filters

Search results; Over 1,000 homes in Winter Park

Photo 1 of 29
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
Photo 1 of 29
Featured hotel
Hotel in Winter Park
Parlor king
1 bedroom, 1 king bed, 1 bathroom
24–29 Sept
5.0 out of 5 average rating, 3 reviews
Photo 1 of 17
Top guest favourite
Home in Orlando
Not just 2 private bedrooms; the entire upstairs!
2 bedrooms, 2 beds, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 215 reviews
Photo 1 of 29
Guest favourite
Home in Winter Park
Luxury Designer Home • Downtown,Universal & Disney
4 bedrooms, 4 beds, 3.5 bathrooms
3–8 Oct
5.0 out of 5 average rating, 7 reviews
Photo 1 of 16
Top guest favourite
Guest house in Orlando
Modern 1950s Studio • Near Downtown & Theme Parks
1 bedroom, 1 queen bed, 1 bathroom
19–24 Sept
4.97 out of 5 average rating, 184 reviews
Photo 1 of 6
Room in Winter Park
LBeTwo Queen desk closet
1 bed, 1 bathroom
19–24 Sept
New place to stay
Photo 1 of 29
Top guest favourite
Guest house in Orlando
~ Luxe Modern Suite • Heated Pool • 2BR Gem
2 bedrooms, 2 beds, 1 bathroom
14–19 Jan
4.98 out of 5 average rating, 56 reviews
Photo 1 of 23
Flat in Orlando
Carriage House w/ Office - Thornton Park/Lake Eola
1 bedroom, 2 beds, 1 bathroom
23–28 Oct
New place to stay
Photo 1 of 29
Top guest favourite
Home in Orlando
4BR: Lakefront Retreat with Harry Potter Game Loft
4 bedrooms, 3 bathrooms
12–17 Oct
5.0 out of 5 average rating, 37 reviews
Photo 1 of 29
Top guest favourite
Home in Longwood
The Lakefront Brantley House
3 bedrooms, 3 beds, 2.5 bathrooms
18–25 Sept
5.0 out of 5 average rating, 24 reviews
Photo 1 of 27
Top guest favourite
Guest suite in Orlando
LAKEFRONT STUDIO APARTMENT (private entrance)
1 bedroom, 1 king bed, 1 bathroom
21–26 Oct
5.0 out of 5 average rating, 487 reviews
Photo 1 of 6
Guest favourite
Room in Orlando
Orlando Comfort
2 beds, 1 bathroom
26 Sept – 1 Oct
5.0 out of 5 average rating, 5 reviews
Photo 1 of 29
Top guest favourite
Home in Orlando
Stylish & Cozy King Bed Retreat @ Baldwin Park
2 bedrooms, 2 beds, 2 bathrooms
12–17 Oct
5.0 out of 5 average rating, 65 reviews
Photo 1 of 12
Top guest favourite
Guest house in Orlando
Detached suite in Mills 50 food paradise
1 bedroom, 1 queen bed, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 142 reviews
Photo 1 of 24
Guest favourite
Flat in Altamonte Springs
Lake Marion Apt w/ Canoe in Altamonte Springs!
1 bedroom, 1 queen bed, 1 bathroom
5–10 Oct
4.89 out of 5 average rating, 93 reviews
Photo 1 of 29
Top guest favourite
Home in Orlando
AirPort & Downtown Orlando 15 min| Disney 30 min
3 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 22 reviews
Photo 1 of 6
Room in Winter Park
Quiet, comfortable room in Orlando (Winter Park)
1 bed, 1 bathroom
16–21 Sept
Photo 1 of 29
Guest favourite
Home in Orlando
College Park • 2 Kings • WorkSpace • AdventHealth
2 bedrooms, 2 king beds, 1 bathroom
17–22 Sept
5.0 out of 5 average rating, 6 reviews
Photo 1 of 29
Guest favourite
Guest suite in Orlando
~Chic Oasis • 6-Guest Suite • Pool Heat • Near All
2 bedrooms, 3 beds, 1 bathroom
27 Nov – 2 Dec
4.97 out of 5 average rating, 451 reviews