WaterSound West Beach Community

Out of Office

Out of Office

Sleeps 10 - 5 Bedrooms - 4 Baths

61 Sheepshank Ln, Santa Rosa Beach, FL 32459
📍
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

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.
  • Add your trip dates to get the cancellation details for this stay.

House Rules

Who can stay.

  • Guests Maximum10 guests maximum
  • No petsNo pets

What's allowed.

  • Check-inCheck-in after 4:00 PM
  • Check-outCheck-out before 10:00 AM
  • No smokingNo smoking
  • No parties or eventsNo parties or events

Amenities

Kitchen

  • DishwasherDishwasher
  • StoveStove
  • Standard coffee makerStandard coffee maker
  • MicrowaveMicrowave
  • RefrigeratorRefrigerator
  • ToasterToaster

Indoor

  • Wireless internetWireless internet
  • FireplaceFireplace
  • WorkspaceWorkspace

Complimentary Items

  • 4 Oversee bikes4 Oversee bikes
  • Beach chairs
  • Golf cartGolf cart

Outdoor

  • GarageGarage
  • BalconyBalcony

Community Amenities

  • Community poolCommunity pool

Safety Features

  • Carbon monoxide detectorCarbon monoxide detector
  • Fire extinguisherFire extinguisher

Bed And Bathroom

  • Hair dryerHair dryer
  • Iron & boardIron & board

Entertainment

  • Smart TVSmart TV
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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

Sat, October 3

College Football on the Jumbotron

Watersound
Sports & Games Sports & Games

Guests can watch college football games on a 25-foot Jumbotron, with the weekly schedule of featured big-screen games posted by Wednesday each week. Additional top matchups are shown on televisions under the covered pavilion. Furthermore, 10 other TVs are located throughout the property, where specific games can be requested on a first-come, first-served basis by asking a bartender or cashier to contact a manager.

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Sat, October 3

Discover Watersound Weekend

Watersound
Family Fun Family Fun

From October 2-4, visitors are invited to experience the Watersound community through guided tours, lifestyle events, and exclusive access to local amenities. The weekend begins on Friday evening with a welcome reception at the Watersound Real Estate office in Watersound Town Center from 4 to 6 p.m., followed by live music at the First Friday Concert Series at The Pavilion from 6 to 8 p.m. On Saturday, guests can tour participating communities—including Watersound Origins, Watersound Camp Creek, Latitude Margaritaville Watersound, and Watersound Fountains—during regular sales center hours, participate in the Minto Matchpoint Pickleball Tournament with advance registration, and attend a beachfront bonfire at the Watersound Beach Club from 5:30 to 7:30 p.m. The event concludes on Sunday with additional community tours and the Watersound Block Party at The Pavilion from 2 to 6 p.m., featuring live music, food trucks, and family activities.

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Sun, October 4

Watersound Block Party

Watersound
Family Fun Family Fun

Visitors can spend an afternoon outdoors exploring the Watersound community with family and friends. The event features live music

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Mon, October 5

Welded Jewelry Pop-Up with Spark Collection 30A

Watersound
Markets & Shopping Markets & Shopping

Guests can start their Spark Collection by choosing from a selection of 14K solid yellow or white gold chains, which can be crafted into custom bracelets, necklaces, anklets, and rings. Attendees can experience permanent, welded jewelry by scheduling an appointment at one of the brand's pop-up events.

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Mon, October 5

NFL on the Jumbotron

Watersound
Sports & Games Sports & Games

The Big Chill hosts an NFL Watch Party every Monday throughout the season. Guests can watch football action on a 25foot Jumbotron while enjoying a fanfriendly atmosphere with outdoor viewing

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Tue, October 6

Words on Wheels

Watersound
Family Fun Family Fun

The Words on Wheels Bookmobile will visit the Watersound Towncenter parking lot, located at 170 N. Watersound Parkway in Inlet Beach, Florida, from 1:15 PM to 3:30 PM. Visitors can check in or check out library materials, collect hold items, register for new library cards, and learn about various complimentary library resources.

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Tue, October 6

Christon Birge Band

Watersound
Live Music Live Music

Guests can enjoy a fun night of live music, food, and treats suitable for the whole family. Florida-born artist Christon Birge grew up in Vernon, near Panama City Beach, with deep country roots that shape his sound alongside various musical influences. Whether performing original songs like "Sunscreen on You" or covering popular tracks, his style crosses genres effortlessly. His passion for music began early when he saved money working on a watermelon farm to buy his first guitar and trick bike. Birge went on to win the 2014 Tootsies Birthday Bash, open for Kid Rock and Trick Pony in Nashville, and earn a finalist spot in the 2019 Pepsi Gulf Coast Jam Southern Original. His recent studio release, "Call Dad," has received national country radio airplay. When he is not performing along the 30A corridor, he enjoys spending time at the beach, building custom parts for his Trans Am, and watching MMA.

