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Search results; Over 1,000 places in Winter Park

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Guest favorite
Home in Winter Park
Guest Suite in Winter Park/Orlando
Hosted by Hanny
Apr 21 – 26
4.9 out of 5 average rating, 129 reviews
Guest favorite
Home in Winter Park
Best Winter Park Home by Rollins, Hosp & Park Ave!
Hosted by Jay
Apr 27 – May 2
4.97 out of 5 average rating, 71 reviews
Guest favorite
Home in Winter Park
Cozy Winter Park Home
Hosted by Chris
Apr 23 – 28
5.0 out of 5 average rating, 30 reviews
Guest favorite
Room in Winter Park
Stay with AdamAerospace engineer,
Pura Vida Home 1
Oct 9 – 14
4.93 out of 5 average rating, 264 reviews
Superhost
Home in Winter Park
Mills House @WP. Sleeps 11 Renovated. Queen beds
Hosted by Patricia & Frank
May 13 – 18
4.83 out of 5 average rating, 93 reviews
Home in Winter Park
Chic Suite in tourist Winter Park, Central FL
Hosted by Anna
Apr 26 – May 1
4.61 out of 5 average rating, 23 reviews
Superhost
Home in Winter Park
ꜱʟᴇᴇᴘꜱ 4, ᴡɪɴᴛᴇʀ ᴘᴀʀᴋ & ᴅᴏᴡɴᴛᴏᴡɴ
Hosted by Sigrit
Apr 22 – 27
4.9 out of 5 average rating, 41 reviews
Guest favorite
Home in Winter Park
Relax on a private lake in Winter Park!
Hosted by Tyler
Apr 19 – 24
4.97 out of 5 average rating, 104 reviews
Guest favorite
Home in Winter Park
Modern 4 Bed Home in Winter Park (FullSail/UCF)
Hosted by Valerie
Apr 19 – 24
4.85 out of 5 average rating, 101 reviews
Guest favorite
Home in Winter Park
Charming home @wp. Patio +Gazebo. close to highwys
Hosted by Patricia & Frank
May 13 – 18
4.7 out of 5 average rating, 20 reviews
Guest favorite
Home in Winter Park
Cozy Winter Park Cottage
Hosted by Josue
May 26 – 31
5.0 out of 5 average rating, 20 reviews
Superhost
Home in Maitland
Bonheur Ala Maison - Boasts beauty comfort extras
Hosted by Leah
Apr 19 – 24
4.82 out of 5 average rating, 85 reviews
Superhost
Home in Winter Park
2BD Remodeled unit near DT. WP and Mills50
Hosted by Patricia & Frank
May 19 – 24
4.8 out of 5 average rating, 5 reviews
Home in Winter Park
Upscale Renovated Cottage
Hosted by Judy
May 14 – 19
4.38 out of 5 average rating, 8 reviews
Superhost
Room in Winter Park
Stay with LaurysBranding design,
ROOM#3 of 3, Clean & Cozy near Univrsty & Downtown
Apr 21 – 26
4.78 out of 5 average rating, 27 reviews
Guest favorite
Home in Winter Park
Stylish newly updated home in Winter Park
Hosted by Nicholas
May 17 – 22
5.0 out of 5 average rating, 56 reviews
Guest favorite
Home in Winter Park
Newly Renovated 2 Bed/2Bath, Fully Furnished Home
Hosted by Deborah
Apr 21 – 27
5.0 out of 5 average rating, 11 reviews
Guest favorite
Home in Maitland
Florida Poolside Paradise a Great Place to Unwind!
Hosted by Terrie
Jul 1 – 6
5.0 out of 5 average rating, 24 reviews