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Search results; Over 1,000 homes in Clermont

Top guest favourite
Home in Clermont
Lake Front Home with private Dock on Lake Louisa
3 bedrooms, 4 beds, 2 private bathrooms
6–11 Sept
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4.94 out of 5 average rating, 227 reviews
Superhost
Home in Clermont
2026 Brand NEW 10 Bedrooms At Windsor Cay
10 bedrooms, 16 beds, 8 bathrooms
14–19 Nov
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
Home in Clermont
New! Windsor Cay Resort | Private Pool | 5BR/5.5BA
5 bedrooms, 6 beds, 5.5 bathrooms
16–21 Aug
New place to stay
Superhost
Home in Four Corners
2026 BRAND NEW 08BD At Windsor Cay
8 bedrooms, 8 beds, 6 bathrooms
17–22 Aug
New place to stay
Superhost
Townhouse in Clermont
5 BD/ 4.5 BA/ Windsor Cay (16218 CC)
5 bedrooms, 7 beds, 4.5 bathrooms
26–31 Aug
Superhost
Home in Clermont
Modern 5BR Family Getaway w/ Pool close to Disney
5 bedrooms, 10 beds, 2.5 bathrooms
13–18 Aug
New place to stay
Guest favourite
Home in Clermont
5 Bd/ 5.5 Ba/ Windsor Cay (15835 Cc)
5 bedrooms, 7 beds, 5.5 bathrooms
21–26 Aug
5.0 out of 5 average rating, 8 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
Superhost
Home in Four Corners
2026 Themed 07 Bedrooms At Windsor Cay
7 bedrooms, 8 single beds, 5 bathrooms
28 Nov – 3 Dec
Home in Clermont
Orlando Most Incredible Themed 10BR Villa
10 bedrooms, 14 beds, 8 bathrooms
18–23 Aug
New place to stay
Flat in Clermont
Cozy 4 U-Lake Sumner
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
New place to stay
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
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
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
Guest suite in Clermont
Modern Guesthouse Suite
1 bedroom, 1 king bed, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 42 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
Top guest favourite
Home in Clermont
Lakefront 2King 2Twin 1Queen 3BD+Deck Near Events
3 bedrooms, 5 beds, 2 bathrooms
12–17 Aug
5.0 out of 5 average rating, 12 reviews
Home in Kissimmee
Simply Magical | 13 PPL | Pool | Mini Golf | Games
4 bedrooms, 6 beds, 3 bathrooms
19–24 Aug
New place to stay