Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
Experiences
Experiences
Services
Services
Start your search
Location
Homes in Winter Garden
Check in / Check out
Any week
Guests
Add guests
Log in or sign up
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Gift cards
Log in or sign up
filters
Filters
Price
Price filter
Type of place
Type of place filter
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
21–26 Sept
21–26 Sept
£928
£785
total
Show price breakdown
,
·
4.99 out of 5 average rating, 199 reviews
4.99 (199)
Flat in Winter Garden
Studio Apt close to Downtown & Bike Trail, Apt #3
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
11–16 Sept
11–16 Sept
£513
£446
total
Show price breakdown
Superhost
Superhost
Home in Montverde
3BD Montverde Lakeview Escape Near Orlando
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
11–16 Sept
11–16 Sept
£1,253
£1,060
total
Show price breakdown
New place to stay
New
Top guest favourite
Guest favourite
Home in Clermont
Lakefront 2King 2Twin 1Queen 3BD+Deck Near Events
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
11–16 Sept
11–16 Sept
£1,192
total
Show price breakdown
£1,192 total
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Top guest favourite
Guest favourite
Home in Four Corners
Luxury 05 Bedroom at Windsor Cay
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
13–18 Sept
13–18 Sept
£827
£723
total
Show price breakdown
4.94 out of 5 average rating, 35 reviews
4.94 (35)
Guest favourite
Guest favourite
Room in Winter Garden
Haven 15 minutes from Disney
1 bed
1 bed
11–16 Sept
11–16 Sept
£388
total
Show price breakdown
£388 total
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Top guest favourite
Guest favourite
Home in Kissimmee
Amazing 3Bdrms/2,5bath At Encantada
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
12–17 Sept
12–17 Sept
£703
£616
total
Show price breakdown
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Top guest favourite
Guest favourite
Villa in Clermont
Sunset Paradise Villa in Orlando, Disney area.
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
11–16 Sept
11–16 Sept
£974
total
Show price breakdown
£974 total
5.0 out of 5 average rating, 28 reviews
5.0 (28)
Top guest favourite
Guest favourite
Villa in Clermont
Visiting Family, Lakes, Golf, Olympus, the Mouse?
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
11–16 Sept
11–16 Sept
£619
total
Show price breakdown
£619 total
4.96 out of 5 average rating, 49 reviews
4.96 (49)
Top guest favourite
Guest favourite
Home in Clermont
Cozy Clermont Retreat
6 bedrooms
6 bedrooms
,
·
9 beds
9 beds
14–19 Sept
14–19 Sept
£1,561
£1,409
total
Show price breakdown
Free cancellation
4.98 out of 5 average rating, 51 reviews
4.98 (51)
Home in Davenport
The Palm w/ themed rooms private pool near Disney
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
11–16 Oct
11–16 Oct
£776
total
Show price breakdown
£776 total
Free cancellation
New place to stay
New
Superhost
Superhost
Rooms in Oakland
Oakland Trails
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
22–27 Sept
22–27 Sept
£712
total
Show price breakdown
£712 total
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Superhost
Superhost
Apartment in Kissimmee
Neverland Hideaway At Caribe Cove
2 bedrooms
2 bedrooms
,
·
5 beds
5 beds
14–19 Sept
14–19 Sept
£592
total
Show price breakdown
£592 total
Guest favourite
Guest favourite
Home in Orlando
Harmony | Heated Pool | 10 min Universal & Epic.
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
23–28 Sept
23–28 Sept
£1,315
total
Show price breakdown
£1,315 total
Free cancellation
5.0 out of 5 average rating, 106 reviews
5.0 (106)
Top guest favourite
Guest favourite
Flat in Clermont
Downtown Clermont Scenic Retreat
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
11–16 Sept
11–16 Sept
£667
total
Show price breakdown
£667 total
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Top guest favourite
Guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
11–16 Sept
11–16 Sept
£1,448
total
Show price breakdown
£1,448 total
4.92 out of 5 average rating, 97 reviews
4.92 (97)
Guest favourite
Guest favourite
Apartment in Orlando
Vista Cay Lakeview Chic, Next To Epic And Occc
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
13–18 Sept
13–18 Sept
£1,193
£689
total
Show price breakdown
5.0 out of 5 average rating, 71 reviews
5.0 (71)
Top guest favourite
Guest favourite
Guest house in Orlando
1924 Spanish Carriage House Lower
1 bedroom
1 bedroom
,
·
2 beds
2 beds
11–16 Sept
11–16 Sept
£888
£790
total
Show price breakdown
4.98 out of 5 average rating, 153 reviews
4.98 (153)
Top guest favourite
Guest favourite
Townhouse in Clermont
The gold cottage
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
15–20 Sept
15–20 Sept
£599
total
Show price breakdown
£599 total
Free cancellation
4.9 out of 5 average rating, 58 reviews
4.9 (58)
1
2
3
4
…
15