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
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill hosts NFL Watch Parties every Monday throughout the season, broadcasting games on a 25-foot Jumbotron. Attendees can enjoy outdoor viewing in a fan-friendly atmosphere accompanied by game-day food and drinks from multiple eateries and full-service bars.
Words on Wheels
Watersound
Arts & Culture
The Words on Wheels Bookmobile visits the Watersound Towncenter parking lot, located at 170 N. Watersound Parkway in Inlet Beach, FL, from 1:15 PM to 3:30 PM. Visitors can check in or check out library materials, pick up holds, sign up for new library cards, and explore free library resources.
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill hosts an NFL Watch Party every Thursday night throughout the football season. Fans can watch games broadcast on a 25-foot Jumbotron while enjoying food and drinks from nearby eateries and full-service bars.
Face Painting with Uniquely Clever Art
Watersound
Family Fun
Uniquely Clever's Katlyn is offering face painting sessions. Standard fees apply, and no advance registration is required.
First Friday Concert Series: Webb Wilder Band
Watersound
Live Music
The Cultural Arts Alliance of Walton County and The St. Joe Community Foundation present the First Friday Concert Series, offering free monthly performances. The lineup includes The Pink Stones on September 4, The Mammals on October 2, Webb Wilder Band on November 6, and Michelle Malone & The Hot Toddies on December 4. Attendees are invited to bring lawn chairs and enjoy live music with the community.
College Football on the Jumbotron
Watersound
Sports & Games
College football games are broadcast weekly on a 25-foot Jumbotron, with featured game announcements updated every Wednesday. Additional matchups are displayed on pavilion TVs and 10 televisions throughout the property, which can be tuned to specific games upon request.
Flutterby Film Night
Watersound
Arts & Culture
The Flutterby Arts Festival takes place from November 6 to 8 at 85 Origins Main Street in Watersound Town Center, celebrating art, creativity, science, and the Monarch butterfly. The free, family-friendly event begins on November 6 with a First Friday Concert featuring opener Jessica Willis Fisher and headliners the Webb Wilder Trio. On November 7, attendees can enjoy an outdoor screening of A Bug's Life during Flutterby Film Night. The festival concludes on November 8 with hands-on activities, live music, and a Holiday Artist Market.
34th Annual Flutterby Arts Festival
Watersound
Arts & Culture
The Flutterby Arts Festival takes place from November 6 to 8, celebrating art, creativity, science, and the Monarch butterfly. Highlights include the First Friday Concert on November 6 featuring opener Jessica Willis Fisher and headliners Webb Wilder Trio, a screening of A Bug's Life for Flutterby Film Night on November 7, and the main festival on November 8 featuring hands-on activities, live music, and a Holiday Artist Market. All events are free to attend and take place at 85 Origins Main St at Watersound Town Center.
Flutterby Arts Festival
Watersound
Family Fun
Produced by the Cultural Arts Alliance of Walton County, the 34th annual Flutterby Festival celebrates the migration of the Monarch butterfly. Scheduled for Sunday, November 8, 2026, from 10:00 AM to 4:00 PM at The Pavilion at Watersound Town Center, the event features children's art activities, live performances, lawn games, student art exhibits, a professional artist market, a butterfly parade, science stations, and a book nook. Admission is free and open to the public, with tickets for specific activities available at the event information tents. On-site amenities include parking, food trucks, and a cash bar.
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill hosts NFL Watch Parties every Sunday all season long, featuring football coverage on a 25-foot Jumbotron. Attendees can enjoy food from multiple eateries, full-service bars, and outdoor viewing in a fan-friendly atmosphere.
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill hosts an NFL Watch Party every Monday during the football season. Games are broadcast on a 25-foot outdoor Jumbotron, with surrounding eateries and full-service bars offering game-day food and drink options.
Words on Wheels
Watersound
Arts & Culture
The Words on Wheels Bookmobile visits the Watersound Town Center parking lot at 170 N. Watersound Parkway in Inlet Beach, Florida, from 1:15 PM to 3:30 PM. Visitors can check in or out library materials, pick up holds, sign up for library cards, and learn about free library resources.
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill hosts NFL Watch Parties every Thursday throughout football season, broadcasting games live on a 25-foot Jumbotron. Attendees can enjoy outdoor viewing in a fan-friendly atmosphere with food and beverage offerings from multiple on-site eateries and full-service bars.
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.
College Football on the Jumbotron
Watersound
Sports & Games
College football fans can watch major games broadcast on a 25-foot Jumbotron, with featured weekly matchups announced every Wednesday. Additional top games are available on pavilion televisions and across ten screens located throughout the property upon request to staff.
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill hosts an NFL Watch Party every Sunday throughout the season, featuring live game broadcasts on a 25-foot Jumbotron. Attendees can enjoy food from multiple eateries, full-service bars, and an outdoor viewing environment.
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill hosts NFL Watch Parties every Monday throughout the football season, featuring live game broadcasts on a 25-foot outdoor Jumbotron. Guests can enjoy food options from multiple eateries, full-service bar drinks, and an outdoor viewing environment.
Words on Wheels
Watersound
Arts & Culture
The Words on Wheels Bookmobile visits the Watersound Towncenter parking lot at 170 N. Watersound Parkway in Inlet Beach from 1:15 PM to 3:30 PM. Visitors can check in or out library materials, pick up holds, register for library cards, and access free community resources.
Kids’ Night Out
Watersound
Family Fun
Kids’ Night Out at The Pavilion at Watersound Town Center offers an evening of family fun featuring games, music, and activities. The event is free and open to the public from 6:00 PM to 8:00 PM on September 15, October 20, November 17, and December 15.
Mon, November 2
NFL on the Jumbotron
Watersound
Sports & Games
Tue, November 3
Words on Wheels
Watersound
Arts & Culture
Thu, November 5
NFL on the Jumbotron
Watersound
Sports & Games
Fri, November 6
Face Painting with Uniquely Clever Art
Watersound
Family Fun
Fri, November 6
First Friday Concert Series: Webb Wilder Band
Watersound
Live Music
Sat, November 7
College Football on the Jumbotron
Watersound
Sports & Games
Sat, November 7
Flutterby Film Night
Watersound
Arts & Culture
Sun, November 8
34th Annual Flutterby Arts Festival
Watersound
Arts & Culture
Sun, November 8
Flutterby Arts Festival
Watersound
Family Fun
Sun, November 8
NFL on the Jumbotron
Watersound
Sports & Games
Mon, November 9
NFL on the Jumbotron
Watersound
Sports & Games
Tue, November 10
Words on Wheels
Watersound
Arts & Culture
Thu, November 12
NFL on the Jumbotron
Watersound
Sports & Games
Fri, November 13
Face Paint with Uniquely Clever Art
Watersound
Family Fun
Sat, November 14
College Football on the Jumbotron
Watersound
Sports & Games
Sun, November 15
NFL on the Jumbotron
Watersound
Sports & Games
Mon, November 16
NFL on the Jumbotron
Watersound
Sports & Games
Tue, November 17
Words on Wheels
Watersound
Arts & Culture
Tue, November 17
Kids’ Night Out
Watersound
Family Fun
Reviews - 11
Airbnb
We had a water issue at another place and needed a new place with virtually zero notice. Oversee was very understanding of our position and really saved our trip. The house was great. The location was ideal. Loved the semi-private beach and pool. Loved the ability to bike to the beach. I hope to return to the same place this fall.
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.
Vrbo
Absolutely beautiful house – perfect stay!
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