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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
17–22 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, 2.5 bathrooms
18–23 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, 1 bathroom
18–23 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, 2 bathrooms
17–22 Sept
4.93 out of 5 average rating, 128 reviews
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Top guest favourite
Home in Webster
Peaceful Country Retreat
2 bedrooms, 5 beds, 2 bathrooms
17–22 Sept
5.0 out of 5 average rating, 31 reviews
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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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Top guest favourite
Home in Wildwood
Three Palms Designer Home 3/2 + Golf Car
3 bedrooms, 4 beds, 2 bathrooms
22–27 Sept
4.97 out of 5 average rating, 39 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, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 9 reviews
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Guest favourite
Home in Clermont
2026 Brand NEW 08 Bedrooms At Windsor Cay
8 bedrooms, 9 single beds, 6 bathrooms
20–25 Sept
5.0 out of 5 average rating, 5 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, 2 bathrooms
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, 2 bathrooms
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, 2 bathrooms
18–23 Sept
5.0 out of 5 average rating, 3 reviews
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Home in Clermont
4BR Retreat w/ Outdoor Living | Near Theme Parks
4 bedrooms, 5 beds, 3 bathrooms
20–25 Sept
New place to stay
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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
17–22 Sept
New place to stay
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Superhost
Home in Four Corners
7 Bd/ 5.5 Ba/ Windsor Cay (1028 Bp)
7 bedrooms, 10 beds, 5 bathrooms
20–25 Sept
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Top guest favourite
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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Guest favourite
Home in The Villages
Peaceful Oasis in Fenney
2 bedrooms, 1 king bed, 2 bathrooms
17–22 Sept
4.96 out of 5 average rating, 23 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
27 Sept – 2 Oct
4.92 out of 5 average rating, 78 reviews
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Top guest favourite
Home in The Villages
New Luxury Home-Pool-Waterfront View-3 King Suites
3 bedrooms, 3 king beds, 3 bathrooms
17–22 Sept
4.98 out of 5 average rating, 115 reviews