filters

Search results; Over 1,000 homes in Winter Park

Photo 1 of 6
Guest favourite
Apartment in Winter Park
Charming 2/1 Condo on a Lake in Winter Park
2 bedrooms, 2 beds, 1 private bathroom
1–6 Oct
,
4.95 out of 5 average rating, 39 reviews
Photo 1 of 6
Top guest favourite
Apartment in Winter Park
Walk to Park Ave & The WP Village!
3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Sept
4.97 out of 5 average rating, 66 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
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
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
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
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
Flat in Orlando
Private Bamboo Oasis Apartment in College Park
1 bedroom, 1 bed, 1 bathroom
1–6 Sept
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
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
Top guest favourite
Flat in Orlando
Spacious2BR PetsFriendly Oasis Sleeps 6, Pool&Gym
2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 5 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
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
4.93 out of 5 average rating, 15 reviews
Photo 1 of 6
Guest favourite
Home in Orlando
Harmony | Heated Pool | 10 min Universal & Epic.
3 bedrooms, 5 beds, 2 bathrooms
18–23 Oct
5.0 out of 5 average rating, 106 reviews
Photo 1 of 6
Top guest favourite
Flat in Orlando
King Bed Haven, Resort Pool, Gym, & Pet-Friendly
1 bedroom, 2 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 16 reviews