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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
15–20 Sept
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4.98 out of 5 average rating, 55 reviews
Top guest favourite
Home in Webster
Webster House Your Central Florida Home Base
3 bedrooms, 3 queen beds, 2.5 bathrooms
15–20 Sept
4.99 out of 5 average rating, 76 reviews
Guest favourite
Cabin in Bushnell
Cabin in the Country
2 bedrooms, 5 beds, 2 bathrooms
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, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 31 reviews
Guest favourite
Home in Leesburg
Luxury Lakefront 4 bedroom house
4 bedrooms, 2.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 40 reviews
Superhost
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, 4 reviews
Top guest favourite
Home in The Villages
Social Club Retreat-3/2 w/Golf Cart-Dog Friendly
3 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 9 reviews
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
Top guest favourite
Home in The Villages
New Luxury Home-Pool-Waterfront View-3 King Suites
3 bedrooms, 3 king beds, 3 bathrooms
15–20 Sept
4.98 out of 5 average rating, 115 reviews
Home in Inverness
Inverness Nature Retreat|Near Downtown |Peaceful
3 bedrooms, 6 beds, 2 bathrooms
16–21 Sept
New place to stay
Superhost
Home in Clermont
2026 Themed 10 Bedrooms At Windsor Cay
10 bedrooms, 15 beds, 8 bathrooms
14–19 Sept
Top guest favourite
Home in Wildwood
Stylish Villages Getaway
3 bedrooms, 3 beds, 2 bathrooms
22–27 Sept
5.0 out of 5 average rating, 12 reviews
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
Superhost
Home in Clermont
10 Bd/ 8 Ba/ Windsor Cay (1003 Cr)
10 bedrooms, 15 beds, 8 bathrooms
16–21 Nov
Top guest favourite
Home in The Villages
Bay Breeze Villa Free Golf Cart Close to Eastport
2 bedrooms, 3 beds, 2 bathrooms
17–22 Sept
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Home in Inverness
The Clark House- new 3 br, 2 bath in Inverness, FL
3 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
4.99 out of 5 average rating, 190 reviews
Top guest favourite
Home in Weirsdale
Lake Weir Getaway | 2-Min Walk to Lake | Sleeps 8
4 bedrooms, 5 beds, 3 bathrooms
16–21 Sept
5.0 out of 5 average rating, 10 reviews
Home in Bushnell
Quiet Country Stay Near the River
3 bedrooms, 2 single beds, 2 bathrooms
16–21 Sept
Top guest favourite
Home in Brooksville
Florida Woodland Retreat
3 bedrooms, 4 beds, 2 bathrooms
6–11 Nov
4.94 out of 5 average rating, 64 reviews