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
Cottage in Winter Garden
The Heart of Winter Garden: Walk to shops & dining
2 bedrooms
,
·
2 beds
,
·
1 private bathroom
9–14 Sept
9–14 Sept
$1,323 SGD
Show price breakdown
for 5 nights
$1,323 SGD for 5 nights
,
·
4.99 out of 5 average rating, 198 reviews
4.99 (198)
Top guest favourite
Guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
9–14 Aug
9–14 Aug
$2,260 SGD
Show price breakdown
for 5 nights
$2,260 SGD for 5 nights
Pay $0 today
Free cancellation
4.91 out of 5 average rating, 93 reviews
4.91 (93)
Flat in Winter Garden
Chic Studio Apt by Bike Trail & Downtown, Apt #4
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
5–10 Aug
5–10 Aug
$994 SGD
$847 SGD
Show price breakdown
for 5 nights
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Villa in Clermont
Visiting Family, Lakes, Golf, Olympus, the Mouse?
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
5–10 Aug
5–10 Aug
$1,027 SGD
Show price breakdown
for 5 nights
$1,027 SGD for 5 nights
4.96 out of 5 average rating, 49 reviews
4.96 (49)
Home in Kissimmee
Disney Area Resort Retreat | Pool, Spa & Mini Golf
3 bedrooms
3 bedrooms
,
·
7 beds
7 beds
20–25 Sept
20–25 Sept
$832 SGD
Show price breakdown
for 5 nights
$832 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Townhouse in Clermont
The gold cottage
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
16–21 Aug
16–21 Aug
$945 SGD
Show price breakdown
for 5 nights
$945 SGD for 5 nights
Pay $0 today
Free cancellation
4.9 out of 5 average rating, 58 reviews
4.9 (58)
Top guest favourite
Guest favourite
Home in Clermont
Lakefront 2King 2Twin 1Queen 3BD+Deck Near Events
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
9–14 Aug
9–14 Aug
$1,756 SGD
Show price breakdown
for 5 nights
$1,756 SGD for 5 nights
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Guest favourite
Guest favourite
Home in Orlando
Harmony | Heated Pool | 10 min Universal & Epic.
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
14–19 Aug
14–19 Aug
$2,312 SGD
Show price breakdown
for 5 nights
$2,312 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 104 reviews
5.0 (104)
Home in Davenport
Highlands Reserve Retreat | Pool + Spa Near Disney
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
2–7 Oct
2–7 Oct
$1,186 SGD
Show price breakdown
for 5 nights
$1,186 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Home in Kissimmee
Golden Haven | Heated Pool | 7 Beds | Near Disney
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
14–19 Aug
14–19 Aug
$1,834 SGD
Show price breakdown
for 5 nights
$1,834 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Townhouse in Davenport
Beautiful townhouse just 15 minutes from Disney
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
15–20 Aug
15–20 Aug
$1,039 SGD
$956 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
6–11 Sept
6–11 Sept
$1,603 SGD
Show price breakdown
for 5 nights
$1,603 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Top guest favourite
Guest favourite
Townhouse in Clermont
Family Villa w/ Pool + Games • Near Disney (1189)
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
19–24 Sept
19–24 Sept
$1,578 SGD
$1,461 SGD
Show price breakdown
for 5 nights
Book early to save
4.98 out of 5 average rating, 42 reviews
4.98 (42)
Superhost
Superhost
Flat in Orlando
New luxury 3BD in Vista Cay · 5 min Epic Universe
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
21–26 Aug
21–26 Aug
$1,206 SGD
Show price breakdown
for 5 nights
$1,206 SGD for 5 nights
Pay $0 today
Free cancellation
New place to stay
New
Top guest favourite
Guest favourite
Home in Kissimmee
Cozy nd peaceful home w/ lake, near Disney Parks!
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
5–10 Jan
5–10 Jan
$1,086 SGD
$971 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Top guest favourite
Guest favourite
Guest house in Orlando
~ Luxe Modern Suite • Heated Pool • 2BR Gem
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
19–24 Nov
19–24 Nov
$1,161 SGD
Show price breakdown
for 5 nights
$1,161 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 45 reviews
4.98 (45)
Home in Orlando
Walk to Epic Universe | New! 3BR/3.5BA | Vista cay
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,558 SGD
$1,423 SGD
Show price breakdown
for 5 nights
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Flat in Orlando
Luxe King En-Suite• Universal/Epic 6 mins• Getaway
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
5–10 Aug
5–10 Aug
$1,370 SGD
$1,093 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
Flat in Kissimmee
Magical Getaway: 2-BR Near Disney
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
9–14 Aug
9–14 Aug
$800 SGD
$733 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 9 reviews
5.0 (9)
1
2
3
4
…
15