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Search results; Over 1,000 homes in Clermont

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Guest favourite
Home in Clermont
The Nook on Lake Winona
3 bedrooms, 5 beds, 2.5 private bathrooms
1–6 Oct
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4.94 out of 5 average rating, 18 reviews
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Guest favourite
Home in Clermont
5 Bd/ 5.5 Ba/ Windsor Cay (15839 Cc)
5 bedrooms, 7 beds, 5.5 bathrooms
2–7 Nov
5.0 out of 5 average rating, 24 reviews
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Top guest favourite
Home in Clermont
Cozy Clermont Retreat
6 bedrooms, 9 beds, 4 bathrooms
1–6 Oct
4.98 out of 5 average rating, 52 reviews
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Top guest favourite
Villa in Clermont
Sunset Paradise Villa in Orlando, Disney area.
4 bedrooms, 6 beds, 3 bathrooms
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, 6 bathrooms
1–6 Oct
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Superhost
Home in Clermont
16026 Huge 8BR Mansion - Magical Decor Windsor Cay
8 bedrooms, 12 beds, 6 bathrooms
29 Nov – 4 Dec
New place to stay
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Superhost
Townhouse in Clermont
5Bd/ 4Ba/ Windsor Cay Resort (16197 Pf)
5 bedrooms, 7 beds, 4.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Home in Clermont
10 Bedrooms Home W/ Pool At Windsor Cay
10 bedrooms, 15 beds, 8 bathrooms
26–31 Oct
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Home in Clermont
5BR house sleeps 14 with private pool
5 bedrooms, 5 beds, 4 bathrooms
1–6 Oct
5.0 out of 5 average rating, 7 reviews
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Superhost
Home in Clermont
2026 NEW Themed 5-Bedroom Home at Windsor Cay
5 bedrooms, 5 beds, 4 bathrooms
2–7 Jan
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Guest favourite
Home in Clermont
2026 NEW! Stunning 09 Bedroom at Windsor Cay
9 bedrooms, 12 beds, 6 bathrooms
15–20 Oct
5.0 out of 5 average rating, 6 reviews
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Superhost
Home in Clermont
2026 Themed 7BR | LED Pool | Windsor Cay
7 bedrooms, 7 beds, 6 bathrooms
7–12 Nov
New place to stay
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Superhost
Townhouse in Davenport
Spacious 5-BR Villa with Private Pool / Families
5 bedrooms, 8 beds, 4.5 bathrooms
8–13 Oct
5.0 out of 5 average rating, 4 reviews
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Superhost
Home in Clermont
10 Bd/ 8 Ba/ Windsor Cay (15981 Cc)
10 bedrooms, 12 beds, 8 bathrooms
1–6 Oct
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Superhost
Home in Kissimmee
NEW 2026 Themed 9BR| Racing Simulator |Solara
9 bedrooms, 13 beds, 6.5 bathrooms
14–19 Dec
5.0 out of 5 average rating, 3 reviews
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Superhost
Home in Clermont
10 Bd/ 8 Ba/ Windsor Cay (1003 Cr)
10 bedrooms, 15 beds, 8 bathrooms
16–21 Nov
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Guest favourite
Home in Clermont
NEW Luxury 08 Bedrooms At Windsor Cay
8 bedrooms, 14 beds, 6 bathrooms
8–13 Feb
5.0 out of 5 average rating, 6 reviews
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Superhost
Home in Clermont
25 Min to Disney Home w/ Pool + BBQ | Sleeps 10
3 bedrooms, 6 beds, 3 bathrooms
4–9 Oct
New place to stay
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Guest favourite
Home in Clermont
8 BD/ 6 BA/ Windsor Cay (16195 CC)
8 bedrooms, 9 beds, 6 bathrooms
19–24 Oct
5.0 out of 5 average rating, 12 reviews