Out of Office
Out of Office
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.
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
Bed and Baths
1st Floor
2nd Floor
Location
Upcoming Events
Wed, January 7
College Basketball on the Jumbotron
Guests can enjoy dinner and drinks while watching their favorite team on the big screen.
Sat, January 10
NFL on the Jumbotron
The Big Chill is the ideal location to watch every NFL game all season long. The venue offers wall-to-wall football action every game day on a 25-foot Jumbotron, surrounded by multiple restaurants and bars serving game day favorites. Guests can enjoy game day bites from various eateries, full-service bars, a fan-friendly atmosphere, and outdoor viewing. Whether attendees are rooting for their home team or following their fantasy lineup, this location serves as an ultimate NFL destination. The specific games displayed on the Jumbotron will be posted weekly at the location. All other games will be shown on TVs under the covered pavilion, with several TVs available for requests on a first-come, first-served basis. Guests should ask a manager at the bars for any requests.
Sun, January 11
NFL on the Jumbotron
The Big Chill hosts an NFL Watch Party throughout the entire season, offering the ideal venue to view every play. Patrons can join the establishment on every game day for comprehensive football coverage on their 25-foot Jumbotron, complemented by multiple surrounding restaurants and bars serving game-day favorites. The event provides game-day bites from various eateries, full-service bars, a fan-friendly atmosphere, and outdoor viewing options. Whether attendees are rooting for their home team or managing their fantasy lineup, The Big Chill serves as their ultimate NFL destination. The specific games shown on the Jumbotron are posted weekly on the establishment’s channels. All other games are shown on TVs located under the covered pavilion, with several available for requests on a first-come basis. Guests should ask a manager at the bars for all requests.
Mon, January 12
NFL on the Jumbotron
The Big Chill hosts an NFL Watch Party all season long, presenting itself as the ultimate destination for catching every play. The venue offers wall-to-wall football action on a 25-foot Jumbotron, surrounded by multiple restaurants and bars serving game-day favorites. The event features game-day bites from multiple eateries, 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. The specific games shown on the Jumbotron are posted weekly. All other games are shown on TVs under a covered pavilion, with several TVs available for requests on a first-come, first-served basis; guests are advised to ask a manager at the bars for all requests.
Tue, January 13
College Basketball on the Jumbotron
Patrons are invited to enjoy dinner and drinks while watching their favorite team on the big screen.
Wed, January 14
College Basketball on the Jumbotron
Attendees are invited to enjoy dinner and drinks while watching their favorite team on the big screen.
Thu, January 15
College Basketball on the Jumbotron
Guests can enjoy dinner and drinks while watching their favorite team play on the big screen.
Fri, January 16
30a Songwriters Festival
The 30a Songwriters Festival is scheduled to take place at The Big Chill from January 16-19th. The festival is a ticketed event located under the pavilion Friday through Sunday, during which all outlets under the pavilion will be closed to the public during showtime. The schedule for Friday through Sunday will be posted once it is released. However, the event on Monday is non-ticketed and open to the public. Businesses along the lawn will remain open to the public as usual throughout the festival.
Sat, January 17
30a Songwriters Festival
The 30a Songwriters Festival is scheduled to take place at The Big Chill from January 16th to 19th. Businesses along the lawn are expected to remain open to the public as usual. The schedule for Friday through Sunday will be announced once it is released. Monday’s events are non-ticketed and open to the public. The festival is a ticketed event located under the pavilion from Friday through Sunday. All outlets under the pavilion will be closed to the public during showtime. Businesses along the lawn are expected to be open to the public as usual.
Sun, January 18
30a Songwriters Festival
The 30a Songwriters Festival is scheduled to take place at The Big Chill from January 16th to 19th. The festival is a ticketed event and will be located under the pavilion Friday through Sunday. During showtime on these days, all outlets under the pavilion will be closed to the public. However, businesses along the lawn will remain open to the public as usual. The schedule for Friday through Sunday will be posted once it is released. Monday’s events are non-ticketed and open to the public.
Mon, January 19
30a Songwriters Festival
The 30a Songwriters Festival is scheduled to take place at The Big Chill from January 16th to 19th. The festival is a ticketed event located under the pavilion Friday through Sunday, and all outlets under the pavilion will be closed to the public during showtime. Businesses along the lawn, however, will remain open to the public as usual. The schedule for Friday through Sunday will be posted once it is released. The event on Monday is non-ticketed and open to the public.
Mon, January 19
College Football Championship Watch Party!
A College Football Championship Watch Party is being held for game day, featuring a massive 25-ft Jumbotron for viewing. Attendees can enjoy multiple restaurants and bars, ice-cold drinks, outdoor seating, and an electric atmosphere.
Tue, January 20
NBA on the Jumbotron
The Big Chill is the ideal location to catch every play. Visitors can watch NBA games on the 25-foot Jumbotron, with multiple surrounding restaurants and bars offering game day favorites. They offer game day bites from various eateries, full-service bars, a fan-friendly atmosphere, and outdoor viewing.
Wed, January 21
NBA on the Jumbotron
The Big Chill is the best location to watch every play. Guests can watch NBA games on the 25-foot Jumbotron, with multiple restaurants and bars available for game day favorites. The location offers game day bites from multiple eateries, full-service bars, a fan-friendly atmosphere, and outdoor viewing.