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Wed, October 7

Welded Jewelry Pop-Up with Spark Collection 30A

Watersound
Markets & Shopping Markets & Shopping

Customers can launch their Spark Collection by selecting from a curated array of 14K solid yellow or white gold chains, which can be crafted into custom bracelets, necklaces, anklets, and rings. Individuals are invited to participate in a unique welded jewelry experience by scheduling an appointment at one of the brand's many pop-up events.

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Wed, October 7

Family Movie Night: Coco

Watersound
Family Fun Family Fun

Family Movie Nights are held at The Big Chill, offering an outdoor evening experience for all ages. Guests can gather to watch popular family films displayed on the venue's Jumbotron.

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Thu, October 8

NFL on the Jumbotron

Watersound
Sports & Games Sports & Games

The Big Chill hosts NFL watch parties every Thursday throughout the season, displaying live game action on a 25-foot Jumbotron. Attendees can enjoy a fan-friendly atmosphere with outdoor viewing, full-service bars, and game-day food options from multiple surrounding eateries. It offers a prime venue for football fans to follow their favorite teams and track their fantasy lineups.

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Fri, October 9

Face Paint with Uniquely Clever Art

Watersound
Family Fun Family Fun

Guests can participate in face painting hosted by Katlyn of Uniquely Clever. Additional fees apply for the activity, but advance registration is not required.

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Fri, October 9

DJ Dance Party w/ DJ Dan

Watersound
Family Fun Family Fun

DJ Dan will be spinning popular hits at the Ultimate Family Dance Party, offering a high-energy evening of dancing and family-friendly entertainment. Attendees are encouraged to bring their entire family to enjoy the vibrant event and light up the dance floor.

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Sat, October 10

College Football on the Jumbotron

Watersound
Sports & Games Sports & Games

Guests can enjoy college football games broadcast on a 25-foot Jumbotron, with featured matchups posted by Wednesday of each week. Additional top games are shown on televisions located under the covered pavilion. Furthermore, 10 other TVs across the property offer game coverage upon request on a first-come, first-served basis by asking a bartender or cashier to notify a manager.

Learn More
Sun, October 11

NFL on the Jumbotron

Watersound
Sports & Games Sports & Games

The Big Chill hosts NFL watch parties every Sunday throughout the football season. Guests can catch live game action on a 25-foot Jumbotron while enjoying food options from several eateries alongside full-service bars. Offering a fan-friendly atmosphere with outdoor viewing, it serves as a destination for fans to follow their favorite teams and track fantasy lineups.

Learn More
Sun, October 11

Watersound Origins Porchfest

Watersound
Live Music Live Music

During the annual Watersound Origins Porchfest, front porches are transformed into stages as neighbors and visitors gather together. Guests can enjoy an afternoon of live musical performances held on the porches and lawns throughout the Watersound Origins community, along with food trucks and lawn games.

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Mon, October 12

6th Annual Tom Glavine’s Field of Dreams Golf Outing

Watersound
Sports & Games Sports & Games

Registration has opened for Tom Glavine's Field of Dreams Golf Outing, taking place at Camp Creek Golf Course on Monday, October 12. As a premier charity golf event on the Emerald Coast, the tournament brings together community leaders, local businesses, and golf enthusiasts to support SEASIDE SCHOOL students and programs. Interested participants can join by registering a team, becoming a sponsor, or entering the Golf Ball Drop, with all proceeds funding educational opportunities for students. Sponsorship inquiries can be directed to Callie Cox via email at coxc@seasideschools.net.

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Mon, October 12

Welded Jewelry Pop-Up with Spark Collection 30A

Watersound
Markets & Shopping Markets & Shopping

Customers can start their Spark Collection by selecting from a curated array of 14K solid yellow or white gold chains, which can be crafted into custom bracelets, necklaces, anklets, and rings. Interested individuals can book an appointment to attend a welded jewelry experience at one of the brand's many pop-up events.

Learn More
Mon, October 12

NFL on the Jumbotron

Watersound
Sports & Games Sports & Games

The Big Chill hosts NFL Watch Parties every Monday throughout the football season. Guests can experience wall-to-wall game coverage on a 25-foot outdoor Jumbotron while enjoying a fan-friendly atmosphere. A variety of surrounding eateries and full-service bars offer game day bites and drinks, making it a suitable destination for fans looking to follow their favorite teams or track fantasy lineups.

Learn More
Tue, October 13

Words on Wheels

Watersound
Family Fun Family Fun

The Words on Wheels Bookmobile will visit the Watersound Towncenter parking lot from 1:15 PM to 3:30 PM. During this time, the bookmobile will offer circulation services, allowing visitors to check in or check out library materials and collect reserved holds. Staff will also register new patrons for library cards and share information about free library resources. The location for this event is 170 N. Watersound Parkway, Inlet Beach, FL 32413.

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Tue, October 13

Loose Cannon

Watersound
Live Music Live Music

Loose Cannon is a high-energy musical group operating out of the Florida Panhandle, performing popular hits spanning classic rock, country, southern rock, and modern genres. Recognized for their impressive musicianship, powerful vocals, and captivating stage performance, the group delivers an entertaining atmosphere at every event. Whether playing at festivals, private gatherings, pubs, or concert venues, Loose Cannon continuously engages crowds with lively music that keeps audiences singing and dancing.

