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

Mon, July 28

Welded Jewelry Pop-Up w/ Spark Collection 30a

Watersound Beach
Markets & Shopping Markets & Shopping

The Spark Collection invites individuals to begin their collection with a curated selection of 14K solid yellow or white gold chains. These chains can be transformed into bracelets, necklaces, anklets, and rings. They also offer a welded jewelry experience at their pop-up events.

Learn More
Mon, July 28

DJ Dance Party

Watersound Beach
Family Fun Family Fun

The ultimate family dance party is an event that you won't want to miss. Attendees can hit the stage and dance to all their favorite hits spun by DJ Dan Davis from 6 to 9:30 PM. The event promises high-energy fun, dancing, and family-friendly vibes for everyone.

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Tue, July 29

Create Starfish Characters Workshop

Watersound Beach
Workshops & Classes Workshops & Classes

Attendees can unleash their creativity at The Big Chill with artist and author John Hollan, where they can design their own unique Starfish Family character and get a signed book. Participants will select their starfish, outfit, colors, and accessories to create a one-of-a-kind character, with all necessary supplies provided. Each character created costs $20.

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Tue, July 29

Myami’s Beach Hair

Watersound Beach
Markets & Shopping Markets & Shopping

Myami’s Henna offers various beach hair services, including mermaid hair, hair wraps, beach braids, and tinsel. Fees apply for these services.

Learn More
Tue, July 29

Live Music on Stage: Goldmine

Watersound Beach
Live Music Live Music

The event schedule includes performances by various artists and groups throughout July and early August. On July 1st, Boukou Groove performed, followed by the Mat Hall Trio on July 3rd. Stormfolk played on July 6th, and The Hoodoos on July 8th. String Theory performed on July 10th, and Blue Levee on July 13th. This Side of 49 played on July 15th, and Taste of Spice on July 17th. The Typos performed on July 20th, and Otha + Kristi on July 22nd. The Mat Hall Trio returned on July 24th, followed by The Wavy Swinstons on July 27th. Goldmine performed on July 29th, and Cade Pierce on July 31st. In August, The Typos performed on the 3rd, Boukou Groove on the 5th, and the Mat Hall Trio on the 7th.

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Wed, July 30

Wild Sea Turtle Wednesdays

Watersound Beach
Family Fun Family Fun

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

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Wed, July 30

Family Movie Night on the Jumbotron: Space Jam-A New Legacy

Watersound Beach
Family Fun Family Fun

The Big Chill hosts family movie nights featuring favorite family flicks on their Jumbotron. Attendees can enjoy an unforgettable evening under the stars. On July 30th, they will be showing Space Jam: A New Legacy.

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Thu, July 31

Farmers Market!

Watersound Beach
Markets & Shopping Markets & Shopping

The farmers market is held every Thursday from 9 AM to 1 PM, featuring various local vendors offering assorted goods. The organizers emphasize community love, local shopping, and creating memories. They invite everyone to bring their family and friends.

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Thu, July 31

Myami’s Beach Hair

Watersound Beach
Markets & Shopping Markets & Shopping

Myami’s Henna offers beach hair services, including mermaid hair, hair wraps, beach braids, and tinsel. Fees apply for these services.

Learn More
Thu, July 31

Tie Dye Workshop

Watersound Beach
Workshops & Classes Workshops & Classes

Fees apply for David's Tie Dye Workshop, which runs from 5 PM to 8 PM. Participants can choose from various designs, including guitar, peace sign, hearts, and swirls. Shirt sizes range from 2T for kids to 4XL for adults. Aprons and gloves are provided for the workshop, and each shirt costs $25.

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Thu, July 31

Live Music on Stage: Cade Pierce

Watersound Beach
Live Music Live Music

The event schedule includes: July 1 - boukou groove, July 3 - mat hall trio, July 6 - stormfolk, July 8 - the hoodoos, July 10 - string theory, July 13 - blue levee, July 15 - this side of 49, July 17 - taste of spice, July 20 - the typos, July 22 - otha + kristi, July 24 - mat hall trio, July 27 - the wavy swinstons, July 29 - goldmine, July 31 - cade pierce, August 3 - the typos, August 5 - boukou groove, and August 7 - mat hall trio.

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Thu, July 31

Sounds Like Summer – Rumpelstiltskin

Watersound Beach
Arts & Culture Arts & Culture

The Pavilion at Watersound Town Center offers a summer full of live music, theater, and other events. On Thursday, July 31st, The REP Children’s Play will feature "Rumpelstiltskin." Each month, The Seaside REP presents a different children’s play. Other activities include a family night or a friendly Neighborhood Race with Fleet Feet. The 30A Songwriter’s Festival Showcase will highlight nationally recognized 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 becoming South Walton’s preferred destination for outdoor events. These events are free and open to the public.

