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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
8–13 Sept
4.92 out of 5 average rating, 96 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
Top guest favourite
Flat in Orlando
Luxury 1BR & Resort Amenities - 6min to Epic-Uni
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 14 reviews
Superhost
Home in Kissimmee
NEW Home Luxury 04 Bedrooms At Storey Lake
4 bedrooms, 6 beds, 3 bathrooms
25–30 Sept
Top guest favourite
Townhouse in Kissimmee
4806 Rc- 4Bd/ 3Ba - Beatiful Amazing Disney Home
4 bedrooms, 6 beds, 3 bathrooms
9–14 Sept
4.96 out of 5 average rating, 28 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
8–13 Sept
New place to stay
Guest favourite
Apartment in Orlando
Vista Cay Lakeview Chic, Next To Epic And Occc
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 71 reviews
Guest favourite
Townhouse in Kissimmee
4 Beds / 4.5 Baths / Magic Village Views (3085RW)
4 bedrooms, 6 beds, 4.5 bathrooms
8–13 Sept
4.88 out of 5 average rating, 26 reviews
Superhost
Rooms in Kissimmee
4164 Themed 5BR Near Disney w/ Pool
5 bedrooms, 8 beds, 4 bathrooms
14–19 Sept
Top guest favourite
Flat in Orlando
Retreat Luxury Fully Renovated 2026 / Free Shuttle
1 bedroom, 2 queen beds, 1 bathroom
15–20 Oct
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Flat in Orlando
Free Shuttles & Parking 2 Queens
1 bedroom, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.95 out of 5 average rating, 43 reviews
Top guest favourite
Flat in Orlando
Luxe King En-Suite• Universal/Epic 6 mins• Getaway
2 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Kissimmee
Private Pool • No Resort Fee | 10 Min to Disney
4 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 3 reviews
Guest favourite
Townhouse in Kissimmee
3 Bd/ 3 Ba/ The Hub At Westside (3349 Tt)
3 bedrooms, 5 beds, 3 bathrooms
14–19 Sept
4.91 out of 5 average rating, 11 reviews
Villa in Clermont
Modern 4BR South Facing Pool Home Near Disney
4 bedrooms, 5 beds, 3 bathrooms
9–14 Sept
Superhost
Home in Clermont
25 Min to Disney Home w/ Pool + BBQ | Sleeps 10
3 bedrooms, 6 beds, 3 bathrooms
13–18 Sept
New place to stay
Top guest favourite
Apartment in Orlando
Classy Disney Themed Condo with FREE shuttle!
1 bedroom, 3 beds, 1 bathroom
12–17 Sept
4.99 out of 5 average rating, 107 reviews