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Search results; Over 1,000 homes in Webster

Top guest favourite
Home in Webster
Peaceful Country Retreat
2 bedrooms, 5 beds, 2 private bathrooms
2–7 Sept
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5.0 out of 5 average rating, 31 reviews
Top guest favourite
Home in Webster
Webster House Your Central Florida Home Base
3 bedrooms, 3 queen beds, 2.5 bathrooms
3–8 Sept
4.99 out of 5 average rating, 76 reviews
Top guest favourite
Farm stay in Webster
Welcome happy Campers, have fun!
2 bedrooms, 3 beds, 1 bathroom
8–13 Sept
4.98 out of 5 average rating, 54 reviews
Guest favourite
Cabin in Bushnell
Cabin in the Country
2 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
4.93 out of 5 average rating, 128 reviews
Top guest favourite
Home in Wildwood
The Villages - Sunshine and pickleball
4 bedrooms, 6 beds, 2 bathrooms
3–8 Sept
4.97 out of 5 average rating, 30 reviews
Guest favourite
Home in Leesburg
Luxury Lakefront 4 bedroom house
4 bedrooms, 2.5 bathrooms
2–7 Sept
5.0 out of 5 average rating, 40 reviews
Superhost
Home in Clermont
Experience Our New 2026 10BR Home at Windsor Cay
10 bedrooms, 12 beds, 8 bathrooms
13–18 Sept
Guest favourite
Camper van/Motorhome in Webster
Glamping Camper in the Forest.
1 bedroom, 1 double bed, 1 bathroom
2–7 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in The Villages
Eastport Emerald Escape 2BR Luxury in Well Point
2 bedrooms, 2 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Farm stay in Leesburg
Dirty Dog Cottage
2 bedrooms, 3 beds, 1 bathroom
2–7 Sept
4.96 out of 5 average rating, 27 reviews
Top guest favourite
Home in Clermont
Bright 3BR Downtown Clermont | Parking + Deck
3 bedrooms, 5 beds, 2 bathrooms
4–9 Sept
5.0 out of 5 average rating, 17 reviews
Guest favourite
Camper van/Motorhome in Webster
Riverview Hideaway
2 bedrooms, 3 beds, 1 bathroom
4–9 Sept
5.0 out of 5 average rating, 5 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, 3 reviews
Home in Clermont
25 miles to Disney Contry side house
4 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
New place to stay
Top guest favourite
Home in The Villages
2 min walk to pool, 4 seat cart, 5 min to Eastport
3 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
5.0 out of 5 average rating, 20 reviews
Guest favourite
Home in Ridge Manor
New KING bed!, Patio, Lanai w/ Scenic Green Views
2 bedrooms, 3 beds, 2 bathrooms
30 Sept – 5 Oct
4.97 out of 5 average rating, 36 reviews
Top guest favourite
Home in Leesburg
Beautiful Venetian Gardens Peaceful Home
3 bedrooms, 4 beds, 2 bathrooms
4–9 Sept
4.98 out of 5 average rating, 51 reviews
Superhost
Home in Kissimmee
8 Bd/ 6.5 Ba/ Solara Resort (2326 Cs)
8 bedrooms, 11 beds, 6.5 bathrooms
7–12 Sept
New place to stay
Guest favourite
Home in The Villages
Peaceful Oasis in Fenney
2 bedrooms, 1 king bed, 2 bathrooms
3–8 Sept
4.96 out of 5 average rating, 23 reviews