filters

Search results; Over 1,000 homes in Clermont

Guest favorite
Cottage in Clermont
Charming Lakefront Cottage Near Disney
1 bedroom, 2 beds, 1 private bath
Aug 24 – 29
,
4.84 out of 5 average rating, 258 reviews
Superhost
Home in Clermont
2026 Brand NEW 10 Bedrooms At Windsor Cay
10 bedrooms, 16 beds, 8 baths
Nov 14 – 19
New place to stay
Superhost
Home in Clermont
2026 NEW! Stunning 09 Bedroom at Windsor Cay
9 bedrooms, 12 beds, 6 baths
Aug 31 – Sep 5
New place to stay
Guest favorite
Home in Clermont
5 Bd/ 5.5 Ba/ Windsor Cay (15839 Cc)
5 bedrooms, 7 beds, 5.5 baths
Sep 3 – 8
5.0 out of 5 average rating, 21 reviews
Home in Clermont
Orlando Most Incredible Themed 10BR Villa
10 bedrooms, 14 beds, 8 baths
Aug 18 – 23
New place to stay
Top guest favorite
Guest suite in Clermont
Modern Guesthouse Suite
1 bedroom, 1 king bed, 1 bath
Aug 16 – 21
4.98 out of 5 average rating, 42 reviews
Superhost
Home in Four Corners
2026 Themed 07 Bedrooms At Windsor Cay
7 bedrooms, 8 single beds, 5 baths
Nov 28 – Dec 3
Apartment in Clermont
Cozy 4 U-Lake Sumner
1 bedroom, 1 queen bed, 1 bath
Aug 16 – 21
New place to stay
Superhost
Home in Four Corners
2026 BRAND NEW 08BD At Windsor Cay
8 bedrooms, 8 beds, 6 baths
Aug 15 – 20
New place to stay
Top guest favorite
Home in Clermont
10 Bd/ 8 Ba/ Windsor Cay (1018 Cr)
10 bedrooms, 18 beds, 8 baths
Nov 28 – Dec 3
5.0 out of 5 average rating, 7 reviews
Guest favorite
Home in Clermont
5 Bd/ 5.5 Ba/ Windsor Cay (15835 Cc)
5 bedrooms, 7 beds, 5.5 baths
Aug 21 – 26
5.0 out of 5 average rating, 8 reviews
Home in Clermont
New! Windsor Cay Resort | Private Pool | 5BR/5.5BA
5 bedrooms, 6 beds, 5.5 baths
Aug 16 – 21
New place to stay
Top guest favorite
Villa in Clermont
Sunset Paradise Villa in Orlando, Disney area.
4 bedrooms, 6 beds, 3 baths
Aug 16 – 21
5.0 out of 5 average rating, 28 reviews
Top guest favorite
Home in Davenport
Pool Spa + Outdoor Entertainment | Golf Retreat
4 bedrooms, 6 beds, 5 baths
Aug 16 – 21
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Kissimmee
2026 Luxry Themed 06 Bedrooms At Solara Resort
6 bedrooms, 8 beds, 4.5 baths
Sep 14 – 19
Top guest favorite
Villa in Clermont
Visiting Family, Lakes, Golf, Olympus, the Mouse?
2 bedrooms, 4 beds, 2 baths
Aug 12 – 17
4.96 out of 5 average rating, 49 reviews
Superhost
Townhouse in Clermont
5 Bd/ 4.5 Ba/ Windsor Cay (1252 Bi)
5 bedrooms, 9 beds, 4.5 baths
Aug 16 – 21
Top guest favorite
Home in Four Corners
Luxury 05 Bedroom at Windsor Cay
5 bedrooms, 7 beds, 4.5 baths
Nov 23 – 28
5.0 out of 5 average rating, 30 reviews
Superhost
Home in Clermont
NEW Luxury 08 Bedrooms At Windsor Cay
8 bedrooms, 14 beds, 6 baths
Sep 27 – Oct 2
5.0 out of 5 average rating, 4 reviews