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Fri, August 1

Trucker Hat and Charm Jewelry Bar

Watersound Beach
Family Fun Family Fun

Attendees are invited to join an activity located between Salt Air and Adoro Art Gallery to create personalized trucker hats, as well as charmed necklaces and bracelets. A wide selection of charms and chains will be available for customization, offering an enjoyable family experience. This event is situated directly across from Big Chill.

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Fri, August 1

Face Paint and Crafts with Uniquely Clever

Watersound Beach
Family Fun Family Fun

Guests are invited to participate in face painting and DIY kids' crafts with Katlyn from Uniquely Clever. She provides hands-on crafts and colorful face painting every Friday. No sign-ups are needed, and guests can drop in and enjoy the activities; fees apply.

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Fri, August 1

Welded Jewelry Pop-Up w/ Spark Collection 30a

Watersound Beach
Workshops & Classes Workshops & Classes

The Spark Collection offers 14K solid yellow or white gold chains that can be crafted into bracelets, necklaces, anklets, and rings. They host pop-up events for a welded jewelry experience.

Learn More
Fri, August 1

DJ Dance Party

Watersound Beach
Food & Drink Food & Drink

A family dance party, featuring DJ Dan Davis, offers high-energy fun and dancing from 6–9:30 PM. The event promises family-friendly vibes for all to enjoy.

Learn More
Sat, August 2

Family Karaoke

Watersound Beach
Family Fun Family Fun

Get ready to sing your heart out at Karaoke Night with DJ Dan Davis! Whether one is a seasoned performer or just loves to have fun, this family-friendly event welcomes all ages to take the stage and show off their favorite tunes. With multiple restaurants on site, guests can enjoy great food and drinks while cheering on friends and family or even joining in themselves. DJ Dan Davis will keep the energy high and the music flowing all night long! Attendees should bring their singing voice, their best dance moves, and their biggest crowd — this is a night of fun for everyone!

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Sun, August 3

Live Music on Stage: The Typos

Watersound Beach
Live Music Live Music

The events listed include: July 1st - boukou groove, July 3rd - mat hall trio, July 6th - stormfolk, July 8th - the hoodoos, July 10th - string theory, July 13th - blue levee, July 15th - this side of 49, July 17th - taste of spice, July 20th - the typos, July 22nd - otha + kristi, July 24th - mat hall trio, July 27th - the wavy swinstons, July 29th - goldmine, July 31st - cade pierce, August 3rd - the typos, August 5th - boukou groove, and August 7th - mat hall trio.

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Mon, August 4

Face Paint and Crafts: Uniquely Clever

Watersound Beach
Family Fun Family Fun

They are invited to join Katlyn from Uniquely Clever for face painting and DIY kids' crafts every Friday. No sign-ups are needed; participants can just drop in and enjoy the activities, though fees do apply.

Learn More
Mon, August 4

Welded Jewelry Pop-Up w/ Spark Collection 30a

Watersound Beach
Markets & Shopping Markets & Shopping

The Spark Collection offers a curated selection of 14K solid yellow or white gold chains that can be crafted into bracelets, necklaces, anklets, and rings. Customers can join them for a welded jewelry experience at their pop-up events.

Learn More
Mon, August 4

DJ Dance Party

Watersound Beach
Family Fun Family Fun

Attendees are invited to an ultimate family dance party featuring DJ Dan Davis, who will play popular hits from 6 to 9:30 PM. The event promises a night of high-energy fun, dancing, and family-friendly entertainment for all who attend.

Learn More
Tue, August 5

Live Music on Stage: Boukou Groove

Watersound Beach
Live Music Live Music

The event schedule for July and August includes various musical performances. In July, performances include Boukou Groove on the 1st, Mat Hall Trio on the 3rd and 24th, Stormfolk on the 6th, The Hoodoos on the 8th, String Theory on the 10th, Blue Levee on the 13th, This Side of 49 on the 15th, Taste of Spice on the 17th, The Typos on the 20th, Otha + Kristi on the 22nd, The Wavy Swinstons on the 27th, Goldmine on the 29th, and Cade Pierce on the 31st. In August, The Typos are scheduled for the 3rd, Boukou Groove for the 5th, and Mat Hall Trio for the 7th.

Learn More
Wed, August 6

Face Paint and Crafts with Uniquely Clever

Watersound Beach
Family Fun Family Fun

Attendees are invited to participate in Face Painting & DIY Kids Crafts. Katlyn from Uniquely Clever will lead hands-on crafts and colorful face painting every Friday. No sign-ups are needed; participants can drop in and enjoy, though fees may apply.

Learn More

Reviews - 2

julie
Mar 2025 Airbnb
elle
Oct 2024 Airbnb

Host Family

Diamond Office at Sunnyside

Roy Foreman
Joseph Hunter
Mackenzie Matthews
Chris Parsons
Haylee Becktel
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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