Winter Park Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Founders Pointe 4569: This walk in/out Resort studio has ...

Winter Park
Description: This primo studio sits steps from the Village at Winter Park Resort and a two minute wa...
Condo 0 / 1 / 4

$80 - $363
Per Night

$560 - $2541
Per Week

Snowblaze Condominiums B34

Winter Park
This 2 bedroom (plus loft), 3 bathroom vacation condo is located at SnowBlaze, in downtown Winter Pa...
Condo 3 / 3 / 8

*
Online booking available

$119 - $298
Per Night

$833 - $2083
Per Week

Zephyr 2419: Total convenience & comfort in the heart of ...

Winter Park
Description: This stunning condo has vaulted ceilings throughout, skylights in the bedroom, plus it'...
Condo 1 / 1 / 4

$100 - $468
Per Night

$700 - $3276
Per Week

2 Bedroom / 2 Bathroom Condominium

Winter Park
2 Bedroom / 2 Bathroom Condominium Unit Description: These Beaver Village Condominiums two bedroom ...
Condo 2 / 2 / 6

*
Online booking available

$115 - $370
Per Night

$805 - $2590
Per Week

Ski in Ski out Studio at Iron Horse Resort.

Winter Park
This fourth floor unit has great peaceful views from the balcony. You can watch skiers make their w...
Condo 0 / 1 / 4

*
Online booking available

$50 - $225
Per Night

$350 - $1575
Per Week

Snowblaze Condominiums 213

Winter Park
This studio condo rental is located at SnowBlaze in downtown Winter Park, just 2 miles from the Wint...
Condo 0 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Ski in/out one bedroom at Zephyr Mountain Lodge

Winter Park
Ski in/out one bedroom at Zephyr Mountain Lodge. Steps away from the elevator gives you easy access...
Condo 1 / 1 / 4

*
Online booking available

$75 - $295
Per Night

$525 - $2065
Per Week

Snowshoe House: PET FRIENDLY, spacious mountain cabin in ...

Winter Park
Description: An open floor plan with floor-to-ceiling windows encompasses the kitchen, dining room, ...
Cabin 2 / 2 / 8

$116 - $457
Per Night

$812 - $3199
Per Week

Hi Country Haus 1909: Great downtown location with swimmi...

Winter Park
Description: Located in the center of downtown Winter Park, you’re just a short 100 yard walk to res...
Condo 2 / 2 / 6

$102 - $396
Per Night

$714 - $2772
Per Week

Zephyr 1601: Larger, family friendly, 2 BR Zephyr Condo I...

Winter Park
Description: This updated ski-in/ski-out condo faces the slopes and is right next to the lifts. Extr...
Condo 2 / 2 / 8

$210 - $877
Per Night

$1470 - $6139
Per Week

Beautiful 2 BR condo at the base of the mountain (sleeps ...

Winter Park
Beautiful 2 BR condo at the base of the mountain (sleeps 8!!) Founders Point is a newly constructed...
Condo 2 / 2 / 8

*
Online booking available

$100 - $550
Per Night

$700 - $3850
Per Week

Fraser Crossing 3409: First-class accommodation & easy ac...

Winter Park
Description: This stylish one bedroom allows you to relax and enjoy your mountain getaway. Located ...
Condo 1 / 1 / 4

$95 - $435
Per Night

$665 - $3045
Per Week

Base Village Loft 108: Highly coveted 3 BR Resort Village...

Winter Park
Description: Enjoy staying at one of the new ski-in/ski-out Village Lofts at Winter Park. This beaut...
Condo 3 / 3 / 10

$357 - $1364
Per Night

$2499 - $9548
Per Week

Ultra Luxurious 5 Bedroom Dream Catcher unit at Lakota!!!!!

Winter Park
Thank you for considering our magnificent 5 bedroom 4.5 bath custom home for your vacation. It is l...
Condo 5 / 5 / 12

*
Online booking available

$395 - $1095
Per Night

$3465 - $7665
Per Week

Telemark 698:modern town home on a lake yet only minutes ...

Winter Park
Description: This bright and roomy townhome is set on a peaceful lake, and only moments away from do...
Condo 3 / 3 / 8

$179 - $699
Per Night

$1253 - $4893
Per Week

Ski in Ski out slope side building one BR at the Zephyr M...

Winter Park
Ski in Ski out slope side building one BR at the Zephyr Mountain Lodge. Zephyr Mountain Lodge is ab...
Condo 1 / 1 / 4

*
Online booking available

$75 - $295
Per Night

$525 - $2065
Per Week

Telemark 588: Picture perfect townhome close to all the c...

Winter Park
Feel instantly at home in this newly built and beautifully furnished Winter Park townhome. The loca...
Condo 2 / 2 / 6

$137 - $534
Per Night

$959 - $3738
Per Week

Base Village Loft 101: Enjoy the utmost comfort at Winter...

Winter Park
This is the best location and largest property in the heart of The Village at Winter Park Resort, ju...
Condo 4 / 4 / 12

$385 - $1705
Per Night

$2695 - $11935
Per Week

Walk to the slopes from this Founders Point one bedroom.

Winter Park
Founders Point is a newly constructed luxury condominium complex located at the base of Winter Park....
Condo 1 / 1 / 4

*
Online booking available

$55 - $295
Per Night

$385 - $2065
Per Week

Beautiful 3 bed / 3.5 bath @ Sawmill Station (located in ...

Winter Park
Beautiful 3 bed / 3.5 bath @ Sawmill Station (located in the heart of Wp) Located right next to Hid...
Condo 3 / 4 / 10

*
Online booking available

$175 - $495
Per Night

$1365 - $3465
Per Week

Iron Horse Resort 5023

Winter Park
1 bedroom vacation condo located at the Iron Horse Resort, just steps from the Winter Park ski area....
Condo 1 / 1 / 6

*
Online booking available

$110 - $298
Per Night

$770 - $2083
Per Week

This is a Very tastefully remodeled ski in/out five star ...

Winter Park
This is a Very tastefully remodeled ski in/out five star 2 BR 2 bath. This is a VERY tastefully rem...
Condo 2 / 2 / 9

*
Online booking available

$95 - $495
Per Night

$665 - $3465
Per Week

Base Camp 456: Luxurious 3-story Ski In/Ski Out Townhome ...

Winter Park
Description: Enjoy the luxury and convenience of this beautiful end-unit townhome tucked in the wood...
Condo 4 / 5 / 12

$361 - $1485
Per Night

$2527 - $10395
Per Week

Very cozy 2 bed/bath condo in Downtown Winter Park. Sleep...

Winter Park
Very cozy 2 bed/bath condo in Downtown Winter Park. Sleeps 6 to 8 Very comfortable and cozy 2 bed 2...
Condo 2 / 2 / 6

*
Online booking available

$100 - $275
Per Night

$700 - $1925
Per Week

Two Bedroom Condo

Winter Park
Two Bedroom Condo Unit Description: This unit offers all the amenities of home with convenient acce...
Condo 2 / 2 / 8

*
Online booking available

$158 - $403
Per Night

$1106 - $2821
Per Week

 

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