Holiday houses in Osteen

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Top-rated holiday rentals in Osteen

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Guest favourite
A spacious bedroom is shown, featuring a large bed with neutral bedding and pillows. Two bedside lamps provide soft lighting. A chair with a throw blanket sits in the corner beside a tall plant. Artwork hangs on the walls, and a window with sheer curtains allows natural light.
Home in Sanford
4.94 out of 5 average rating, 124 reviews

Bright & Airy in DowntownSanford

Beautiful, modern, and immaculately clean place with character and small town charm located in the very heart of historic downtown Sanford. Only steps away from the best dining and entertainment, and just a short drive away from all that Orlando has to offer! You will love the two spacious bedrooms, each fitted with luxurious king size beds and their own workstations. The rooms are split on either end of the home for extra privacy. Make a meal or pour a drink in the lovely fully stocked kitchen.

Superhost
Home in Deltona
4.9 out of 5 average rating, 10 reviews

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

Top Guest favourite
Guesthouse in Sanford
4.95 out of 5 average rating, 206 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, fence, 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
Treehouse in Geneva
4.89 out of 5 average rating, 1,130 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 fire pit is positioned on a wooden deck, with flames gently flickering. Beyond the deck, a serene lake reflects the colors of a sunset, surrounded by marshland and trees. Silhouettes of the landscape contrast with the soft hues of the sky.
Cottage in DeBary
4.84 out of 5 average rating, 212 reviews

The Luxury Lake Front Zen Casa

The Zen Lake Front Cutie is teaming with wildlife! Enjoy exquisite sunsets while lounging on the wrap around deck or relaxing in the therapeutic hot tub. A star gazer's delight, a bird watcher's paradise. Zen & eclectic: original art, exotic décor, Zen lighting, & Indonesian wood. Just a hop from I4, 30 mins from New Smyrna beach, 40 mins from Orlando, 50 from MCO airport/Disney/Sea World. 5-10 mins from the natural Blue Springs, Green Springs, Gemini Springs & the iconic St. John's River.

Top Guest favourite
An airy bedroom features two built-in beds with blue accents, positioned under a sloped ceiling. Natural light filters through a window, illuminating the space. Nightstands with lamps are placed beside each bed, and a small plant adds a touch of greenery.
Home in Lake Helen
4.96 out of 5 average rating, 174 reviews

Rustic Retreat in the heart of Lake Helen

This charming rustic home has a lot to offer. It has many nooks where your family can unite and create moments for their memory buckets. Florida room allows you to observe nature and is a perfect spot for your coffee. The house has one master bedroom (king size bed) with attached full bathroom. It has a second bedroom with two built-in beds (twin and full size). There is a separate shower room and a separate restroom. Upstairs it has a 3rd bedroom with 2 built in twin beds and a 1/2 bathroom.

Guest favourite
A modern living space is highlighted by a plush grey sofa and mid-century styled furniture. A large window invites natural light, showcasing views of the outdoors. Decorative elements, including a small plant and artwork, add character to the room while maintaining a clean aesthetic.
Loft in Orlando
4.92 out of 5 average rating, 672 reviews

Contemporary Loft Near Downtown

Conveniently located between the foodie-friendly Milk District and Downtown Orlando, this impeccably thought-out space features a spacious loft style open floor plan perfect for a couple or small group. The floor to ceiling windows allow natural light to fill the space while providing complete privacy during your stay. Upscale Winter Park restaurants and the vibrant Thornton Park art scene are only a short drive away. Universal is only 20 minutes away, Disney is 35 minutes, MCO 20 minutes.

Guest favourite
A spacious outdoor deck is presented with several seating options, including lounge chairs and a dining table. Lush greenery surrounds the area, with a golf course visible in the distance under a bright blue sky scattered with clouds.
Bungalow in Sanford
4.91 out of 5 average rating, 146 reviews

The Golf-view House (Entire House, King bedroom)

This 2/1.5 house is private, clean, and cozy. The open kitchen features stainless steel appliances and provides all necessary cooking wares. The spacious dining/livingroom area receives enough sunlights through the picture windows. Enjoy beautiful golf course view while sitting at the dining table and/or on the humongous outside deck. There is an outdoor dining area and grill on the deck. The house is within 45 minutes from theme parks (Disney & Universal) and beaches (Daytona/New Smyrna).

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, 519 reviews

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)

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, 128 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
Home in DeBary
4.99 out of 5 average rating, 137 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 cozy living area is furnished with a sofa adorned in blue and neutral tones, accompanied by a woven chair. A wooden coffee table is placed in front of the sofa. A wall-mounted television is visible, with a light fixture illuminating the space.
Guesthouse in Deltona
4.85 out of 5 average rating, 130 reviews

Tranquil Hideaway

This serene home offers the perfect blend of comfort and convenience. Located just minutes from Green Springs State Park, you'll enjoy easy access to outdoor adventures. Inside, you'll find a spacious living area, a fully equipped kitchen, and comfortable bedrooms with queen-size beds. Ideal for remote workers, the dedicated workspace provides a quiet and productive environment. Whether you're seeking a family vacation or a romantic getaway, this home has everything you need.

Popular amenities for Osteen holiday rentals

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