filters

Search results; Over 1,000 homes in Clermont

Photo 1 of 22
Villa in Clermont
Lakeside Villa-Highend Luxury&Elegance near Disney
4 bedrooms, 6 beds, 3 private bathrooms
1–6 Oct
,
4.55 out of 5 average rating, 11 reviews
Photo 1 of 29
Guest favourite
Home in Clermont
5 Bd/ 5.5 Ba/ Windsor Cay (15839 Cc)
5 bedrooms, 7 beds, 5.5 bathrooms
2–7 Nov
5.0 out of 5 average rating, 24 reviews
Photo 1 of 29
Top guest favourite
Home in Clermont
Cozy Clermont Retreat
6 bedrooms, 9 beds, 4 bathrooms
1–6 Oct
4.98 out of 5 average rating, 52 reviews
Photo 1 of 27
Superhost
Home in Clermont
8 Bd/ 6 Ba/ Windsor Cay (16079 Cc)
8 bedrooms, 11 beds, 6 bathrooms
1–6 Oct
Photo 1 of 29
Superhost
Home in Clermont
16026 Huge 8BR Mansion - Magical Decor Windsor Cay
8 bedrooms, 12 beds, 6 bathrooms
29 Nov – 4 Dec
New place to stay
Photo 1 of 29
Guest favourite
Home in Clermont
10 Bedrooms Home W/ Pool At Windsor Cay
10 bedrooms, 15 beds, 8 bathrooms
26–31 Oct
5.0 out of 5 average rating, 5 reviews
Photo 1 of 29
Superhost
Townhouse in Clermont
5Bd/ 4Ba/ Windsor Cay Resort (16197 Pf)
5 bedrooms, 7 beds, 4.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 3 reviews
Photo 1 of 29
Guest favourite
Home in Clermont
5BR house at Windsor Cay Resort
5 bedrooms, 5 beds, 4 bathrooms
1–6 Oct
5.0 out of 5 average rating, 7 reviews
Photo 1 of 29
Superhost
Home in Clermont
2026 NEW Themed 5-Bedroom Home at Windsor Cay
5 bedrooms, 5 beds, 4 bathrooms
2–7 Jan
Photo 1 of 29
Superhost
Home in Clermont
2026 Themed 7BR | LED Pool | Windsor Cay
7 bedrooms, 7 beds, 6 bathrooms
7–12 Nov
New place to stay
Photo 1 of 29
Superhost
Townhouse in Davenport
Spacious 5-BR Villa with Private Pool / Families
5 bedrooms, 8 beds, 4.5 bathrooms
8–13 Oct
5.0 out of 5 average rating, 4 reviews
Photo 1 of 29
Guest favourite
Home in Clermont
2026 NEW! Stunning 09 Bedroom at Windsor Cay
9 bedrooms, 12 beds, 6 bathrooms
15–20 Oct
5.0 out of 5 average rating, 6 reviews
Photo 1 of 29
Superhost
Home in Clermont
10 Bd/ 8 Ba/ Windsor Cay (15981 Cc)
10 bedrooms, 12 beds, 8 bathrooms
1–6 Oct
Photo 1 of 9
Top guest favourite
Townhouse in Clermont
The gold cottage
2 bedrooms, 2 beds, 1 bathroom
1–6 Oct
4.9 out of 5 average rating, 58 reviews
Photo 1 of 29
Superhost
Home in Kissimmee
NEW 2026 Themed 9BR| Racing Simulator |Solara
9 bedrooms, 13 beds, 6.5 bathrooms
14–19 Dec
5.0 out of 5 average rating, 3 reviews
Photo 1 of 29
Guest favourite
Home in Clermont
NEW Luxury 08 Bedrooms At Windsor Cay
8 bedrooms, 14 beds, 6 bathrooms
8–13 Feb
5.0 out of 5 average rating, 6 reviews
Photo 1 of 29
Guest favourite
Home in Clermont
8 BD/ 6 BA/ Windsor Cay (16195 CC)
8 bedrooms, 9 beds, 6 bathrooms
19–24 Oct
5.0 out of 5 average rating, 12 reviews
Photo 1 of 29
Superhost
Home in Davenport
Family & Pet-Friendly Pool Home | Near Disney
3 bedrooms, 4 beds, 2.5 bathrooms
17–22 Oct
New place to stay
Photo 1 of 29
Guest favourite
Townhouse in Clermont
5 BD/ 4.5 BA/ Windsor Cay (16210 CL)
5 bedrooms, 7 beds, 4.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 6 reviews