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Search results; Over 1,000 homes in Clermont

Top guest favourite
Cottage in Clermont
Private Country House | 16 Guests | Gatherings
3 bedrooms, 8 beds, 3.5 shared bathrooms
16–21 Aug
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4.93 out of 5 average rating, 147 reviews
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
Guest favourite
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5 bedrooms, 8 beds, 4 bathrooms
5–10 Sept
5.0 out of 5 average rating, 8 reviews
Superhost
Home in Clermont
Experience Our New 2026 10BR Home at Windsor Cay
10 bedrooms, 12 beds, 8 bathrooms
13–18 Sept
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
Top guest favourite
Home in Davenport
Pool Spa + Outdoor Entertainment | Golf Retreat
4 bedrooms, 6 beds, 5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Clermont
7 Bd/ 5.5 Ba/ Windsor Cay (1099 Op)
7 bedrooms, 11 beds, 5.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Villa in Clermont
Refurbished Tranquil Private Pool home,16306
4 bedrooms, 5 beds, 3 bathrooms
26–31 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Clermont
Modern 5BR Family Getaway w/ Pool close to Disney
5 bedrooms, 10 beds, 2.5 bathrooms
15–20 Aug
New place to stay
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
Top guest favourite
Townhouse in Clermont
The gold cottage
2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
4.9 out of 5 average rating, 58 reviews
Home in Clermont
Orlando Most Incredible Themed 10BR Villa
10 bedrooms, 14 beds, 8 bathrooms
18–23 Aug
New place to stay
Guest favourite
Home in Clermont
6 Bd/ 4.5 Ba/ Windsor Cay (16237 Sm)
6 bedrooms, 8 beds, 4.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 8 reviews
Superhost
Home in Kissimmee
Brand New 2026 | 6BR Villa + LED Pool | Solara
6 bedrooms, 7 beds, 4.5 bathrooms
14–19 Sept
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 Four Corners
2026 Themed 07 Bedrooms At Windsor Cay
7 bedrooms, 8 single beds, 5 bathrooms
28 Nov – 3 Dec
Top guest favourite
Townhouse in Clermont
Family Villa w/ Pool + Games • Near Disney (1189)
5 bedrooms, 7 beds, 4.5 bathrooms
7–12 Oct
4.98 out of 5 average rating, 43 reviews
Flat in Clermont
Cozy 4 U-Lake Sumner
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Villa in Clermont
Sunset Paradise Villa in Orlando, Disney area.
4 bedrooms, 6 beds, 3 bathrooms
16–21 Aug
5.0 out of 5 average rating, 28 reviews