Thu, January 22
NBA on the Jumbotron
There is no better place to catch every play than The Big Chill. Patrons are invited to watch NBA games on the 25-foot Jumbotron, surrounded by multiple restaurants and bars serving up game day favorites. The location offers game day bites from multiple eateries, full-service bars, a fan-friendly atmosphere, and outdoor viewing.
Fri, January 23
Family Game Night : TRIVIA
A family trivia night is being held from 6-8 p.m. under the covered and heated pavilion. Attendees are encouraged to grab some drinks and dinner and must have an electronic device to participate.
Sat, January 24
Live Music on Stage
The event promises a fun evening of live music, with the band to be announced. Attendees can enjoy dancing, singing along, or simply soaking in the sounds. The perfect family night out will feature food and treats alongside the live music.
Sun, January 25
NFL NFC/AFC Championship on the Jumbotron!
The Big Chill is hosting NFL Playoffs viewing parties, inviting patrons to enjoy food, drinks, and a relaxed atmosphere while watching the games.
Mon, January 26
College Basketball on the Jumbotron
Guests can enjoy dinner and drinks while watching their favorite team on the big screen.
Tue, January 27
College Basketball on the Jumbotron
Attendees are invited to enjoy dinner and drinks while watching their favorite team on the big screen.
Wed, January 28
College Basketball on the Jumbotron
Attendees are invited to grab dinner and drinks and join the group to watch a favorite team on the big screen.
Thu, January 29
College Basketball on the Jumbotron
Guests can enjoy dinner and drinks while watching their favorite team on the big screen.
Fri, January 30
Family Game Night : BINGO
Attendees are invited to enjoy drinks and dinner at the family bingo night, which takes place from 6-8 PM under the covered and heated pavilion. Participants are required to have an electronic device to play, with a limit of one device per person.
Sat, January 31
Live Music on Stage
A band will be announced for a night of live music, perfect for dancing, singing along, or just enjoying the sound. Attendees can look forward to food, treats, and live music, making it the ideal family night out.
Sun, February 1
College Basketball on the Jumbotron
Attendees are invited to enjoy dinner and drinks while watching their favorite team on the big screen.
Mon, February 2
College Basketball on the Jumbotron
Attendees are invited to enjoy dinner and drinks while watching their favorite team on the big screen.
Tue, February 3
College Basketball on the Jumbotron
Attendees are invited to enjoy dinner and drinks while watching their favorite team on the big screen.
Wed, February 4
College Basketball on the Jumbotron
Guests are invited to enjoy dinner and drinks while watching their favorite team on the big screen.
Thu, February 5
College Basketball on the Jumbotron
Guests can enjoy dinner and drinks while watching their favorite team on the big screen.
Fri, February 6
Olympics on the Jumbotron
The venue is hosting an Olympics Watch Party, inviting attendees to watch their favorite Olympic 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, lasting all day long.
Fri, February 6
College Basketball on the Jumbotron
Guests can enjoy dinner and drinks while watching their favorite team on the big screen.
Sat, February 7
Olympics on the Jumbotron
An Olympics Watch Party is being hosted to watch favorite Olympic sports on a massive 25-ft Jumbotron, advertised as the biggest screen in town. The event features multiple restaurants and bars, ice-cold drinks, outdoor seating, and an electric atmosphere all day long.
Sat, February 7
College Basketball on the Jumbotron
Guests can enjoy dinner and drinks while watching their favorite team on the big screen.
Sun, February 8
Olympics on the Jumbotron
An Olympics Watch Party is being hosted, offering an opportunity to enjoy favorite Olympic 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, available all day long.
Mon, February 9
Olympics on the Jumbotron
An Olympics Watch Party is being held, inviting attendees to watch their favorite Olympic 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, lasting all day long.
Mon, February 9
College Basketball on the Jumbotron
Attendees are invited to enjoy dinner and drinks while watching their preferred team on the large screen.
Tue, February 10
Olympics on the Jumbotron
The venue is hosting an Olympics Watch Party, inviting attendees to prepare for the Olympics by watching their favorite sports on a massive 25-ft Jumbotron, advertised as the biggest screen in town. The event features multiple restaurants and bars, ice-cold drinks, outdoor seating, and an electric atmosphere all day long.
Tue, February 10
College Basketball on the Jumbotron
Attendees can grab some dinner and drinks and join the group to watch their favorite team on the big screen.
Wed, February 11
Olympics on the Jumbotron
An Olympics watch party is being hosted to view favorite Olympic sports on a massive 25-ft Jumbotron, which is described as the biggest screen in town. The event features multiple restaurants and bars, ice-cold drinks, outdoor seating, and an electric atmosphere that will last all day long.
Wed, February 11
College Basketball on the Jumbotron
Guests are invited to enjoy dinner and drinks while watching their favorite team on the big screen.
Thu, February 12
Olympics on the Jumbotron
The venue is hosting an Olympics Watch Party, inviting attendees to experience the games on their massive 25-ft Jumbotron, which is described as the biggest screen in town. The event features multiple restaurants and bars, cold drinks, outdoor seating, and promises an electric atmosphere that lasts all day long.
Thu, February 12
College Basketball on the Jumbotron
Attendees are invited to enjoy dinner and drinks while watching their favorite team on the big screen.
Fri, February 13
Olympics on the Jumbotron
An Olympics Watch Party is being hosted for fans to enjoy 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, continuing all day long.
Reviews - 5
Host Family
Diamond Office at Sunnyside
Office location:
Diamond Office at Sunnyside, Florida
Contact Diamond Office at Sunnyside
Prices include all fees and taxes
