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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
24–29 Aug
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4.93 out of 5 average rating, 147 reviews
Superhost
Home in Clermont
2026 Brand NEW 08 Bedrooms At Windsor Cay
8 bedrooms, 9 single beds, 6 bathrooms
13–18 Sept
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
1–6 Nov
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
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
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
8BR house with private pool and game room
8 bedrooms, 8 beds, 6 bathrooms
18–23 Aug
New place to stay
Home in Clermont
Cozy Luxurious downtown lakeview home in Clermont
3 bedrooms, 3 beds, 2.5 bathrooms
18–23 Aug
New place to stay
Guest favourite
Home in Clermont
5BR house with private pool and game room
5 bedrooms, 5 beds, 4 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 7 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
Top guest favourite
Townhouse in Clermont
The gold cottage
2 bedrooms, 2 beds, 1 bathroom
19–24 Aug
4.9 out of 5 average rating, 58 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
Home in Clermont
25 miles to Disney Contry side house
4 bedrooms, 3 beds, 2 bathrooms
18–23 Aug
New place to stay
Top guest favourite
Home in Davenport
Pool Spa + Outdoor Entertainment | Golf Retreat
4 bedrooms, 6 beds, 2.5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 6 reviews
Townhouse in Kissimmee
Disney Retreat w/ Private Pool & Resort Access
5 bedrooms, 7 beds, 4.5 bathrooms
23–28 Aug
New place to stay
Top guest favourite
Guest suite in Clermont
Modern Guesthouse Suite
1 bedroom, 1 king bed, 1 bathroom
27 Aug – 1 Sept
4.98 out of 5 average rating, 45 reviews
Home in Clermont
Orlando Most Incredible Themed 10BR Villa
10 bedrooms, 14 beds, 8 bathrooms
30 Aug – 4 Sept
New place to stay
Top guest favourite
Home in Clermont
Where Family Memories Begin- Bright & near Disney
4 bedrooms, 6 beds, 3 bathrooms
18–23 Aug
5.0 out of 5 average rating, 8 reviews