Vacation rentals in Osteen

Independent Unique Lake guest house/kayaks/jacuzzy

Independent Guest house with a beautiful lake where you can have unlimited kayaking use during your stay as option(2 kayaks). Property is at lake Mary across Country club, close to Sanford, Boombah Sports, Orlando Fl, walking distance to windixie super market, downtown Lake Mary, dunking donuts , near Orlando Sanford International Airport. Walk to many restaurants and entertainment, 30 min to Daytona Beach. Near Wekiva springs. To go to Disney or Universal, we have easy access to I-4 and 4-17.

LakeFront Paradise Retreat

Dear Prospective Guests, Discover serenity at Lakehouse Paradise Retreat, your ideal escape for rejuvenation and quality time with family and friends. Enjoy the peaceful environment while being close to Florida’s vibrant attractions, including diverse dining, boutique shopping, and nightlife. Whether you're headed to Deltona's attractions, the Daytona 500, exploring Daytona Beach, or visiting Disney parks, adventure awaits. Experience the charm of our meticulously curated retreat. Warmly Vera

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.

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.

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.

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.

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)

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.

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.

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.

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.

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!