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Search results; Over 1,000 homes in Webster

Top guest favourite
Farm stay in Webster
Welcome happy Campers, have fun!
2 bedrooms, 3 beds, 1 private bathroom
14–19 Sept
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4.98 out of 5 average rating, 54 reviews
Top guest favourite
Home in Webster
Webster House Your Central Florida Home Base
3 bedrooms, 3 queen beds
14–19 Sept
4.99 out of 5 average rating, 76 reviews
Guest favourite
Cabin in Bushnell
Cabin in the Country
2 bedrooms, 5 beds
15–20 Sept
4.93 out of 5 average rating, 128 reviews
Top guest favourite
Home in Webster
Peaceful Country Retreat
2 bedrooms, 5 beds
13–18 Sept
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Home in Wildwood
Three Palms Designer Home 3/2 + Golf Car
3 bedrooms, 4 beds
22–27 Sept
4.97 out of 5 average rating, 39 reviews
Top guest favourite
Home in The Villages
Social Club Retreat-3/2 w/Golf Cart-Dog Friendly
3 bedrooms, 3 beds
4–9 Oct
5.0 out of 5 average rating, 9 reviews
Superhost
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, 4 reviews
Home in Inverness
Old Place Inverness - 1926 Farmhouse
3 bedrooms, 6 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Leesburg
Luxury Lakefront 4 bedroom house
4 bedrooms
13–18 Sept
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Home in Wildwood
Stylish Villages Getaway
3 bedrooms, 3 beds
22–27 Sept
5.0 out of 5 average rating, 12 reviews
Superhost
Home in Clermont
10 Bd/ 8 Ba/ Windsor Cay (1003 Cr)
10 bedrooms, 15 beds
13–18 Sept
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
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
Home in Hernando
Luxury Pool Home Near Crystal River | Sleeps 8
3 bedrooms, 3 beds
13–18 Sept
New place to stay
Top guest favourite
Home in The Villages
Bay Breeze Villa Free Golf Cart Close to Eastport
2 bedrooms, 3 beds
17–22 Sept
5.0 out of 5 average rating, 42 reviews
Guest favourite
Home in Ridge Manor
New KING bed!, Patio, Lanai w/ Scenic Green Views
2 bedrooms, 3 beds
13–18 Sept
4.97 out of 5 average rating, 36 reviews
Home in Clermont
25 miles to Disney Contry side house
4 bedrooms, 3 beds
14–19 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in The Villages
The Creative Cottage! Premium Amenities!
3 bedrooms, 4 beds
13–18 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Weirsdale
Lake Weir Getaway | 2-Min Walk to Lake | Sleeps 8
4 bedrooms, 5 beds
16–21 Sept
5.0 out of 5 average rating, 10 reviews