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Search results; Over 1,000 homes in Windermere

Guest favourite
Guest house in Windermere
Lush Garden Guesthouse - Near Theme Parks
1 bedroom, 2 beds, 1 private bathroom
14–19 Sept
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4.93 out of 5 average rating, 292 reviews
Top guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.92 out of 5 average rating, 97 reviews
Guest favourite
Home in Ocoee
Serenity Retreat
2 bedrooms, 2 beds, 2 bathrooms
24–29 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Apartment in Orlando
Disney, free shuttle, full kitchen
1 bedroom, 2 queen beds, 1 bathroom
25–30 Oct
4.99 out of 5 average rating, 115 reviews
Home in Orlando
Luxury 2BR Home | Private Patio & Stylish Stay
2 bedrooms, 2 king beds, 1 bathroom
14–19 Sept
New place to stay
Flat in Windermere
15 Min to Disney | Family 1BR w/ Balcony + Pool
1 bedroom, 3 beds, 1 bathroom
6–11 Oct
Featured hotel
Hotel in Kissimmee
Family double queen room
1 bedroom, 2 queen beds, 1 bathroom
14–19 Sept
Top guest favourite
Flat in Orlando
Villa Magical by Boho Luxe •Top1% |FreeParkShuttle
1 bedroom, 5 beds, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Orlando
Harmony | Heated Pool | 10 min Universal & Epic.
3 bedrooms, 5 beds, 2 bathrooms
23–28 Sept
5.0 out of 5 average rating, 106 reviews
Superhost
Home in Montverde
3BD Montverde Lakeview Escape Near Orlando
3 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
New place to stay
Superhost
Rooms in Kissimmee
4164 Themed 5BR Near Disney w/ Pool
5 bedrooms, 8 beds, 4 bathrooms
15–20 Sept
Top guest favourite
Flat in Orlando
Luxury 1BR & Resort Amenities - 6min to Epic-Uni
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 15 reviews
Guest favourite
Room in Winter Garden
Haven 15 minutes from Disney
1 bed, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Lucaya Village (8-101)
4 bedrooms, 7 beds, 3 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 6 reviews
Superhost
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Storey Lake (4887 Rc)
4 bedrooms, 6 beds, 3 bathrooms
18–23 Sept
New place to stay
Guest favourite
Flat in Orlando
Top1| Villa MontBlanc BohoLuxe|OrlandoEyeView&Pool
1 bedroom, 2 beds, 1 bathroom
17–22 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Kissimmee
Amazing 3Bdrms/2,5bath At Encantada
3 bedrooms, 5 beds, 2.5 bathrooms
11–16 Oct
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Flat in Orlando
New 1 Bedroom Suite with full kitchen Bathroom #2
1 bedroom, 2 beds, 1 bathroom
17–22 Sept
4.96 out of 5 average rating, 26 reviews
Superhost
Home in Clermont
25 Min to Disney Home w/ Pool + BBQ | Sleeps 10
3 bedrooms, 6 beds, 3 bathrooms
22–27 Sept
New place to stay