Winter Park Vacation Rental Getaways


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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
  • Walk to Slopes
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Sort by: Type BR/BA/Sleeps Price

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

$145 - $395
Per Night

$1015 - $2450
Per Week

Beaver Village Condominiums #0221R

Winter Park
Updated Winter Park one bedroom one bathroom condo located close to town and Winter Park Resort. New...
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

Ski in Ski Out One Bedroom at Zephyr Mountain Lodge

Winter Park
This is a one bedroom unit with awesome views overlooking the base area. Only steps away from the el...
Condo 1 / 1 / 4

*
Online booking available

$75 - $350
Per Night

$525 - $2450
Per Week

Beaver Village Condominiums #1921

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

Beautiful 2 BR condo at the base of the mountain (sleeps ...

Winter Park
Beautiful 2 BR condo at the base of the mountain (sleeps 8!!) Founders Point is a newly constructed...
Condo 2 / 2 / 8

*
Online booking available

$100 - $595
Per Night

$700 - $4165
Per Week

Iron Horse Resort 3023

Winter Park
A one bedroom vacation condo at the Iron Horse Resort, just steps from the Winter Park ski area. Thi...
Condo 1 / 1 / 6

*
Online booking available

$139 - $491
Per Night

$973 - $3437
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

Ski in Ski out Studio at Iron Horse Resort.

Winter Park
This fourth floor unit has great peaceful views from the balcony. You can watch skiers make their w...
Condo 0 / 1 / 4

*
Online booking available

$50 - $275
Per Night

$350 - $1925
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

$175 - $595
Per Night

$1225 - $4165
Per Week

This Home Has It All! Comfort, space, views and modern co...

Winter Park
This Home Has It All! Comfort, space, views and modern convenience! Sleeps 11 This home HAS IT ALL!...
Condo 4 / 4 / 11

*
Online booking available

$175 - $695
Per Night

$1225 - $4865
Per Week

Beaver Village Condominiums #0721R

Winter Park
 This Winter Park condo has it all with a complete remodel and new furnishings. The vacation rental ...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
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

Ski in Ski out Riverside building three BR at the Zephyr ...

Winter Park
Ski in Ski out Riverside building three BR at the Zephyr Mountain Lodge. This spacious 3 bedroom 3 ...
Condo 3 / 3 / 10

*
Online booking available

$200 - $995
Per Night

$1400 - $6965
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

$50 - $275
Per Night

$350 - $1925
Per Week

Beaver Village Condominiums #0224

Winter Park
This two bedroom two bathroom Winter Park condo is located on the end of the building which means ad...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Beaver Village Condominiums #0333

Winter Park
Vaulted ceilings in this two bedroom two bathroom condo let in a lot of natural light and add the fe...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Beaver Village Condominiums #0522

Winter Park
Visitors will enjoy this cheery and bright two bedroom two bathroom condo located on the second floo...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
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

Very cozy 2 bed/bath condo in Downtown Winter Park. Sleep...

Winter Park
Very cozy 2 bed/bath condo in Downtown Winter Park. Sleeps 6 to 8 Very comfortable and cozy 2 bed 2...
Condo 2 / 2 / 6

*
Online booking available

$85 - $275
Per Night

$595 - $1925
Per Week

Beaver Village Condominiums #1113R

Winter Park
Unique and colorful Winter Park condominium close to downtown and minutes from Winter Park Resort. T...
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

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

$85 - $275
Per Night

$595 - $1925
Per Week

Beaver Village Condominiums #0824R

Winter Park
A warm interior will greet you as you enter this lovely updated one bedroom one bathroom condo. Gues...
Condo 1 / 1 / 5

*
Online booking available

$120 - $305
Per Night

$840 - $2135
Per Week

Antlers At Lakota 306

Winter Park
Enjoy the incredible views of Winter Park Resort and Mary Jane from this three bedroom, two and a ha...
Home 3 / 2.5 / 8

*
Online booking available

$185 - $580
Per Night

$1295 - $4060
Per Week

 

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