests on a first-come, first-served basis. Guests can ask a manager at the bars for all requests.
Mon, November 3
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill hosts an NFL Watch Party every Monday throughout the season. It is presented as the best place to watch every play, with wall-to-wall football action on a 25-foot Jumbotron, surrounded by multiple restaurants and bars serving game day favorites. The event offers game day bites from various eateries, full-service bars, a fan-friendly atmosphere, and outdoor viewing. It is described as the ultimate NFL destination for cheering on a home team or tracking a fantasy lineup.
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