Holiday rentals in Osteen

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Top-rated holiday rentals in Osteen

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Top guest favourite
A spacious balcony offers two high-back chairs and a small grill, overlooking a serene lake surrounded by tall trees. The wooden deck features ample space for relaxation, with sunlight streaming across the area.
Guest house in Deltona
5 out of 5 average rating, 53 reviews

Guest house on the lake. Trailer parking available

Welcome to our Lakeside Retreat! Nestled along the tranquil shores of a picturesque lake, our Airbnb offers a serene escape from the hustle and bustle. - Enjoy breathtaking views from the private balcony. - Unwind in the cozy living space. - A prime spot for bird lovers! - Kayak, paddleboard, or fish on the lake. This charming getaway blends modern comfort with natural beauty, promising a rejuvenating experience for every guest. Motorcycle parking is available in the garage. Trailers welcome.

Guest favourite
A bright and functional studio apartment features a full-size bed with gray accents and a kitchen area equipped with white cabinetry. A small dining table with chairs is positioned alongside a countertop. A private bathroom is accessible through a sliding door.
Flat in Deltona
4.89 out of 5 average rating, 37 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.

Superhost
Treehouse in Geneva
4.89 out of 5 average rating, 1,076 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.

Guest favourite
A spacious pool house is visible behind a lush, green lawn, surrounded by trees. A paved path leads to the inviting pool area, while a gated fence provides added privacy. Sunlight filters through the leaves, creating dappled patterns on the grass.
Bungalow in Maitland
4.88 out of 5 average rating, 588 reviews

Maitland-Orlando Area, FL. Pool House Bungalow

Large open space adjacent to a beautiful pool, waterfall, and fantastic lake view. 27 miles to Disney World, close to Park Avenue, local hospitals, Universities, and less than an hour to local beaches. Only 18 miles to MCO-Orlando International Airport. Great shopping within 3 miles. Location is secluded with large trees, lakeside, and adjacent to the commuter train track. The train runs by on regular basis. Please note in the pictures the pool creates the ambiance to make your stay complete.

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, 116 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
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
4.98 out of 5 average rating, 239 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
Guest house in Sanford
4.95 out of 5 average rating, 172 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

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
4.95 out of 5 average rating, 107 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
Home in Orange City
4.98 out of 5 average rating, 120 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

Guest favourite
The studio features a well-organized layout with a spacious area containing two beds, one with a dark throw and accent pillows. A desk with a chair is positioned nearby, while soft lighting from bedside lamps creates a cozy ambiance. A scenic wall art piece complements the decor.
Flat in Deltona
4.93 out of 5 average rating, 44 reviews

Relaxing Studio Suite – Big Bath + Private Entry

Stay in a prime location between Daytona Beach and Orlando! This private studio offers a queen bed and queen sofa bed, perfect for couples, families, or solo travelers. Relax in a spacious bathroom with a walk-in shower and bathtub for ultimate comfort. Just a short drive to top attractions: • 30 min to Daytona Beach ☀️🏖️ • 40 min to Orlando’s theme parks 🎢✨ • 15 min to Blue Spring State Park 🌿💦 Enjoy a peaceful retreat with easy access to adventure!

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
4.95 out of 5 average rating, 238 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 light-filled living space features a gray sofa positioned across from an open doorway leading to a porch. A round white coffee table displays a decorative tray, while a wall clock and nature-themed artwork add subtle touches to the room.
Tiny home in Lake Helen
4.99 out of 5 average rating, 475 reviews

Mira Bella South

Tiny Home (one of two guest houses) on a private 13 acres in a small equestrian town. Away from the main house, so it is private, but not isolated. Ideal for 2 guests, but there is a pull-out sofa which could be comfortable for one more adult or a couple younger kids. (Some have mentioned it's not that comfy for grown-ups. Very firm.) (If dates you want are unavailable, search for Tiny Home in Lake Helen - Mira Bella North.)

Popular amenities for Osteen holiday rentals

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