Over 1,000 places in Windermere

Apartment in Windermere
Lovely Getaway (W/pool & gym)
1 bed
Apr 22 – 27
New place to stay
Home in Windermere
6000Sgft❤️HEATED Jacuzzi BBQ GOlF⛳️ DISNEYUNVERSAL
7 beds
Apr 28 – May 5
4.88 out of 5 average rating, 34 reviews
Villa in Windermere
Rustic Hideaway - Great Location + Pet Friendly!
6 beds
May 11 – 16
4.5 out of 5 average rating, 8 reviews
Guest favorite
Apartment in Windermere
1BDR+Peaceful Stay+FastWifi+ Free Parking+Pool+Gym
1 queen bed
Apr 20 – 25
4.94 out of 5 average rating, 18 reviews
Guest favorite
Apartment in Windermere
Luxury Family Resort Styled Apartment Near Disney
3 beds
Apr 21 – 26
4.97 out of 5 average rating, 33 reviews
Home in Windermere
Beautiful Florida Home - Private Pool - 3 Bedroom
5 beds
May 1 – 6
New place to stay
Guest favorite
Condo in Windermere
LuXury Apt with Lake View, Cable & fast WiFi
1 queen bed
May 20 – 25
5.0 out of 5 average rating, 13 reviews
Superhost
Apartment in Windermere
Private Garage Apt., 5 Miles from Disney World
2 beds
Apr 19 – 24
4.83 out of 5 average rating, 53 reviews
Guest favorite
Guesthouse in Windermere
Small Guesthouse near Orlando's Theme Parks
2 beds
May 12 – 17
4.94 out of 5 average rating, 239 reviews
Guest favorite
Apartment in Windermere
1BR Cozy Oasis+King Bed+Fast WiFi+Pool+Gym
May 6 – 11
5.0 out of 5 average rating, 19 reviews
Guest favorite
Bungalow in Windermere
Private Lakeside Bungalow in Windermere
3 beds
Apr 20 – 25
4.72 out of 5 average rating, 152 reviews
Guest favorite
Apartment in Windermere
Relaxing 2BR Lakeview Retreat Close to Attractions
3 beds
May 1 – 6
4.99 out of 5 average rating, 104 reviews
Guest favorite
Room in Windermere
Stay with TaniaStudent,
Disney Neighbors!
Apr 27 – May 2
5.0 out of 5 average rating, 22 reviews
Guest favorite
Guesthouse in Ocoee
In-Law Suite with lake view in the gated community
1 queen bed
Apr 30 – May 5
5.0 out of 5 average rating, 23 reviews
Guest favorite
Home in Winter Garden
Cozy Winter Garden Home 20 MINUTES FROM DISNEY
1 queen bed
Jun 8 – 13
4.92 out of 5 average rating, 165 reviews
Guest favorite
Cottage in Winter Garden
Come Stay In The Heart Of Winter Garden
2 beds
May 6 – 11
4.99 out of 5 average rating, 106 reviews
Guest favorite
Home in Kissimmee
No Airbnb fee! Home with pvt Pool/Spa/Game Room!
10 beds
Aug 17 – 22
4.9 out of 5 average rating, 31 reviews
Home in Orlando
Luxury Home by Disney World Florida w/ Heated Pool
7 beds
May 12 – 17
4.73 out of 5 average rating, 142 reviews