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Holiday houses in Osteen

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Top-rated holiday rentals in Osteen

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A screened wrap-around porch offers views of the lake, with sunlight casting striped shadows on the floor. Two lounge chairs are positioned for relaxation, while a colorful playpen is set against the railing. Decorative surfboards are mounted on the walls, enhancing the space's charm.
Cottage in Sanford
4.97 out of 5 average rating, 236 reviews

Lakefront,Sanford airport, Boombah, Venue 1902,UCF

The lake front cottage is located on a private estate 1 mile south of Sanford airport, 4 miles to Sanford historic district, and 3 miles from Boombha Sports Complex. This cottage has a Fully equipped kitchen, light bright liv/din area, screened wrap around porch. Perfect spot for your next family vacation or weekend get away. While staying at the cottage you are welcome to enjoy our paddle boards and kayaks. Also catch and release fishing. No pets. Discounts for non-refundable cancellations.

Guest favourite
Treehouse in Geneva
4.89 out of 5 average rating, 1,103 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
Apartment in Sanford
4.91 out of 5 average rating, 191 reviews

The Blue Aztec

Premier location, steps away from historic downtown • 1 Queen Bed • Completely renovated apartment totally equipped for a short or long stay • Our goal is to exceed your expectations, provide a comfortable, personal experience, and give you the feeling that you are at home. • Lounge on the front porch, take a walk to the nearby dog park or walk down Sanford Ave right out your door (This unit is pet friendly but a non refundable pet deposit will apply. Ask for details.)

Top Guest favourite
Guest suite in Sanford
4.97 out of 5 average rating, 254 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**

Top Guest favourite
The sleeping area features a spacious bed with crisp white linens and a decorative pillow in the center. Soft lighting is provided by two bedside lamps on wooden tables, and a piece of abstract wall art adds a subtle touch above the bed. Greenery is present in the form of a hanging plant.
Tiny home in Lake Helen
4.97 out of 5 average rating, 413 reviews

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)

Top 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
4.96 out of 5 average rating, 116 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
Guesthouse in Deltona
4.84 out of 5 average rating, 115 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.

Top Guest favourite
Home in Orange City
4.99 out of 5 average rating, 141 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

Top Guest favourite
An exterior view of a well-lit entrance showcases a sidewalk leading to a side gate. Soft lighting illuminates the textured white walls, framed by a large window. Grass is visible next to the paved area, creating a welcoming appearance during twilight.
Home in Deltona
4.94 out of 5 average rating, 101 reviews

A bright and cozy apartment to rest

Take a break and unwind at this peaceful oasis. Enjoy a cozy experience in this apartment equipped with everything you need for your stay. And a relaxing stay. If you are on vacation, you can visit many of the attractions that we have near our location (Blue Spring State Park, Daytona Beach, New Smyrna Beach, Disney & Universal Theme Parks). We hope your stay is as comfortable as possible.

Guest favourite
A well-lit studio features a spacious bed dressed in light bedding, complemented by a yellow throw. A small dining table with two black chairs sits beside it. A painting of flowers adorns the wall, while a ceiling fan provides airflow.
Guesthouse in Deltona
4.96 out of 5 average rating, 45 reviews

Cozy Guest Studio near Orlando, Beaches & Springs

Welcome to our cozy and private studio! 🏡 Located on the left side of the main house, with its own fenced patio ☀️, perfect for relaxing. Enjoy a mini kitchen 🍳, comfy sofa 🛋️, queen-size bed 🛏️, 55” TV 📺, private bathroom 🚿, and closet 👕. Close to springs ⛲ (15–25 min), beaches 🏖️ (30 min), and Disney 🎢 (45 min)! Wi-Fi and free parking included. We’d love to host you!

Top Guest favourite
Guesthouse in Deltona
4.99 out of 5 average rating, 141 reviews

Crater Key Lake House

Welcome to your lakeside retreat like no other! Our Airbnb offers the perfect blend of relaxation and convenience. Indoors, modern comfort meets tech-savvy convenience. Whether you're seeking a serene escape or an action-packed vacation, our Airbnb offers the best of both worlds. Book your stay today and make memories that will last a lifetime.

Top Guest favourite
A second-story balcony features white railings and overlooks a lush yard. Two chairs are positioned on the balcony, while the building's grey exterior is complemented by a metal roof. Leafy branches frame the upper section of the image.
Apartment in DeBary
4.94 out of 5 average rating, 153 reviews

Farmhouse Apartment in a Great Location

Farmhouse type decor in a quiet neighborhood near Gemini Springs which has bike and hiking trails by the St John’s River. Boat launches nearby (free), lots of local dining. Located between the Orlando area as well as Daytona. The Sunrail station is very close and it can take you into the Orlando area-Winter Park is a fun trip.

Popular amenities for Osteen holiday rentals

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