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300+ stays

Stays in Winter Park

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SUPERHOST
Entire apartment in Orlando
Relax in your own apt | 2BR in Orlando
5 guests2 bedrooms2 beds2 baths
PoolWifi
Price:$112 / 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 guesthouse in Orlando
The Shed in Downtown Orlando
2 guests1 bedroom1 bed1 bath
WifiAir conditioning
Rating 4.96 out of 5;267 reviews
Price:$60 / night
SUPERHOST
Entire guest suite in Winter Park
East End Escape
2 guests1 bedroom2 beds1 bath
WifiAir conditioning
Rating 4.97 out of 5;123 reviews
Price:$79 / 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 guesthouse in Winter Park
Winter Park Private Quaint Guest House
2 guestsStudio1 bed1 bath
WifiAir conditioning
Rating 4.64 out of 5;223 reviews
Price:$62 / 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:$35 / night
SUPERHOST
Entire guest suite in Winter Park
Balfour Palms
2 guestsStudio1 bed1 bath
WifiAir conditioning
Rating 4.94 out of 5;50 reviews
Price:$55 / night
SUPERHOST
Entire guest suite in Winter Park
Atmospheric Studio in the Garden
3 guestsStudio1 bed1 bath
WifiAir conditioning
Rating 4.96 out of 5;206 reviews
Price:$78 / night
PLUS
Entire apartment in Winter Park
Get a Little Glam in a Retro Palm Beach-Style Boudoir
2 guests1 bedroom1 bed1 bath
WifiAir conditioning
Rating 4.94 out of 5;107 reviews
Price:$95 / night
SUPERHOST
Entire house in Orlando
PRIVATE Luxury Pool / Smart-home
8 guests3 bedrooms4 beds2 baths
PoolHot tubWifiAir conditioning
Rating 4.65 out of 5;46 reviews
Price:$200 / night
SUPERHOST
Entire guesthouse in Orlando
"Park Bungalow" in Downtown Orlando
2 guests1 bedroom1 bed1 bath
WifiAir conditioning
Rating 4.78 out of 5;23 reviews
Price:$65 / night
SUPERHOST
Entire guesthouse in Winter Park
Winter Park Bungalow
2 guests1 bedroom1 bed1 bath
PoolWifiAir conditioning
Rating 4.95 out of 5;55 reviews
Price:$69 / night
Entire apartment in Winter Park
Great price and amenities near Orlando metroplex
2 guests1 bedroom1 bed1 bath
PoolWifiAir conditioning
Price:$53 / night
SUPERHOST
Private room in Orlando
Cozy/Clean Bedroom Near MCO Airport/Parks/Outlets.
2 guests1 bedroom1 bed1 shared bath
WifiAir conditioning
Price:$23 / night
SUPERHOST
Entire guesthouse in Winter Park
#8 WELCOME HOME IN WINTER PARK
2 guestsStudio1 bed1 bath
WifiAir conditioning
Rating 4.83 out of 5;156 reviews
Price:$66 / night
SUPERHOST
Entire townhouse in Orlando
Entire Cozy Beautiful 3 Bedroom Orlando Townhouse
6 guests3 bedrooms3 beds1.5 baths
PoolWifiAir conditioning
Rating 4.88 out of 5;144 reviews
Price:$90 / night
SUPERHOST
Entire apartment in Winter Park
Private Apt Sanctuary on Winter Park Lake, Orlando
2 guests1 bedroom1 bed1 bath
Air conditioning
Rating 4.98 out of 5;101 reviews
Price:$67 / night
SUPERHOST
Entire guest suite in Winter Park
QUAINT UPDATED STUDIO IN WINTER PARK, FL
2 guestsStudio1 bed1 bath
WifiAir conditioning
Rating 4.84 out of 5;69 reviews
Price:$37 / night
SUPERHOST
Entire apartment in Winter Park
Just 3 Blocks to Shops/Restaurants on Park Ave!
6 guests3 bedrooms4 beds2.5 baths
PoolHot tubWifiAir conditioning
Rating 4.97 out of 5;144 reviews
Price:$125 / night
1 20 of 300+ places to stay
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