WaterSound West Beach Community

Out of Office

Sleeps 10 - 5 Bedrooms - 4 Baths
61 Sheepshank Ln, Santa Rosa Beach, FL 32459

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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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

Outdoor

  • GarageGarage
  • BalconyBalcony

Complimentary Items

  • 4 Oversee bikes4 Oversee bikes
  • Golf cartGolf cart

Community Amenities

  • Community poolCommunity pool

Entertainment

  • CableCable
  • Smart TVSmart TV

Safety Features

  • Carbon monoxide detectorCarbon monoxide detector
  • Fire extinguisherFire extinguisher

Bed And Bathroom

  • Hair dryerHair dryer
  • Iron & boardIron & board
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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

Wed, June 4

Wild Sea Turtle Wednesdays

Watersound Beach
Family Fun Family Fun

South Walton Turtle Watch invites the public to participate in "Wild Sea Turtle Wednesday" on Wednesday mornings. Attendees can learn about sea turtles, engage in painting activities, adopt a hatchling, and take the Jr. Ocean Ranger pledge to contribute to maintaining clean, dark, and flat beaches for nesting sea turtles and their hatchlings. The event is free and accessible to everyone.

Learn More
Wed, June 4

Face Paint & Crafts w/ Uniquely Clever

Watersound Beach
Family Fun Family Fun

Participants are invited to enjoy face painting and DIY crafts for children with Katlyn from Uniquely Clever. Fees are applicable, and no prior registration is required.

Learn More
Wed, June 4

Family Movie Night

Watersound Beach
Food & Drink Food & Drink

Families are invited to enjoy movie nights at The Big Chill, where films will be shown on the Jumbotron and under the pavilion.

Learn More
Thu, June 5

Sounds Like Summer – Snow White

Watersound Beach
Arts & Culture Arts & Culture

This summer, live music, theater, and more can be enjoyed under the shade of The Pavilion at Watersound Town Center. On Thursday, June 5th, The REP will present a children's play, Snow White. Each month, a different children's play from The Seaside REP will be featured, offering a family night or a friendly neighborhood race with Fleet Feet. The 30A Songwriter’s Festival Showcase will highlight nationally known artists such as Abe Patridge Band, Ruthie Foster, Gurufish, and Livingston Taylor. With ample parking, a covered pavilion, and ceiling fans, the Pavilion at Watersound Town Center is quickly becoming a popular destination for outdoor events in South Walton. These events are free and open to the public.

Learn More
Thu, June 5

Farmers' Market!

Watersound Beach
Markets & Shopping Markets & Shopping

Every Thursday from 9 AM to 1 PM, the farmers market invites visitors to explore a variety of goods offered by local vendors. The event emphasizes community love, supporting local businesses, and creating memorable experiences. Families and friends are encouraged to attend and enjoy the market together.

Learn More
Thu, June 5

Miami’s Beach Hair

Watersound Beach
Arts & Culture Arts & Culture

Myami’s Henna offers a variety of beach hair services, including mermaid hair, hair wraps, beach braids, and tinsel, with applicable fees.

Learn More
Thu, June 5

Tie-Dye Workshop

Watersound Beach
Workshops & Classes Workshops & Classes

Fees apply. Participants can join David's Tie Dye Workshop from 5 PM to 8 PM to explore various designs such as guitars, peace signs, hearts, swirls, and more. The workshop offers shirt sizes ranging from 2T for kids to 4XL for adults, along with aprons and gloves. It's an opportunity for fun and creativity. The cost is $25 per shirt.

Learn More
Thu, June 5

Sounds Like Summer – Snow White

Watersound Beach
Arts & Culture Arts & Culture

This summer, live music, theater, and more can be enjoyed under the shade of The Pavilion at Watersound Town Center. On Thursday, June 5th, The REP will present a children's play, Snow White. Each month, a different children's play from The Seaside REP will be featured, offering a family night or a friendly neighborhood race with Fleet Feet. The 30A Songwriter’s Festival Showcase will highlight nationally known artists such as Abe Patridge Band, Ruthie Foster, Gurufish, and Livingston Taylor. With ample parking, a covered pavilion, and ceiling fans, the Pavilion at Watersound Town Center is quickly becoming a popular destination for outdoor events in South Walton. These events are free and open to the public.

Learn More
Fri, June 6

Face Paint & Crafts w/ Uniquely Clever

Watersound Beach
Family Fun Family Fun

Participants are invited to enjoy face painting and DIY crafts for children with Katlyn from Uniquely Clever. Fees are applicable, and no prior registration is required.

Learn More
Fri, June 6

DJ Dance Party!

Watersound Beach
Live Music Live Music

DJ Dan Davis hosted a family-friendly dance party from 6:00 to 9:30 PM.

