Winter Park Vacation Rental Getaways


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  • Bath
  • Sleeps
Max Price Per Week $
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  • Washer/Dryer
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  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
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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

Very Nice Four BR multi level Town Home w/Private Hot tub

Winter Park
This nice 4 bedroom multi level town home at Telemark is located off the main street in downtown Win...
Condo 4 / 3 / 12

*
Online booking available

$311 - $898
Per Night

$1635 - $5995
Per Week

Luxurious and roomy 4 bed/bath home on Trails End Way up ...

Winter Park
Luxurious and roomy 4 bed/bath home on Trails End Way up Rendezvous Rd. Luxurious and roomy 4 bedro...
Home 4 / 4 / 10

*
Online booking available

$311 - $898
Per Night

$1635 - $5668
Per Week

Beaver Village Condominiums #1133

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

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

$124 - $394
Per Night

$546 - $2501
Per Week

4 bed 3.5 bath Lakota home with hot tub 1/2 mile from Win...

Winter Park
4 bed 3.5 bath Lakota home with hot tub 1/2 mile from Winter Park base!! 4 bed 3.5 bath Lakota town...
Condo 4 / 3.5 / 13

*
Online booking available

$415 - $1002
Per Night

$1635 - $5995
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

$122 - $346
Per Night

$560 - $2159
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

$120 - $305
Per Night

$840 - $2135
Per Week

Beaver Village Condominiums #1734

Winter Park
Beautifully updated Winter Park two bedroom condo has all that you need for your vacation. Full kitc...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Antlers At Lakota 400

Winter Park
Beautiful 4 bedroom, 3 bathroom town house, located across from Winter Park Resort. Gorgeous views o...
Home 4 / 3 / 8

*
Online booking available

$315 - $620
Per Night

$2205 - $4340
Per Week

Deluxe 2 Bedroom/3 Bathroom Condominium

Winter Park
Deluxe 2 Bedroom/3 Bathroom Condominium Unit Description: This 1525 sq. ft. Slopeside unit is ideal...
Condo 2 / 3 / 8

*
Online booking available

$258 - $999
Per Night

$1806 - $6993
Per Week

Beaver Village Condominiums #0124

Winter Park
Light and bright condo! You will enjoy this two bedroom two bathroom Winter Park condo located in th...
Condo 2 / 2 / 7

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
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

$194 - $607
Per Night

$929 - $4199
Per Week

Beaver Village Condominiums #1113

Winter Park
Unique and colorful Winter Park condominium close to downtown and minutes from Winter Park Resort. T...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Walk to the slopes from this Founders Point two BR with A...

Winter Park
Walk to the slopes from this Founders Point two BR with Awesome views!! This top floor unit with ca...
Condo 2 / 2 / 6

*
Online booking available

$184 - $621
Per Night

$899 - $4181
Per Week

Hi Country Haus Bldg 16#3

Winter Park
This vacation condo is a 1 bedroom, 1 bathroom located in the Hi Country Haus Condominiums, in downt...
Condo 1 / 1 / 4

*
Online booking available

$79 - $295
Per Night

$553 - $2065
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 #1533R

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

$120 - $305
Per Night

$840 - $2135
Per Week

Beaver Village Condominiums #0222R

Winter Park
Bright new lighting and an updated kitchen really make this condo stand out. The one bedroom one bat...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
Per Week

Walk to the slopes from this Fraser Crossing two bedroom.

Winter Park
This unit has Great slope side and village views from the balcony. Fraser crossing is a newly con...
Condo 2 / 2 / 8

*
Online booking available

$201 - $670
Per Night

$978 - $4518
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

Ski in Ski out slopeside two BR at the Zephyr Mountain Lo...

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

*
Online booking available

$176 - $670
Per Night

$830 - $4518
Per Week

Beaver Village Condominiums #1622R

Winter Park
Beautifully updated one bedroom condo. The kitchen has been upgraded with stainless steel appliances...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
Per Week

Beaver Village Condominiums #2032

Winter Park
This large and spacious Winter Park two bedroom condo has all that you need for your vacation. Vault...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Beaver Village Condominiums #0723R

Winter Park
Totally remodeled one bedroom one bathroom condo featuring stainless steel appliances and granite co...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
Per Week

Newly built, high end one BR with garage in the heart of ...

Winter Park
Newly built, high end one BR with garage in the heart of Winter Park!!!! Newly built, high end one ...
Condo 1 / 1 / 4

*
Online booking available

$130 - $320
Per Night

$649 - $2102
Per Week

 

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