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Search results; Over 1,000 homes in Webster

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Guest favourite
Home in Webster
Farmhouse Stay / Perfect for Florida Adventures
2 bedrooms, 4 beds, 1 private bathroom
18–23 Sept
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4.89 out of 5 average rating, 102 reviews
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Top guest favourite
Home in Webster
Webster House Your Central Florida Home Base
3 bedrooms, 3 queen beds
19–24 Sept
4.99 out of 5 average rating, 76 reviews
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Top guest favourite
Farm stay in Webster
Welcome happy Campers, have fun!
2 bedrooms, 3 beds
19–24 Sept
4.98 out of 5 average rating, 55 reviews
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Guest favourite
Cabin in Bushnell
Cabin in the Country
2 bedrooms, 5 beds
18–23 Sept
4.93 out of 5 average rating, 128 reviews
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Guest favourite
Place to stay in Brooksville
Epic Outdoor Adventure Await Your Group! Sleep 34
11 bedrooms, 19 beds
18–23 Oct
5.0 out of 5 average rating, 7 reviews
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Superhost
Home in Sumterville
New Home/ 3/3/Heated Pool/2 Golf Carts/Golf course
3 bedrooms, 4 beds
18–23 Sept
New place to stay
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Guest favourite
Home in Clermont
2026 Brand NEW 08 Bedrooms At Windsor Cay
8 bedrooms, 9 single beds
18–23 Dec
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Home in The Villages
Social Club Retreat-3/2 w/Golf Cart-Dog Friendly
3 bedrooms, 3 beds
11–16 Oct
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Home in The Villages
Bay Breeze Villa Free Golf Cart Close to Eastport
2 bedrooms, 3 beds
18–23 Sept
5.0 out of 5 average rating, 42 reviews
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Top guest favourite
Home in Wildwood
Newest Hotspot in The Villages Eastport/Middleton”
2 bedrooms, 2 queen beds
19–24 Sept
5.0 out of 5 average rating, 42 reviews
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Home in Clermont
25 miles to Disney Contry side house
4 bedrooms, 3 beds
19–24 Sept
5.0 out of 5 average rating, 3 reviews
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Superhost
Home in Four Corners
7 Bd/ 5.5 Ba/ Windsor Cay (1028 Bp)
7 bedrooms, 10 beds
20–25 Sept
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Townhouse in Kissimmee
Palm Magic Villa | 5BR Pool Near Disney
5 bedrooms, 6 beds
21–26 Nov
New place to stay
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Top guest favourite
Home in Weirsdale
Lake Weir Getaway | 2-Min Walk to Lake | Sleeps 8
4 bedrooms, 5 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 11 reviews
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Top guest favourite
Home in Clermont
Stylish Lakeview Home for Triathletes/ Family 380
3 bedrooms, 4 beds
19–24 Sept
4.91 out of 5 average rating, 131 reviews
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Superhost
Home in Clermont
2026 Themed 10 Bedrooms At Windsor Cay
10 bedrooms, 15 beds
18–23 Sept
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Top guest favourite
Home in The Villages
Eastport Emerald Escape 2BR Luxury in Well Point
2 bedrooms, 2 beds
8–13 Oct
5.0 out of 5 average rating, 22 reviews
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Guest favourite
Camper van/Motorhome in Webster
Glamping Camper in the Forest.
1 bedroom, 1 double bed
28 Sept – 3 Oct
5.0 out of 5 average rating, 11 reviews
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Home in Wildwood
Jessica's Signature Cottage | Walk to Eastport
3 bedrooms, 3 beds
10–15 Oct
New place to stay