Our Tree House
Share
Our Tree House
Our Tree House by Oversee 30A | 2025 Diamond Winner-Best Rental Mgmt.
Modern style, coastal vibes, and just the right amount of “ahhh.” Our Tree House isn’t just a vacation home, it’s your group’s new 30A tradition. With five bedrooms, smart design, and serious comfort, this Watersound gem makes relaxing way too easy, including getting to the beach: It’s just a short bike ride or stroll away.
Highlights:
📍 Watersound
🏖️ Private deeded beach access!
🏡 5 bedrooms, 5.5 baths, including a carriage house
🚲 5 adult bikes for exploring 30A
💪🏼 Gated community with on-site security
😌 2 Living areas + 2 primary suites
☀️ Sunbathing deck and balcony
Inside, the main living area is open and bright, and made for lazy mornings and long evenings. The kitchen’s ready for a quick breakfast or cocktail shakers (your call), while the big dining table invites slow breakfasts, late dinners, and everything in between. Sink into the oversized sofa for movie night or an afternoon nap.
The first-floor primary suite? Soft lighting, sleek finishes, and a bathroom that could moonlight as a spa.
Just add bubbles. Upstairs, a second lounge opens to a sunlit balcony. Three additional bedrooms include another primary suite, a guest room, and a twin-over-queen bunk room, each with a flat-screen TV and en-suite bath.
Need even more space? The carriage house comes with its own queen bed, full bath, chill-out zone, and kitchenette. It’s basically a mini retreat for that friend who likes their coffee just so.
Outside, the private courtyard is the kind of place where time slows down. Fire up the grill, sip something cold on the porch, or stake your claim on the sun deck connecting the two houses. It’s peaceful, it’s pretty, and it pairs well with sandy feet.
Our Tree House is all the fun of a beach escape, with the polish of a designer stay. Kick off your shoes—and maybe keep them off all week.
Overview:
- .2 of a mile to the private beach access and community pool
-Parking: 2 designated spaces
-Beach Service: Includes 2 chairs and 1 umbrella (March–October)
-No Golf Carts: Rentals or personal golf carts are not permitted
-Community Guidelines: No weddings, parties, or gatherings exceeding guest limits
FIRST FLOOR
- Primary Bedroom: King bed, private bathroom, shower and soaking tub
SECOND FLOOR
- Primary Bedroom: King bed, private bathroom, shower
- Guest Bedroom: Queen bed, shared bathroom, shower/tub combo
- Bunk Room: Twin-over-queen bunk bed, private bath, shower
CARRIAGE HOUSE:
-Guest Room: Queen bed, private bathroom, shower
Check-in: 4:00 PM CST | Check-out: 10:00 AM CST
-
Take the 3D walkthrough.
-
Hassle-free check-in.
-
Add your trip dates to get the cancellation details for this stay.
House Rules
Who can stay.
-
11 guests maximum
-
No pets
What's allowed.
-
Check-in after 4:00 PM
-
Check-out before 10:00 AM
-
No smoking
-
No parties or events
Amenities
Outdoor
-
Balcony
Community Amenities
-
Community pool
Indoor
-
Wireless internet
-
Fireplace
Entertainment
-
Cable
-
Smart TV
Safety Features
-
Carbon monoxide detector
-
Fire extinguisher
Kitchen
-
Standard coffee maker
-
Microwave
-
Refrigerator
-
Toaster
-
Dishwasher
-
Stove
Bed And Bathroom
-
Hair dryer
-
Iron & board
-
Bathtub
Complimentary Items
-
5 Oversee bikes
- Beach chairs
Bed and Baths
1st Floor
Primary Bedroom
1 King bed
full bathroom
half bathroom
2nd Floor
Primary Bedroom
1 King bed
bedroom
1 Queen bed
bedroom
1 Bunk bed
full bathroom
full bathroom
full bathroom
bedroom
1 Queen bed
full bathroom
Location
Upcoming Events
Myami's Beach Hair
Watersound Beach
Family Fun
Myami's Henna offers various beach hair services, including mermaid hair, hair wraps, beach braids, and tinsel, though fees may apply.
