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300+ stays

Stays in Winter Park

More than 10,000 guests have stayed in Winter Park.
On average they rated their stays 4.9 out of 5 stars.
Private room in Winter Park
Friendly Work from Home Environment! (Bedroom 1)
2 guests1 bedroom1 bed1 shared bath
WifiAir conditioningKitchen
$28 per night
SUPERHOST
Entire guesthouse in Winter Park
Winter Park Private Quaint Guest House
2 guestsStudio1 bed1 bath
WifiAir conditioning
$65 per night
SUPERHOST
Private room in Winter Park
Pura Vida Home 2
2 guests1 bedroom1 bed2 shared baths
PoolWifiAir conditioningKitchen
$29 per night
Tiny house in Lockhart
Welcome to a cozy and comfortable stay.
1 guest1 bedroom1 bed1 bath
Air conditioningKitchen
$30 per night
SUPERHOST
Entire apartment in Orlando
Mid-Century College Park Hideaway Near Downtown
2 guests1 bedroom1 bed1 bath
WifiAir conditioningKitchen
$75 per night
SUPERHOST
Entire apartment in Winter Park
Apt E -Cozy Comfort in the Heart of Winter Park
4 guests2 bedrooms2 beds1 bath
PoolWifiAir conditioningKitchen
$85 per night
SUPERHOST
Tiny house in Altamonte Springs
Conveniently located Tiny House
4 guests1 bedroom2 beds1 bath
WifiAir conditioningKitchen
$51 per night
SUPERHOST
Private room in Orlando
Private Master Suite in College Park, Orlando FL
2 guests1 bedroom1 bed1 private bath
WifiAir conditioning
$37 per night
Entire guesthouse in Orlando
Fully renovated spacious apartment in Baldwin Park
2 guests1 bedroom1 bath
WifiAir conditioningKitchen
$95 per night
SUPERHOST
Entire apartment in Winter Park
Groovy Apt in great location Winter Park Orlando
4 guests1 bedroom2 beds1 bath
WifiAir conditioningKitchen
$48 per night
Private room in Winter Park
Room # 5
1 guest1 bedroom1 bed1 shared bath
WifiAir conditioningKitchen
$30 per night
Entire condominium in Winter Park
FULL SAIL/UCF AREA - WINTER PARK 2/2 ENTIRE CONDO
4 guests2 bedrooms5 beds2 baths
PoolWifiAir conditioningKitchen
$60 per night
SUPERHOST
Private room in Orlando
Black & White 1
5 guests1 bedroom3 beds1 shared bath
WifiAir conditioning
$28 per night
SUPERHOST
Private room in Casselberry
Great location! Private Studio Casselberry FL
2 guestsStudio0 beds1 private bath
WifiAir conditioning
$49 per night
SUPERHOST
Private room in Winter Park
Pura Vida Home 1
2 guests1 bedroom1 bed2 shared baths
PoolWifiAir conditioningKitchen
$29 per night
SUPERHOST
Private room in Winter Park
Gorgeous Working Person's Hideaway in Winter Park
2 guests1 bedroom1 bed1 private bath
WifiAir conditioning
$33 per night
SUPERHOST
Entire apartment in Winter Park
Apt C -Modern Elegance in the Heart of Winter Park
4 guests2 bedrooms2 beds2 baths
PoolWifiAir conditioningKitchen
$96 per night
Entire guesthouse in Orlando
Private Bungalow Guesthouse
2 guests1 bedroom1 bed1 bath
WifiAir conditioningKitchen
$58 per night
SUPERHOST
Entire guest suite in Winter Park
East End Escape - (Contactless Check-In & Out)
2 guests1 bedroom1 bed1 bath
WifiAir conditioning
$92 per night
SUPERHOST
Private room in Casselberry
Vicky’s Place at Winter Park
2 guests1 bedroom1 bed1 private bath
PoolWifiAir conditioningKitchen
$44 per night
1 20 of 300+ places to stay
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