Winter Garden Guest Houses
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Guest Houses in Winter Garden
The Heirloom Inn
644 N Donnelly St Mount Dora FL
$185 nightly
The price is $199 total per night
$199 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Located in Mount Dora, The Heirloom Inn is just steps from Donnelly Park and 7 minutes by foot from Lake Dora.
Pet friendly
Parking included
Disney Proximity Escape - Comfort in Kissimmee
286 Marcello Blvd Kissimmee FL
With a stay at Disney Proximity Escape - Comfort in Kissimmee in Kissimmee, you'll be within a 15-minute drive of Old Town and Disney Springs™.
Pool
Free WiFi
The Estate at Mount Dora
1029 E 5th Avenue Mount Dora FL
$118 nightly
The price is $131 total per night
$131 total
Dec 7 - Dec 8
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
Centrally located in Mount Dora, The Estate at Mount Dora is within a 15-minute walk of Mount Dora History Museum and Donnelly Park.
Pet friendly
Parking included
SPRING LAKE GETAWAY SUITE (Detached Guest House)
Altamonte Springs FL
Located in Altamonte Springs, this guesthouse is within a 15-minute drive of Kia Center and Camping World Stadium.
Free WiFi
Air conditioning
Downtown Lake Eola Historic House 1 OR 2 BED
Orlando FL
$122 nightly
The price is $135 total per night
$135 total
Dec 7 - Dec 8
Total with taxes and fees
With a stay at this guesthouse in Orlando (Downtown Orlando), you'll be within a 5-minute drive of Kia Center and Camping World Stadium.
Air conditioning
Parking available
Winter Park Getaway
Winter Park FL
Located in Winter Park, this guesthouse is within a 15-minute drive of Kia Center and University of Central Florida.
Free WiFi
Air conditioning
Mills Cottage by the Little Lake
Orlando FL
$335 nightly
The price is $373 total per night
$373 total
Dec 8 - Dec 9
Total with taxes and fees
With a stay at this guesthouse in Orlando (Lake Weldona), you'll be a 4-minute drive from Kia Center and 6 minutes from Camping World Stadium.
Pool
Hot Tub
Historic lakefront guesthouse
Orlando FL
$238 nightly
The price is $264 total per night
$264 total
Dec 6 - Dec 7
Total with taxes and fees
When you stay at this guesthouse in Orlando, you'll be on a lake, within a 10-minute drive of Kia Center and Camping World Stadium.
Pool
Hot Tub
2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR
Orlando FL
With a stay at this guesthouse in Orlando, you'll be within a 5-minute drive of Universal Orlando Resort and The Wizarding World of Harry Potter™.
Free WiFi
Air conditioning
Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio
Orlando FL
With a stay at this guesthouse, you'll be centrally located in Orlando, within a 5-minute drive of Kia Center and Camping World Stadium.
Pool
Free WiFi
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.
Winter Garden Guest Houses essential information
Accommodation | 48 Guest Houses |
|---|---|
Lowest Price | $131 |
Highest Price | $373 |
Popular accommodation | The Heirloom Inn, Disney Proximity Escape - Comfort in Kissimmee, The Estate at Mount Dora, 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 , Resort-style 3BR Townhouse Near Disney Park |
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