Winter Park Vacation Rental Getaways


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  • Bath
  • Sleeps
Max Price Per Week $
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  • Elevator
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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

Beaver Village Condominiums #1822R

Winter Park
Nicely updated Winter Park one bedroom condo has all that you need for your vacation. Full kitchen c...
Condo 1 / 1 / 4

*
Online booking available

$100 - $305
Per Night

$700 - $2135
Per Week

Mary Jane Chalet

Winter Park
Get the real mountain experience staying at the Mary Jane Chalet located on Forest Trail, just 1.5 m...
Home 6 / 3 / 14

*
Online booking available

$220 - $765
Per Night

$1540 - $5355
Per Week

Beaver Village Condominiums #0631

Winter Park
Nice and bright three bedroom three bathroom Winter Park condo. Loaded with amenities from fireplace...
Condo 3 / 2 / 8

*
Online booking available

$145 - $465
Per Night

$1015 - $3255
Per Week

4 BR 3 Bath Luxury Trademark Town Home only 1/4 mile from...

Winter Park
4 BR 3 Bath Luxury Trademark Town Home only 1/4 mile from the slopes Four Bed 3 Bath Luxury Tradema...
Condo 4 / 3 / 11

*
Online booking available

$275 - $795
Per Night

$1925 - $5565
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

$79 - $207
Per Night

$553 - $1449
Per Week

Beaver Village Condominiums #0221

Winter Park
Updated Winter Park two bedroom two bathroom condo located close to town and Winter Park Resort. New...
Condo 2 / 2 / 6

*
Online booking available

$120 - $390
Per Night

$840 - $2730
Per Week

Beaver Village Condominiums #0422

Winter Park
Simple and comfortable, this Winter Park condo is ideal for singles or couples. The two bedroom two ...
Condo 2 / 2 / 6

*
Online booking available

$120 - $390
Per Night

$840 - $2730
Per Week

Beaver Village Condominiums #0712

Winter Park
This first floor condo is located in building 7 and close to the clubhouse that has a pool, hot tubs...
Condo 2 / 2 / 6

*
Online booking available

$120 - $390
Per Night

$840 - $2730
Per Week

Beaver Village Condominiums #0912

Winter Park
This Winter Park vacation rental has a nicely updated kitchen and open floor plan. The condo is comp...
Condo 2 / 2 / 6

*
Online booking available

$120 - $390
Per Night

$840 - $2730
Per Week

Beaver Village Condominiums #1911R

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

$100 - $305
Per Night

$700 - $2135
Per Week

Beaver Village Condominiums #1622

Winter Park
Beautifully updated two bedroom condo. The kitchen has been upgraded with stainless steel appliances...
Condo 2 / 2 / 6

*
Online booking available

$120 - $390
Per Night

$840 - $2730
Per Week

Luxurious 3 bed 3.5 bath home 2 mins from Winter Park wit...

Winter Park
Luxurious 3 bed 3.5 bath home 2 mins from Winter Park with Private Shuttle. Luxurious and roomy 3 b...
Home 3 / 4 / 10

*
Online booking available

$220 - $495
Per Night

$1750 - $3465
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

$120 - $390
Per Night

$840 - $2730
Per Week

Beaver Village Condominiums #0912R

Winter Park
This Winter Park vacation rental has a nicely updated kitchen and open floor plan. The condo is comp...
Condo 1 / 1 / 4

*
Online booking available

$100 - $305
Per Night

$700 - $2135
Per Week

Beaver Village Condominiums #1624R

Winter Park
This recently remodeled condo is a stunner! When you walk in the front door of this Winter Park rent...
Condo 1 / 1 / 4

*
Online booking available

$100 - $305
Per Night

$700 - $2135
Per Week

Beaver Village Condominiums #2032R

Winter Park
This large and spacious Winter Park one bedroom condo has all that you need for your vacation. Vault...
Condo 1 / 1 / 4

*
Online booking available

$100 - $305
Per Night

$700 - $2135
Per Week

Remodeled Ski in Ski out Studio at the full service Iron ...

Winter Park
Remodeled Ski in Ski out Studio at the full service Iron Horse Resort. Everything has been fully re...
Condo 0 / 1 / 4

*
Online booking available

$65 - $250
Per Night

$455 - $1715
Per Week

Beaver Village Condominiums #0922

Winter Park
This Winter Park vacation rental has a nicely updated kitchen and open floor plan. The condo is comp...
Condo 2 / 2 / 6

*
Online booking available

$120 - $390
Per Night

$840 - $2730
Per Week

Beaver Village Condominiums #1014

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

$120 - $390
Per Night

$840 - $2730
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

$75 - $295
Per Night

$525 - $2065
Per Week

Trademark I Unit 203

Winter Park
This is a nice 1 bedroom plus a loft, plus a tiny bedroom with 2.5 bathroom vacation condo located i...
Condo 1 / 3 / 8

*
Online booking available

$140 - $380
Per Night

$980 - $2660
Per Week

Beaver Village Condominiums #0931

Winter Park
Nicely furnished two bedroom two bathroom Winter Park condo. Located conveniently close to the town ...
Condo 2 / 2 / 6

*
Online booking available

$120 - $390
Per Night

$840 - $2730
Per Week

Large and spacious 4 BR. Backs to forest land. Sleeps 9!!!

Winter Park
Large and spacious 4 bedroom. Backs to forest land. Sleeps 9!!! Room enough to sleep 2 more in th...
Home 4 / 4 / 10

*
Online booking available

$200 - $450
Per Night

$1925 - $2765
Per Week

Iron Horse Resort 3084

Winter Park
Studio vacation condo at the Iron Horse, just steps from the Winter Park ski area. A 455 square foot...
Condo 0 / 1 / 4

*
Online booking available

$79 - $207
Per Night

$553 - $1449
Per Week

Snowblaze Condominiums 301

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 - $207
Per Night

$553 - $1449
Per Week

 

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