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
$199 nightly
The price is $221 total per night
$221 total
Aug 25 - Aug 26
Total with taxes and fees
This guesthouse features laundry facilities.
Air conditioning
Parking available
Historic lakefront guesthouse
$256 nightly
The price is $285 total per night
$285 total
Aug 27 - Aug 28
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
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
$291 nightly
The price is $323 total per night
$323 total
Aug 24 - Aug 25
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
2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR
$152 nightly
The price is $169 total per night
$169 total
Aug 31 - Sep 1
Total with taxes and fees
This guesthouse features a water park and a garden.
Free WiFi
Air conditioning
Downtown Lake Eola Historic House 1 OR 2 BED
$142 nightly
The price is $157 total per night
$157 total
Aug 25 - Aug 26
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
 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 
This guesthouse featured laundry facilities and barbecue grills.
Pet friendly
Free WiFi
City Guesthouse in beautiful Historic Downtown Sanford
Stay at this guesthouse in Sanford. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Wayne Dench Performing Arts Center and Jeanine Taylor Folk Art are located nearby.
Air conditioning
Parking available
Private studio; big outdoor space
An outdoor pool is featured at this guesthouse, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Pool
Pet friendly
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
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
12401 International Dr, Orlando, FL
$87 nightly
The price is $98 total per night from Sep 15 to Sep 16
$98 total
Sep 15 - Sep 16
Total with taxes and fees
9.2/10 Wonderful! (2,049 reviews)
Winter Park Guest Houses essential information
Accommodation | 32 Guest Houses |
|---|---|
Lowest Price | $68 |
Highest Price | $323 |
Popular accommodation | SPRING LAKE GETAWAY SUITE (Detached Guest House), Winter Park Getaway, Downtown Orlando Throne Historic Thornton Park, Historic lakefront guesthouse, Adorable 1bed 1 bath guest house, Mills Cottage by the Little Lake, 2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR, Downtown Lake Eola Historic House 1 OR 2 BED,  Peaceful Two Bedroom Guest House near Wekiva River and State Parks , City Guesthouse in beautiful Historic Downtown Sanford, Private studio; big outdoor space , Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio |
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