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Search results; Over 1,000 homes in Clermont

Top guest favourite
Townhouse in Clermont
Paradise Escape
1 bedroom, 1 bed, 1 private bathroom
4–9 Oct
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4.92 out of 5 average rating, 280 reviews
Home in Clermont
Lakeview Pool & Spa Retreat w/ Private Theater
4 bedrooms, 5 beds, 3 bathrooms
29 Aug – 3 Sept
New place to stay
Superhost
Home in Clermont
2026 Brand NEW 10 Bedrooms At Windsor Cay
10 bedrooms, 16 beds, 8 bathrooms
13–18 Sept
New place to stay
Superhost
Home in Clermont
2026 NEW! Stunning 09 Bedroom at Windsor Cay
9 bedrooms, 12 beds, 6 bathrooms
31 Aug – 5 Sept
New place to stay
Top guest favourite
Home in Clermont
10 Bd/ 8 Ba/ Windsor Cay (1018 Cr)
10 bedrooms, 18 beds, 8 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Four Corners
2026 Themed 07 Bedrooms At Windsor Cay
7 bedrooms, 8 single beds, 5 bathrooms
28 Nov – 3 Dec
Guest favourite
Home in Clermont
5 Bd/ 5.5 Ba/ Windsor Cay (15839 Cc)
5 bedrooms, 7 beds, 5.5 bathrooms
3–8 Sept
5.0 out of 5 average rating, 21 reviews
Superhost
Home in Clermont
7 Bd/ 5.5 Ba/ Windsor Cay (1099 Op)
7 bedrooms, 11 beds, 5.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Townhouse in Clermont
5 BD/ 4.5 BA/ Windsor Cay (16218 CC)
5 bedrooms, 7 beds, 4.5 bathrooms
18–23 Oct
Villa in Clermont
Modern 4BR South Facing Pool Home Near Disney
4 bedrooms, 5 beds, 3 bathrooms
6–11 Sept
Home in Clermont
Orlando Most Incredible Themed 10BR Villa
10 bedrooms, 14 beds, 8 bathrooms
18–23 Aug
New place to stay
Superhost
Home in Clermont
10 Bd/ 8 Ba/ Windsor Cay (1031 Cr)
10 bedrooms, 15 beds, 8 bathrooms
16–21 Aug
Flat in Clermont
Cozy 4 U-Lake Sumner
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
New place to stay
Superhost
Home in Four Corners
8 Bd/ 6 Ba/ Windsor Cay (1025 Bw)
8 bedrooms, 8 beds, 6 bathrooms
4–9 Sept
Top guest favourite
Home in Davenport
Pool Spa + Outdoor Entertainment | Golf Retreat
4 bedrooms, 6 beds, 5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 6 reviews
Superhost
Townhouse in Clermont
5 Bd/ 5.5 Ba/ Windsor Cay (16123 Cl)
5 bedrooms, 7 beds, 5.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Townhouse in Clermont
5BR Private Pool Home at Windsor Cay Near Disney
5 bedrooms, 7 beds, 4.5 bathrooms
16–21 Aug
New place to stay
Superhost
Home in Clermont
NEW Luxury 08 Bedrooms At Windsor Cay
8 bedrooms, 14 beds, 6 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Clermont
10 Bd/ 8 Ba/ Windsor Cay (15981 Cc)
10 bedrooms, 12 beds, 8 bathrooms
23–28 Aug