Over 1,000 places in Windermere

Superhost
Guest suite in Winter Garden
Private In-Law Suite Near Disney/Universal/DT
1 queen bed
Apr 14 – 19
4.82 out of 5 average rating, 282 reviews
Guest favorite
Apartment in Windermere
1BR Cozy Oasis+King Bed+Fast WiFi+Pool+Gym
1 bed
Apr 2 – 7
5.0 out of 5 average rating, 17 reviews
Guest favorite
Cottage in Winter Garden
3 br/2 ba Downtown Winter Garden Cottage w\fence
3 beds
Mar 21 – 26
4.89 out of 5 average rating, 84 reviews
Apartment in Windermere
2BR Orlando Oasis: Balcony, Cozy, Great Amenities!
2 beds
Apr 7 – 12
4.38 out of 5 average rating, 21 reviews
Apartment in Windermere
2BR/Modern/Fast Wi-Fi/Pool/gym/near Disney Parks
3 beds
Apr 13 – 18
4.89 out of 5 average rating, 9 reviews
Guest favorite
Guest suite in Ocoee
Lake View Adorable Private Guest Quarters & Patio
1 queen bed
Apr 1 – 6
4.89 out of 5 average rating, 45 reviews
Guest favorite
Home in Windermere
The Hideaway at Lake Down - *FAMILY FRIENDLY*
5 beds
Apr 8 – 13
4.98 out of 5 average rating, 54 reviews
Guest favorite
Home in Winter Garden
Cozy Winter Garden Home 20 MINUTES FROM DISNEY
1 queen bed
Apr 14 – 19
4.92 out of 5 average rating, 164 reviews
Guest favorite
Apartment in Ocoee
Completely Private and Cozy Studio
1 queen bed
Apr 19 – 24
4.96 out of 5 average rating, 47 reviews
Guest favorite
Home in Winter Garden
Pet Friendly Winter Garden Get-Away near Orlando
1 bed
Apr 7 – 12
4.88 out of 5 average rating, 16 reviews
Superhost
Guesthouse in Winter Garden
A place with a view
3 beds
Apr 13 – 18
4.85 out of 5 average rating, 62 reviews
Guest favorite
Condo in Kissimmee
Comfortable Family Condo Disney Universal Orlando
3 beds
Apr 8 – 13
4.82 out of 5 average rating, 114 reviews
Superhost
Tiny home in Ocoee
Boat House (West of Orlando)
2 beds
Apr 3 – 8
4.85 out of 5 average rating, 262 reviews
Guest favorite
Guesthouse in Winter Garden
Blue Heron Bungalow
2 beds
Apr 15 – 20
4.94 out of 5 average rating, 47 reviews
Guest favorite
Apartment in Winter Garden
Stay A While
3 beds
Apr 7 – 12
4.88 out of 5 average rating, 107 reviews
Guest favorite
Home in Ocoee
Lakeview Sunsets with Loft Escape West of Orlando
4 beds
Apr 2 – 7
4.9 out of 5 average rating, 118 reviews
Guest favorite
Condo in Orlando
Wyndham Bonnet Creek ツ 1 Bedroom Deluxe!
1 king bed
May 13 – 18
4.87 out of 5 average rating, 67 reviews
Superhost
Apartment in Kissimmee
RESORT NEAR DISNEY PARKS
2 beds
May 31 – Jun 5
5.0 out of 5 average rating, 19 reviews