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300+ stays

Stays in Winter Park

More than 9,000 guests have stayed in Winter Park.
On average they rated their stays 4.9 out of 5 stars.
SUPERHOST
Private room in Orlando
The White and Orange Private Room
2 guests1 bedroom1 bed1 shared bath
WifiAir conditioning
Rating 4.95 out of 5;77 reviews
Price:$20 / night
SUPERHOST
Entire guest suite in Orlando
The Master @ Oasis in Orlando
2 guests1 bedroom1 bed1 bath
WifiAir conditioning
Rating 5.0 out of 5;22 reviews
Price:$49 / night
Entire condominium in Orlando
Peaceful, full-featured condo near airport & parks
4 guests2 bedrooms3 beds2 baths
PoolWifiAir conditioning
Rating 5.0 out of 5;3 reviews
Price:$29 / night
Entire guesthouse in Winter Park
Winter Park Private Quaint Guest House
2 guestsStudio1 bed1 bath
Breakfast
Rating 4.65 out of 5;232 reviews
Price:$63 / night
SUPERHOST
Private room in Orlando
Private Master Suite in College Park, Orlando FL
2 guests1 bedroom1 bed1 private bath
WifiAir conditioning
Rating 4.99 out of 5;145 reviews
Price:$32 / night
SUPERHOST
Tiny house in Altamonte Springs
Conveniently located Tiny House
4 guests1 bedroom2 beds1 bath
WifiAir conditioning
Rating 5.0 out of 5;35 reviews
Price:$50 / night
SUPERHOST
Entire guesthouse in Orlando
The Shed in Downtown Orlando
2 guests1 bedroom1 bed1 bath
WifiAir conditioning
Rating 4.97 out of 5;273 reviews
Price:$58 / night
SUPERHOST
Entire loft in Orlando
Downtown (Ivanhoe Village) Loft Apartment
2 guests1 bedroom1 bed1 bath
WifiAir conditioning
Rating 4.85 out of 5;548 reviews
Price:$60 / night
SUPERHOST
Entire guest suite in Winter Park
Balfour Palms
2 guestsStudio1 bed1 bath
WifiAir conditioning
Rating 4.95 out of 5;55 reviews
Price:$56 / night
SUPERHOST
Entire apartment in Winter Park
Apt H -Walkabout in the Heart of Winter Park
4 guests2 bedrooms2 beds1 bath
PoolHot tubWifiAir conditioning
Rating 4.96 out of 5;98 reviews
Price:$77 / night
SUPERHOST
Entire serviced apartment in Orlando
Incredible apartment home | 1BR in Orlando
3 guests1 bedroom1 bed1 bath
PoolWifi
Price:$80 / night
SUPERHOST
Private room in Winter Park
Pura Vida Home 1
2 guests1 bedroom1 bed2 shared baths
PoolWifiAir conditioning
Rating 4.93 out of 5;27 reviews
Price:$25 / night
SUPERHOST
Entire guest suite in Orlando
Jaime and Angela’s Private Suite
2 guests1 bedroom1 bed1 bath
WifiAir conditioning
Rating 4.83 out of 5;219 reviews
Price:$37 / night
SUPERHOST
Entire guest suite in Orlando
Contemporary, Spacious, Cozy Studio close to MCO
4 guestsStudio3 beds1 bath
WifiAir conditioning
Rating 5.0 out of 5;16 reviews
Price:$48 / night
Tiny house in Lockhart
Welcome to a cozy and comfortable stay.
1 guest1 bedroom1 bed1 bath
Air conditioning
Price:$29 / night
Private room in Orlando
𝐁𝐄𝐀𝐔𝐓𝐈𝐅𝐔𝐋 𝐏𝐑𝐈𝐕𝐀𝐓𝐄 𝐑𝐎𝐎𝐌 |𝐏𝐎𝐎𝐋|𝐆𝐘𝐌|𝐂𝐋𝐎𝐒𝐄 𝐓𝐎 𝐏𝐀𝐑𝐊𝐒🤍
2 guests1 bedroom1 bed1 private bath
PoolWifiAir conditioning
Rating 5.0 out of 5;6 reviews
Price:$35 / night
SUPERHOST
Entire apartment in Orlando
Mid-Century College Park Hideaway Near Downtown
2 guests1 bedroom1 bed1 bath
WifiAir conditioning
Rating 4.89 out of 5;28 reviews
Price:$75 / night
SUPERHOST
Private room in Orlando
Black & White 2
4 guests1 bedroom3 beds1 shared bath
WifiAir conditioning
Rating 4.91 out of 5;64 reviews
Price:$25 / night
Entire house in Maitland
Perfect location Studio!
4 guestsStudio1 bed1 bath
WifiAir conditioning
Price:$43 / night
SUPERHOST
Entire apartment in Winter Park
Apt D -Modern Elegance in the Heart of Winter Park
4 guests2 bedrooms2 beds2 baths
PoolHot tubWifiAir conditioning
Rating 4.97 out of 5;199 reviews
Price:$92 / night
1 20 of 300+ places to stay
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