Book Guest Houses in Winter Park, FL
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Top Guest Houses in Winter Park
SPRING LAKE GETAWAY SUITE (Detached Guest House)
Altamonte Springs FL
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
Orlando FL
$114 nightly
The price is $126 total per night
$126 total
Jan 4 - Jan 5
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.
Free WiFi
Air conditioning
Winter Park Getaway
Winter Park FL
This guesthouse includes a garden and barbecue grills.
Free WiFi
Air conditioning
Mills Cottage by the Little Lake
Orlando FL
$306 nightly
The price is $339 total per night
$339 total
Jan 5 - Jan 6
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
Orlando FL
$272 nightly
The price is $302 total per night
$302 total
Jan 31 - Feb 1
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
2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR
Orlando FL
This guesthouse features a water park and a garden.
Free WiFi
Air conditioning
Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio
Orlando FL
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a garden. A library is also provided.
Pool
Free WiFi
 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 
Sorrento FL
This guesthouse featured laundry facilities and barbecue grills.
Pet friendly
Free WiFi
Adorable 1bed 1 bath guest house
Orlando FL
This guesthouse features a garden, laundry facilities, and barbecue grills.
Pet friendly
Free WiFi
Cozy 1BR apt-Pool/Tennis/Gym/Near attractions
Kissimmee FL
$188 nightly
The price is $210 total per night
$210 total
Jan 5 - Jan 6
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
City Guesthouse in beautiful Historic Downtown Sanford
Sanford FL
Stay at this guesthouse in Sanford. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Central Florida Zoo & Botanical Gardens and Wayne Dench Performing Arts Center 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
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
$133 nightly
The price is $150 total per night from Jan 6 to Jan 7
$150 total
Jan 6 - Jan 7
Total with taxes and fees
8.8/10 Excellent! (5,954 reviews)
Winter Park Guest Houses essential information
Accommodation | 26 Guest Houses |
|---|---|
Lowest Price | $82 |
Highest Price | $339 |
Popular accommodation | SPRING LAKE GETAWAY SUITE (Detached Guest House), Downtown Lake Eola Historic House 1 OR 2 BED, Winter Park Getaway, Mills Cottage by the Little Lake, Historic lakefront guesthouse, 2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR, Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio,  Peaceful Two Bedroom Guest House near Wekiva River and State Parks , Adorable 1bed 1 bath guest house, Cozy 1BR apt-Pool/Tennis/Gym/Near attractions, City Guesthouse in beautiful Historic Downtown Sanford, Private studio; big outdoor space |
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