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Wed, October 14

Family Movie Night- Hotel Transylvania 3: Summer Vacation

Watersound
Family Fun Family Fun

The Big Chill hosts Family Movie Nights, offering guests of all ages an enjoyable evening under the stars. Families and friends can gather to watch favorite films displayed on the venue's Jumbotron for a fun and relaxed night out.

Learn More
Thu, October 15

NFL on the Jumbotron

Watersound
Sports & Games Sports & Games

Sports fans can attend the weekly Thursday NFL Watch Party throughout the season at The Big Chill. The venue features a 25-foot Jumbotron for wall-to-wall football action, surrounded by full-service bars and various eateries offering game-day bites in a fan-friendly, outdoor viewing atmosphere.

Learn More
Fri, October 16

Face Paint with Uniquely Clever Art

Watersound
Family Fun Family Fun

Attendees can participate in face painting with Katlyn of Uniquely Clever. Fees apply for the activity, and no advance sign-ups are necessary.

Learn More
Fri, October 16

DJ Dance Party w/ DJ Dan

Watersound
Family Fun Family Fun

The Ultimate Family Dance Party features DJ Dan spinning popular hits for an energetic evening of dancing and family-friendly entertainment. Guests of all ages are invited to bring their families and hit the dance floor for a fun, memorable night.

Learn More
Sat, October 17

College Football on the Jumbotron

Watersound
Sports & Games Sports & Games

Guests can watch college football games on a 25-foot Jumbotron, with featured games announced by Wednesday each week. Additional top games are broadcast on televisions under the covered pavilion, and 10 additional TVs across the property offer games upon request on a first-come, first-served basis by asking a bartender or cashier to contact a manager.

Learn More
Sun, October 18

NFL on the Jumbotron

Watersound
Sports & Games Sports & Games

The Big Chill hosts an NFL Watch Party every Sunday throughout the season, offering wall-to-wall football action on a 25-foot Jumbotron. Guests can enjoy a fan-friendly outdoor viewing atmosphere complete with game day food from various eateries and full-service bars while keeping up with their favorite teams or fantasy lineups.

Learn More
Mon, October 19

Welded Jewelry Pop-Up with Spark Collection 30A

Watersound
Markets & Shopping Markets & Shopping

Customers can begin their custom jewelry experience with The Spark Collection by choosing from a curated selection of 14K solid yellow or white gold chains. These pieces can be custom-crafted into bracelets, necklaces, anklets, and rings. Interested individuals can participate in a welded jewelry session by booking an appointment at one of the brand's pop-up events.

Learn More
Mon, October 19

NFL on the Jumbotron

Watersound
Sports & Games Sports & Games

The Big Chill hosts an NFL Watch Party every Monday throughout the entire football season. Guests can watch the live game action on a massive 25-foot Jumbotron while enjoying a fan-friendly atmosphere with outdoor viewing, game day food options from various eateries, and drinks from full-service bars.

Learn More
Tue, October 20

Words on Wheels

Watersound
Family Fun Family Fun

The Words on Wheels Bookmobile will be parked at the Watersound Towncenter parking lot, located at 170 N. Watersound Parkway in Inlet Beach, Florida, from 1:15 PM to 3:30 PM. Visitors can check in or check out library materials, collect holds, register for new library cards, and discover various free resources offered by the library.

Learn More
Tue, October 20

MLB on the Jumbotron

Watersound
Sports & Games Sports & Games

Major League Baseball is displayed on the jumbotron.

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Wed, October 21

Family Movie Night: Wicked: For Good

Watersound
Family Fun Family Fun

Families and groups of all ages can gather at The Big Chill for Family Movie Nights under the stars. The venue features popular family films on its Jumbotron, offering a night out where guests can simply arrive and enjoy the entertainment.

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Reviews - 11

chad
Jun 2026 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.

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js
Charlotte, NC
May 2026 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.

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lisa
Glenview, IL
May 2026 Vrbo

Absolutely beautiful house – perfect stay!

john
Memphis, TN
Nov 2025 Google

We take multiple trips to Santa Rosa every year and this is hands down our favorite place we’ve ever stayed in!!!

kathy
Sep 2025 Vrbo
jodi
Aug 2025 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!

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kelly
Mccomb, MS
Jul 2025 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!!

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julie
Bulverde, TX
Jul 2025 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

sarah
Jun 2025 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!

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julie
Mar 2025 Airbnb
elle
Oct 2024 Airbnb

Host Family

Diamond Office at Sunnyside

Haylee Becktel
Halee Burdeshaw
Katie Stroud
Joseph Hunter
Roy Foreman
Zavin Goodrich
The Diamond Office is just a short hop from our homes between Seagrove and Watersound, making it easy for us to handle requests with speed and care.

Office location:

Diamond Office at Sunnyside, Florida

Contact Diamond Office at Sunnyside
Price Tag Prices include all fees and taxes
Add dates for Prices
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1 guest