All Winter Park Vacation Rentals

Sort by:

Timbers 1-2    

2 Bedrooms / 2 Bathrooms
Sleeps 8
Fraser
  • Common Area Hot Tub
  • Wi-Fi Internet Access
  • Private Balcony/Deck
  • Private Washer/ Dryer
  • Gas Fireplace
  • Cable TV
or

Silverado 302B    

2 Bedrooms / 2 Bathrooms
Sleeps 6
Downtown Winter Park
  • Common Area Hot Tub
  • Wi-Fi Internet Access
  • Private Balcony/Deck
  • Private Propane Grill
  • Shared Washer/ Dryer (coin operated)
  • Gas Fireplace
or

Trailhead Lodges 424    

2 Bedrooms / 2 Bathrooms
Sleeps 7
Downtown Winter Park
  • Heated Common Area Pool
  • Common Area Hot Tub
  • Wi-Fi Internet Access
  • Private Balcony/Deck
  • Private Washer/ Dryer
  • Shared Fitness Area
or

Trailhead Lodges 723    

3 Bedrooms / 3 Bathrooms
Sleeps 8
Downtown Winter Park
  • Heated Common Area Pool
  • Wi-Fi Internet Access
  • Private Balcony/Deck
  • Private Washer/ Dryer
  • Shared Fitness Area
  • Private Propane Grill
or

Sawmill Station 115    

4 Bedrooms / 4 Bathrooms
Sleeps 10
Downtown Winter Park
  • Private Hot Tub
  • Wi-Fi Internet Access
  • Private Balcony/Deck
  • Private Washer/ Dryer
  • Gas Fireplace
  • Cable TV
or

Needles 8    

4 Bedrooms / 4 Bathrooms
Sleeps 10
Fraser
  • Private Hot Tub
  • Wi-Fi Internet Access
  • Private Balcony/Deck
  • Private Washer/ Dryer
  • Gas Fireplace
  • On Free Winter Shuttle Route
or

Zephyr Mountain Lodge 2301    

1 Bedrooms / 1 Bathrooms
Sleeps 4
Winter Park Resort Base Area
  • Common Area Hot Tub
  • Wi-Fi Internet Access
  • Private Balcony/Deck
  • Slope View
  • Ski In-Ski Out
  • Free On-Demand Shuttle
or

Founders Pointe 4371    

0 Bedrooms / 1 Bathrooms
Sleeps 4
Winter Park Resort Base Area
  • Common Area Hot Tub
  • Wi-Fi Internet Access
  • Private Ski Locker
  • Shared Outdoor Grill in Common Area
  • Gas Fireplace
  • Within 150 yards Of Slopes
or

Red Quill 305    

3 Bedrooms / 3.5 Bathrooms
Sleeps 8
Downtown Winter Park
  • Private Hot Tub
  • Wi-Fi Internet Access
  • Private Balcony/Deck
  • Private Washer/ Dryer
  • Gas Fireplace
  • Cable TV
or

Red Quill 509    

4 Bedrooms / 4 Bathrooms
Sleeps 10
Downtown Winter Park
  • Private Hot Tub
  • Wi-Fi Internet Access
  • Private Balcony/Deck
  • Private Washer/ Dryer
  • DVD Player
  • Two Living Areas
or