Search resultsOver 1,000 homes in Winter Park

Private room in Winter Park
Gorgeous Working Person's Hideaway in Winter Park
1 queen bed
Dec 3 – 8
$55 per night
Superhost
Condo in Winter Park
TRENDY FLAT IN WINTER PARK
2 beds
Dec 5 – 11
$106 per night, originally $145
Condo in Winter Park
Lovely furnished condo by Full Sail & Hospitals.
2 beds
Jan 13 – 18
$100 per night
Guesthouse in Orlando
Bungalow Central to Downtown ORL and Winter Park🦩
1 queen bed
Jan 15 – 20
$91 per night
Superhost
Guesthouse in Orlando
Thornton Park's Historic Guest House - private
1 queen bed
Jan 9 – 14
$69 per night
Superhost
Guest suite in Orlando
Cozy Suite Near Orlando Airport
1 queen bed
Dec 5 – 10
$61 per night
Superhost
Private room in Orlando
Rm.4 Downtown Orlando Bali Room
1 queen bed
Dec 23 – 28
$35 per night, originally $40
Guest suite in Orlando
Backyard Paradise! Studio Guesthouse with Patio
Dec 4 – 9
$77 per night, originally $108
Superhost
Guest suite in Winter Park
Balfour Palms
1 bed
Dec 5 – 12
$75 per night, originally $85
Superhost
Private room in Orlando
Tropical King Room ⭐️ Private entrance ⭐️ Pool
1 king bed
Dec 4 – 9
$72 per night
Superhost
Home in Winter Park
Home away from home
3 beds
Dec 13 – 20
$176 per night
Apartment in Winter Park
Cozy Condo Central to Parks, UCF, MCO Washer/Dryer
1 bed
Dec 6 – 11
$85 per night, originally $122
Apartment in Oviedo
🌴Tropical vibes #2🌴
3 beds
Dec 3 – 8
$78 per night, originally $100
Private room in Altamonte Springs
Private room #2 at 564
1 queen bed
Dec 18 – 25
$38 per night
Superhost
Private room in Altamonte Springs
Private room #5 in Altamonte town
1 queen bed
Dec 6 – 12
$36 per night
Superhost
Cottage in Winter Park
Winter Park Pearl 6 min drive to historic Park Ave
2 beds
Dec 4 – 9
$120 per night, originally $167
Superhost
Home in Orlando
Stylish New 1 Bed + Office ☼ In Downtown Orlando
1 queen bed
Dec 5 – 10
$104 per night, originally $157
Superhost
Private room in Oviedo
Cheerful home by UCF & Full Sail
1 bed
Dec 3 – 9
$32 per night, originally $40
Private room in Orlando
Guest suite - 17 min from airport
1 bed
Dec 3 – 9
$60 per night
Superhost
Private room in Altamonte Springs
Private Entrance Room with Full private bathroom
1 queen bed
Dec 3 – 8
$45 per night