Book Guest Houses in Winter Park, FL
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Top Guest Houses in Winter Park
Downtown Orlando Throne Historic Thornton Park
$197 nightly
The price is $219 total per night
$219 total
Jul 25 - Jul 26
Total includes taxes and fees
This guesthouse features laundry facilities.
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
Mills Cottage by the Little Lake
$338 nightly
The price is $376 total per night
$376 total
Jul 28 - Jul 29
Total includes 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
$211 nightly
The price is $235 total per night
$235 total
Jul 30 - Jul 31
Total includes 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
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 Lake Eola Historic House 1 OR 2 BED
$151 nightly
The price is $167 total per night
$167 total
Jul 25 - Jul 26
Total includes 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
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
Adorable 1bed 1 bath guest house
This guesthouse features a garden, 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
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
Hyatt Regency Orlando International Airport
9300 Jeff Fuqua Boulevard, Orlando, FL
$195 nightly
The price is $219 total per night from Jul 29 to Jul 30
$219 total
Jul 29 - Jul 30
Total includes taxes and fees
9.4/10 Exceptional! (3,396 reviews)
Winter Park Guest Houses essential information
Accommodation | 36 Guest Houses |
|---|---|
Lowest Price | $95 |
Highest Price | $376 |
Popular accommodation | Winter Park Getaway, Downtown Orlando Throne Historic Thornton Park,  Peaceful Two Bedroom Guest House near Wekiva River and State Parks , Mills Cottage by the Little Lake, Historic lakefront guesthouse, SPRING LAKE GETAWAY SUITE (Detached Guest House), Downtown Lake Eola Historic House 1 OR 2 BED, 2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR, Private studio; big outdoor space , Adorable 1bed 1 bath guest house, City Guesthouse in beautiful Historic Downtown Sanford, Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio |
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