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Search results; Over 1,000 places in Winter Park

Superhost
Guest house in Orlando
*NEW* Artsy and private suite in Orlando
2 beds
23–28 May
4.87 out of 5 average rating, 69 reviews
Home in Orlando
Heated Pool House with gym and sauna
7 beds
21–26 Apr
4.54 out of 5 average rating, 26 reviews
Guest favourite
Home in Altamonte Springs
Joe's Bar and Grill
4 beds
9–14 Jun
5.0 out of 5 average rating, 22 reviews
Guest favourite
Home in Altamonte Springs
Tropical Pool Home, 3/2, Fully Furnished!
4 beds
21–26 Apr
5.0 out of 5 average rating, 6 reviews
Flat in Winter Park
One bedroom king bed
1 bed
19–24 Apr
5.0 out of 5 average rating, 8 reviews
Guest favourite
Guest house in Orlando
Thornton Park's Historic Guest House - private
1 queen bed
19–24 May
4.89 out of 5 average rating, 604 reviews
Guest favourite
Home in Orlando
House close Baldwin Park Lake & Downtown Orlando
18–23 May
5.0 out of 5 average rating, 7 reviews
Guest favourite
Guest house in Maitland
Chez Bienvenu
2 beds
3–8 Jun
4.87 out of 5 average rating, 381 reviews
Home in Orlando
Entire Pool Home| 4Bedrm 4baths| Orlando Vacation
6 beds
18–23 May
4.6 out of 5 average rating, 15 reviews
Guest favourite
Guest suite in Orlando
Romantic Getaway in Orlando, Fl
1 double bed
21–26 Apr
5.0 out of 5 average rating, 50 reviews
Superhost
Home in Maitland
Modern Guesthouse w/Private Heated Indoor Pool
2 beds
28 Apr – 3 May
4.75 out of 5 average rating, 183 reviews
Guest favourite
Tiny home in Orlando
Luxury Wooden Cabin in the Heart of Orlando FL
1 bed
21–26 Apr
4.88 out of 5 average rating, 147 reviews
Superhost
Guest suite in Orlando
Guest Apt. near Baldwin Park. Kitchen and Laundry
3 beds
6–11 May
4.92 out of 5 average rating, 12 reviews
Guest favourite
Guest house in Orlando
New Mid Century-Modern Studio
1 bed
14–19 Jun
4.95 out of 5 average rating, 38 reviews
Home in Orlando
Tropical Lakehouse Oasis
3 beds
3–8 May
4.57 out of 5 average rating, 30 reviews
Guest favourite
Flat in Orlando
*NewRenovatedAPT*KINGbed*PetsOk+Priv Entry
2 beds
22–27 Apr
4.81 out of 5 average rating, 67 reviews
Guest favourite
Home in Orlando
Quiet Duplex Centrally Located
3 beds
21–26 Apr
4.95 out of 5 average rating, 19 reviews
Guest favourite
Room in Orlando
Stay with Phuong My
Amitabha house
20–25 Apr
5.0 out of 5 average rating, 7 reviews