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
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
$1,141 SGD
Show price breakdown
for 5 nights
$1,141 SGD for 5 nights
,
·
4.91 out of 5 average rating, 223 reviews
4.91 (223)
Guest favourite
Guest favourite
Flat in Winter Garden
Luxury 2BR | Pool, Gym, Near Disney
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
2–7 Jul
2–7 Jul
$1,601 SGD
Show price breakdown
for 5 nights
$1,601 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
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
6–11 Jul
6–11 Jul
$2,286 SGD
Show price breakdown
for 5 nights
$2,286 SGD for 5 nights
Free cancellation
4.91 out of 5 average rating, 90 reviews
4.91 (90)
Top guest favourite
Guest favourite
Villa in Clermont
Villa for 5 - Mins to Mickey, Golf, Pickleball, DT
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
1–6 Jul
1–6 Jul
$924 SGD
Show price breakdown
for 5 nights
$924 SGD for 5 nights
4.95 out of 5 average rating, 44 reviews
4.95 (44)
Home in Kissimmee
Home Near Disney with pool, theater & games.
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
1–6 Jul
1–6 Jul
$2,416 SGD
Show price breakdown
for 5 nights
$2,416 SGD for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Guest house in Winter Garden
A place with a view
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
1–6 Jul
1–6 Jul
$918 SGD
Show price breakdown
for 5 nights
$918 SGD for 5 nights
Free cancellation
4.9 out of 5 average rating, 103 reviews
4.9 (103)
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
1–6 Jul
1–6 Jul
$1,218 SGD
$973 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Top guest favourite
Guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
1–6 Jul
1–6 Jul
$2,039 SGD
$1,682 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
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
3–8 Sept
3–8 Sept
$2,421 SGD
$2,030 SGD
Show price breakdown
for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Home in Minneola
New! Resort Style Oasis ~ Heated Pool & Game Room
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
2.5 bathrooms
2.5 bathrooms
9–14 Aug
9–14 Aug
$1,275 SGD
Show price breakdown
for 5 nights
$1,275 SGD for 5 nights
5.0 out of 5 average rating, 79 reviews
5.0 (79)
Home in Davenport
Pelicans Landing
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
5–10 Jul
5–10 Jul
$1,523 SGD
Show price breakdown
for 5 nights
$1,523 SGD for 5 nights
Free cancellation
New place to stay
New
Home in Kissimmee
Fun Palm Way
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
,
·
2 bathrooms
2 bathrooms
12–17 Jul
12–17 Jul
$1,567 SGD
Show price breakdown
for 5 nights
$1,567 SGD for 5 nights
Free cancellation
Superhost
Superhost
Flat in Orlando
Golf Course View Spacious 2BR Condo
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
2–7 Jul
2–7 Jul
$1,291 SGD
$1,181 SGD
Show price breakdown
for 5 nights
New place to stay
New
Villa in Davenport
RL236 – 4BR Villa w/ Private Pool Gated Community
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
23–29 Aug
23–29 Aug
$1,184 SGD
Show price breakdown
for 6 nights
$1,184 SGD for 6 nights
Free cancellation
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
12–17 Jul
12–17 Jul
$1,732 SGD
$1,570 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 23 reviews
5.0 (23)
Superhost
Superhost
Room in Winter Garden
Haven 15 minutes from Disney
1 bed
1 bed
,
·
1 bathroom
1 bathroom
1–6 Jul
1–6 Jul
$612 SGD
Show price breakdown
for 5 nights
$612 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Superhost
Superhost
Home in Kissimmee
Private Pool·BBQ·Game Room·Near Theme Parks
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
13–18 Sept
13–18 Sept
$1,092 SGD
Show price breakdown
for 5 nights
$1,092 SGD for 5 nights
Free cancellation
New place to stay
New
Superhost
Superhost
Townhouse in Kissimmee
4 BD/ 3 BA/ Storey Lake (4285 QS)
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
18–23 Aug
18–23 Aug
$1,477 SGD
$1,348 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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
$1,855 SGD
Show price breakdown
for 5 nights
$1,855 SGD for 5 nights
Free cancellation
4.99 out of 5 average rating, 116 reviews
4.99 (116)
1
2
3
4
…
15