Holiday rentals in Osteen

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Top-rated holiday rentals in Osteen

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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, 238 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
An open layout reveals a cozy sleeping area with a full-size bed, a small dining table set for two, and a kitchenette equipped with essential appliances. A doorway leads to a private bathroom. Soft lighting enhances the overall warmth of the space.
Home in Deltona
4.87 out of 5 average rating, 55 reviews

Welcome to your stylish, cozy and Tiny Apartment!

Welcome to your cozy Tiny Apartment located in a quiet, safe neighborhood just 15 minutes from Springs, 35 min from Orlando theme parks. 25 min from Daytona International Speedway, 30 min from the beautiful beaches of Daytona, and just 5 min from major stores such as Walmart, Publix, CVS. Our Tiny Apartment has: -Private access -Full size bed -Kitchen -Private bathroom -Fast Wifi -Private parking It is ideal for couples and solo travelers looking for a quiet, comfortable and central location.

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
A cozy hammock is suspended from a large tree, bathed in warm sunlight filtering through the leaves. The tranquil lake reflects the surrounding greenery, creating a serene outdoor space ideal for relaxation and enjoying nature.
Home in Deltona
5 out of 5 average rating, 46 reviews

Quiet Lakefront-wifi, open kitchen, smart tvs

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.

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, 117 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
A tranquil pool area is surrounded by a screened enclosure, showcasing a crystal-clear saltwater pool. Comfortable lounge chairs are positioned near the water, and lush greenery, including ferns and tropical plants, enhances the serene setting.
Guest suite in Lake Mary
4.96 out of 5 average rating, 371 reviews

Stylish & spa like Getaway - peaceful garden suite

Relax and unwind from your busy life in this serene and quiet getaway. We are located 5 minutes to shopping and dining in downtown Lake Mary in a beautiful and safe neighborhood. Enjoy the solar heated saltwater pool and the comfy outdoor lounge area, Enjoy the backyard with its mature trees and tropical flowers. The indoors come with a luxury and modern wellness bathroom. Soak in the oversized tub or reenergize in the stylish rainfall shower with inbuilt bench and mood lighting.

Guest favourite
Guest house 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.

Guest favourite
Flat in Sanford
4.88 out of 5 average rating, 103 reviews

The Bella Breeze

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
A welcoming entrance features a bright red door beneath a yellow awning. A pathway made of pavers leads to several outdoor seating arrangements, with black metal tables and chairs. Lush green grass and trees are visible in the background, offering a serene atmosphere.
Guest suite in Geneva
4.96 out of 5 average rating, 245 reviews

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!

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.
Guest house in Deltona
4.96 out of 5 average rating, 47 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
Guest house in Deltona
4.99 out of 5 average rating, 142 reviews

Krater 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.

Popular amenities for Osteen holiday rentals

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