December lodging deals

Ski season is here and the holidays are upcoming!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 12/1/2024-4/30/2025.  All reservations must be booked by 12/31/24. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!



Properties Available 223 properties available
Discover the vibrant downtown Winter Park from this completely refurbished three bedroom condominium with stunning views, additional amenities and ample space, it serves as an ideal retreat for enjoyment throughout the year.This corner unit located on the third floor features a private entrance and is adorned with numerous windows and a skylight, a
Specials Tag Special
December lodging deals

Ski season is here and the holidays are upcoming!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 12/1/2024-4/30/2025.  All reservations must be booked by 12/31/24. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Hi Country Haus Unit 2115
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 28
This Winter Park condominium meets all the criteria on your vacation rental checklist, featuring contemporary furnishings and decor that evoke the essence of the 1960s and 1970s, while incorporating a modern flair touch from the present day. Situated on the ground floor, this unit offers convenient access to the main parking lot upon your arrival
Specials Tag Special
December lodging deals

Ski season is here and the holidays are upcoming!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 12/1/2024-4/30/2025.  All reservations must be booked by 12/31/24. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Beaver Village Unit #1112
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 3
This is unit has 1,200 square feet of living space and is on the first floor of the building. The rental is also non smoking and has a no pet 2 bedroom 2 bathroom rental.The living room has a gas fireplace, TV with VCR, queen sofa sleeper and a wood paneled accent wall and free in unit Wi-Fi access. No air conditioning.The dining area is adjacent
Specials Tag Special
December lodging deals

Ski season is here and the holidays are upcoming!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 12/1/2024-4/30/2025.  All reservations must be booked by 12/31/24. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Timber Run Evergreen Unit 7
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
The Telemark townhomes offer opulent interior design and premium finishes that provide an exquisite retreat. Each unit is equipped with standard features such as four-panel interior alder doors and trim, pendant-style lighting and an energy efficient radiant heating system. Ideally situated in downtown Winter Park, these townhomes are in proximity
Specials Tag Special
December lodging deals

Ski season is here and the holidays are upcoming!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 12/1/2024-4/30/2025.  All reservations must be booked by 12/31/24. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Telemark Townhomes Unit 514
Condo - Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 49
This ground floor condo has updated throughout and is located in building 1 which is close to the shuttle stop on Highway 40 and an easy walk to the clubhouse. There is hardwood flooring throughout main living area with a large comfortable sectional sofa for you to enjoy watching the flat screen tv and gas fireplace and an extra set of windows to b
Specials Tag Special
December lodging deals

Ski season is here and the holidays are upcoming!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 12/1/2024-4/30/2025.  All reservations must be booked by 12/31/24. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Beaver Village Unit #0111
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 5
The living area features exotic jewel tones on the walls, complemented by furnishings and accessories in similarly warm and rich hues. This ground floor unit offers the enjoyment of a gas fireplace, a flat screen TV and a private patio. This vacation rental boasts modern enhancements in the kitchen, including new cabinetry and fixtures, as well a
Specials Tag Special
December lodging deals

Ski season is here and the holidays are upcoming!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 12/1/2024-4/30/2025.  All reservations must be booked by 12/31/24. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Beaver Village Unit #1113R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 5 1
This luxurious Arrow townhome unit is an ideal choice for couples (and Pets!) seeking a relaxing getaway in downtown Winter Park. With 3 bedrooms, it can accommodate up to 10 guests, providing stunning views and a private hot tub for a truly memorable vacation experience.The lower level features a private garage with space for 2 cars parked in tand
Specials Tag Special
December lodging deals

Ski season is here and the holidays are upcoming!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 12/1/2024-4/30/2025.  All reservations must be booked by 12/31/24. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Arrow at Winter Park Unit 276
Townhome - Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.7 4
The condominium is well-maintained boasting a modern kitchen equipped with new appliances, cabinets and countertops. The dining space features an elegant wooden table complemented by comfortable cushioned chairs, accommodating up to six individuals. An added perk of the dining area is the extra side window, allowing ample natural light to filter
Specials Tag Special
December lodging deals

Ski season is here and the holidays are upcoming!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 12/1/2024-4/30/2025.  All reservations must be booked by 12/31/24. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Beaver Village Unit #0724
Condo -
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 8
The ski resort can be admired through the expansive windows and from the rooftop deck, while the vaulted ceilings enhance the spaciousness of the area. Relax on the comfortable sofas, watch TV or cozy up by the gas fireplace. The dining area and kitchen are conveniently located nearby, allowing the cook to engage with the group. The kitchen boasts
Specials Tag Special
December lodging deals

Ski season is here and the holidays are upcoming!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 12/1/2024-4/30/2025.  All reservations must be booked by 12/31/24. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Arrow at Winter Park Unit 248
Townhome -
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 12
The warm mountain ambiance created by the rich wooden furniture and decorations beautifully contrasts with the bright, airy wall colors and high vaulted ceiling in this three bedroom unit on the third floor. Guests will find convenient access to the main clubhouse, located in the adjacent building as well as the free town shuttle stop nearby.The ki
Specials Tag Special
December lodging deals

Ski season is here and the holidays are upcoming!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 12/1/2024-4/30/2025.  All reservations must be booked by 12/31/24. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Beaver Village Unit #0131
Condo -
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 5
This one bedroom condo has a mountain theme accents with personal touches making for a perfect spot to rent for families or a couples.The solid hardwood flooring in the dining room which will seat 4 to 6 people comfortably, for additional seating try using the kitchen counter that doubles as an extra eating place. The kitchen offers lots of counte
Specials Tag Special
December lodging deals

Ski season is here and the holidays are upcoming!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 12/1/2024-4/30/2025.  All reservations must be booked by 12/31/24. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Beaver Village Unit #0521R
Condo -
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 6
A spacious 1,200 square feet, this unit is on the first floor and has a living room decorated in with a southwestern decor, gas fireplace, TV, VCR, a queen sofa sleeper, free Wi-Fi access and no air conditioning.Next to the living room is the dining area with large table and chair setting for 6 people. Guests can also access the private deck with m
Specials Tag Special
December lodging deals

Ski season is here and the holidays are upcoming!

Book your lodging direct with StayWinterPark and save on your lodging - we've made it easy - no promo or booking codes needed for the best price!

This offer is valid for new reservations only and cannot be combined with any other offers.  Valid dates of stay are 12/1/2024-4/30/2025.  All reservations must be booked by 12/31/24. 

Call us at 1-800-215-6535book online, or email us at info@staywinterpark.com to book your Winter Park Getaway!


Timber Run Dogwood Unit 2
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests

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