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Search results; Over 1,000 homes in Clermont

Superhost
Holiday home in Clermont
LUXURY VACATION LIFE STYLES WITH POOL AND HOT TUB
4 bedrooms, 6 beds, 2.5 private bathrooms
17–22 Aug
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4.78 out of 5 average rating, 32 reviews
Superhost
Home in Clermont
2026 Brand NEW 08 Bedrooms At Windsor Cay
8 bedrooms, 9 single beds, 6 bathrooms
23–28 Aug
New place to stay
Superhost
Home in Clermont
Experience Our New 2026 10BR Home at Windsor Cay
10 bedrooms, 12 beds, 8 bathrooms
13–18 Sept
Superhost
Home in Clermont
10BR house with private pool in clermont
10 bedrooms, 11 beds, 8 bathrooms
7–12 Sept
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
Home in Clermont
Cozy Luxurious downtown lakeview home in Clermont
3 bedrooms, 3 beds, 2.5 bathrooms
17–22 Aug
New place to stay
Villa in Clermont
Modern 4BR South Facing Pool Home Near Disney
4 bedrooms, 5 beds, 3 bathrooms
6–11 Sept
Top guest favourite
Home in Clermont
10 Bd/ 8 Ba/ Windsor Cay (1018 Cr)
10 bedrooms, 18 beds, 8 bathrooms
21–26 Aug
5.0 out of 5 average rating, 7 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
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
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
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
Guest favourite
Townhouse in Clermont
5 Bd/ 5 Ba/ Windsor Cay (16061 Bw)
5 bedrooms, 9 beds, 5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 12 reviews
Home in Clermont
Orlando Most Incredible Themed 10BR Villa
10 bedrooms, 14 beds, 8 bathrooms
30 Aug – 4 Sept
New place to stay
Guest favourite
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds, 4.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Townhouse in Clermont
The gold cottage
2 bedrooms, 2 beds, 1 bathroom
18–23 Aug
4.9 out of 5 average rating, 58 reviews
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
Home in Clermont
Where Family Memories Begin- Bright & near Disney
4 bedrooms, 6 beds, 3 bathrooms
17–22 Aug
5.0 out of 5 average rating, 8 reviews