Winter Park Guest Houses
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Guest Houses in Winter Park
Quiet Oasis in Lovely Neighborhood
Orlando FL
$171 nightly
The price is $190 total per night
$190 total
Aug 27 - Aug 28
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
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
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
Historic lakefront guesthouse
Orlando FL
$285 nightly
The price is $316 total per night
$316 total
Sep 8 - Sep 9
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
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
Enchanted Fantasy
2622 Calistoga Ave Kissimmee FL
$114 nightly
The price is $129 total per night
$129 total
Aug 27 - Aug 28
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
Downtown Lake Eola Historic House 1 OR 2 BED
Orlando FL
$167 nightly
The price is $185 total per night
$185 total
Sep 1 - Sep 2
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
Mills Cottage by the Little Lake
Orlando FL
$315 nightly
The price is $350 total per night
$350 total
Aug 31 - Sep 1
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
Enchanted Dreams
2624 Calistoga Ave Kissimmee FL
With a stay at Enchanted Dreams in Kissimmee, you'll be within a 15-minute drive of Old Town and Orlando Vineland Premium Outlets.
Pool
Parking included
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
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
City Guesthouse in beautiful Historic Downtown Sanford
Sanford FL
$236 nightly
The price is $261 total per night
$261 total
Aug 27 - Aug 28
Total with taxes and fees
With a stay at this guesthouse in Sanford (Downtown Sanford), you'll be a 4-minute walk from Historic Downtown Sanford and 6 minutes by foot from Art Affair Gallery.
Air conditioning
Parking available
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 | 30 Guest Houses |
|---|---|
Lowest Price | $129 |
Highest Price | $350 |
Popular accommodation | Quiet Oasis in Lovely Neighborhood, Mystical Dreams, SPRING LAKE GETAWAY SUITE (Detached Guest House), Historic lakefront guesthouse, Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio, Enchanted Fantasy, Downtown Lake Eola Historic House 1 OR 2 BED, Mills Cottage by the Little Lake, Enchanted Dreams, 2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR, Adorable 1bed 1 bath guest house, City Guesthouse in beautiful Historic Downtown Sanford |
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