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
$1,371 SGD
Show price breakdown
for 5 nights
$1,371 SGD for 5 nights
,
·
4.99 out of 5 average rating, 196 reviews
4.99 (196)
Top guest favourite
Guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
4.91 out of 5 average rating, 92 reviews
4.91 (92)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
19–24 Jul
19–24 Jul
$2,277 SGD
Show price breakdown
for 5 nights
$2,277 SGD for 5 nights
Pay $0 today
Free cancellation
Home in Clermont
Cozy Mod Escape |Sleeps 7| "Oak Tree House"
5.0 out of 5 average rating, 4 reviews
5.0 (4)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
17–22 Jul
17–22 Jul
$1,473 SGD
Show price breakdown
for 5 nights
$1,473 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Place to stay in Oakland
Oakland Trails
5.0 out of 5 average rating, 3 reviews
5.0 (3)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
14–19 Jul
14–19 Jul
$1,127 SGD
Show price breakdown
for 5 nights
$1,127 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Place to stay in Windermere
A room very close to the Disney parks
5.0 out of 5 average rating, 13 reviews
5.0 (13)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
28 Mar – 2 Apr
28 Mar – 2 Apr
$457 SGD
Show price breakdown
for 5 nights
$457 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Villa in Clermont
Villa for 5 - Visiting family, Golfing, Downtown
4.96 out of 5 average rating, 47 reviews
4.96 (47)
,
·
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
12–17 Jul
12–17 Jul
$1,087 SGD
Show price breakdown
for 5 nights
$1,087 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Townhouse in Clermont
Private Pool, BBQ | Steps to Clubhouse
New place to stay
New
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$945 SGD
Show price breakdown
for 5 nights
$945 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Place to stay in Ocoee
Updated 1 bedroom/ 1 bathroom
5.0 out of 5 average rating, 30 reviews
5.0 (30)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1.5 bathrooms
1.5 bathrooms
1–6 Aug
1–6 Aug
$475 SGD
Show price breakdown
for 5 nights
$475 SGD for 5 nights
Pay $0 today
Free cancellation
Home in Orlando
Walk to Epic Universe | New! 3BR/3.5BA | Vista cay
5.0 out of 5 average rating, 3 reviews
5.0 (3)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3.5 bathrooms
3.5 bathrooms
24–29 Aug
24–29 Aug
$1,628 SGD
$1,434 SGD
Show price breakdown
for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Minneola
New! Resort Style Oasis ~ Heated Pool & Game Room
5.0 out of 5 average rating, 80 reviews
5.0 (80)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
18–23 Sept
18–23 Sept
$1,355 SGD
$1,228 SGD
Show price breakdown
for 5 nights
Superhost
Superhost
Room in Winter Garden
Haven 15 minutes from Disney
5.0 out of 5 average rating, 4 reviews
5.0 (4)
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
13–18 Jul
13–18 Jul
$594 SGD
Show price breakdown
for 5 nights
$594 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Clermont
Cozy Clermont Retreat
4.98 out of 5 average rating, 48 reviews
4.98 (48)
,
·
6 bedrooms
6 bedrooms
,
·
9 beds
9 beds
,
·
4 bathrooms
4 bathrooms
26–31 Jul
26–31 Jul
$2,419 SGD
$2,215 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
5.0 out of 5 average rating, 29 reviews
5.0 (29)
,
·
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
4.5 bathrooms
4.5 bathrooms
2–7 Aug
2–7 Aug
$1,637 SGD
$1,380 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
Flat in Kissimmee
The Balcony Retreat at Storey Lake
5.0 out of 5 average rating, 4 reviews
5.0 (4)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
9–14 Aug
9–14 Aug
$806 SGD
Show price breakdown
for 5 nights
$806 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Clermont
Blessing House Near the Parks
4.86 out of 5 average rating, 7 reviews
4.86 (7)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
22–27 Aug
22–27 Aug
$1,066 SGD
$979 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
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
$1,369 SGD
$1,267 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Kissimmee
Amazing 03 Bedrooms/ 03 Baths / Sleeps 08
4.97 out of 5 average rating, 35 reviews
4.97 (35)
,
·
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
25–30 Aug
25–30 Aug
$1,107 SGD
$939 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Townhouse in Kissimmee
4 Beds / 4.5 Baths / Magic Village Views (3085RW)
4.89 out of 5 average rating, 19 reviews
4.89 (19)
,
·
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
4.5 bathrooms
4.5 bathrooms
2–7 Aug
2–7 Aug
$1,330 SGD
Show price breakdown
for 5 nights
$1,330 SGD for 5 nights
Pay $0 today
Free cancellation
Superhost
Superhost
Home in Clermont
Brand NEW 05 Bedrooms At Windsor Cay
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
4 bathrooms
4 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,502 SGD
$1,291 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
1
2
3
4
…
15