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
Downtown Bungalow with fire pit and putting green
2 bedrooms
,
·
2 beds
,
·
1 private bathroom
1–6 Sept
1–6 Sept
$1,761 SGD
Show price breakdown
for 5 nights
$1,761 SGD for 5 nights
,
·
4.97 out of 5 average rating, 132 reviews
4.97 (132)
Top guest favourite
Guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
9–14 Aug
9–14 Aug
$2,255 SGD
Show price breakdown
for 5 nights
$2,255 SGD for 5 nights
4.91 out of 5 average rating, 94 reviews
4.91 (94)
Flat in Winter Garden
Chic Studio Apt by Bike Trail & Downtown, Apt #4
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$846 SGD
$725 SGD
Show price breakdown
for 5 nights
Guest favourite
Guest favourite
Home in Orlando
Harmony | Heated Pool | 10 min Universal & Epic.
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
14–19 Aug
14–19 Aug
$2,255 SGD
Show price breakdown
for 5 nights
$2,255 SGD for 5 nights
5.0 out of 5 average rating, 104 reviews
5.0 (104)
Top guest favourite
Guest favourite
Townhouse in Clermont
The gold cottage
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$943 SGD
Show price breakdown
for 5 nights
$943 SGD for 5 nights
4.9 out of 5 average rating, 58 reviews
4.9 (58)
Townhouse in Kissimmee
Magical Family Retreat 4B, 3.5B, Spa, 4M Disney!
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
,
·
3.5 bathrooms
3.5 bathrooms
9–14 Sept
9–14 Sept
$1,542 SGD
Show price breakdown
for 5 nights
$1,542 SGD for 5 nights
New place to stay
New
Top guest favourite
Guest favourite
Flat in Kissimmee
Vacation Condo with pool-20 Min from Disney
2 bedrooms
2 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$960 SGD
Show price breakdown
for 5 nights
$960 SGD for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Room in Orlando
Comfortable room close to everything
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
11–16 Sept
11–16 Sept
$352 SGD
Show price breakdown
for 5 nights
$352 SGD for 5 nights
New place to stay
New
Home in Davenport
Magical Florida Stay | Pool & Harry Potter
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
31 Aug – 5 Sept
31 Aug – 5 Sept
$1,382 SGD
Show price breakdown
for 5 nights
$1,382 SGD for 5 nights
New place to stay
New
Guest favourite
Guest favourite
Home in Kissimmee
Magic Escape Orlando
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
9–14 Aug
9–14 Aug
$1,526 SGD
$1,235 SGD
Show price breakdown
for 5 nights
4.9 out of 5 average rating, 10 reviews
4.9 (10)
Top guest favourite
Guest favourite
Townhouse in Clermont
Family Villa w/ Pool + Games • Near Disney (1189)
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
4.5 bathrooms
4.5 bathrooms
19–24 Sept
19–24 Sept
$1,564 SGD
$1,449 SGD
Show price breakdown
for 5 nights
Book early to save
4.98 out of 5 average rating, 42 reviews
4.98 (42)
Home in Davenport
Highlands Reserve Retreat | Pool + Spa Near Disney
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
2–7 Oct
2–7 Oct
$1,376 SGD
Show price breakdown
for 5 nights
$1,376 SGD for 5 nights
New place to stay
New
Top guest favourite
Guest favourite
Flat in Clermont
Modern & Cozy Studio-Apartment
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
15–20 Aug
15–20 Aug
$686 SGD
Show price breakdown
for 5 nights
$686 SGD for 5 nights
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Home in Kissimmee
Brisa Family Retreat with Private Pool
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
16–21 Aug
16–21 Aug
$1,622 SGD
$1,470 SGD
Show price breakdown
for 5 nights
Extended stay discount
New place to stay
New
Top guest favourite
Guest favourite
Apartment in Orlando
Super Mario's Sky Suite - Epic Universe 3 BD SUITE
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
30 Sept – 5 Oct
30 Sept – 5 Oct
$1,685 SGD
Show price breakdown
for 5 nights
$1,685 SGD for 5 nights
4.95 out of 5 average rating, 187 reviews
4.95 (187)
Superhost
Superhost
Rooms in Oakland
Oakland Trails
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
18–23 Aug
18–23 Aug
$1,089 SGD
Show price breakdown
for 5 nights
$1,089 SGD for 5 nights
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Top guest favourite
Guest favourite
Home in Orlando
Walk to Epic Universe | New! 3BR/3.5BA | Vista cay
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3.5 bathrooms
3.5 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,421 SGD
Show price breakdown
for 5 nights
$1,421 SGD for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Top guest favourite
Guest favourite
Guest house in Orlando
~ Luxe Modern Suite • Heated Pool • 2BR Gem
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
22–27 Nov
22–27 Nov
$1,180 SGD
Show price breakdown
for 5 nights
$1,180 SGD for 5 nights
4.98 out of 5 average rating, 46 reviews
4.98 (46)
Superhost
Superhost
Room in Winter Garden
Haven 15 minutes from Disney
1 bed
1 bed
,
·
1 bathroom
1 bathroom
10–15 Aug
10–15 Aug
$589 SGD
Show price breakdown
for 5 nights
$589 SGD for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
1
2
3
4
…
15