Learn More
Sat, June 7

Miami’s Beach Hair

Watersound Beach
Arts & Culture Arts & Culture

Myami’s Henna offers a variety of beach hair services, including mermaid hair, hair wraps, beach braids, and tinsel, with applicable fees.

Learn More
Sat, June 7

Family Friendly Karaoke!

Watersound Beach
Live Music Live Music

Attendees are invited to take the microphone and sing passionately at Karaoke Night hosted by DJ Dan Davis. They can bring family and friends, select their favorite songs, and enjoy the lively event together.

Learn More
Sat, June 7

Family Movie Night

Watersound Beach
Live Music Live Music

Families are invited to enjoy movie nights at The Big Chill, where films will be shown on the Jumbotron and under the pavilion.

Learn More
Sun, June 8

Miami’s Beach Hair

Watersound Beach
Arts & Culture Arts & Culture

Myami’s Henna offers a variety of beach hair services, including mermaid hair, hair wraps, beach braids, and tinsel, with applicable fees.

Learn More
Sun, June 8

Blue Levee

Watersound Beach
Live Music Live Music

Originating from Pensacola, Blue Levee has performed at nearly every venue across Northwest Florida and Alabama. This trio, consisting of Jaron Kiger on bass, Andre Heard on drums, and Noah Desimone on vocals and guitar, delivers a distinctive blend of blues shaped by the diverse influences of its members.

Learn More
Mon, June 9

Face Paint & Crafts w/ Uniquely Clever

Watersound Beach
Family Fun Family Fun

Attendees are invited to participate in face painting and DIY crafts for children with Katlyn from Uniquely Clever. Fees are applicable, and no prior registration is required.

Learn More
Mon, June 9

DJ Dance Party!

Watersound Beach
Family Fun Family Fun

DJ Dan Davis will host a family-friendly dance party from 6:00 to 9:30 PM.

Learn More
Tue, June 10

Miami’s Beach Hair

Watersound Beach
Arts & Culture Arts & Culture

Visitors are invited to Myami’s Henna for all their beach hair needs, including mermaid hair, hair wraps, beach braids, and tinsel. Fees apply.

Learn More
Tue, June 10

The Hoodoos and Dogwood

Watersound Beach
Live Music Live Music

The HooDoos and Dogwood will perform live from 6:00 pm to 9:30 pm.

Learn More
Wed, June 11

Wild Sea Turtle Wednesdays

Watersound Beach
Family Fun Family Fun

South Walton Turtle Watch invites the public to participate in "Wild Sea Turtle Wednesday" on Wednesday mornings. Attendees can learn about sea turtles, engage in painting activities, adopt a hatchling, and take the Jr. Ocean Ranger pledge to contribute to maintaining clean, dark, and flat beaches for nesting sea turtles and their hatchlings. The event is free and accessible to everyone.

Learn More
Wed, June 11

Face Paint & Crafts w/ Uniquely Clever

Watersound Beach
Family Fun Family Fun

Attendees are invited to participate in face painting and DIY crafts for children with Katlyn from Uniquely Clever. Fees are applicable, and no prior registration is required.

Learn More
Wed, June 11

Family Movie Night

Watersound Beach
Family Fun Family Fun

Families are invited to enjoy movie nights at The Big Chill, where films will be shown on the Jumbotron and under the pavilion.

Learn More
Thu, June 12

Sounds Like Summer – Abe Partridge Band

Watersound Beach
Live Music Live Music

This summer, people can enjoy live music, theater, and more at The Pavilion at Watersound Town Center. On Thursday, June 12th, the 30A Songwriters Showcase will feature the Abe Partridge Band. Each month, a different children's play from The Seaside REP will be presented, along with family nights or friendly neighborhood races with Fleet Feet. The 30A Songwriter’s Festival Showcase will include performances by nationally known artists such as Abe Partridge Band, Ruthie Foster, Gurufish, and Livingston Taylor. With ample parking, a covered pavilion, and ceiling fans, The Pavilion at Watersound Town Center is quickly becoming a popular destination for outdoor events in South Walton. These events are free and open to the public.

Learn More
Thu, June 12

Farmers' Market!

Watersound Beach
Markets & Shopping Markets & Shopping

Every Thursday from 9 AM to 1 PM, the farmers market invites visitors to explore a variety of goods offered by local vendors. The event emphasizes community love, supporting local businesses, and creating memorable experiences. Families and friends are encouraged to attend and enjoy the market together.

Learn More
Thu, June 12

Miami’s Beach Hair

Watersound Beach
Arts & Culture Arts & Culture

Visitors are invited to Myami’s Henna for all their beach hair needs, including mermaid hair, hair wraps, beach braids, and tinsel. Fees apply.

