filters

Search results; Over 1,000 homes in Winter Park

Photo 1 of 6
Superhost
Guest house in Winter Park
Cozy guest house close to Downtown Orlando
1 bedroom, 2 beds, 1 private bathroom
7–12 Sept
,
4.86 out of 5 average rating, 195 reviews
Photo 1 of 6
Featured hotel
Hotel in Winter Park
Parlor king
1 bedroom, 1 king bed, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 3 reviews
Photo 1 of 6
Guest favourite
Home in Winter Park
Luxury Designer Home • Downtown,Universal & Disney
4 bedrooms, 4 beds, 3.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 6 reviews
Photo 1 of 6
Top guest favourite
Flat in Winter Park
Apt D -Modern Elegance in the Heart of Winter Park
2 bedrooms, 2 queen beds, 2 bathrooms
18–23 Sept
4.96 out of 5 average rating, 235 reviews
Photo 1 of 6
Top guest favourite
Home in Winter Park
Luxurious 2BR Near Park Ave & Rollins College
2 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 31 reviews
Photo 1 of 6
Superhost
Home in Orlando
Stylish & Cozy King Bed Retreat @ Baldwin Park
2 bedrooms, 2 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 64 reviews
Photo 1 of 6
Superhost
Home in Winter Park
Cute bungalow minutes walk from Park Ave.
2 bedrooms, 2 queen beds, 2 bathrooms
7–13 Nov
4.96 out of 5 average rating, 27 reviews
Photo 1 of 6
Top guest favourite
Home in Orlando
M&H Oasis Luxury Heated Pool House
4 bedrooms, 5 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 40 reviews
Photo 1 of 6
Guest favourite
Townhouse in Oviedo
3BR Villa in Gated Oviedo Near UCF & Orlando
3 bedrooms, 3 beds, 2.5 bathrooms
5–10 Sept
5.0 out of 5 average rating, 7 reviews
Photo 1 of 6
Guest house in Winter Park
Cute & Quaint Private Guesthouse with 1 bed/1 bath
1 bedroom, 1 bed, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 3 reviews
Photo 1 of 6
Flat in Orlando
Elevated Living Apt
1 bedroom, 1 bed, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 4 reviews
Photo 1 of 6
Flat in Orlando
Private Bamboo Oasis Apartment in College Park
1 bedroom, 1 bed, 1 bathroom
1–6 Sept
Photo 1 of 6
Top guest favourite
Home in Orlando
The Palm | Stylish Stay Close to Downtown Orlando
2 bedrooms, 3 beds, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 10 reviews
Photo 1 of 6
Room in Winter Park
Quiet, comfortable room in Orlando (Winter Park)
1 bed, 1 bathroom
1–6 Sept
Photo 1 of 6
Top guest favourite
Home in Orlando
The Saphire, Milk District Gem! Unit 1
1 bedroom, 1 bed, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 29 reviews
Photo 1 of 6
Top guest favourite
Guest suite in Orlando
A SUITE RETREAT with a Garden View in the City
1 bedroom, 1 queen bed, 1 bathroom
10–15 Sept
4.97 out of 5 average rating, 479 reviews
Photo 1 of 6
Top guest favourite
Flat in Orlando
Spacious2BR PetsFriendly Oasis Sleeps 6, Pool&Gym
2 bedrooms, 3 beds, 2 bathrooms
3–8 Sept
5.0 out of 5 average rating, 5 reviews
Photo 1 of 6
Top guest favourite
Home in Orlando
4BR: Lakefront Retreat with Harry Potter Game Loft
4 bedrooms, 3 bathrooms
22–27 Sept
5.0 out of 5 average rating, 37 reviews
Photo 1 of 6
Guest favourite
Home in Orlando
Private 2BR/1BA in Split-Style Home
2 bedrooms, 2 queen beds, 1 bathroom
8–13 Sept
4.87 out of 5 average rating, 30 reviews