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Search results; Over 1,000 homes in Clermont

Guest favourite
Home in Clermont
Stylish Villa Private Pool-SPA Near Parks Disney!
4 bedrooms, 5 beds, 3 private bathrooms
25–30 Sept
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4.92 out of 5 average rating, 169 reviews
Flat in Clermont
Cozy 4 U-Lake Sumner
1 bedroom, 1 queen bed
16–21 Aug
New place to stay
Top guest favourite
Guest suite in Clermont
Modern Guesthouse Suite
1 bedroom, 1 king bed
16–21 Aug
4.98 out of 5 average rating, 42 reviews
Superhost
Home in Clermont
2026 Brand NEW 10 Bedrooms At Windsor Cay
10 bedrooms, 16 beds
14–19 Nov
New place to stay
Superhost
Townhouse in Clermont
5 Bd/ 4.5 Ba/ Windsor Cay (1252 Bi)
5 bedrooms, 9 beds
16–21 Aug
Top guest favourite
Home in Davenport
Pool Spa + Outdoor Entertainment | Golf Retreat
4 bedrooms, 6 beds
16–21 Aug
5.0 out of 5 average rating, 6 reviews
Flat in Clermont
The Nest-Lake Sumner
1 queen bed
16–21 Aug
New place to stay
Superhost
Home in Clermont
2026 NEW! Stunning 09 Bedroom at Windsor Cay
9 bedrooms, 12 beds
31 Aug – 5 Sept
New place to stay
Superhost
Townhouse in Clermont
5BR Private Pool Home at Windsor Cay Near Disney
5 bedrooms, 7 beds
16–21 Aug
New place to stay
Home in Davenport
Magical Florida Stay | Pool & Harry Potter
3 bedrooms, 6 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 3 reviews
Home in Clermont
New! Windsor Cay Resort | Private Pool | 5BR/5.5BA
5 bedrooms, 6 beds
16–21 Aug
New place to stay
Top guest favourite
Villa in Clermont
Visiting Family, Lakes, Golf, Olympus, the Mouse?
2 bedrooms, 4 beds
12–17 Aug
4.96 out of 5 average rating, 49 reviews
Home in Ocoee
Serenity Retreat
2 bedrooms, 2 beds
16–21 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Four Corners
Luxury 05 Bedroom at Windsor Cay
5 bedrooms, 7 beds
23–28 Nov
5.0 out of 5 average rating, 30 reviews
Superhost
Home in Clermont
Modern 5BR Family Getaway w/ Pool close to Disney
5 bedrooms, 10 beds
13–18 Aug
New place to stay
Villa in Clermont
Modern 4BR South Facing Pool Home Near Disney
4 bedrooms, 5 beds
6–11 Sept
Guest favourite
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5 bedrooms, 8 beds
27 Jan – 1 Feb
5.0 out of 5 average rating, 7 reviews
Townhouse in Kissimmee
Magical Family Retreat 4B, 3.5B, Spa, 4M Disney!
4 bedrooms, 8 beds
28 Aug – 2 Sept
New place to stay
Superhost
Home in Clermont
Experience Our New 2026 10BR Home at Windsor Cay
10 bedrooms, 12 beds
13–18 Sept