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Search results; Over 1,000 homes in Webster
Over 1,000 homes in Webster
Photo 1 of 29
Guest favourite
Guest favourite
Home in Webster
Farmhouse Stay / Perfect for Florida Adventures
2 bedrooms
,
·
4 beds
,
·
1 private bathroom
1–6 Oct
1–6 Oct
$1,078 SGD
Show price breakdown
for 5 nights
$1,078 SGD for 5 nights
,
·
4.89 out of 5 average rating, 102 reviews
4.89 (102)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Webster
Webster House Your Central Florida Home Base
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
2.5 bathrooms
2.5 bathrooms
1–6 Oct
1–6 Oct
$1,940 SGD
$1,653 SGD
Show price breakdown
for 5 nights
Free cancellation
4.99 out of 5 average rating, 76 reviews
4.99 (76)
Photo 1 of 27
Top guest favourite
Guest favourite
Farm stay in Webster
Welcome happy Campers, have fun!
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
5–10 Oct
5–10 Oct
$1,438 SGD
$1,264 SGD
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for 5 nights
Free cancellation
4.98 out of 5 average rating, 55 reviews
4.98 (55)
Photo 1 of 28
Guest favourite
Guest favourite
Cabin in Bushnell
Cabin in the Country
2 bedrooms
2 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
4–9 Oct
4–9 Oct
$1,230 SGD
$1,013 SGD
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for 5 nights
4.93 out of 5 average rating, 128 reviews
4.93 (128)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Webster
Peaceful Country Retreat
2 bedrooms
2 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
1–6 Oct
1–6 Oct
$1,886 SGD
$1,255 SGD
Show price breakdown
for 5 nights
Extended stay discount
5.0 out of 5 average rating, 31 reviews
5.0 (31)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Wildwood
The Villages - Sunshine and pickleball
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
1–6 Oct
1–6 Oct
$2,178 SGD
$1,805 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 30 reviews
4.97 (30)
Photo 1 of 29
Guest favourite
Guest favourite
Place to stay in Brooksville
Epic Outdoor Adventure Await Your Group! Sleep 34
11 bedrooms
11 bedrooms
,
·
19 beds
19 beds
,
·
8 bathrooms
8 bathrooms
18–23 Oct
18–23 Oct
$6,554 SGD
$5,967 SGD
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for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Leesburg
Luxury Lakefront 4 bedroom house
4 bedrooms
4 bedrooms
,
·
2.5 bathrooms
2.5 bathrooms
1–6 Oct
1–6 Oct
$1,723 SGD
$1,547 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 41 reviews
5.0 (41)
Photo 1 of 29
Superhost
Superhost
Home in Clermont
2026 Themed 7BR | LED Pool | Windsor Cay
7 bedrooms
7 bedrooms
,
·
7 beds
7 beds
,
·
6 bathrooms
6 bathrooms
14–19 Nov
14–19 Nov
$3,019 SGD
$2,533 SGD
Show price breakdown
for 5 nights
Book early to save
Free cancellation
New place to stay
New
Photo 1 of 29
Superhost
Superhost
Home in Clermont
2026 Themed 7BR house at Windsor Cay Resort
7 bedrooms
7 bedrooms
,
·
10 beds
10 beds
,
·
6 bathrooms
6 bathrooms
17–22 Oct
17–22 Oct
$2,564 SGD
$2,061 SGD
Show price breakdown
for 5 nights
Free cancellation
New place to stay
New
Photo 1 of 29
Superhost
Superhost
Home in Clermont
2026 Themed 10 Bedrooms At Windsor Cay
10 bedrooms
10 bedrooms
,
·
15 beds
15 beds
,
·
8 bathrooms
8 bathrooms
3–8 Jan
3–8 Jan
$4,982 SGD
$4,549 SGD
Show price breakdown
for 5 nights
Book early to save
Free cancellation
Photo 1 of 29
Home in Groveland
Nature, Disney & More! Family Home in Groveland
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
,
·
2 bathrooms
2 bathrooms
9–14 Oct
9–14 Oct
$1,473 SGD
Show price breakdown
for 5 nights
$1,473 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Wildwood
Three Palms Designer Home 3/2 + Golf Car
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
23–28 Oct
23–28 Oct
$1,476 SGD
$1,153 SGD
Show price breakdown
for 5 nights
Free cancellation
4.98 out of 5 average rating, 40 reviews
4.98 (40)
Photo 1 of 29
Superhost
Superhost
Home in Kissimmee
NEW 2026 Themed 9BR| Racing Simulator |Solara
9 bedrooms
9 bedrooms
,
·
13 beds
13 beds
,
·
6.5 bathrooms
6.5 bathrooms
14–19 Dec
14–19 Dec
$3,367 SGD
$2,819 SGD
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for 5 nights
Book early to save
Free cancellation
4.75 out of 5 average rating, 4 reviews
4.75 (4)
Photo 1 of 29
Superhost
Superhost
Home in Clermont
10 Bd/ 8 Ba/ Windsor Cay (1003 Cr)
10 bedrooms
10 bedrooms
,
·
15 beds
15 beds
,
·
8 bathrooms
8 bathrooms
16–21 Nov
16–21 Nov
$3,377 SGD
$3,120 SGD
Show price breakdown
for 5 nights
Book early to save
Free cancellation
Photo 1 of 29
Guest favourite
Guest favourite
Camper van/Motorhome in Webster
Glamping Camper in the Forest.
1 bedroom
1 bedroom
,
·
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
1–6 Oct
1–6 Oct
$384 SGD
$331 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Photo 1 of 29
Superhost
Superhost
Home in Four Corners
7 Bd/ 5.5 Ba/ Windsor Cay (1028 Bp)
7 bedrooms
7 bedrooms
,
·
10 beds
10 beds
,
·
5 bathrooms
5 bathrooms
9–14 Nov
9–14 Nov
$2,688 SGD
$2,479 SGD
Show price breakdown
for 5 nights
Book early to save
Free cancellation
Photo 1 of 29
Guest favourite
Guest favourite
Home in Clermont
5 Bd/ 5.5 Ba/ Windsor Cay (15839 Cc)
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
5.5 bathrooms
5.5 bathrooms
2–7 Nov
2–7 Nov
$2,205 SGD
$2,031 SGD
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for 5 nights
Book early to save
Free cancellation
5.0 out of 5 average rating, 24 reviews
5.0 (24)
Photo 1 of 29
Top guest favourite
Guest favourite
Farm stay in Dade City
Diego’s Cabin-Grounding 18 Acre Wildlife Sanctuary
2 beds
2 beds
,
·
1 bathroom
1 bathroom
18–23 Oct
18–23 Oct
$826 SGD
$615 SGD
Show price breakdown
for 5 nights
Free cancellation
4.92 out of 5 average rating, 78 reviews
4.92 (78)
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