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Search results; Over 1,000 homes in Clermont

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Top guest favourite
Home in Clermont
Our Poolhome by the Mouse house with Game Room.
4 bedrooms, 5 beds, 2 private bathrooms
25–30 Oct
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4.87 out of 5 average rating, 167 reviews
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Guest favourite
Home in Clermont
5 Bd/ 5.5 Ba/ Windsor Cay (15839 Cc)
5 bedrooms, 7 beds
2–7 Nov
5.0 out of 5 average rating, 24 reviews
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Superhost
Home in Clermont
2026 Themed 7BR house at Windsor Cay Resort
7 bedrooms, 10 beds
12–17 Dec
New place to stay
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Superhost
Home in Clermont
Lake Louisa Retreat - Your Clermont Retreat.
4 bedrooms, 5 beds
1–6 Oct
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Superhost
Home in Clermont
2026 Themed 7BR | LED Pool | Windsor Cay
7 bedrooms, 7 beds
14–19 Nov
New place to stay
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Top guest favourite
Home in Four Corners
Luxury 05 Bedroom at Windsor Cay
5 bedrooms, 7 beds
4–9 Oct
4.94 out of 5 average rating, 35 reviews
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Top guest favourite
Villa in Clermont
Sunset Paradise Villa in Orlando, Disney area.
4 bedrooms, 6 beds
1–6 Oct
5.0 out of 5 average rating, 28 reviews
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Superhost
Home in Clermont
8 Bd/ 6 Ba/ Windsor Cay (16079 Cc)
8 bedrooms, 11 beds
1–6 Oct
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Superhost
Townhouse in Clermont
5Bd/ 4Ba/ Windsor Cay Resort (16197 Pf)
5 bedrooms, 7 beds
4–9 Oct
5.0 out of 5 average rating, 3 reviews
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Superhost
Home in Clermont
16026 Huge 8BR Mansion - Magical Decor Windsor Cay
8 bedrooms, 12 beds
29 Nov – 4 Dec
New place to stay
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Superhost
Home in Clermont
2026 NEW Themed 5-Bedroom Home at Windsor Cay
5 bedrooms, 5 beds
2–7 Jan
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Superhost
Home in Clermont
10 Bd/ 8 Ba/ Windsor Cay (1003 Cr)
10 bedrooms, 15 beds
16–21 Nov
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Top guest favourite
Townhouse in Clermont
The gold cottage
2 bedrooms, 2 beds
1–6 Oct
4.9 out of 5 average rating, 58 reviews
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Superhost
Home in Clermont
10 Bd/ 8 Ba/ Windsor Cay (15981 Cc)
10 bedrooms, 12 beds
1–6 Oct
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Home in Clermont
25 miles to Disney Contry side house
4 bedrooms, 3 beds
3–8 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Home in Clermont
5BR house with private pool and game room
5 bedrooms, 5 beds
1–6 Oct
5.0 out of 5 average rating, 8 reviews
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Superhost
Home in Kissimmee
NEW 2026 Themed 9BR| Racing Simulator |Solara
9 bedrooms, 13 beds
14–19 Dec
4.75 out of 5 average rating, 4 reviews
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Guest favourite
Home in Clermont
10 Bedrooms Home W/ Pool At Windsor Cay
10 bedrooms, 15 beds
26–31 Oct
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Home in Clermont
2026 NEW! Stunning 09 Bedroom at Windsor Cay
9 bedrooms, 12 beds
15–20 Oct
5.0 out of 5 average rating, 6 reviews