Windermere vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Windermere
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windermere vacation rentals
Other great vacation rentals in Windermere
Guesthouse in Orlando
4.99 out of 5 average rating, 143 reviewsQuaint Guesthouse Near the Attractions
Guest suite in Orlando
4.91 out of 5 average rating, 223 reviewsLakeview Vacation Suite
Bungalow in Maitland
4.86 out of 5 average rating, 496 reviewsMaitland-Orlando Area, FL. Pool House Bungalow
Home in Orlando
4.94 out of 5 average rating, 234 reviewsNew studio in a newly renovated House
Guesthouse in Orlando
5.0 out of 5 average rating, 204 reviewsLivingston Pool House- In The Heart of Downtown
Home in Maitland
4.97 out of 5 average rating, 121 reviewsThe Butterfly Bungalow near Park Ave
Guesthouse in Clermont
4.96 out of 5 average rating, 136 reviewsModern efficiency ~ Great location
Apartment in Winter Park
4.95 out of 5 average rating, 284 reviewsGet a Little Glam in a Retro Palm Beach-Style Boudoir
Other great vacation rentals in Windermere
Treehouse in Kissimmee
4.96 out of 5 average rating, 383 reviewsTreehouse in the woods
Guest suite in Orlando
4.99 out of 5 average rating, 340 reviewsSunny Resort Style - Pool & central location ☀️
Home in Orlando
4.93 out of 5 average rating, 123 reviewsHidden Gem in SODO! - MCO ~16min
Apartment in Windermere
4.95 out of 5 average rating, 19 reviews1BDR+Peaceful Stay+FastWifi+ Free Parking+Pool+Gym
Apartment in Windermere
5.0 out of 5 average rating, 19 reviews1BR Cozy Oasis+King Bed+Fast WiFi+Pool+Gym
Apartment in Windermere
4.84 out of 5 average rating, 55 reviewsPrivate Garage Apt., 5 Miles from Disney World
Apartment in Windermere
5.0 out of 5 average rating, 22 reviews2BD Apt+LakeView+Balcony, Resort Style Pool, Wi-Fi
Condo in Windermere
5.0 out of 5 average rating, 17 reviewsLuXury Apt with Lake View, Cable & fast WiFi
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
- Naples Vacation rentals
- Boca Raton Vacation rentals
- Fort Lauderdale Vacation rentals
- Miami Beach Vacation rentals
- Miami Vacation rentals
- Key West Vacation rentals
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes