Winter Park Guest Houses

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Guest Houses in Winter Park

Winter Park Getaway

Located in Winter Park, this guesthouse is within a 15-minute drive of Kia Center and University of Central Florida.

Free WiFi

Air conditioning

2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR

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

Mills Cottage by the Little Lake

$400

includes taxes & fees

$360 per night

Dec 2 - Dec 3

With a stay at this guesthouse in Orlando (Lake Weldona), you'll be within a 5-minute drive of Kia Center and Dr. Phillips Center for the Performing Arts.

Pool

Hot Tub

Adorable 1bed 1 bath guest house

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

SPRING LAKE GETAWAY SUITE (Detached Guest House)

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

$162

includes taxes & fees

$147 per night

Nov 25 - Nov 26

Located in Orlando (Downtown Orlando), this guesthouse is within a 15-minute walk of Kia Center and Dr. Phillips Center for the Performing Arts.

Air conditioning

Parking available

Peaceful Two Bedroom Guest House near Wekiva River and State Parks

When you stay at this guesthouse in Sorrento, you'll be on a river, within a 10-minute walk of Rock Springs Run State Reserve and Wekiva River.

Pet friendly

Free WiFi

City Guesthouse in beautiful Historic Downtown Sanford

With a stay at this guesthouse in Sanford, you'll be within a 10-minute drive of Central Florida Zoo & Botanical Gardens and Historic Downtown Sanford.

Air conditioning

Parking available

Beautiful Villa with Lake Views

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.

Pet friendly

Free WiFi

Casa Catalina☀️ Lakefront Apartment near Downtown

$336

includes taxes & fees

$303 per night

Nov 27 - Nov 28

With a stay at this guesthouse in Orlando (Catalina), you'll be within a 10-minute drive of Camping World Stadium and Kia Center.

Free WiFi

Air conditioning

Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio

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

Blissful Guest House

2815 Auld Scot Blvd, Ocoee, FL

When you stay at Blissful Guest House in Ocoee, you'll be next to a golf course, within a 15-minute drive of Camping World Stadium and Kia Center.

Parking included

Free WiFi

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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.