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Search results; Over 1,000 homes in Clermont

Top guest favourite
Flat in Clermont
Modern Suite in the Heart of Downtown Clermont 101
2 bedrooms, 3 beds, 2 private bathrooms
25–30 Jul
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4.98 out of 5 average rating, 147 reviews
Superhost
Home in Clermont
2026 Brand NEW 10 Bedrooms At Windsor Cay
10 bedrooms, 16 beds
8–13 Sept
New place to stay
Guest favourite
Home in Clermont
Brand New 05 Bedrooms At Windsor Cay
5 bedrooms, 7 beds
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
1–6 Aug
New place to stay
Guest favourite
Home in Clermont
8 BD/ 6 BA / Windsor Cay (15989 CC)
8 bedrooms, 12 beds
6–11 Sept
5.0 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
26–31 Jul
5.0 out of 5 average rating, 18 reviews
Guest favourite
Home in Clermont
Brand NEW 10Bdrms/8Bath Luxury
10 bedrooms, 15 beds
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
1–6 Nov
New place to stay
Superhost
Home in Clermont
Family pool home w/ game room near Disney
4 bedrooms, 5 beds
29 Aug – 3 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Clermont
10 BD/ 8 BA/ Windsor Cay (1018 CR)
10 bedrooms, 18 beds
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
2–7 Aug
New place to stay
Top guest favourite
Villa in Clermont
Sunset Paradise Villa in Orlando, Disney area.
4 bedrooms, 6 beds
26–31 Jul
5.0 out of 5 average rating, 25 reviews
Home in Clermont
Cozy Mod Escape | Sleeps 7 | "Oak Tree House"
3 bedrooms, 5 beds
18–23 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5 bedrooms, 8 beds
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
26–31 Aug
Top guest favourite
Townhouse in Clermont
The gold cottage
2 bedrooms, 2 beds
27 Jul – 1 Aug
4.89 out of 5 average rating, 55 reviews
Superhost
Flat in Kissimmee
Sleeps 10*Private Pool*Clubhouse Amenities
1 bedroom, 1 queen bed
19–24 Jul
New place to stay
Guest favourite
Home in Clermont
Stunning 5B/4.5B, Heated Pool & BBQ
5 bedrooms, 7 beds
30 Jul – 4 Aug
5.0 out of 5 average rating, 16 reviews
Home in Kissimmee
6BR Disney Retreat | Pool | Emerald Island
6 bedrooms, 8 beds
10–15 Aug
New place to stay