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Search results; Over 1,000 homes in Winter Park

Guest favourite
Apartment in Winter Park
Lovely Winter Park Home close to Hospitals !
1 bedroom, 2 beds, 1 private bathroom
22–27 Sept
,
4.83 out of 5 average rating, 127 reviews
Featured hotel
Hotel in Winter Park
Parlor king
1 bedroom, 1 king bed
24–29 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Room in Winter Park
Winter Park. room1
1 queen bed
20–25 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Orlando
Not just 2 private bedrooms; the entire upstairs!
2 bedrooms, 2 beds
28 Sept – 3 Oct
5.0 out of 5 average rating, 214 reviews
Guest favourite
Home in Winter Park
Luxury Designer Home • Downtown,Universal & Disney
4 bedrooms, 4 beds
3–8 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Guest house in Orlando
Modern 1950s Studio • Near Downtown & Theme Parks
1 bedroom, 1 queen bed
17–22 Sept
4.97 out of 5 average rating, 184 reviews
Top guest favourite
Guest house in Orlando
~ Luxe Modern Suite • Heated Pool • 2BR Gem
2 bedrooms, 2 beds
14–19 Jan
4.98 out of 5 average rating, 56 reviews
Top guest favourite
Home in Orlando
4BR: Lakefront Retreat with Harry Potter Game Loft
4 bedrooms
12–17 Oct
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Guest house in Orlando
Detached suite in Mills 50 food paradise
1 bedroom, 1 queen bed
19–24 Sept
5.0 out of 5 average rating, 142 reviews
Guest favourite
Room in Orlando
Orlando Comfort
2 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Orlando
Stylish & Cozy King Bed Retreat @ Baldwin Park
2 bedrooms, 2 beds
12–17 Oct
5.0 out of 5 average rating, 65 reviews
Top guest favourite
Guest suite in Orlando
A SUITE RETREAT with a Garden View in the City
1 bedroom, 1 queen bed
18–23 Nov
4.98 out of 5 average rating, 482 reviews
Top guest favourite
Flat in Orlando
Luxury King, Close to Parks, PetFriendly,Pool, Gym
1 bedroom, 2 beds
15–20 Sept
5.0 out of 5 average rating, 18 reviews
Flat in Orlando
Carriage House w/ Office - Thornton Park/Lake Eola
1 bedroom, 2 beds
23–28 Oct
New place to stay
Top guest favourite
Home in Longwood
The Lakefront Brantley House
3 bedrooms, 3 beds
16–23 Sept
5.0 out of 5 average rating, 24 reviews
Guest favourite
Guest suite in Orlando
~Chic Oasis • 6-Guest Suite • Pool Heat • Near All
2 bedrooms, 3 beds
27 Nov – 2 Dec
4.97 out of 5 average rating, 451 reviews
Room in Winter Park
Quiet, comfortable room in Orlando (Winter Park)
1 bed
15–20 Sept
Apartment in Orlando
4114-306 Spacious 3bd condo at Vista Cay Resort
3 bedrooms, 7 beds
9–14 Nov
New place to stay
Top guest favourite
Guest house in Orlando
College Park Villa Oasis w/ Botanical Courtyard
1 bedroom, 1 queen bed
21–26 Sept
4.99 out of 5 average rating, 171 reviews