Winter Park Vacation Rental Getaways


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  • Bath
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Max Price Per Week $
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  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

2 Bedroom / 2 Bathroom Condominium

Winter Park
2 Bedroom / 2 Bathroom Condominium Unit Description: This spacious 850 sq. ft. Slopeside unit featu...
Condo 2 / 2 / 8

*
Online booking available

$163 - $999
Per Night

$1141 - $6993
Per Week

Fraser Crossing 1 bedroom, sleeps 4, modern full kitchen

Winter Park
Take in the amazing views of the village and slopes from this newer 1 bedroom/1 bath condo, with sl...
Condo 1 / 1 / 4

*
Online booking available

$70 - $425
Per Night

$490 - $2975
Per Week

Snowblaze Condominiums 209

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

$75 - $242
Per Night

$525 - $1694
Per Week

Walk to the slopes from this Founders Point one BR. Sleep...

Winter Park
Walk to the slopes from this Founders Point one BR. Sleeps 4. This newer condo located in Winter Pa...
Condo 1 / 1 / 4

*
Online booking available

$60 - $395
Per Night

$420 - $2765
Per Week

Beaver Village Condominiums #0724R

Winter Park
This Winter Park condo is ideal for families! Extra bedding can be found in the master bedroom with ...
Condo 1 / 1 / 6

*
Online booking available

$125 - $310
Per Night

$875 - $2170
Per Week

3 bedroom 3 bathroom

Winter Park
3 bedroom 3 bathroom Unit Description: This completely remodelled 3 bed 2 bath condo is perfect for...
Condo 3 / 3 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

2 Bedroom / 2 Bathroom

Winter Park
2 Bedroom / 2 Bathroom Unit Description: All of our units are located within the same complex. They...
Condo 2 / 2 / 6

*
Online booking available

Contact
Owner
Directly
For Rates

2 bed/2 bath condo at Fraser Crossing! Great slopeside an...

Winter Park
2 bed/2 bath condo at Fraser Crossing! Great slopeside and village views! Stunning views of the Win...
Condo 2 / 2 / 6

*
Online booking available

$105 - $645
Per Night

$735 - $4515
Per Week

Beaver Village Condominiums #0422R

Winter Park
Simple and comfortable, this Winter Park condo is ideal for singles or couples. The one bedroom one ...
Condo 1 / 1 / 4

*
Online booking available

$125 - $310
Per Night

$875 - $2170
Per Week

Beaver Village Condominiums #0623

Winter Park
You will have everything you need in this two bedroom two bath condo close to The Winter Park Resort...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Beaver Village Condominiums #2014R

Winter Park
This classic Winter Park one bedroom condo has all that you need for your vacation. Full kitchen com...
Condo 1 / 1 / 4

*
Online booking available

$125 - $305
Per Night

$875 - $2135
Per Week

Ski in Ski out 2 BR at the Zephyr Mountain Lodge. Sleeps ...

Winter Park
Ski in Ski out 2 BR at the Zephyr Mountain Lodge. Sleeps 6 to 8!! Ski in/out larger floor plan two ...
Condo 2 / 2 / 8

*
Online booking available

$95 - $645
Per Night

$665 - $4515
Per Week

Very Nice, Ski in Ski Out Studio at the full service Iron...

Winter Park
Very Nice, Ski in Ski Out Studio at the full service Iron Horse Resort Very nice and cozy studio. ...
Condo 0 / 1 / 4

*
Online booking available

$55 - $275
Per Night

$385 - $1925
Per Week

Timber Run Vista #2

Winter Park
This comfortable vacation studio is tucked in the trees, located approximately 1 mile off the main r...
Condo 0 / 1 / 4

*
Online booking available

$87 - $295
Per Night

$609 - $2065
Per Week

Beaver Village Condominiums #1713

Winter Park
This classic Winter Park two bedroom condo has all that you need for your vacation. Full kitchen com...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Beaver Village Condominiums #1713R

Winter Park
This classic Winter Park one bedroom condo has all that you need for your vacation. Full kitchen com...
Condo 1 / 1 / 4

*
Online booking available

$125 - $305
Per Night

$875 - $2135
Per Week

Beaver Village Condominiums #2021R

Winter Park
You will love this E rated condo, we rate this as the highest standard in our books. The homeowners ...
Condo 1 / 1 / 4

*
Online booking available

$125 - $310
Per Night

$875 - $2170
Per Week

Bronze 2 Bedroom/ 2 Bathroom Condo

Winter Park
Bronze 2 Bedroom/ 2 Bathroom Condo Unit Description: This two bedroom/two bathroom vacation rental ...
Condo 2 / 2 / 6

*
Online booking available

$137 - $372
Per Night

$959 - $2604
Per Week

Beaver Village Condominiums #0522R

Winter Park
Visitors will enjoy this cheery and bright one bedroom one bathroom condo located on the second floo...
Condo 1 / 1 / 4

*
Online booking available

$125 - $305
Per Night

$875 - $2135
Per Week

Beaver Village Condominiums #0934

Winter Park
This modern two bedroom two bathroom Winter Park condo is over the top! Visitors will love all of th...
Condo 2 / 2 / 6

*
Online booking available

$150 - $395
Per Night

$1050 - $2765
Per Week

Beaver Village Condominiums #1022

Winter Park
This vacation rental has so much bedding that you can sleep up to 10 people in this condo. Now you c...
Condo 2 / 2 / 10

*
Online booking available

$145 - $395
Per Night

$1015 - $2765
Per Week

Bronze 1 Bedroom/1 Bathroom Condo

Winter Park
Bronze 1 Bedroom/1 Bathroom Condo Unit Description: This one bedroom/one bathroom vacation rental i...
Condo 1 / 1 / 4

*
Online booking available

$117 - $292
Per Night

$819 - $2044
Per Week

Beaver Village Condominiums #1813R

Winter Park
Updated Winter Park condo close to everything! Walk to town or take the complimentary (winter) shutt...
Condo 1 / 1 / 4

*
Online booking available

$125 - $310
Per Night

$875 - $2170
Per Week

Ski in Ski out 1 BR at the Zephyr Mountain Lodge. Great v...

Winter Park
Ski in Ski out 1 BR at the Zephyr Mountain Lodge. Great views to slopes This is a one bedroom unit ...
Condo 1 / 1 / 4

*
Online booking available

$70 - $425
Per Night

$490 - $2975
Per Week

Sport Studio

Winter Park
Sport Studio Unit Description: This 455 sq. ft. studio is perfect for a couple or small family. Eac...
Condo 0 / 1 / 4

*
Online booking available

$108 - $999
Per Night

$756 - $6993
Per Week

 

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