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Search results; Over 1,000 homes in Windermere

Descriptions are based on details hosts provide
Guest favourite
Guest house in Windermere
Paradise nook near Orlando's theme parks
1 bedroom, 2 beds, 1 private bathroom
16–21 Jul
,
4.93 out of 5 average rating, 289 reviews
Top guest favourite
Flat in Windermere
Lake views from a private porch
4.99 out of 5 average rating, 116 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Jul
Top guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
4.91 out of 5 average rating, 92 reviews, 3 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Place to stay in Windermere
A room very close to the Disney parks
5.0 out of 5 average rating, 13 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Mar – 2 Apr
Flat in Kissimmee
Family Orlando Condo Resort near Disney
New place to stay, 3 bedrooms, 5 beds, 2 bathrooms
15–20 Jul
Top guest favourite
Flat in Orlando
Minutes from Universal with private entry
4.96 out of 5 average rating, 23 reviews, 1 bedroom, 2 beds, 1 bathroom
20–25 Jul
Top guest favourite
Home in Orlando
Movie-themed mansion with pool and theater
5.0 out of 5 average rating, 51 reviews, 12 bedrooms, 21 beds, 11.5 bathrooms
20–25 Jul
Superhost
Home in Orlando
15BD/ 16.5 BA Sleeps 36! Paradiso Grande(11078MB)
15 bedrooms, 19 beds, 16.5 bathrooms
9–14 Aug
Top guest favourite
Townhouse in Orlando
Themed kids’ rooms, minutes from Disney
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 9 beds, 5 bathrooms
30 Aug – 4 Sept
Superhost
Flat in Kissimmee
Gated community with pool near Disney
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
28 Jul – 2 Aug
Top guest favourite
Apartment in Kissimmee
Toy Story kids’ room near Disney
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 5 beds, 2 bathrooms
15–20 Jul
Flat in Orlando
6 minutes from Universal with a pool
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Guest favourite
Home in Orlando
Harmony | Heated Pool | 10 min Universal & Epic.
5.0 out of 5 average rating, 99 reviews, 3 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Home in Orlando
4BR/2BA Private POOL Home Close to Universal/Parks
4.94 out of 5 average rating, 117 reviews, 4 bedrooms, 5 beds, 2 bathrooms
2–7 Aug
Home in Kissimmee
Mayson's Cozy Nest
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
New place to stay, 7 bedrooms, 6 beds, 4.5 bathrooms
31 Jul – 5 Aug
Top guest favourite
Apartment in Kissimmee
Heavenly Bliss - 3 bed 2 bath condo near Disney!
4.98 out of 5 average rating, 178 reviews, 3 bedrooms, 4 beds, 2 bathrooms
18–23 Aug
Guest favourite
Flat in Kissimmee
Pool, sauna, and hot tub on site
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
7–12 Aug
Guest favourite
Home in Orlando
Putting green and heated pool in back
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 6 beds, 2 bathrooms
8–13 Aug