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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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Guest favourite
An open layout reveals a cozy sleeping area with a full-size bed, a small dining table set for two, and a kitchenette equipped with essential appliances. A doorway leads to a private bathroom. Soft lighting enhances the overall warmth of the space.
Home in Deltona
4.87 out of 5 average rating, 53 reviews

Welcome to your stylish, cozy and Tiny Apartment!

Welcome to your cozy Tiny Apartment located in a quiet, safe neighborhood just 15 minutes from Springs, 35 min from Orlando theme parks. 25 min from Daytona International Speedway, 30 min from the beautiful beaches of Daytona, and just 5 min from major stores such as Walmart, Publix, CVS. Our Tiny Apartment has: -Private access -Full size bed -Kitchen -Private bathroom -Fast Wifi -Private parking It is ideal for couples and solo travelers looking for a quiet, comfortable and central location.

Guest favourite
Treehouse in Geneva
4.89 out of 5 average rating, 1,096 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.

Top Guest favourite
A studio-style living space features a spacious bed with neutral bedding, complemented by decorative pillows. A round mirror hangs over a wooden nightstand. The kitchenette area includes a small microwave and cabinetry, while an area rug adds warmth to the wooden floor.
Guest suite in Sanford
4.97 out of 5 average rating, 250 reviews

The Secret Sanctuary in Sanford, 5min from Airport

Welcome to your quiet, spacious, and private sanctuary. Enjoy all new appliances in the full size kitchen, a 50” flat screen TV, and a shaded outdoor area surrounded by greenery. It is located only minutes from the Orlando Sanford International Airport, Historic Downtown Sanford’s restaurants and shops, Lake Monroe’s scenic waterfront, and is centrally located between Florida’s beaches and the amusement parks. **Space is cleaned with EPA approved cleaners, including high touch surfaces**

Guest favourite
A well-manicured pathway leads to the studio, surrounded by lush greenery and colorful plants. Visible are large windows framed by white curtains, providing a view of the scenic lake. A patio with a red umbrella and a picnic table is accessible for outdoor relaxation.
Guesthouse in Lake Mary
4.94 out of 5 average rating, 114 reviews

Nature Unique lake view Tiny Guest studio

Tiny Guest house studio with separate entrance for privacy and amazing Lake view. Unlimited rental of 2 Blue kayaks included during stay!! Walking distace from windixie supermarket, downtown lake Mary, restaurants, shopping centers, entertainment and dunking Donuts. Common areas outside studio are shared. Property is at lake Mary across Country club, close to Sanford, Boombah Sports, Orlando Fl. 30 min to Daytona Beach. Near Wekiva springs. To go to Disney, easy access to I-4 and 4-17.

Guest favourite
Guesthouse in Sanford
4.95 out of 5 average rating, 184 reviews

Little Hidden Cottage- Near Sanford Airport

Located in Sanford FL, our Hidden Little Cottage is a private studio guest house with its own entrance, features full kitchen & bath room, queen size bed, full size pull out couch & twin size travel bed, & provides flexible self check-in. We are located 7 minutes from the Sanford Airport and Boombah Sports Complex, 10 minutes to Downtown Sanford, I –4 & 4–17. We’re also central to many Central Florida attractions such as Natural Springs, Sandy Beaches, Theme Parks and Historic Districts

Top 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
4.96 out of 5 average rating, 112 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.

Guest favourite
A cozy living area is furnished with a sofa adorned in blue and neutral tones, accompanied by a woven chair. A wooden coffee table is placed in front of the sofa. A wall-mounted television is visible, with a light fixture illuminating the space.
Guesthouse in Deltona
4.84 out of 5 average rating, 113 reviews

Tranquil Hideaway

This serene home offers the perfect blend of comfort and convenience. Located just minutes from Green Springs State Park, you'll enjoy easy access to outdoor adventures. Inside, you'll find a spacious living area, a fully equipped kitchen, and comfortable bedrooms with queen-size beds. Ideal for remote workers, the dedicated workspace provides a quiet and productive environment. Whether you're seeking a family vacation or a romantic getaway, this home has everything you need.

Top Guest favourite
Home in Orange City
4.99 out of 5 average rating, 134 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

Top Guest favourite
A well-lit studio features a spacious bed dressed in light bedding, complemented by a yellow throw. A small dining table with two black chairs sits beside it. A painting of flowers adorns the wall, while a ceiling fan provides airflow.
Guesthouse in Deltona
4.95 out of 5 average rating, 38 reviews

Cozy Guest Studio near Orlando, Beaches & Springs

Welcome to our cozy and private studio! 🏡 Located on the left side of the main house, with its own fenced patio ☀️, perfect for relaxing. Enjoy a mini kitchen 🍳, comfy sofa 🛋️, queen-size bed 🛏️, 55” TV 📺, private bathroom 🚿, and closet 👕. Close to springs ⛲ (15–25 min), beaches 🏖️ (30 min), and Disney 🎢 (45 min)! Wi-Fi and free parking included. We’d love to host you!

Top Guest favourite
A modern, open interior showcases wooden beams above, with a ceiling fan and mounted flat-screen TV. A comfortable seating area with dark leather recliners is visible. A cozy sleeping area features a spacious bed with blue linens. A dining table complements the space, surrounded by light-colored chairs.
Guesthouse in Deltona
4.99 out of 5 average rating, 140 reviews

Crater Key Lake House

Welcome to your lakeside retreat like no other! Our Airbnb offers the perfect blend of relaxation and convenience. Indoors, modern comfort meets tech-savvy convenience. Whether you're seeking a serene escape or an action-packed vacation, our Airbnb offers the best of both worlds. Book your stay today and make memories that will last a lifetime.

Guest favourite
The exterior of the historic bungalow features a white façade and well-maintained landscaping, with palm trees framing the entrance. A flag is displayed on the left side, and a paved driveway leads to the door. A lamp post adds to the inviting curb appeal.
Home in Sanford
4.92 out of 5 average rating, 199 reviews

“The Shed" in Historic Downtown Sanford

Welcome to the shed! This adorable 1910 historic bungalow will meet all your getaway needs. Come with your toys because this property has accommodations for your bikes, trikes, golf carts, and mid to small fishing boats. Come hang out at the fire pit with a special someone and stroll down to the local restaurants, shops, and bars.

Top Guest favourite
A second-story balcony features white railings and overlooks a lush yard. Two chairs are positioned on the balcony, while the building's grey exterior is complemented by a metal roof. Leafy branches frame the upper section of the image.
Apartment in DeBary
4.94 out of 5 average rating, 148 reviews

Farmhouse Apartment in a Great Location

Farmhouse type decor in a quiet neighborhood near Gemini Springs which has bike and hiking trails by the St John’s River. Boat launches nearby (free), lots of local dining. Located between the Orlando area as well as Daytona. The Sunrail station is very close and it can take you into the Orlando area-Winter Park is a fun trip.

Popular amenities for Osteen holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Volusia County
  5. Osteen