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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
21–28 Jul
,
4.77 out of 5 average rating, 31 reviews
Superhost
Home in Clermont
2026 Brand NEW 10 Bedrooms At Windsor Cay
10 bedrooms, 16 beds, 8 bathrooms
8–13 Sept
New place to stay
Guest favourite
Home in Clermont
Brand New 05 Bedrooms At Windsor Cay
5 bedrooms, 7 beds, 4.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Clermont
2026 NEW! Stunning 09 Bedroom at Windsor Cay
9 bedrooms, 12 beds, 6 bathrooms
1–6 Aug
New place to stay
Superhost
Home in Clermont
Family pool home w/ game room near Disney
4 bedrooms, 5 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Clermont
Blessing House Near the Parks
3 bedrooms, 4 beds, 3 bathrooms
22–27 Aug
4.86 out of 5 average rating, 7 reviews
Guest favourite
Home in Clermont
5 BD/ 5.5 BA/ Windsor Cay (15839 CC)
5 bedrooms, 7 beds, 5.5 bathrooms
26–31 Jul
5.0 out of 5 average rating, 18 reviews
Guest favourite
Home in Clermont
8 BD/ 6 BA / Windsor Cay (15989 CC)
8 bedrooms, 12 beds, 6 bathrooms
6–11 Sept
5.0 out of 5 average rating, 7 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, 5 reviews
Superhost
Townhouse in Clermont
Mario Arcade & Wizard Magic @ Windsor Cay
5 bedrooms, 8 beds, 5.5 bathrooms
1–6 Nov
New place to stay
Superhost
Home in Clermont
10 BD/ 8 BA/ Windsor Cay (1018 CR)
10 bedrooms, 18 beds, 8 bathrooms
7–12 Sept
5.0 out of 5 average rating, 5 reviews
Home in Kissimmee
Disney World Retreat Oasis & Private Pool
5 bedrooms, 7 beds, 4 bathrooms
2–7 Aug
New place to stay
Home in Clermont
Cozy Mod Escape | Sleeps 7 | "Oak Tree House"
3 bedrooms, 5 beds, 2 bathrooms
18–23 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Villa in Clermont
Sunset Paradise Villa in Orlando, Disney area.
4 bedrooms, 6 beds, 3 bathrooms
26–31 Jul
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5 bedrooms, 8 beds, 4 bathrooms
7–12 Feb
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Kissimmee
2026 Luxury 6BR Themed Home + LED Pool | Solara
6 bedrooms, 7 beds, 4.5 bathrooms
26–31 Aug
Top guest favourite
Townhouse in Clermont
The gold cottage
2 bedrooms, 2 beds, 1 bathroom
27 Jul – 1 Aug
4.89 out of 5 average rating, 55 reviews
Superhost
Flat in Kissimmee
Sleeps 10*Private Pool*Clubhouse Amenities
5 bedrooms, 1 queen bed, 4.5 bathrooms
19–24 Jul
New place to stay
Top guest favourite
Flat in Clermont
Modern & Cozy Studio-Apartment
1 bedroom, 2 beds, 1 bathroom
18–23 Jul
5.0 out of 5 average rating, 8 reviews