Holiday houses in Osteen

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Top-rated holiday rentals in Osteen

Guests agree: these stays are highly rated for location, cleanliness and more.

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Treehouse in Geneva

4.89 out of 5 average rating, 1155 reviews

Treehouse at Danville

Private Getaway seen on Netflix' Most Amazing Vacation Rentals! Fulfill your dream of staying in a tree house! For safety reasons, this venue is for adults only. We do not allow children or pets. The Treehouse has a tree trunk elevator, private shower, air-conditioning, and real toilet inside so that you can bring your significant other(no compost toilet here). This 18 foot yurt has accent lighting to create the mood of living in the trees on a starry night. Danville is a glamping experience.

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Guest favourite

Home in Geneva

5.0 out of 5 average rating, 5 reviews

Unique Luxurious Tree Chalet Near Disney & Beaches

Escape gravity and ditch ordinary at this jaw-dropping stilted cabin in Geneva, Fl. This architectural marvel elevates your vacation - literally with 3BR/2BA which sleeps 6 humans comfortably (and approved pets). Conquer the spiral staircase to find open-concept luxury, a chef-ready kitchen, and dual porches built for epic morning coffees. The Perks: Backyard Oasis - Private patio and fountain for peak relaxation. Prime Location: 1hr from Disney, minutes to Lake Harny and local nature trails.

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Top Guest favourite

A cozy hammock is suspended from a large tree, bathed in warm sunlight filtering through the leaves. The tranquil lake reflects the surrounding greenery, creating a serene outdoor space ideal for relaxation and enjoying nature.

Home in Deltona

5.0 out of 5 average rating, 62 reviews

Charming Lake home w/great patio for family time

Finally en Casa is in a quiet area of Deltona by lake Theresa. 1 room has a full size futon, 2nd room a queen bed & master w/king. Enjoy a nice dinner outside . Huddle around the fire pit by the lakeside. Have fun with board games & the big jenga set. Fishing rods & pedal boat for use. 2 miles to Publix & CVS, 42 mins to Universal, 56 to Disney & 30 mins to the Daytona Race track. How about a psychic reading at Cassadega. Garage space isn't available. Access to laundry room is granted.

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Top Guest favourite

Tiny home in Lake Helen

4.99 out of 5 average rating, 545 reviews

Mira Bella South

Tiny Home with full kitchen on a peaceful 13 acres in a small town. Owner lives on site, but the tiny home is away from the main house so it is private. Ideal for 2 guests, but there is a pull-out sofa which could be comfortable for one more adult or a couple kids. Room for more than one car or a trailer. (Not suitable for 4-legged travelers due to free ranging ducks, peacocks and close proximity to horses and miniature donkeys) (If your dates are unavailable, search Mira Bella North)

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Top Guest favourite

The cabin is viewed from the water, surrounded by lush green foliage and tall trees featuring hanging Spanish moss. A small private dock is visible in the foreground, leading to a gentle slope from the water's edge to the cabin.

Cabin in Orange City

4.97 out of 5 average rating, 72 reviews

Manatee Manor/The Harvey House

A private cabin located in a vast wildlife conservation area inside Blue Spring State Park near Orange City, Florida. This is the perfect spot for a truly unique and secluded Florida experience with the nearest private residence being almost a mile away. Enjoy panoramic views of the St. Johns River from the entire property and watch manatees swim by from the private dock. Great for outdoor activities, observing wildlife and fishing. The perfect place to relax and get in touch with nature.

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Guest favourite

A charming houseboat with a distinctive gabled roof is shown docked by the marina. The exterior is adorned with orange doors and a welcoming porch. Reflections in the calm water create a serene atmosphere, surrounded by other boats and the soft colors of dawn in the background.

Houseboat in Sanford

4.92 out of 5 average rating, 49 reviews

The Famous Houseboat in Sanford (featured on HGTV)

The Famous Tiny Houseboat named ‘Downtown Dharma’ is a gorgeous floating houseboat parked at the Monroe Harbour Marina in beautiful Historic Downtown Sanford, Florida just 20 minutes North of Orlando FL. It was made famous after being built on HGTV’s Tiny House Hunters TV show in Season 4, Episode 13. Over 500 sq ft, entire house on the water, full bath, kitchen, living room, bedroom, chill space (extra couch for tiny person) and porch. Super unique and cool space you're sure to love!

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Guest favourite

The inviting living room features a light-colored sofa flanked by two dark gray armchairs. A round coffee table is centrally placed, surrounded by a textured area rug. Natural light is provided by large windows, enhancing the room's spacious feel.

