Vacation rentals in Osteen
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Osteen
Guests agree: these stays are highly rated for location, cleanliness, and more.
Home in Sanford
4.97 out of 5 average rating, 206 reviewsClean, cozy home in a GREAT location
This clean, comfortable home is in a peaceful neighborhood and centrally located to everything you may wish to enjoy while on your Central Florida vacation. Literally two to three minutes away from I-4, highway 417 and a multitude of shopping and dining options. Universal Studios, Sea World and Daytona International Speedway are all within about 40 minutes, while Disney World and Kennedy Space Center are about 50 - 60 minutes. Also easy access to Sanford and Orlando International Airports.
Dec 16 – 23
Home in Sanford
4.95 out of 5 average rating, 130 reviewsThe Sanford Bokey Pokey
The residents of historic Sanford call themselves “Bokeys”. No one is sure of the exact origin of the name, but it has come to define the vibrant culture of Sanford’s people and unique historic charm. Welcome to the Bokey Pokey! This home away from home offers comfortable living space with two bedrooms and one bath. Each bedroom has a comfortable queen size mattress. A separate living room with a large wall mounted smart TV, abuts the fully stocked kitchen to provide a cozy like living space.
Dec 3 – 10
Home in Deltona
4.96 out of 5 average rating, 147 reviewsSt. John’s Luxury Pool Lake House
Centrally located 30 min. to Orlando and Daytona beach, 15 min to Boombah. Beautiful 5/2.5 resort like home on a canal that leads directly to Lake Monroe & St. John’s River. 3000 sq ft of living space plus 3500 sq ft of outdoor space that is completely screened in! Enjoy Florida lifestyle in the massive outdoor space that has a sparkling pool, seating, dining, & lounging areas including a gas grill. Close to shopping, Boombah,and 5 parks nearby. Once you’re here you will never want to leave!
Jan 30 – Feb 6
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Osteen vacation rentals
Other great vacation rentals in Osteen
Home in Deltona
4.94 out of 5 average rating, 36 reviewsLovely Vacation Home w Garage
Jul 21 – 28
Guesthouse in Deltona
4.82 out of 5 average rating, 22 reviewsModern pool rental/Spring/Disney/Beach
Jun 2 – 9
Home in Deltona
5.0 out of 5 average rating, 3 reviewsHome 30 min to Daytona! King Size Bed and Patio!
Sep 11 – 18
Apartment in DeBary
4.87 out of 5 average rating, 67 reviewsLovely 2 bedroom rental unit, with free parking.
Jan 27 – Feb 3
Home in Deltona
4.94 out of 5 average rating, 17 reviewsBright house located close to beach and attraction
Mar 1 – 8
Home in Deltona
4.96 out of 5 average rating, 25 reviewsA private little resort.
Jan 29 – Feb 5
Home in Orange City
4.93 out of 5 average rating, 59 reviewsThe Hillside Haven Oasis
Oct 29 – Nov 5
Home in Deltona
5.0 out of 5 average rating, 27 reviewsSpring Promotion/Live Work & Play in Deltona Lakes
Jul 22 – 29
Guesthouse in Sanford
4.94 out of 5 average rating, 33 reviewsLittle Hidden Cottage
Aug 22 – 29
Guesthouse in Sanford
4.91 out of 5 average rating, 68 reviewsSuite Retreat
Oct 31 – Nov 7
Home in Sanford
4.9 out of 5 average rating, 49 reviewsMidway Bungalow
Jul 20 – 27
Cottage in Orange City
4.98 out of 5 average rating, 41 reviewsLakefront Cottage 1-bedroom
Nov 26 – Dec 3
Destinations to explore
- Orlando Vacation rentals
- Kissimmee Vacation rentals
- Tampa Vacation rentals
- Anna Maria Island Vacation rentals
- Sarasota Vacation rentals
- West Palm Beach Vacation rentals
- Boca Raton Vacation rentals
- Naples Vacation rentals
- Fort Lauderdale Vacation rentals
- Miami Beach Vacation rentals
- Miami Vacation rentals
- Charleston Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom