Winter Park Vacation Rental Getaways


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  • Pool Access
  • Hot Tub
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  • Smoking allowed
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  • Beach Front
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  • Golf nearby
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  • Ocean View
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  • Ski in/out
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Sort by: Type BR/BA/Sleeps Price

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

$167 - $377
Per Night

$546 - $2280
Per Week

Beaver Village Condomimiums #0934R

Winter Park
This modern one bedroom one bathroom Winter Park condo is over the top! Visitors will love all of th...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
Per Week

Beaver Village Condominiums #1934R

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 #1814R

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

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 / 3.5 / 10

*
Online booking available

$303 - $716
Per Night

$1479 - $4931
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 - $509
Per Night

$1806 - $3563
Per Week

Beaver Village Condominiums #0431

Winter Park
Large and spacious Winter Park condo, conveniently located close to town and minutes from Winter Par...
Condo 3 / 2 / 8

*
Online booking available

$175 - $465
Per Night

$1225 - $3255
Per Week

Dreamcatcher South 190

Winter Park
Be prepared for stunning views of Winter Park Resort that will take your breath away when you rent t...
Home 5 / 4.5 / 13

*
Online booking available

$685 - $1470
Per Night

$4795 - $10290
Per Week

Very nice 3 BR / 3 BA condo at the new property in the he...

Winter Park
Very nice 3 BR / 3 BA condo at the new property in the heart of Wp Very nice 3 bedroom / 3 bathroom...
Condo 3 / 3 / 8

*
Online booking available

$234 - $462
Per Night

$1209 - $2699
Per Week

Iron Horse Resort 4034

Winter Park
Studio vacation condo at the Iron Horse, just steps from the Winter Park ski area. A 455 square foot...
Condo 0 / 1 / 3

*
Online booking available

$95 - $347
Per Night

$665 - $2429
Per Week

Remodeled Ski in Ski out two BR at the full service Iron ...

Winter Park
Remodeled Ski in Ski out two BR at the full service Iron Horse Resort. Everything has been fully re...
Condo 2 / 3 / 6

*
Online booking available

$317 - $697
Per Night

$1007 - $3005
Per Week

Iron Horse Resort 4063

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

$95 - $347
Per Night

$665 - $2429
Per Week

Beaver Village Condominiums #0521R

Winter Park
This Winter Park one bedroom one bath condo is perfect for families or visitors looking for a homey ...
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

$261 - $670
Per Night

$1052 - $4518
Per Week

Tastefully remodeled 2 bed 2 bath in Old Town Winter Park!!

Winter Park
This is a very spacious and tastefully remodeled 2 Bedroom 2 Bath in Old Town Winter Park. Enjoy th...
Condo 2 / 2 / 6

*
Online booking available

$171 - $379
Per Night

$815 - $2268
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

Beaver Village Condominiums #0514

Winter Park
This two bedroom two bathroom Winter Park condo exemplifies true mountain living from the solid wood...
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

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

$120 - $305
Per Night

$840 - $2135
Per Week

Beaver Village Condominiums #0612

Winter Park
Newly remodeled and comfy condo will make staying in the mountains even more enjoyable. New cabinets...
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

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

$138 - $325
Per Night

$560 - $2159
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

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

$410 - $998
Per Night

$1625 - $5985
Per Week

Beaver Village Condominiums #0833

Winter Park
Location and a lot of space are the highlights of this three bedroom two bathroom condominium. Locat...
Condo 3 / 2 / 14

*
Online booking available

$175 - $465
Per Night

$1225 - $3255
Per Week

 

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