Holiday rentals in Osteen

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.

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

The Greenhouse

Escape to The Greenhouse, a fully-renovated 3-bed, 2-bath home next to Lake Harney Wilderness Area. Set on 5 peaceful acres at Deer Haven Hacienda, this retreat features a beautiful garden and chickens. Enjoy a 10-person hot tub, heated/cooled Florida room, covered back deck, Blackstone griddle, pizza oven and outdoor fire pit. Relax in nature, yet just 1 hour from Orlando’s theme parks and attractions. Experience the charm of rural living while being close to all Central Florida has to offer!

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.

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)

The Famous Houseboat in Sanford (featured on HGTV)

The Famous Tiny Houseboat named ‘Downtown Dharma’ is a gorgeous floating houseboat parked at the Monroe Harbour Marina in beautiful Historic Downtown Sanford, Florida just 20 minutes North of Orlando FL. It was made famous after being built on HGTV’s Tiny House Hunters TV show in Season 4, Episode 13. Over 500 sq ft, entire house on the water, full bath, kitchen, living room, bedroom, chill space (extra couch for tiny person) and porch. Super unique and cool space you're sure to love!

Chamorro Retreat Home with Heated Pool

Have fun with the whole family at this stylish place with HEATED POOL. With an Elegant Boho vibe, this home is ideal to decompress and connect with your loved ones. The kitchen is a dream! Strategically designed to ensure a Relaxed Getaway Experience while enjoying a tastefully outlined lodging place. Conveniently located within 45 minutes to all Orlando theme parks to famous Daytona Beach Shores. A lot of commerce is nearby. (NO PETS) (ADDITIONAL FEE APPLY TO HAVE THE POOL HEATED)

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.

Sanford airport/lakehouse/Boombah/venue1902

This Silver Lake Estate is perfect for a quick getaway. Located 1 mile from Sanford airport,1 hour from Disney,40 min to the Atlantic Ocean and 10 min drive to the activities of Lake Monroe. With 8 mile bike/walk riverwalk,marina,zoo,restaurants & microbrews. 2bed ,1 bath, private patio & entrance. With coffee maker,toaster oven,microwave,mini fridge(no kitchen)paddle boards,kayaks,and fishing. Discounts available on nonrefundable cancellations. No more than 4 guests at anytime!

Modern 3BR Retreat • Near Orlando & Daytona Beach

Elegant Living with a Modern Twist Spacious Lounge for Relaxation & Gatherings Designer Home with Chic Comfort Experience upscale comfort and style in this beautifully appointed home. Clean, modern bathrooms offer a spa-like feel while professional cleaning ensures every corner feels fresh and welcoming. Private Backyard Retreat Step outside to enjoy a peaceful backyard space perfect for morning coffee, relaxing evenings, or gathering with friends and family.

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.