Compare Winter Garden Guest House Rentals
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Featured Guest Houses in Winter Garden
Disney Proximity Escape - Comfort in Kissimmee
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.
The Heirloom Inn
644 N Donnelly St, Mount Dora, FL
$160 nightly
The price is $171 total per night
$171 total
Oct 5 - Oct 6
Total with 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.
The Estate at Mount Dora
1029 E 5th Avenue, Mount Dora, FL
$123 nightly
The price is $137 total per night
$137 total
Oct 15 - Oct 16
Total with taxes and fees
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.
SPRING LAKE GETAWAY SUITE (Detached Guest House)
At this guesthouse, guests enjoy features like beach towels.
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
$200 nightly
The price is $222 total per night
$222 total
Oct 6 - Oct 7
Total with 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 
At this guesthouse, guests have access to features like laundry facilities. This guesthouse also has barbecue grills.
Mills Cottage by the Little Lake
$300 nightly
The price is $333 total per night
$333 total
Oct 6 - Oct 7
Total with 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.
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
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue, Winter Garden, FL
$209 nightly
The price is $235 total per night from Oct 5 to Oct 6
$235 total
Oct 5 - Oct 6
Total with taxes and fees
7.8/10 Good! (8,629 reviews)
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
631 FLAGLER AVE, Winter Garden, FL
$107 nightly
The price is $120 total per night from Oct 26 to Oct 27
$120 total
Oct 26 - Oct 27
Total with taxes and fees
9.4/10 Exceptional! (3,988 reviews)
Home2 Suites by Hilton Orlando at Flamingo Crossings
341 Flagler Ave, Winter Garden, FL
$122 nightly
The price is $138 total per night from Oct 13 to Oct 14
$138 total
Oct 13 - Oct 14
Total with taxes and fees
9.2/10 Wonderful! (4,725 reviews)
Winter Garden Guest Houses essential information
Accommodation | 52 Guest Houses |
|---|---|
Lowest Price | $120 |
Highest Price | $333 |
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,  Peaceful Two Bedroom Guest House near Wekiva River and State Parks , 3BR Townhouse at Regal Palms: Pool and Disney Fun, Mills Cottage by the Little Lake |