Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
NEW
NEW
Experiences
Experiences, new
NEW
NEW
Services
Services, new
Start your search
Location
Homes in Winter Garden
Check in / Check out
Any week
Guests
Add guests
Become a host
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Log in or sign up
filters
Filters
Price
Type of place
Show map
Search results; Over 1,000 homes in Winter Garden
Over 1,000 homes in Winter Garden
Top guest favourite
Guest favourite
Home in Winter Garden
Cozy Winter Garden Home 20 MINUTES FROM DISNEY
1 bedroom
,
·
1 bed
,
·
1 private bathroom
2–7 Aug
2–7 Aug
$1,128 SGD
Show price breakdown
for 5 nights
$1,128 SGD for 5 nights
,
·
4.92 out of 5 average rating, 224 reviews
4.92 (224)
Guest favourite
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
7 bedrooms
7 bedrooms
,
·
10 beds
10 beds
,
·
5.5 bathrooms
5.5 bathrooms
6–11 Mar
6–11 Mar
$4,830 SGD
$3,956 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Superhost
Superhost
Townhouse in Clermont
5 BD/ 5.5 BA/ Windsor Cay (16123 CL)
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
5.5 bathrooms
5.5 bathrooms
6–11 Aug
6–11 Aug
$2,324 SGD
$1,965 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Four Corners
Luxury 05 Bedroom at Windsor Cay
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
4.5 bathrooms
4.5 bathrooms
27 Jul – 1 Aug
27 Jul – 1 Aug
$1,467 SGD
Show price breakdown
for 5 nights
$1,467 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 28 reviews
5.0 (28)
Guest favourite
Guest favourite
Home in Clermont
Brand New 05 Bedrooms At Windsor Cay
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
4.5 bathrooms
4.5 bathrooms
3–8 Aug
3–8 Aug
$1,942 SGD
$1,625 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Superhost
Superhost
Home in Davenport
Pool Spa + Outdoor Entertainment | Golf Retreat
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
2.5 bathrooms
2.5 bathrooms
8–13 Aug
8–13 Aug
$2,153 SGD
$1,916 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Superhost
Superhost
Townhouse in Clermont
Private Pool, BBQ | Steps to Clubhouse
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
7–12 Aug
7–12 Aug
$1,110 SGD
Show price breakdown
for 5 nights
$1,110 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Home in Kissimmee
Santosh Cove Retreat
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3.5 bathrooms
3.5 bathrooms
31 Aug – 5 Sept
31 Aug – 5 Sept
$988 SGD
Show price breakdown
for 5 nights
$988 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Superhost
Superhost
Townhouse in Kissimmee
3 BD/ 3 BA/ The Hub At Westside (3349 TT)
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
28 Jul – 2 Aug
28 Jul – 2 Aug
$1,136 SGD
Show price breakdown
for 5 nights
$1,136 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Villa in Orlando
Charming Orlando Villa with Pool & Family Fun
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
2–7 Aug
2–7 Aug
$1,923 SGD
Show price breakdown
for 5 nights
$1,923 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Flat in Clermont
Downtown Clermont Scenic Retreat
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
4–9 Jul
4–9 Jul
$1,267 SGD
$1,050 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Superhost
Superhost
Apartment in Davenport
2BR Resort Condo Near Disney – Family Ready
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
5–10 Jul
5–10 Jul
$1,056 SGD
$817 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Villa in Clermont
Villa for 5 - Visiting family, Golfing, Downtown
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
4–9 Jul
4–9 Jul
$922 SGD
Show price breakdown
for 5 nights
$922 SGD for 5 nights
Pay $0 today
Free cancellation
4.96 out of 5 average rating, 47 reviews
4.96 (47)
Top guest favourite
Guest favourite
Villa in Clermont
Sunset Paradise Villa in Orlando, Disney area.
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
8–13 Jul
8–13 Jul
$1,563 SGD
Show price breakdown
for 5 nights
$1,563 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 23 reviews
5.0 (23)
Villa in Clermont
Modern 4BR South Facing Pool Home Near Disney
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
6–11 Sept
6–11 Sept
$1,362 SGD
$1,261 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Windermere
Relaxing 2BR Lakeview Retreat Close to Attractions
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
13–18 Jul
13–18 Jul
$1,820 SGD
Show price breakdown
for 5 nights
$1,820 SGD for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 116 reviews
4.99 (116)
Superhost
Superhost
Townhouse in Kissimmee
5 BD/ 4 BA/ Story Lake (4810 ML)
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
4 bathrooms
4 bathrooms
20–25 Jul
20–25 Jul
$1,548 SGD
Show price breakdown
for 5 nights
$1,548 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Kissimmee
Luxury Home Orlando – approx. 10 min to Disney
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
13–18 Aug
13–18 Aug
$1,129 SGD
$967 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 80 reviews
4.98 (80)
Home in Kissimmee
NEW! Disney-Themed Escape | Private Pool | Villans
8 bedrooms
8 bedrooms
,
·
13 beds
13 beds
,
·
6 bathrooms
6 bathrooms
6–11 Jul
6–11 Jul
$4,493 SGD
$2,639 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
1
2
3
4
…
15