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Search results; Over 1,000 homes in Clermont

Top guest favourite
Guest house in Clermont
Charming Downtown Apartment - Walk to Everything
2 bedrooms, 2 beds, 1 private bathroom
1–6 Aug
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4.99 out of 5 average rating, 138 reviews
Superhost
Home in Clermont
2026 Brand NEW 10 Bedrooms At Windsor Cay
10 bedrooms, 16 beds, 8 bathrooms
12–17 Oct
New place to stay
Home in Clermont
Lakeview Pool & Spa Retreat w/ Private Theater
4 bedrooms, 5 beds, 3 bathrooms
16–21 Aug
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
Superhost
Townhouse in Clermont
5BR Private Pool Home at Windsor Cay Near Disney
5 bedrooms, 7 beds, 4.5 bathrooms
10–15 Aug
New place to stay
Guest favourite
Home in Clermont
5 BD/ 5.5 BA/ Windsor Cay (15839 CC)
5 bedrooms, 7 beds, 5.5 bathrooms
7–12 Aug
5.0 out of 5 average rating, 19 reviews
Guest favourite
Home in Clermont
Beautiful 5BR Themed Villa w/ Pool at Windsor Cay
5 bedrooms, 7 beds, 4 bathrooms
11–16 Aug
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Clermont
Brand NEW 10Bdrms/8Bath Luxury
10 bedrooms, 15 beds, 7 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 6 reviews
Superhost
Villa in Clermont
10BR Themed Villa w/ Pool, Theater & Game Room
10 bedrooms, 14 beds, 8 bathrooms
9–14 Aug
New place to stay
Superhost
Home in Clermont
Family Fun House at Windsor Cay
5 bedrooms, 7 beds, 4.5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Clermont
10 BD/ 8 BA/ Windsor Cay (1018 CR)
10 bedrooms, 18 beds, 8 bathrooms
9–14 Nov
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Clermont
Brand New 05 Bedrooms At Windsor Cay
5 bedrooms, 7 beds, 4.5 bathrooms
11–16 Oct
5.0 out of 5 average rating, 7 reviews
Home in Clermont
3BR House with private heated pool and game room
3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Aug
New place to stay
Superhost
Townhouse in Clermont
5 BD/ 4.5 BA/ Windsor Cay (16210 CL)
5 bedrooms, 7 beds, 4.5 bathrooms
30 Aug – 4 Sept
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
2–7 Aug
5.0 out of 5 average rating, 26 reviews
Guest favourite
Home in Kissimmee
Brand New 07 Bedrooms At Solara Resort
7 bedrooms, 10 beds, 5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 24 reviews
Guest favourite
Home in Clermont
8 BD/ 6 BA/ Windsor Cay (16195CC)
8 bedrooms, 9 beds, 6 bathrooms
12–17 Sept
5.0 out of 5 average rating, 9 reviews
Superhost
Townhouse in Clermont
5 BD/ 5.5 BA/ Windsor Cay (16123 CL)
5 bedrooms, 7 beds, 5.5 bathrooms
20–25 Sept
Top guest favourite
Home in Clermont
Cozy Clermont Retreat
6 bedrooms, 9 beds, 4 bathrooms
21–26 Aug
4.98 out of 5 average rating, 49 reviews