filters

Search results; Over 1,000 homes in Webster

Photo 1 of 29
Guest favourite
Home in Webster
Farmhouse Stay / Perfect for Florida Adventures
2 bedrooms, 4 beds, 1 private bathroom
4–9 Oct
,
4.89 out of 5 average rating, 102 reviews
Photo 1 of 29
Top guest favourite
Home in Webster
Webster House Your Central Florida Home Base
3 bedrooms, 3 queen beds, 2.5 bathrooms
1–6 Oct
4.99 out of 5 average rating, 76 reviews
Photo 1 of 27
Top guest favourite
Farm stay in Webster
Welcome happy Campers, have fun!
2 bedrooms, 3 beds, 1 bathroom
5–10 Oct
4.98 out of 5 average rating, 55 reviews
Photo 1 of 29
Top guest favourite
Home in Wildwood
The Villages - Sunshine and pickleball
4 bedrooms, 6 beds, 2 bathrooms
1–6 Oct
4.97 out of 5 average rating, 30 reviews
Photo 1 of 29
Home in Lake Panasoffkee
Lake Panasoffkee Getaway | 2 Homes on 1 Acre
3 bedrooms, 6 beds, 3 bathrooms
1–6 Oct
New place to stay
Photo 1 of 27
Superhost
Home in Sumterville
New Home/ 3/3/Heated Pool/2 Golf Carts/Golf course
3 bedrooms, 4 beds, 3 bathrooms
1–6 Oct
New place to stay
Photo 1 of 29
Guest favourite
Camper van/Motorhome in Webster
Glamping Camper in the Forest.
1 bedroom, 1 double bed, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 11 reviews
Photo 1 of 29
Superhost
Home in Clermont
2026 Themed 7BR | LED Pool | Windsor Cay
7 bedrooms, 7 beds, 6 bathrooms
14–19 Nov
New place to stay
Photo 1 of 29
Home in Davenport
Disney Getaway | Private Pool & Spa | 4BR
4 bedrooms, 8 beds, 4 bathrooms
1–6 Oct
New place to stay
Photo 1 of 29
Top guest favourite
Farm stay in Dade City
Diego’s Cabin-Grounding 18 Acre Wildlife Sanctuary
2 beds, 1 bathroom
18–23 Oct
4.92 out of 5 average rating, 79 reviews
Photo 1 of 29
Top guest favourite
Home in Weirsdale
Lake Weir Getaway | 2-Min Walk to Lake | Sleeps 8
4 bedrooms, 5 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 12 reviews
Photo 1 of 29
Superhost
Home in Clermont
2026 Themed 10 Bedrooms At Windsor Cay
10 bedrooms, 15 beds, 8 bathrooms
3–8 Jan
Photo 1 of 29
Home in Groveland
Nature, Disney & More! Family Home in Groveland
4 bedrooms, 8 beds, 2 bathrooms
9–14 Oct
5.0 out of 5 average rating, 4 reviews
Photo 1 of 29
Superhost
Home in Four Corners
Sleeps 14·Private Pool·Games Room
6 bedrooms, 8 beds, 6 bathrooms
1–6 Oct
New place to stay
Photo 1 of 29
Home in Wildwood
Jessica's Signature Cottage | Walk to Eastport
3 bedrooms, 3 beds, 2 bathrooms
10–15 Oct
New place to stay
Photo 1 of 29
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
Photo 1 of 27
Top guest favourite
Home in Clermont
Stylish Lakeview Home for Triathletes/ Family 380
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
4.91 out of 5 average rating, 133 reviews
Photo 1 of 20
Top guest favourite
Home in The Villages
Eastport Emerald Escape 2BR Luxury in Well Point
2 bedrooms, 2 beds, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 22 reviews
Photo 1 of 18
Guest house in Lake Panasoffkee
Lake Panasoffkee guest house 1BR | Boat Parking
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
New place to stay