
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.

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.

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.

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

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.

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.

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)

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.

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.

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!

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.

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!

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
Other great holiday rentals in Osteen

Best View Peck Plaza 22NE Ocean Frt & Spring Open

LakeFront Paradise Retreat

Cozy Villa with Fire Pit & BBQ

Sweet Retreat in Sanford Historic District

Calm, Cozy, and Country Guest Suite

Balfour Palms

Feels Just Like Home | Pet Friendly + Fire Pit

River City Retreat
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort
- Walt Disney World Resort Golf
- Disney Springs
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Discovery Cove
- ESPN Wide World of Sports
- Give Kids the World Village
- Epcot
- Disney's Animal Kingdom Theme Park
- Daytona International Speedway
- Kia Center
- Old Town
- Playalinda Beach
- Aquatica
- Camping World Stadium
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- ChampionsGate Golf Club




