Book Guest Houses in Winter Park, FL
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Top Guest Houses in Winter Park
SPRING LAKE GETAWAY SUITE (Detached Guest House)
Stay at this guesthouse in Altamonte Springs. Enjoy free WiFi, balconies, and cable/satellite TV service. Our guests praise the helpful staff in our reviews. Popular attractions Cranes Roost Park and RDV Sportsplex are located nearby.
Free WiFi
Air conditioning
Downtown Orlando Throne Historic Thornton Park
$202 nightly
The price is $224 total per night
$224 total
Sep 8 - Sep 9
Total with taxes and fees
This guesthouse features laundry facilities.
Air conditioning
Parking available
Adorable 1bed 1 bath guest house
This guesthouse features a garden, laundry facilities, and barbecue grills.
Pet friendly
Free WiFi
Mills Cottage by the Little Lake
$292 nightly
The price is $324 total per night
$324 total
Sep 8 - Sep 9
Total with taxes and fees
This guesthouse features an outdoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the hot tub and conveniences like a garden and barbecue grills.
Pool
Hot Tub
Historic lakefront guesthouse
$252 nightly
The price is $280 total per night
$280 total
Sep 15 - Sep 16
Total with taxes and fees
A water park and an outdoor pool are featured at this smoke-free guesthouse. Families will appreciate the playground and onsite laundry facilities. Enjoy the hot tub and conveniences like a garden and barbecue grills.
Pool
Hot Tub
Downtown Lake Eola Historic House 1 OR 2 BED
$147 nightly
The price is $162 total per night
$162 total
Sep 8 - Sep 9
Total with taxes and fees
Stay at this guesthouse in Orlando. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Kia Center and Camping World Stadium are located nearby.
Air conditioning
Parking available
2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR
This guesthouse features a water park and a garden.
Free WiFi
Air conditioning
 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 
This guesthouse featured laundry facilities and barbecue grills.
Pet friendly
Free WiFi
Cozy 1BR apt-Pool/Tennis/Gym/Near attractions
$190 nightly
The price is $212 total per night
$212 total
Sep 10 - Sep 11
Total with taxes and fees
This guesthouse features an outdoor pool and a gym. A hot tub and laundry facilities are also provided.
Pool
Hot Tub
2BR Orlando Retreat • Pets + Wi-Fi Near Disney
This guesthouse features laundry facilities.
Pet friendly
Free WiFi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top hotels in Winter Park
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd, Orlando, FL
$93 nightly
The price is $104 total per night from Sep 25 to Sep 26
$104 total
Sep 25 - Sep 26
Total with taxes and fees
Winter Park Guest Houses essential information
Accommodation | 32 Guest Houses |
|---|---|
Lowest Price | $74 |
Highest Price | $324 |
Popular accommodation | SPRING LAKE GETAWAY SUITE (Detached Guest House), Winter Park Getaway, Downtown Orlando Throne Historic Thornton Park, Adorable 1bed 1 bath guest house, Mills Cottage by the Little Lake, Historic lakefront guesthouse, Downtown Lake Eola Historic House 1 OR 2 BED, 2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR,  Peaceful Two Bedroom Guest House near Wekiva River and State Parks , Cozy 1BR apt-Pool/Tennis/Gym/Near attractions, 2BR Orlando Retreat • Pets + Wi-Fi Near Disney, Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio |
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