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
Guest suite in Orlando
4.88 out of 5 average rating, 535 reviewsThe Groves (2)
Guest suite in Orlando
4.95 out of 5 average rating, 169 reviewsFlor de María beautiful and relaxing GUEST ROOM ☘️☘️
Bungalow in Maitland
4.86 out of 5 average rating, 494 reviewsMaitland-Orlando Area, FL. Pool House Bungalow
Guest suite in Orlando
4.96 out of 5 average rating, 263 reviewsStylish Private Studio - Closest to Universal Fun!
Guesthouse in Clermont
4.98 out of 5 average rating, 103 reviewsDowntown Apartment - Walk to Lake, Shops & Dining
Apartment in Winter Park
4.95 out of 5 average rating, 283 reviewsGet a Little Glam in a Retro Palm Beach-Style Boudoir
Guesthouse in Orlando
4.79 out of 5 average rating, 202 reviewsLuxury 5 star home 3 min Universal/ Orlando City
Apartment in Windermere
5.0 out of 5 average rating, 19 reviews1BR Cozy Oasis+King Bed+Fast WiFi+Pool+Gym
Other great vacation rentals in Windermere
Apartment in Windermere
5.0 out of 5 average rating, 21 reviews2BD Apt+LakeView+Balcony, Resort Style Pool, Wi-Fi
Apartment in Windermere
4.97 out of 5 average rating, 35 reviewsLuxury Family Resort Styled Apartment Near Disney
Guesthouse in Winter Garden
4.94 out of 5 average rating, 53 reviewsBlue Heron Bungalow
Home in Winter Garden
4.95 out of 5 average rating, 19 reviewsCozy home in Winter Garden
Home in Winter Garden
4.91 out of 5 average rating, 43 reviewsWinter Garden Experience
Home in Orlando
4.98 out of 5 average rating, 43 reviews24/7 HomeCare Group
Tiny home in Winter Garden
4.93 out of 5 average rating, 41 reviewsEnchanted TINY HOME SUITE - Downtown Winter Garden
Guesthouse in Winter Garden
4.97 out of 5 average rating, 31 reviewsGuest house in Winter Garden
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
- 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