Compare Winter Garden Guest House Rentals

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Featured Guest Houses in Winter Garden

$108 nightly

$120 total

Jun 8 - Jun 9

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.

$139 nightly

$147 total

Jun 4 - Jun 5

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.

$110 nightly

$124 total

Jun 4 - Jun 5

Total with taxes and fees

At Enchanted Fantasy, guests have access to an outdoor pool, free WiFi in public areas, and microwave in a common area. If you plan to drive, free offsite parking is available. Additional amenities include a refrigerator in a common area, laundry facilities, and a TV in a common area.

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.

$171 nightly

$190 total

Jun 4 - Jun 5

Total with taxes and fees

At this guesthouse, guests have access to a hot tub, laundry facilities, and local meal delivery service. This smoke-free guesthouse also has a garden.

$93 nightly

$105 total

Jun 15 - Jun 16

Total with taxes and fees

Guests of Tempo Trek Lodgings enjoy features like an outdoor pool, free WiFi in public areas, and laundry facilities. You can put free parking to good use if you drive. Staff members are on hand to provide luggage storage and access to locker space.

SPRING LAKE GETAWAY SUITE (Detached Guest House)

At this guesthouse, guests enjoy features like beach towels.

Guests of Magical Dreams enjoy an outdoor pool, free WiFi in public areas, and microwave in a common area. A stay here includes free parking. Additional amenities include a refrigerator in a common area, laundry facilities, and a TV in a common area.

Guests staying at Harmony Haven enjoy an outdoor pool, a gym, and free WiFi in public areas. Additional amenities include a microwave in a common area, a refrigerator in a common area, and laundry facilities.

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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

The Grove Resort & Water Park Orlando

14501 Grove Resort Avenue Winter Garden FL

$218 nightly

$245 total

Jun 4 - Jun 5

Total with taxes and fees

8/10 Very Good! (10,058 reviews)

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

631 FLAGLER AVE Winter Garden FL

$93 nightly

$105 total

Jun 21 - Jun 22

Total with taxes and fees

9.4/10 Exceptional! (4,894 reviews)

Home2 Suites by Hilton Orlando at Flamingo Crossings

341 Flagler Ave Winter Garden FL

$98 nightly

$110 total

Jun 23 - Jun 24

Total with taxes and fees

9.2/10 Wonderful! (5,583 reviews)

Winter Garden Guest Houses essential information

Accommodation	72 Guest Houses
Lowest Price	$105
Highest Price	$245
Popular accommodation	The Estate at Mount Dora, The Heirloom Inn, Enchanted Fantasy, Disney Proximity Escape - Comfort in Kissimmee, Quiet Oasis in Lovely Neighborhood, Tempo Trek Lodgings, SPRING LAKE GETAWAY SUITE (Detached Guest House), Magical Dreams, Harmony Haven