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 Park
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 Park
Over 1,000 homes in Winter Park
Room in Winter Park
A nice quiet and cozy private bedroom in 2nd floor
1 bedroom
,
·
1 bed
,
·
1.5 shared bathrooms
5–10 Aug
5–10 Aug
$401 SGD
Show price breakdown
for 5 nights
$401 SGD for 5 nights
,
·
4.8 out of 5 average rating, 44 reviews
4.8 (44)
Home in Winter Park
Luxury Designer Home • Downtown,Universal & Disney
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
3.5 bathrooms
3.5 bathrooms
5–10 Aug
5–10 Aug
$2,727 SGD
$2,175 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favourite
Guest favourite
Flat in Winter Park
The Grove
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
18–23 Sept
18–23 Sept
$558 SGD
Show price breakdown
for 5 nights
$558 SGD for 5 nights
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Superhost
Superhost
Home in Winter Park
Cute bungalow minutes walk from Park Ave.
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
2 bathrooms
2 bathrooms
7–13 Nov
7–13 Nov
$2,504 SGD
Show price breakdown
for 6 nights
$2,504 SGD for 6 nights
4.96 out of 5 average rating, 27 reviews
4.96 (27)
Top guest favourite
Guest favourite
Home in Winter Park
Stylish 2BR Near Park Ave & Rollins College
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
5–10 Aug
5–10 Aug
$1,140 SGD
Show price breakdown
for 5 nights
$1,140 SGD for 5 nights
5.0 out of 5 average rating, 27 reviews
5.0 (27)
Top guest favourite
Guest favourite
Home in Longwood
The Lakefront Brantley House
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
6–13 Aug
6–13 Aug
$2,665 SGD
Show price breakdown
for 7 nights
$2,665 SGD for 7 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 24 reviews
5.0 (24)
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
$2,312 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)
Superhost
Superhost
Home in Orlando
Relax & Recharge • Orlando 4BR with Pool
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
15–20 Aug
15–20 Aug
$1,416 SGD
Show price breakdown
for 5 nights
$1,416 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Home in Orlando
Sleeps 6 | Car Rental | Prime DTO Location
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
11–16 Aug
11–16 Aug
$1,770 SGD
$1,386 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 83 reviews
4.95 (83)
Top guest favourite
Guest favourite
Flat in Orlando
Spacious2BR PetFriendly Oasis Sleeps 6, Pool &Gym
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$1,232 SGD
$1,003 SGD
Show price breakdown
for 5 nights
Extended stay discount
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Top guest favourite
Guest favourite
Home in Orlando
Not just 2 private bedrooms; the entire upstairs!
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
12–17 Aug
12–17 Aug
$877 SGD
$768 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 212 reviews
5.0 (212)
Top guest favourite
Guest favourite
Flat in Apopka
The little Manatee Home - Lake & Wildlife Retreat
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
25–30 Aug
25–30 Aug
$722 SGD
Show price breakdown
for 5 nights
$722 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 64 reviews
4.98 (64)
Top guest favourite
Guest favourite
Home in Longwood
Central Florida Pool Home
3 bedrooms
3 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
5–10 Aug
5–10 Aug
$2,135 SGD
$1,565 SGD
Show price breakdown
for 5 nights
4.96 out of 5 average rating, 55 reviews
4.96 (55)
Top guest favourite
Guest favourite
Guest suite in Orlando
~Chic Oasis • 6-Guest Suite • Pool Heat • Near All
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
10–15 Oct
10–15 Oct
$1,128 SGD
Show price breakdown
for 5 nights
$1,128 SGD for 5 nights
4.98 out of 5 average rating, 444 reviews
4.98 (444)
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
$1,694 SGD
Show price breakdown
for 5 nights
$1,694 SGD for 5 nights
Pay $0 today
Free cancellation
4.95 out of 5 average rating, 187 reviews
4.95 (187)
Guest favourite
Guest favourite
Home in Orlando
Bright&Airy2BR/2BA Family Oasis Near Airport&Parks
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
5–10 Aug
5–10 Aug
$1,208 SGD
Show price breakdown
for 5 nights
$1,208 SGD for 5 nights
4.91 out of 5 average rating, 65 reviews
4.91 (65)
Top guest favourite
Guest favourite
Home in Orlando
The Palm | Stylish Stay Close to Downtown Orlando
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
16–21 Aug
16–21 Aug
$941 SGD
Show price breakdown
for 5 nights
$941 SGD for 5 nights
5.0 out of 5 average rating, 9 reviews
5.0 (9)
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
$1,558 SGD
$1,423 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Top guest favourite
Guest favourite
Guest house in Orlando
Guest Home-Orlando Airport and Disney-Free Parking
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$647 SGD
Show price breakdown
for 5 nights
$647 SGD for 5 nights
Pay $0 today
Free cancellation
4.96 out of 5 average rating, 51 reviews
4.96 (51)
1
2
3
4
…
15