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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
20–25 Sept
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4.98 out of 5 average rating, 152 reviews
Guest favourite
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5 bedrooms, 8 beds, 4 bathrooms
5–10 Sept
5.0 out of 5 average rating, 8 reviews
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
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
Top guest favourite
Home in Clermont
10 Bd/ 8 Ba/ Windsor Cay (1018 Cr)
10 bedrooms, 18 beds, 8 bathrooms
21–26 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds, 4.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 5 reviews
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 Davenport
7 Bd/ 5.5 Ba/ Windsor Island Resort (3409 Lw)
7 bedrooms, 5.5 bathrooms
20–25 Aug
New place to stay
Superhost
Home in Four Corners
2026 Themed 07 Bedrooms At Windsor Cay
7 bedrooms, 8 single beds, 5 bathrooms
28 Nov – 3 Dec
Superhost
Home in Clermont
Modern 5BR Family Getaway w/ Pool close to Disney
5 bedrooms, 10 beds, 2.5 bathrooms
16–21 Aug
New place to stay
Top guest favourite
Home in Four Corners
Luxury 05 Bedroom at Windsor Cay
5 bedrooms, 7 beds, 4.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 31 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
Superhost
Home in Kissimmee
Brand New 2026 | 6BR Villa + LED Pool | Solara
6 bedrooms, 7 beds, 4.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
2026 Luxry Themed 06 Bedrooms At Solara Resort
6 bedrooms, 8 beds, 4.5 bathrooms
14–19 Sept
Guest favourite
Home in Clermont
Stunning 5B/4.5B, Heated Pool & BBQ
5 bedrooms, 7 beds, 4.5 bathrooms
4–9 Nov
5.0 out of 5 average rating, 20 reviews
Guest favourite
Home in Clermont
5BR house sleeps 14 with private pool
5 bedrooms, 5 beds, 4 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 7 reviews
Home in Davenport
Highlands Reserve Retreat | Pool + Spa Near Disney
4 bedrooms, 5 beds, 2 bathrooms
2–7 Oct
New place to stay
Guest favourite
Home in Clermont
5 Bd/ 5.5 Ba/ Windsor Cay (15835 Cc)
5 bedrooms, 7 beds, 5.5 bathrooms
9–14 Sept
5.0 out of 5 average rating, 8 reviews
Home in Clermont
Orlando Most Incredible Themed 10BR Villa
10 bedrooms, 14 beds, 8 bathrooms
30 Aug – 4 Sept
New place to stay