246 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.
SUPERHOST
Entire rental unit in Winter Park
Apt E -Cozy Comfort in the Heart of Winter Park
4 guests2 bedrooms2 beds1 bath
PoolFree parkingAir conditioningWifi
$95 per night
PLUS
Entire rental unit in Winter Park
Get a Little Glam in a Retro Palm Beach-Style Boudoir
2 guests1 bedroom1 bed1 bath
Free parkingAir conditioningWifi
$115 per night
SUPERHOST
Entire rental unit in Winter Park
Luxury Downtown Winter Park Guesthouse
2 guests1 bedroom1 bed1 bath
Free parkingAir conditioningWifi
$160 per night
SUPERHOST
Entire rental unit in Winter Park
Winter Park Bamboo Loft
4 guests1 bedroom1 bed1 bath
Free parkingAir conditioningWifi
$71 per night
Entire rental unit in Winter Park
Spacious and Private in lovely Winter Park Orlando
4 guests1 bedroom1 bed1 bath
Free parkingAir conditioningWifi
$52 per night
PLUS
Entire rental unit in Winter Park
Mid-Century Modern Luxury Directly off Park Avenue
5 guests2 bedrooms3 beds1 bath
Free parkingAir conditioningWifi
$115 per night
SUPERHOST
Entire rental unit in Winter Park
Just 3 Blocks to Shops/Restaurants on Park Ave!
6 guests3 bedrooms4 beds2.5 baths
PoolFree parkingAir conditioningWifi
$140 per night
SUPERHOST
Entire rental unit in Maitland
The painter studio
2 guests1 bedroom1 bed1 bath
Free parkingAir conditioningWifi
$67 per night
Entire rental unit in Winter Park
College quater charming Winter Park Historic Dist
2 guestsStudio1 bed1 bath
Free parkingAir conditioningWifi
$85 per night
SUPERHOST
Entire rental unit in Orlando
Mid-Century College Park Hideaway Near Downtown
2 guests1 bedroom1 bed1 bath
Free parkingAir conditioningWifi
$77 per night
SUPERHOST
Entire rental unit in Winter Park
Historic Architecturally Distinctive Apartment 520
2 guests1 bedroom1 bed1 bath
Free parkingAir conditioningWifi
$225 per night
SUPERHOST
Entire rental unit in Winter Park
Signature Barbour House Apt With King Size Bed 203
4 guests2 bedrooms2 beds2 baths
Free parkingAir conditioningWifi
$175 per night
SUPERHOST
Entire rental unit in Winter Park
Private Winter Park Apartment, Pool, Bike Trails!
4 guests1 bedroom1 bed1 bath
PoolFree parkingAir conditioningWifi
$92 per night
Entire rental unit in Winter Park
Two Bedroom w/Office Space Luxury Oasis Apartment
4 guests2 bedrooms2 beds2 baths
PoolFree parkingAir conditioningWifi
$126 per night
SUPERHOST
Entire rental unit in Orlando
One of a kind!
3 guests2 bedrooms2 beds1 bath
Free parkingAir conditioningWifi
$125 per night
SUPERHOST
Entire rental unit in Altamonte Springs
St.John suite
2 guests1 bedroom1 bed1 bath
PoolFree parkingAir conditioningWifi
$76 per night
SUPERHOST
Entire rental unit in Orlando
Lakefront Apt near Leu Gardens and Winter Park
2 guests1 bedroom1 bed1 bath
Free parkingAir conditioningWifi
$70 per night
SUPERHOST
Entire rental unit in Orlando
Stylish Dbl Suite Nr Downtown, MCO, Disney, Amway
5 guests2 bedrooms2 beds2 baths
Free parkingAir conditioningWifi
$164 per night
Entire rental unit in Orlando
Location location Downtown Condo Lake Eola View
3 guests1 bedroom1 bed1 bath
Free parkingAir conditioningWifi
$76 per night
SUPERHOST
Entire rental unit in Orlando
Lake Eola Suite
3 guestsStudio1 bed1 bath
Free parkingAir conditioningWifi
$55 per night
1 – 20 of 246 places to stay
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