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Compare 834 Vacation Homes in Winter Park with updated reviews, rates, and availability.

Luxe Downtown Winter Park Private Hot Tub 4 BR
Luxe Downtown Winter Park Private Hot Tub 4 BR
9.8 out of 10, Exceptional, (68)

Large 7 Bedroom Home, Mountain Setting, 3 family rooms, Hot Tub.
Large 7 Bedroom Home, Mountain Setting, 3 family rooms, Hot Tub.
9.6 out of 10, Exceptional, (121)
The price is AED 1,567
AED 3,551 total
includes taxes & fees
11 May - 12 May

Large Beautiful Townhome, Private Hot Tub, Near Shuttle Route, In Town, WIFI
Large Beautiful Townhome, Private Hot Tub, Near Shuttle Route, In Town, WIFI
10.0 out of 10, Exceptional, (73)

Ranch Creek Lodge | Pet Welcome! | Private Hot Tub | Near Ski Trails
Ranch Creek Lodge | Pet Welcome! | Private Hot Tub | Near Ski Trails
9.8 out of 10, Exceptional, (36)

Beautiful 3 Bedroom Townhome In Downtown Winter Park With Private Hot Tub
Beautiful 3 Bedroom Townhome In Downtown Winter Park With Private Hot Tub
9.6 out of 10, Exceptional, (53)
The price is AED 1,084
AED 2,502 total
includes taxes & fees
19 May - 20 May

Welcoming Modern Ski & Adventure Retreat: Free Ski Resort Shuttle right outside!
Welcoming Modern Ski & Adventure Retreat: Free Ski Resort Shuttle right outside!
10.0 out of 10, Exceptional, (31)

Luxury Villa 558 I Great Views I Hot Tub I Best Price I FREE Adventures Daily
Luxury Villa 558 I Great Views I Hot Tub I Best Price I FREE Adventures Daily
9.6 out of 10, Exceptional, (34)

Mountain Views | Walk to Downtown & Activities
Mountain Views | Walk to Downtown & Activities
10.0 out of 10, Exceptional, (3)
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.
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Other property types in Winter Park

Zephyr Mountain Lodge
Zephyr Mountain Lodge
8.2 out of 10, Very Good, (657)
The price is AED 694
AED 828 total
includes taxes & fees
25 May - 26 May

Zephyr Mtn Lodge Slopeside - True ski-in / ski-out at WP base - many UPGRADES
Zephyr Mtn Lodge Slopeside - True ski-in / ski-out at WP base - many UPGRADES
10.0 out of 10, Exceptional, (129)

A Frame Club
A Frame Club
9.0 out of 10, Wonderful, (95)
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.
Recent reviews of Winter Park hotels
Recent reviews of Winter Park hotels

Gravity Haus Winter Park
5/5 Excellent
"Staff is always very friendly. Bedding is amazing. "
A verified traveler stayed at Gravity Haus Winter Park
Posted 6 days ago