Learn More
Thu, June 12

Tie-Dye Workshop

Watersound Beach
Workshops & Classes Workshops & Classes

Fees apply. Participants can join David's Tie Dye Workshop from 5 PM to 8 PM to explore various designs such as guitars, peace signs, hearts, swirls, and more. The workshop offers shirt sizes ranging from 2T for kids to 4XL for adults, along with aprons and gloves. It's an opportunity for fun and creativity. The cost is $25 per shirt.

Learn More
Thu, June 12

Otha + Kristi Band

Watersound Beach
Live Music Live Music

Otha Allen Jr. and Kristi Leann form a dynamic duo that united in 2019, each having previously pursued solo music careers. They have since become well-known in the Florida, Alabama, and Georgia panhandle regions, captivating audiences with their harmonies, original compositions, and unique interpretations of popular songs across various genres. Their musical preferences range from blues to soft rock, with their original pieces encompassing elements of folk, country, and soft rock.

Learn More
Thu, June 12

Sounds Like Summer – Abe Partridge Band

Watersound Beach
Live Music Live Music

This summer, individuals can enjoy live music, theater, and more under the shade of The Pavilion at Watersound Town Center. On Thursday, June 12th, the 30A Songwriters Showcase will feature the Abe Partridge Band. Each month, a different children's play from The Seaside REP will be presented, along with family nights or friendly Neighborhood Races with Fleet Feet. The 30A Songwriter’s Festival Showcase will include nationally known artists such as the Abe Partridge Band, Ruthie Foster, Gurufish, and Livingston Taylor. With ample parking, a covered pavilion, and ceiling fans, the Pavilion at Watersound Town Center is quickly becoming a popular destination for outdoor events in South Walton. These events are free and open to the public.

Learn More
Fri, June 13

Face Paint & Crafts w/ Uniquely Clever

Watersound Beach
Family Fun Family Fun

Attendees are invited to participate in face painting and DIY crafts for children with Katlyn from Uniquely Clever. Fees are applicable, and no prior registration is required.

Learn More
Fri, June 13

DJ Dance Party!

Watersound Beach
Live Music Live Music

DJ Dan Davis will host a family-friendly dance party from 6:00 to 9:30 PM.

Learn More
Sat, June 14

Miami’s Beach Hair

Watersound Beach
Arts & Culture Arts & Culture

Visitors are invited to Myami’s Henna for all their beach hair needs, including mermaid hair, hair wraps, beach braids, and tinsel. Fees apply.

Learn More
Sat, June 14

Family Movie Night

Watersound Beach
Family Fun Family Fun

Families are invited to enjoy movie nights at The Big Chill, where films will be shown on the Jumbotron and under the pavilion.

Learn More
Sun, June 15

Miami’s Beach Hair

Watersound Beach
Arts & Culture Arts & Culture

Visitors are invited to Myami’s Henna for all their beach hair needs, including mermaid hair, hair wraps, beach braids, and tinsel. Fees apply.

Learn More
Sun, June 15

Adam Calvert

Watersound Beach
Live Music Live Music

Ohio native and singer/songwriter Adam Calvert is gaining recognition in the country music scene as a rising independent artist. He gained fame from his role on MTV’s musical reality show, "Taking The Stage," which received a Teen Choice Award nomination. Recently, he won 'Single of the Year' at the Josie Music Awards and has performed alongside prominent country artists such as HARDY, Cooper Alan, and Jon Langston. He has headlined numerous fairs and festivals nationwide, marking a significant year with over 200 concerts across 26 states, and he is expected to perform in over 30 states this year. Calvert's original music has surpassed 1 million streams on various platforms in the past year. When not touring, he spends time in Nashville, Tennessee, refining his songwriting and working on new music. He has also shared the stage with renowned artists like Neil McCoy, Martina McBride, Phil Vassar, Parmalee, Canaan Smith, and Marty Haggard.

Learn More
Mon, June 16

Face Paint & Crafts w/ Uniquely Clever

Watersound Beach
Family Fun Family Fun

Attendees are invited to participate in face painting and DIY crafts for children with Katlyn from Uniquely Clever. Fees are applicable, and no prior registration is required.

Learn More
Mon, June 16

DJ Dance Party!

Watersound Beach
Family Fun Family Fun

DJ Dan Davis will host a family-friendly dance party from 6:00 to 9:30 PM.

Learn More
Tue, June 17

Miami’s Beach Hair

Watersound Beach
Arts & Culture Arts & Culture

Visitors are invited to Myami’s Henna for all their beach hair needs, including mermaid hair, hair wraps, beach braids, and tinsel. Fees apply.

Learn More

Reviews - 2

julie
Mar 2025 Airbnb
elle
Oct 2024 Airbnb

Host Family

Diamond Office at Sunnyside

Mackenzie Matthews
Roy Foreman
Chris Parsons
Haylee Becktel
Joseph Hunter
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
Guests

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