Book Guest Houses in Winter Garden, FL
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Guest Houses in Winter Garden
Disney Proximity Escape - Comfort in Kissimmee
286 Marcello Blvd, Kissimmee, FL
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and express check-out. Luggage storage and a virtual front desk are also provided.
Pool
Free WiFi
The Heirloom Inn
644 N Donnelly St, Mount Dora, FL
$135 nightly
The price is $144 total per night
$144 total
Sep 11 - Sep 12
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, express check-in, and express check-out are also on offer.
Pet friendly
Parking included
The Estate at Mount Dora
1029 E 5th Avenue, Mount Dora, FL
Free Cancellation
Reserve now, pay when you stay
$118 nightly
The price is $131 total per night
$131 total
Sep 16 - Sep 17
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A terrace, a garden, and express check-in are also on offer.
Pet friendly
Parking included
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
Mills Cottage by the Little Lake
$288 nightly
The price is $320 total per night
$320 total
Sep 7 - Sep 8
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
$254 nightly
The price is $282 total per night
$282 total
Sep 9 - Sep 10
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
$155 nightly
The price is $172 total per night
$172 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
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 Garden
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue, Winter Garden, FL
$165 nightly
The price is $186 total per night from Sep 15 to Sep 16
$186 total
Sep 15 - Sep 16
Total with taxes and fees
Winter Garden Guest Houses essential information
Accommodation | 62 Guest Houses |
|---|---|
Lowest Price | $105 |
Highest Price | $320 |
Popular accommodation | Disney Proximity Escape - Comfort in Kissimmee, The Heirloom Inn, The Estate at Mount Dora, SPRING LAKE GETAWAY SUITE (Detached Guest House), Winter Park Getaway, Downtown Orlando Throne Historic Thornton Park, 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 |
Explore more Guest Houses
Popular accommodation searches
More places to stay in Winter Garden
Book on Expedia
More ways to wander Winter Garden
Flights to Winter Garden
The best fares to get you there
Winter Garden Hotels
Winter Garden Vacation Rentals
Great Deals on Alternative Accommodations
Winter Garden Car Rentals
Affordable cars to get you around town
Winter Garden Vacations
Save more by combining flights, hotels and cars
Things to do in Winter Garden
Most popular
Hotels
- Hotels in St. Augustine
- Hotels in Key West
- Beach Resorts & Hotels in Siesta Key
- Beach Resorts & Hotels in Daytona Beach
- Hotels in Panama City Beach
- All Inclusive Resorts & Hotels in Key West
- Hotels in West Palm Beach
- Hotels in Miramar Beach
- Beach Resorts & Hotels in Panama City
- Beach Resorts & Hotels in Cocoa Beach
- Beach Resorts & Hotels in Key West
- Hotels in Gainesville
- Hotels in Pensacola
- Hotels in Winter Haven
- Beach Resorts & Hotels in Pensacola
- Hotels in Key Largo
- Hotels in Sarasota
- Hotels in Naples
- Beach Resorts & Hotels in Destin
- Hotels in Destin
Flights
