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Search results; Over 1,000 homes in Clermont

Top guest favourite
Cottage in Clermont
Private Country House | 16 Guests | Gatherings
3 bedrooms, 8 beds, 3.5 shared bathrooms
24–29 Aug
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4.93 out of 5 average rating, 147 reviews
Superhost
Home in Clermont
2026 Brand NEW 08 Bedrooms At Windsor Cay
8 bedrooms, 9 single beds, 6 bathrooms
13–18 Sept
New place to stay
Top guest favourite
Guest suite in Clermont
Modern Guesthouse Suite
1 bedroom, 1 king bed, 1 bathroom
27 Aug – 1 Sept
4.98 out of 5 average rating, 46 reviews
Top guest favourite
Home in Clermont
Lakefront 2King 2Twin 1Queen 3BD+Deck Near Events
3 bedrooms, 5 beds, 2 bathrooms
25–30 Aug
5.0 out of 5 average rating, 12 reviews
Superhost
Home in Clermont
10BR house with private pool in clermont
10 bedrooms, 11 beds, 8 bathrooms
1–6 Nov
Top guest favourite
Home in Clermont
Lake Front Home with private Dock on Lake Louisa
3 bedrooms, 4 beds, 2 bathrooms
9–14 Sept
4.94 out of 5 average rating, 227 reviews
Superhost
Home in Clermont
Experience Our New 2026 10BR Home at Windsor Cay
10 bedrooms, 12 beds, 8 bathrooms
13–18 Sept
Top guest favourite
Home in Clermont
10 Bd/ 8 Ba/ Windsor Cay (1018 Cr)
10 bedrooms, 18 beds, 8 bathrooms
1–6 Sept
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Montverde
3BD Montverde Lakeview Escape Near Orlando
3 bedrooms, 3 beds, 2 bathrooms
20–25 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
3–8 Sept
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Barn in Clermont
Crane Hill Barn w/country charm
1 bedroom, 4 beds, 1.5 bathrooms
2–7 Sept
5.0 out of 5 average rating, 24 reviews
Home in Kissimmee
Luxury Themed Retreat | Private Pool | 4mi-Disney
3 bedrooms, 6 beds, 2.5 bathrooms
22–27 Aug
New place to stay
Guest favourite
Home in Clermont
Blessing House Near the Parks
3 bedrooms, 4 beds, 3 bathrooms
23–28 Aug
4.9 out of 5 average rating, 10 reviews
Home in Davenport
Magical Florida Stay | Pool & Harry Potter
3 bedrooms, 6 beds, 2 bathrooms
5–10 Oct
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Kissimmee
2026 Luxry Themed 06 Bedrooms At Solara Resort
6 bedrooms, 8 beds, 4.5 bathrooms
6–11 Mar
Guest favourite
Townhouse in Clermont
Windsor Cay 5BR Luxury Home with Pool
5 bedrooms, 9 beds, 4.5 bathrooms
20–25 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Home in Four Corners
Luxury 05 Bedroom at Windsor Cay
5 bedrooms, 7 beds, 4.5 bathrooms
23–28 Nov
4.97 out of 5 average rating, 33 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
Superhost
Home in Davenport
Remodeled 5BR | Pool, Theater & Themed Rooms
5 bedrooms, 7 beds, 5.5 bathrooms
26–31 Aug
New place to stay