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Search results; Over 1,000 homes in Webster

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Top guest favourite
Home in Webster
Webster House Your Central Florida Home Base
3 bedrooms, 3 beds, 2.5 private bathrooms
21–26 Sept
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4.99 out of 5 average rating, 76 reviews
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Farm stay in Webster
Welcome happy Campers, have fun!
2 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.98 out of 5 average rating, 55 reviews
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Cabin in Bushnell
Cabin in the Country
2 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.93 out of 5 average rating, 128 reviews
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Home in Webster
Peaceful Country Retreat
2 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 31 reviews
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Home in Wildwood
Three Palms Designer Home 3/2 + Golf Car
3 bedrooms, 4 beds, 2 bathrooms
22–27 Sept
4.98 out of 5 average rating, 40 reviews
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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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Home in The Villages
Social Club Retreat-3/2 w/Golf Cart-Dog Friendly
3 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 9 reviews
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Home in Inverness
Old Place Inverness - 1926 Farmhouse
3 bedrooms, 6 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 4 reviews
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Home in Weirsdale
Lake Weir Getaway | 2-Min Walk to Lake | Sleeps 8
4 bedrooms, 5 beds, 3 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 11 reviews
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Home in Wildwood
Newest Hotspot in The Villages Eastport/Middleton”
2 bedrooms, 2 queen beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 42 reviews
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Home in Clermont
2026 Brand NEW 08 Bedrooms At Windsor Cay
8 bedrooms, 9 single beds, 6 bathrooms
18–23 Dec
5.0 out of 5 average rating, 5 reviews
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Home in Wildwood
Jessica's Signature Cottage | Walk to Eastport
3 bedrooms, 3 beds, 2 bathrooms
10–15 Oct
New place to stay
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Home in Tavares
Lake Dora Dream-Waterfront/Pool
4 bedrooms, 5 beds, 4 bathrooms
29 Oct – 3 Nov
4.98 out of 5 average rating, 163 reviews
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Home in Clermont
Stylish Lakeview Home for Triathletes/ Family 380
3 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
4.91 out of 5 average rating, 131 reviews
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Home in The Villages
New Luxury Home-Pool-Waterfront View-3 King Suites
3 bedrooms, 3 king beds, 3 bathrooms
21–26 Sept
4.98 out of 5 average rating, 115 reviews
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Home in The Villages
Stunning Villa 2B/2B With Golf Cart
2 bedrooms, 2 beds, 2 bathrooms
21–26 Sept
4.93 out of 5 average rating, 70 reviews
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Ranch in Wildwood
Owl Cove Ranch Sunset Barn Apartment
4 bedrooms, 5 beds, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 28 reviews
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Home in The Villages
Bay Breeze Villa Free Golf Cart Close to Eastport
2 bedrooms, 3 beds, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 42 reviews
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Home in The Villages
New Designer Home in The Villages: Shady Brook
3 bedrooms, 3 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 5 reviews