Compare Winter Garden Guest House Rentals

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Featured Guest Houses in Winter Garden

The Estate at Mount Dora

The Estate at Mount Dora

3.5 out of 5
1029 E 5th Avenue, Mount Dora, FL
A local mainstay since 1877, The Estate at Mount Dora offers free WiFi in public areas, express check-in, and express check-out. You can take advantage of free parking if you drive. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a terrace and a garden.
Pet friendly
Parking included
Disney Proximity Escape - Comfort in Kissimmee

Disney Proximity Escape - Comfort in Kissimmee

3 out of 5
286 Marcello Blvd, Kissimmee, FL
Guests of Disney Proximity Escape - Comfort in Kissimmee enjoy features like an outdoor pool, free WiFi in public areas, and express check-out. Limited parking is available. Staff members can answer questions about accommodations, and also provide luggage storage.
Pool
Free WiFi
The Heirloom Inn

The Heirloom Inn

3 out of 5
644 N Donnelly St, Mount Dora, FL
$148 nightly
The price is $157 total per night
$157 total
Jul 21 - Jul 22
Total includes taxes and fees
At The Heirloom Inn, guests have access to free WiFi in public areas, express check-in, and express check-out. Free parking is available if you drive. This guesthouse also has a garden.
Pet friendly
Parking included
Winter Park Getaway

Winter Park Getaway

Guests staying at this guesthouse have access to a garden and barbecue grills.
Free WiFi
Air conditioning
Downtown Orlando Throne Historic Thornton Park

Downtown Orlando Throne Historic Thornton Park

$197 nightly
The price is $219 total per night
$219 total
Jul 21 - Jul 22
Total includes taxes and fees
At this guesthouse, guests have access to features like laundry facilities.
Air conditioning
Parking available
 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 

 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 

At this guesthouse, guests have access to features like laundry facilities. This guesthouse also has barbecue grills.
Pet friendly
Free WiFi
Regal Palms Resort Townhouse - Pool, Waterslide and More!

Regal Palms Resort Townhouse - Pool, Waterslide and More!

This guesthouse is a smoke-free guesthouse.
Pet friendly
Mills Cottage by the Little Lake

Mills Cottage by the Little Lake

$314 nightly
The price is $349 total per night
$349 total
Jul 22 - Jul 23
Total includes taxes and fees
Guests staying at this guesthouse enjoy an outdoor pool, a gym, and a sauna. Other amenities at this family-friendly guesthouse include a hot tub, an arcade/game room, and laundry facilities.
Pool
Hot Tub
Historic lakefront guesthouse

Historic lakefront guesthouse

$211 nightly
The price is $235 total per night
$235 total
Jul 23 - Jul 24
Total includes taxes and fees
Guests staying at this guesthouse enjoy access to a water park, an outdoor pool, and a hot tub. Other amenities at this family-friendly guesthouse include laundry facilities, a garden, and barbecue grills.
Pool
Hot Tub
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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.

Hotel Options in Winter Garden

    Home2 Suites by Hilton Orlando at Flamingo Crossings

    Home2 Suites by Hilton Orlando at Flamingo Crossings

    341 Flagler Ave, Winter Garden, FL
    $110 nightly
    The price is $123 total per night from Jul 29 to Jul 30
    $123 total
    Jul 29 - Jul 30
    Total includes taxes and fees
    9.2/10 Wonderful! (4,276 reviews)
    The Grove Resort & Water Park Orlando

    The Grove Resort & Water Park Orlando

    14501 Grove Resort Avenue, Winter Garden, FL
    $189 nightly
    The price is $213 total per night from Jul 21 to Jul 22
    $213 total
    Jul 21 - Jul 22
    Total includes taxes and fees
    7.8/10 Good! (8,115 reviews)
    Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

    Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

    631 FLAGLER AVE, Winter Garden, FL
    $93 nightly
    The price is $105 total per night from Aug 7 to Aug 8
    $105 total
    Aug 7 - Aug 8
    Total includes taxes and fees
    9.4/10 Exceptional! (3,441 reviews)

Winter Garden Guest Houses essential information

Accommodation
59 Guest Houses
Lowest Price
$105
Highest Price
$349
Popular accommodation
The Estate at Mount Dora, Disney Proximity Escape - Comfort in Kissimmee, The Heirloom Inn, Winter Park Getaway, Downtown Orlando Throne Historic Thornton Park,  Peaceful Two Bedroom Guest House near Wekiva River and State Parks , Regal Palms Resort Townhouse - Pool, Waterslide and More!, Mills Cottage by the Little Lake, Historic lakefront guesthouse

Guest Houses in Winter Garden

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