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Search results; Over 1,000 homes in Webster

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Top guest favourite
Farm stay in Webster
Welcome happy Campers, have fun!
2 bedrooms, 3 beds, 1 private bathroom
5–10 Oct
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4.98 out of 5 average rating, 55 reviews
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Top guest favourite
Home in Webster
Webster House Your Central Florida Home Base
3 bedrooms, 3 queen beds, 2.5 bathrooms
1–6 Oct
4.99 out of 5 average rating, 76 reviews
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Top guest favourite
Home in Webster
Peaceful Country Retreat
2 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 31 reviews
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Guest favourite
Cabin in Bushnell
Cabin in the Country
2 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
4.93 out of 5 average rating, 128 reviews
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Top guest favourite
Home in Wildwood
The Villages - Sunshine and pickleball
4 bedrooms, 6 beds, 2 bathrooms
1–6 Oct
4.97 out of 5 average rating, 30 reviews
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Home in Lake Panasoffkee
Lake Panasoffkee Getaway | 2 Homes on 1 Acre
3 bedrooms, 6 beds, 3 bathrooms
1–6 Oct
New place to stay
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Guest favourite
Place to stay in Brooksville
Epic Outdoor Adventure Await Your Group! Sleep 34
11 bedrooms, 19 beds, 8 bathrooms
18–23 Oct
5.0 out of 5 average rating, 7 reviews
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Guest favourite
Home in Leesburg
Luxury Lakefront 4 bedroom house
4 bedrooms, 2.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 41 reviews
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Guest favourite
Camper van/Motorhome in Webster
Glamping Camper in the Forest.
1 bedroom, 1 double bed, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 11 reviews
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Top guest favourite
Farm stay in Dade City
Diego’s Cabin-Grounding 18 Acre Wildlife Sanctuary
2 beds, 1 bathroom
18–23 Oct
4.92 out of 5 average rating, 79 reviews
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Superhost
Home in Sumterville
New Home/ 3/3/Heated Pool/2 Golf Carts/Golf course
3 bedrooms, 4 beds, 3 bathrooms
1–6 Oct
New place to stay
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Top guest favourite
Home in Wildwood
Three Palms Designer Home 3/2 + Golf Car
3 bedrooms, 4 beds, 2 bathrooms
23–28 Oct
4.98 out of 5 average rating, 40 reviews
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Top guest favourite
Home in The Villages
Eastport Emerald Escape 2BR Luxury in Well Point
2 bedrooms, 2 beds, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 22 reviews
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Superhost
Home in Clermont
2026 Themed 7BR | LED Pool | Windsor Cay
7 bedrooms, 7 beds, 6 bathrooms
14–19 Nov
New place to stay
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Home in Clermont
25 miles to Disney Contry side house
4 bedrooms, 3 beds, 2 bathrooms
3–8 Oct
5.0 out of 5 average rating, 3 reviews
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Superhost
Home in Clermont
2026 Themed 10 Bedrooms At Windsor Cay
10 bedrooms, 15 beds, 8 bathrooms
3–8 Jan
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Top guest favourite
Home in The Villages
Seashell Villa~Pet Friendly~Golf Cart
2 bedrooms, 2 queen beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 15 reviews
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Superhost
Home in Clermont
2026 BRAND NEW 10 Bedrooms At Windsor Cay
10 bedrooms, 15 beds, 7 bathrooms
29 Oct – 3 Nov
5.0 out of 5 average rating, 7 reviews
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Home in Groveland
Nature, Disney & More! Family Home in Groveland
4 bedrooms, 8 beds, 2 bathrooms
9–14 Oct
5.0 out of 5 average rating, 4 reviews