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Search results; 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
4–9 Aug
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4.8 out of 5 average rating, 44 reviews
Home in Winter Park
Luxury Designer Home • Downtown,Universal & Disney
4 bedrooms, 4 beds, 3.5 bathrooms
3–8 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Winter Park
Stylish 2BR Near Park Ave & Rollins College
2 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 26 reviews
Guest favourite
Flat in Winter Park
The Grove
1 bedroom, 1 queen bed, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 7 reviews
Home in Orlando
Henry Balch Landing
4 bedrooms, 5 beds, 3 bathrooms
4–9 Aug
New place to stay
Home in Casselberry
Hilltop Haven – Peaceful Casselberry Getaway
3 bedrooms, 4 beds, 2 bathrooms
7–12 Aug
New place to stay
Guest favourite
Home in Orlando
Sleeps 6 | Car Rental | Prime DTO Location
3 bedrooms, 3 beds, 1 bathroom
11–16 Aug
4.95 out of 5 average rating, 83 reviews
Home in Orlando
Hidden Oasis House - Pool, Gameroom in DT Orlando!
3 bedrooms, 5 beds, 2 bathrooms
4–9 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Guest house in Orlando
Modern 1950s Studio • Near Downtown & Theme Parks
1 bedroom, 1 queen bed, 1 bathroom
10–15 Aug
4.97 out of 5 average rating, 175 reviews
Guest favourite
Home in Orlando
Magazine like huge home w/ pool city center/parks
7 bedrooms, 7 beds, 6.5 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Orlando
Spacious 2BR PetFriendly Oasis Sleeps 6, Pool &Gym
2 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Bungalow in Orlando
1BR + Office Near DTO | On-Site Car Rental
1 bedroom, 1 queen bed, 1 bathroom
8–13 Aug
5.0 out of 5 average rating, 9 reviews
Home in Ocoee
Serenity Retreat
2 bedrooms, 2 beds, 2 bathrooms
10–15 Aug
New place to stay
Top guest favourite
Flat in Orlando
Luxury 1BR & Resort Amenities - 6min to Epic-Uni
1 bedroom, 2 beds, 1 bathroom
5–10 Aug
5.0 out of 5 average rating, 5 reviews
Flat in Orlando
Luxe King En-Suite• Universal/Epic 6 mins• Getaway
2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Orlando
M&H Oasis Luxury Heated Pool House
4 bedrooms, 5 beds, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Guest house in Orlando
~ Luxe Modern Suite • Heated Pool • 2BR Gem
2 bedrooms, 2 beds, 1 bathroom
19–24 Nov
4.98 out of 5 average rating, 45 reviews
Guest favourite
Home in Orlando
Bright&Airy2BR/2BA Family Oasis Near Airport&Parks
2 bedrooms, 3 beds, 2 bathrooms
3–8 Aug
4.91 out of 5 average rating, 65 reviews
Flat in Orlando
Cute, cozy condo - Universal walk
2 bedrooms, 4 beds, 2 bathrooms
26 Sept – 1 Oct
New place to stay