Holiday rentals 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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Top guest favourite
A well-appointed bedroom features a dark wood bed with decorative pillows and a light-colored blanket. A ceiling fan and bedside lamp illuminate the space. A dresser is positioned near the door, and a small television is mounted on the wall, with a refrigerator located in the corner.
Flat in Lake Helen
4.92 out of 5 average rating, 24 reviews

Cozy Apartment in Lake Helen

You need a place that will be the perfect springboard for your Florida adventures. This centrally located apartment is the perfect base camp. Located only 30 minutes from our world famous beaches, 20 minutes from Daytona International Speedway, 50 minutes from Disney's Magic Kingdom, Universal Studios & lots of springs, rivers, lakes and other adventures. This is the perfect place no matter where you're headed. When you get back you'll relax in stylish comfort in this 1 bedroom 1 bath apartment.

Guest favourite
The kitchen features wooden cabinetry and a countertop with a double sink. Essential appliances include a coffee maker, microwave, and stove. Natural light enters through a window overlooking lush greenery, enhancing the space's functionality.
Cottage in New Smyrna Beach
4.85 out of 5 average rating, 335 reviews

Samsula Cottage peaceful setting and relaxing

1926 Samsula cottage has a relaxed quiet beach feel. It is off highway 44 and ten minutes to the beach close to Daytona racing. The cottage sits on 10 acres room for bikes, and Rv’s. It can sleep 4. Pet friendly and there is an enclosed pet run or shed for bikes. Golfing and good restaurants are three minutes. DisneyWorld is one hour away. We have one bedroom with queen bed and one queen sleeper in the patio area. The space sleeps four. We are following cleaning guidelines recommended by Airbnb.

Top guest favourite
A comfortable living area is furnished with a spacious sectional couch and a large flat-screen TV. Natural light floods in through large glass sliding doors that open to an ocean view, offering a seamless connection to the outdoor space.
Apartment in Sea Woods
5 out of 5 average rating, 43 reviews

Luxury Beachfront Condo Steps to Beach & Pool

Welcome to Sunrise Villa! Our newly renovated 2 bed, 2 bath condo at Hacienda Del Sol I offers stunning ocean views, a heated pool, and is just steps from the beach. Only 2 miles away from Flagler Ave, JB's Fish Camp, and right across the street from a shopping plaza. All you'll need to pack is your suit for your affordable luxury vacation. Can't find dates you want? We have another property on the 5th floor in this building--with stunning views. https://www.airbnb.com/rooms/1237731137302111980

Guest favourite
Treehouse in Geneva
4.89 out of 5 average rating, 1,109 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 charming houseboat with a teal exterior is shown moored at a marina, reflecting in calm waters. The upper deck is accessible by a ladder, and neighboring vessels and palm trees form a scenic background.
Houseboat in Sanford
4.96 out of 5 average rating, 126 reviews

Downtown Marina Floating Home Historic Sanford

You'll love this unique romantic escape located in historic downtown Sanford! This is a nearly new built top of the line Houseboat and you will be amazed at all the amenities fit on this 12x40 floating tiny home. Nicely suited for one couple. One step to get in and then all on one level other than the upper deck. (Ladder) Max occupancy at any time is 4. Walking distance to downtown restaurants, shops and so much more. Note that this is a very small space if you are used to a full size home.

Top guest favourite
The sleeping area features a spacious bed with crisp white linens and a decorative pillow in the center. Soft lighting is provided by two bedside lamps on wooden tables, and a piece of abstract wall art adds a subtle touch above the bed. Greenery is present in the form of a hanging plant.
Tiny home in Lake Helen
4.97 out of 5 average rating, 417 reviews

Mira Bella North

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 South)

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, 121 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.

Top guest favourite
A tranquil outdoor setting features a palm tree illuminated by string lights. A metal table with matching chairs sits on a patio overlooking a reflective lake, creating a peaceful atmosphere for enjoying evening gatherings.
Home in DeBary
5 out of 5 average rating, 128 reviews

Lake house Getaway/close to beach or theme parks

Enjoy a relaxing family getaway. Feed the ducks, catch some fish from shore or enjoy the Florida weather by relaxing on the outdoor patio watching the beautiful Florida sunset. Our house has 3 beautifully decorated rooms to highlight some of Central Florida’s favorite places. There is a Mickey Mouse room and a beach themed room. There is also a game room to make lots of lasting memories with your family. We are only 40 minutes to Daytona & New Smyrna Beach. 45 minutes to theme parks.

Guest favourite
A comfortable brown leather sectional sofa is positioned against a dark shiplap wall. A mirror with a decorative frame hangs above, accompanied by two wall sconces providing soft lighting. A small table, adorned with a green plant, complements the inviting seating area.
Home in DeBary
4.91 out of 5 average rating, 35 reviews

Joy’s Den Pool Home

Welcome to our spacious and comfortable home in Debary, Florida! This charming 3-bedroom, 2-bathroom house is the perfect getaway for families or groups looking to unwind in style. With a private salt water pool, cozy indoor spaces, it's an ideal retreat for both relaxation and fun! Whether you're here for a relaxing getaway or to explore Central Florida’s attractions, this home provides the perfect base for your adventures. We look forward to hosting you!

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
4.97 out of 5 average rating, 36 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.

Top guest favourite
A welcoming entrance features a bright red door beneath a yellow awning. A pathway made of pavers leads to several outdoor seating arrangements, with black metal tables and chairs. Lush green grass and trees are visible in the background, offering a serene atmosphere.
Guest suite in Geneva
4.96 out of 5 average rating, 247 reviews

The Weathered Inn at Cedar Knoll Flying Ranch

Fly in with your personal airplane to our private airport or cruise the Saint John’s river and tie up to our dock or hop in your car in and enjoy 130 acres of pristine Florida living ! We have a $20 maintenance fee for use of a golf cart to enjoy trails, head to the water to fish or visit our Scottish Highland cows and their babies! Go kayaking, fishing or canoeing on the St. John’s River or just enjoy the Florida sunshine!

Top guest favourite
A bright pink flamingo and a white unicorn float are positioned in a crystal-clear pool. Sunlight reflects off the water's surface, while lush greenery is visible in the background, adding to the relaxing outdoor environment.
Home in Oviedo
4.95 out of 5 average rating, 133 reviews

3 bedroom Modern pool home,close to UCF&Boombah

Welcome to the beautiful city of Oviedo! Located in Central Florida and with easy access to all your vacation needs - beaches, Disney, Universal, SeaWorld and so much more! Our home is equipped for family/friends gatherings and has everything you'll need for the most relaxing vacation. For your convenience, this home includes washer, dryer and free wifi.

Popular amenities for Osteen holiday rentals

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