Winter Park Guest Houses
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Guest Houses in Winter Park
Quiet Oasis in Lovely Neighborhood
Orlando FL
$172 nightly
The price is $191 total per night
$191 total
Oct 26 - Oct 27
Total with taxes and fees
Located in Orlando (Southern Oaks), this guesthouse is within a 10-minute drive of Kia Center and Camping World Stadium.
Pool
Hot Tub
Enchanted Fantasy
2622 Calistoga Ave Kissimmee FL
$114 nightly
The price is $129 total per night
$129 total
Oct 21 - Oct 22
Total with taxes and fees
With a stay at Enchanted Fantasy in Kissimmee, you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets.
Pool
Free WiFi
Mills Cottage by the Little Lake
Orlando FL
$309 nightly
The price is $343 total per night
$343 total
Oct 25 - Oct 26
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
Adorable 1bed 1 bath guest house
Orlando FL
With a stay at this guesthouse in Orlando (Union Park), you'll be within a 15-minute drive of University of Central Florida and Kia Center.
Pet friendly
Free WiFi
Mystical Dreams
2626 Calistoga Ave Kissimmee FL
With a stay at Mystical Dreams in Kissimmee, you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets.
Pool
Parking included
Downtown Lake Eola Historic House 1 OR 2 BED
Orlando FL
$147 nightly
The price is $163 total per night
$163 total
Oct 21 - Oct 22
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.
Free WiFi
Air conditioning
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
 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 
Sorrento FL
Located in Sorrento, this guesthouse is on a river, a 2-minute drive from Wekiva River and 6 minutes from Bear Pond Trailhead.
Pet friendly
Free WiFi
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
Historic lakefront guesthouse
Orlando FL
$287 nightly
The price is $319 total per night
$319 total
Nov 2 - Nov 3
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
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 Park Guest Houses essential information
Accommodation | 32 Guest Houses |
|---|---|
Lowest Price | $129 |
Highest Price | $343 |
Popular accommodation | Quiet Oasis in Lovely Neighborhood, Enchanted Fantasy, Mills Cottage by the Little Lake, Adorable 1bed 1 bath guest house, Mystical Dreams, Downtown Lake Eola Historic House 1 OR 2 BED, SPRING LAKE GETAWAY SUITE (Detached Guest House),  Peaceful Two Bedroom Guest House near Wekiva River and State Parks , Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio, Historic lakefront guesthouse, City Guesthouse in beautiful Historic Downtown Sanford, 2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR |
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