Our Tree House
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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
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Take the 3D walkthrough.
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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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11 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
Outdoor
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Balcony
Community Amenities
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Community pool
Indoor
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Wireless internet
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Fireplace
Entertainment
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Cable
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Smart TV
Safety Features
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Carbon monoxide detector
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Fire extinguisher
Kitchen
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Standard coffee maker
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Microwave
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Refrigerator
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Toaster
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Dishwasher
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Stove
Bed And Bathroom
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Hair dryer
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Iron & board
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Bathtub
Complimentary Items
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5 Oversee bikes
Bed and Baths
1st Floor
Primary Bedroom
1 King bed
full bathroom
half bathroom
2nd Floor
Primary Bedroom
2 King beds
bedroom
1 Queen bed
bedroom
1 Bunk bed
full bathroom
full bathroom
full bathroom
bedroom
1 Queen bed
full bathroom
Location
Upcoming Events
Wild Sea Turtle Wednesdays
Watersound Beach
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.
Face Paint & Crafts w/ Uniquely Clever
Watersound Beach
Workshops & Classes
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.
Family Movie Night
Watersound Beach
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.
Farmers' Market!
Watersound Beach
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.
Miami’s Beach Hair
Watersound Beach
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.
Tie-Dye Workshop
Watersound Beach
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.
Ronni Kay & The Musical Gentlemen
Watersound Beach
Live Music
Attendees are invited to enjoy live music performed by Ronni Kay & The Musical Gentlemen on stage. They can savor drinks, enjoy a meal, and dance with friends.
Sounds Like Summer – Neighborhood Fun Run
Watersound Beach
Arts & Culture
Each month, The Seaside REP presents a unique children's play, offering families a delightful evening or a chance to participate in a friendly Neighborhood Race with Fleet Feet. The 30A Songwriter’s Festival Showcase highlights nationally recognized artists such as the Abe Patridge Band, Ruthie Foster, Gurufish, and Livingston Taylor. The Pavilion at Watersound Town Center, equipped with ample parking, a covered pavilion, and ceiling fans, is rapidly becoming a favored location for outdoor events in South Walton. These events are free and accessible to the public.
Improv Show
Watersound Beach
Family Fun
Families seeking an engaging and interactive experience away from routine and screens can visit The REP Theatre's family-friendly improv shows at The Big Chill 30A. These performances offer a chance to foster creativity, share laughter, and create lasting memories as the audience's suggestions are transformed into unexpected and humorous scenes. The talented actors from The REP Theatre use audience input to fuel a series of fast-paced and entertaining improv games. The excitement grows as children of all ages are invited to participate in simple and engaging games alongside the performers. This improv adventure promises new surprises with every game, driven by the imaginative ideas of the families involved.
Face Paint & Crafts w/ Uniquely Clever
Watersound Beach
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.
DJ Dance Party!
Watersound Beach
Family Fun
DJ Dan Davis will host a family-friendly dance party from 6:00 to 9:30 PM.
Miami’s Beach Hair
Watersound Beach
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.
Wed, June 18
Wild Sea Turtle Wednesdays
Watersound Beach
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.
Wed, June 18
Face Paint & Crafts w/ Uniquely Clever
Watersound Beach
Workshops & Classes
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.
Wed, June 18
Family Movie Night
Watersound Beach
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.
Thu, June 19
Farmers' Market!
Watersound Beach
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.
Thu, June 19
Miami’s Beach Hair
Watersound Beach
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.
Thu, June 19
Tie-Dye Workshop
Watersound Beach
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.
Thu, June 19
Ronni Kay & The Musical Gentlemen
Watersound Beach
Live Music
Attendees are invited to enjoy live music performed by Ronni Kay & The Musical Gentlemen on stage. They can savor drinks, enjoy a meal, and dance with friends.
Thu, June 19
Sounds Like Summer – Neighborhood Fun Run
Watersound Beach
Arts & Culture
Each month, The Seaside REP presents a unique children’s play, offering families a delightful evening or a chance to participate in a friendly Neighborhood Race with Fleet Feet. The 30A Songwriter’s Festival Showcase highlights nationally recognized artists such as the Abe Patridge Band, Ruthie Foster, Gurufish, and Livingston Taylor. The Pavilion at Watersound Town Center, equipped with ample parking, a covered pavilion, and ceiling fans, is rapidly becoming a favored location for outdoor events in South Walton. These events are free and accessible to the public.
Fri, June 20
Improv Show
Watersound Beach
Family Fun
Families seeking an engaging and interactive experience away from routine and screens can visit The REP Theatre’s family-friendly improv shows at The Big Chill 30A. These performances offer a chance to foster creativity, share laughter, and create lasting memories as the audience’s suggestions are transformed into unexpected and humorous scenes. The talented actors from The REP Theatre use audience input to fuel a series of fast-paced and entertaining improv games. The excitement grows as children of all ages are invited to participate in simple and engaging games alongside the performers. This improv adventure promises new surprises with every game, driven by the imaginative ideas of the families involved.
Fri, June 20
Face Paint & Crafts w/ Uniquely Clever
Watersound Beach
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.
Fri, June 20
DJ Dance Party!
Watersound Beach
Family Fun
DJ Dan Davis will host a family-friendly dance party from 6:00 to 9:30 PM.
Sat, June 21
Miami’s Beach Hair
Watersound Beach
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.
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 - 6 beds - 5.5 baths