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Search results; Over 1,000 places in Winter Park

Guest favourite
Home in Winter Park
Cozy Winter Park Home
4 beds
1–6 Apr
5.0 out of 5 average rating, 26 reviews
Superhost
Flat in Maitland
At Mine | Double Suite in Orlando
2 double beds
1–6 Apr
4.82 out of 5 average rating, 169 reviews
Guest favourite
Home in Maitland
The Butterfly Bungalow near Park Ave
2 beds
7–12 Apr
4.96 out of 5 average rating, 112 reviews
Guest favourite
Room in Maitland
Stay with Fabio
Great private bedroom and bath in Maitland
8–13 Apr
4.9 out of 5 average rating, 59 reviews
Guest favourite
Home in Winter Park
Tiny Home - 3 MI to Downtown & Winter Park
2 queen beds
14–19 Apr
4.95 out of 5 average rating, 61 reviews
Flat in Winter Park
One bedroom king bed
1 bed
8–13 Apr
5.0 out of 5 average rating, 7 reviews
Guest favourite
Room in Winter Park
Stay with MyrianHosting for 7 years,
Winter Park room
6–11 Apr
4.87 out of 5 average rating, 233 reviews
Guest favourite
Home in Winter Park
Winter Park guest suite near UCF/FullSail/Rollins
1 bed
12–18 Apr
4.95 out of 5 average rating, 21 reviews
Guest favourite
Flat in Winter Park
Get a Little Glam in a Retro Palm Beach-Style Boudoir
1 queen bed
21–26 Apr
4.95 out of 5 average rating, 280 reviews
Guest suite in Winter Park
Comfortable Studio
1 queen bed
5–10 Apr
4.82 out of 5 average rating, 11 reviews
Guest favourite
Home in Winter Park
Guest Suite in Winter Park/Orlando
1 queen bed
13–18 Apr
4.9 out of 5 average rating, 122 reviews
Superhost
Apartment in Winter Park
Lovely Winter Park Home close to Hospitals !
2 beds
26 Apr – 1 May
4.8 out of 5 average rating, 55 reviews
Guest favourite
Home in Winter Park
Charming Retreat In Winter Park
4 beds
21–26 Apr
4.94 out of 5 average rating, 18 reviews
Superhost
Flat in Maitland
At Mine | King Suite In North Orlando
1 king bed
1–6 Apr
4.79 out of 5 average rating, 94 reviews
Guest favourite
Cottage in Winter Park
Winter Park Pearl 6 min drive to historic Park Ave
2 beds
2–7 Apr
4.96 out of 5 average rating, 336 reviews
Flat in Winter Park
COZY! Apt in Winter Park - Upper
1 bed
1–6 Apr
4.66 out of 5 average rating, 29 reviews
Apartment in Winter Park
Lovely 1 BR Condo/Steps Away From Shopping Mart!
1 bed
7–12 Apr
4.76 out of 5 average rating, 38 reviews
Superhost
Guest suite in Orlando
Backyard Paradise! Studio Guesthouse with Patio
1 queen bed
6–11 Apr
4.85 out of 5 average rating, 190 reviews