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Search results; Over 1,000 homes in Windermere

Home in Ocoee
Serenity Retreat
2 bedrooms, 2 beds, 2 bathrooms
10–15 Aug
New place to stay
Top guest favourite
Apartment in Orlando
Super Mario's Sky Suite - Epic Universe 3 BD SUITE
3 bedrooms, 4 beds, 2 bathrooms
30 Sept – 5 Oct
4.95 out of 5 average rating, 187 reviews
Home in Kissimmee
Disney Area Resort Retreat | Pool, Spa & Mini Golf
3 bedrooms, 7 beds, 2.5 bathrooms
22–27 Aug
New place to stay
Top guest favourite
Home in Minneola
New! Resort Style Oasis ~ Heated Pool & Game Room
3 bedrooms, 3 queen beds, 2.5 bathrooms
18–23 Sept
5.0 out of 5 average rating, 81 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 11 reviews
Superhost
Home in Kissimmee
Resort Living | 4BR/3BA | Paradise Palms
4 bedrooms, 5 beds, 3 bathrooms
8–13 Aug
New place to stay
Guest favourite
Home in Orlando
Sleeps 6 | Car Rental | Prime DTO Location
3 bedrooms, 3 beds, 1 bathroom
11–16 Aug
4.95 out of 5 average rating, 83 reviews
Top guest favourite
Guest house in Orlando
~ Luxe Modern Suite • Heated Pool • 2BR Gem
2 bedrooms, 2 beds, 1 bathroom
19–24 Nov
4.98 out of 5 average rating, 45 reviews
Top guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
4.91 out of 5 average rating, 93 reviews
Flat in Orlando
Cute, cozy condo - Universal walk
2 bedrooms, 4 beds, 2 bathrooms
26 Sept – 1 Oct
New place to stay
Top guest favourite
Cottage in Kissimmee
Beauty and the Beast
2 bedrooms, 3 beds, 2 bathrooms
17–22 Nov
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5 bedrooms, 8 beds, 4 bathrooms
7–12 Feb
5.0 out of 5 average rating, 6 reviews
Superhost
Guest house in Orlando
Modern Private Studio near Orlando attractions
1 bedroom, 2 beds, 1 bathroom
4–9 Aug
New place to stay
Top guest favourite
Flat in Orlando
New 1 Bedroom Suite with full kitchen, Bathroom #1
1 bedroom, 2 beds, 1 bathroom
4–9 Aug
4.96 out of 5 average rating, 25 reviews
Superhost
Flat in Orlando
New luxury 3BD in Vista Cay · 5 min Epic Universe
3 bedrooms, 6 beds, 2 bathrooms
21–26 Aug
New place to stay
Home in Kissimmee
Golden Haven | Heated Pool | 7 Beds | Near Disney
5 bedrooms, 7 beds, 4.5 bathrooms
14–19 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Guest house in Orlando
Guest Home-Orlando Airport and Disney-Free Parking
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.96 out of 5 average rating, 51 reviews
Home in Kissimmee
Brisa Family Retreat with Private Pool
3 bedrooms, 4 beds, 3 bathrooms
17–22 Aug
New place to stay