Winter Park Vacation Rental Getaways


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  • Bath
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  • Pets Allowed
  • Private Pool
  • Pool Access
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  • 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 #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

$145 - $390
Per Night

$1015 - $2730
Per Week

Founder's Pointe 4447

Winter Park
This newly built, contemporary vacation rental property is located near The Village of Winter Park R...
Condo 1 / 1 / 4

*
Online booking available

$115 - $401
Per Night

$805 - $2807
Per Week

Beaver Village Condominiums #0724

Winter Park
This Winter Park condo is ideal for families! Extra bedding can be found in the master bedroom with ...
Condo 2 / 2 / 8

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
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

$145 - $390
Per Night

$1015 - $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

$145 - $390
Per Night

$1015 - $2730
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

$145 - $390
Per Night

$1015 - $2730
Per Week

Beaver Village Condominiums #1734R

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

*
Online booking available

$120 - $305
Per Night

$840 - $2135
Per Week

Four Bed 3 Bath Luxury Trademark Townhome in the heart of...

Winter Park
Four Bed 3 Bath Luxury Trademark Townhome in the heart of old town. Four Bed 3 Bath Luxury Trademar...
Condo 4 / 3 / 10

*
Online booking available

$175 - $695
Per Night

$1925 - $4865
Per Week

Snowblaze Condominiums 310

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 - $295
Per Night

$553 - $2065
Per Week

Beaver Village Condominiums #0624

Winter Park
This basic condo in Winter Park is provides a fully equipped kitchen, linens and towels. Besides the...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Beaver Village Condominiums #1612

Winter Park
This two bedroom two bathroom condominium can sleep up to 8 people! What a great value for families ...
Condo 2 / 2 / 8

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Beaver Village Condominiums #2013R

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 #2033

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 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

$95 - $350
Per Night

$875 - $2450
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

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

$145 - $550
Per Night

$1225 - $3850
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

$99 - $347
Per Night

$693 - $2429
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

$120 - $305
Per Night

$840 - $2135
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

$120 - $305
Per Night

$840 - $2135
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

$120 - $305
Per Night

$840 - $2135
Per Week

Ski in Ski out Zephyr Slopeside Bldg w/views. 2 BR sleeps...

Winter Park
Ski in Ski out Zephyr Slopeside Bldg w/views. 2 BR sleeps 10!!! This unit is 40 ft to the elevator....
Condo 2 / 2 / 10

*
Online booking available

$175 - $695
Per Night

$1400 - $4865
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 / 3.5 / 10

*
Online booking available

$175 - $595
Per Night

$1365 - $4165
Per Week

1 BR ski-in/ski-out condo with king bed @ Zephyr Mountain...

Winter Park
1 BR ski-in/ski-out condo with king bed @ Zephyr Mountain Lodge Zephyr Mountain Lodge is about as c...
Condo 1 / 1 / 4

*
Online booking available

$95 - $325
Per Night

$770 - $2275
Per Week

1 bedroom + loft condo only 8 minutes from the slopes

Winter Park
Crestview is a cozy complex of 75 units at the edge of Winter Park. It is located within walking di...
Condo 2 / 2 / 8

*
Online booking available

$80 - $275
Per Night

$560 - $1925
Per Week

Beaver Village Condominiums #1921R

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

 

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