Home in Deltona

4.94 out of 5 average rating, 132 reviews

Stunning home with screened patio & fenced yard

Renovated family home in a quiet residential neighborhood. 45 minutes away from Daytona Beach and New Smyrna Beaches, and an hour away from Disney, Universal Studios, Animal kingdom, Epcot, and all Orlando attractions. Deltona is know for its many lakes and Springs. Family friendly and centrally located between Daytona Beach and Orlando parks. Daytona Speedway is only 36 minutes drive. Visiting with an infant, for your convenience, we provide a Playpen, a bouncing seat, and a tub.

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Top Guest favourite

A serene view of Lake Mary is framed by a large tree and a white post. The sky transitions into vibrant hues as the sun sets, reflecting softly on the water's surface. A lamp illuminates the foreground, enhancing the peaceful lakeside atmosphere.

Guesthouse in Lake Mary

4.97 out of 5 average rating, 153 reviews

Sunset Cottage in Lake Mary, Florida

Located on beautiful Lake Mary, this completely renovated studio sized guest house offers beautiful sunsets over the lake from a private patio. A comfortable queen bed, stylish sitting area and fully stocked kitchenette make for a wonderful stay in the Lake Mary- Sanford area. Minutes from the Sanford airport, close to the Sunrail station and 45 minutes to either Disney World or the beach. Our guest cottage is a perfect place to visit. Please note: The cottage is lakeview only.

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Guest favourite

A sun deck features two white lounge chairs positioned on vibrant green artificial grass. The surrounding walls are adorned with black and white tropical-themed artwork, complemented by two windows providing natural light. A clear blue sky is visible above, enhancing the inviting outdoor space.

Boat in Sanford

4.91 out of 5 average rating, 371 reviews

Unique Concrete House Boat! No cleaning fees!

This ferrocement boat Later Gator was made in Sweden in 1973. That’s right! It’s made of concrete! The boat circumnavigated the globe twice before eventually ending up here in sunny Sanford FL. We spent 2 years completely renovating everything and tried to leave as much of the boat’s original personality intact while adding modern amenities. Laundry facilities, showers and restrooms, diner, and marina store all on site, and downtown historic Sanford and river walk close by.

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Top Guest favourite

Home in Orange City

4.99 out of 5 average rating, 165 reviews

The Lemon Cottage -NO EXTRA FEES

Our cottage is nestled in Orange City RV Park. It is your home away from home! Our kitchen is equipped with all pots, pans, and dishes you will need. Our living room has a queen pull out sofa. Our bathroom provides towels, shampoo & conditioner, and a hair dryer. The bedroom has a queen size bed. We are pet friendly; we allow up to two pets. - 20m Daytona Speedway - 26m Daytona Beach - 35m Universal Studios - 41m Disney World - 66m Kennedy Space Center - 73m Legoland

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Top Guest favourite

An enclosed patio features a large dining table surrounded by six chairs, providing a relaxed space for meals. Comfortable seating is arranged nearby. The expansive glass walls offer clear views of the St. Johns River and the lush landscape outside, inviting natural light into the space.

Home in Osteen

4.98 out of 5 average rating, 41 reviews

Gorgeous St. Johns River home 3bdrm/2 bth

Welcome to La Casita on Lemon Bluff retreat located directly along the St. Johns River, where modern elegance meets natural serenity. Enjoy an open kitchen, chic bedrooms, and spa-like bathrooms. As the day winds down, sip cocktails on the dock or unwind in the enclosed patio while barbecuing. La Casita seamlessly blends comfort and sophistication, offering a tranquil escape where the river extends your living space. Book now for a serene riverside retreat.

LocationFamilyLayout

Guest favourite

A welcoming living area features comfortable seating arrangements around a central ottoman. A large television is placed on a stylish console, with decorative plants and artwork enhancing the space. Natural light streams through windows, contributing to a bright, inviting environment.

Home in Sanford

4.97 out of 5 average rating, 183 reviews

The Cypress House

This beautiful 2 bedroom, 1 bathroom Ranch Style home is conveniently located 3.5 miles from the Sanford International Airport and Boombah Sports Complex. The inviting landscape and backyard where you can cool off in the rustic style stock tank pool or grill out and relax on the patio. The open floor plan creates a spacious feel and every finish was selected with care. For a glamping experience check out our other listing: https://abnb.me/z3XrgOSPNFb

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