Family Movie Night on the Jumbotron: The Lego Movie
Watersound Beach
Family Fun
Family Movie Nights at The Big Chill offer an unforgettable evening under the stars. The perfect night out for all ages, The Big Chill features favorite family flicks on its Jumbotron for guests to enjoy. On July 26, The Big Chill will show The Lego Movie.
Kristi Leann
Watersound Beach
Live Music
Pescado Seafood Grill and Rooftop Bar invites guests to enjoy brunch with live acoustic music from 10:30 AM – 1:30 PM every other Sunday. Pescado Sunday LIVE Music will feature Otha Allen Jr. on July 13 and Kristi Leann on July 27.
Myami’s Beach Hair
Watersound Beach
Arts & Culture
Myami’s Henna provides various beach hair services, including mermaid hair, hair wraps, beach braids, and tinsel. Fees apply for these services.
Live Music on Stage: The Wavy Swinstons
Watersound Beach
Live Music
The events schedule includes Boukou Groove on July 1 and August 5; Mat Hall Trio on July 3, July 24, and August 7; Stormfolk on July 6; The Hoodoos on July 8; String Theory on July 10; Blue Levee on July 13; This Side of 49 on July 15; Taste of Spice on July 17; The Typos on July 20 and August 3; Otha + Kristi on July 22; The Wavy Swinstons on July 27; Goldmine on July 29; and Cade Pierce on July 31.
Welded Jewelry Pop-Up w/ Spark Collection 30a
Watersound Beach
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.
DJ Dance Party
Watersound Beach
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.
Create Starfish Characters Workshop
Watersound Beach
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.
Myami’s Beach Hair
Watersound Beach
Markets & Shopping
Myami’s Henna offers various beach hair services, including mermaid hair, hair wraps, beach braids, and tinsel. Fees apply for these services.
Live Music on Stage: Goldmine
Watersound Beach
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.
Sat, July 26
Myami's Beach Hair
Watersound Beach
Family Fun
Myami’s Henna offers various beach hair services, including mermaid hair, hair wraps, beach braids, and tinsel, though fees may apply.
Sat, July 26
Family Movie Night on the Jumbotron: The Lego Movie
Watersound Beach
Family Fun
Family Movie Nights at The Big Chill offer an unforgettable evening under the stars. The perfect night out for all ages, The Big Chill features favorite family flicks on its Jumbotron for guests to enjoy. On July 26, The Big Chill will show The Lego Movie.
Sun, July 27
Kristi Leann
Watersound Beach
Live Music
Pescado Seafood Grill and Rooftop Bar invites guests to enjoy brunch with live acoustic music from 10:30 AM – 1:30 PM every other Sunday. Pescado Sunday LIVE Music will feature Otha Allen Jr. on July 13 and Kristi Leann on July 27.
Sun, July 27
Myami’s Beach Hair
Watersound Beach
Arts & Culture
Myami’s Henna provides various beach hair services, including mermaid hair, hair wraps, beach braids, and tinsel. Fees apply for these services.
Sun, July 27
Live Music on Stage: The Wavy Swinstons
Watersound Beach
Live Music
The events schedule includes Boukou Groove on July 1 and August 5; Mat Hall Trio on July 3, July 24, and August 7; Stormfolk on July 6; The Hoodoos on July 8; String Theory on July 10; Blue Levee on July 13; This Side of 49 on July 15; Taste of Spice on July 17; The Typos on July 20 and August 3; Otha + Kristi on July 22; The Wavy Swinstons on July 27; Goldmine on July 29; and Cade Pierce on July 31.
Mon, July 28
Welded Jewelry Pop-Up w/ Spark Collection 30a
Watersound Beach
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.
Mon, July 28
DJ Dance Party
Watersound Beach
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.
Tue, July 29
Create Starfish Characters Workshop
Watersound Beach
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.
Tue, July 29
Myami’s Beach Hair
Watersound Beach
Markets & Shopping
Myami’s Henna offers various beach hair services, including mermaid hair, hair wraps, beach braids, and tinsel. Fees apply for these services.
Tue, July 29
Live Music on Stage: Goldmine
Watersound Beach
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.
Host Family
Diamond Office at Sunnyside
Office location:
Diamond Office at Sunnyside, Florida
Contact Diamond Office at Sunnyside
Our Tree House
Rosemary Beach - Sleeps 11
5 bedrooms - 5 beds - 5.5 baths