Winter Park Vacation Rental Getaways


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  • Property Options
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  • Bath
  • Sleeps
Max Price Per Week $
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  • Home/Villa
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  • Apt/Room/Suite
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  • Washer/Dryer
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  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • 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

3600 sq ft luxurious private home in Winter Park sleeps 1...

Winter Park
3600 sq ft luxurious private home in Winter Park sleeps 15 to 18 Luxurious and very roomy (3600 sq...
Home 4 / 3.5 / 18

*
Online booking available

$538 - $1337
Per Night

$3379 - $8829
Per Week

Cozy 3 bed/bath townhome in Winter Park. Sleeps 6 to 8

Winter Park
Spacious 3 bedroom + 3 bathroom town home. Sleeps 6 in beds (1 king + 2 queen beds) and 2 additional...
Condo 3 / 3 / 8

*
Online booking available

$166 - $389
Per Night

$846 - $2299
Per Week

Red Quill 503

Winter Park
This 4 bedroom/ 4 bathrooms, top of the line townhouse sleeps up to 9 people and is located in the h...
Home 4 / 4.5 / 10

*
Online booking available

$280 - $959
Per Night

$1960 - $6713
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

$194 - $642
Per Night

$862 - $4181
Per Week

Beaver Village Condominiums #2034R

Winter Park
Beautiful third floor one bedroom one bathroom condo with views of Winter Park Resort and the Contin...
Condo 1 / 1 / 2

*
Online booking available

$120 - $305
Per Night

$840 - $2135
Per Week

Snowblaze Condominiums B34

Winter Park
This 2 bedroom (plus loft), 3 bathroom vacation condo is located at SnowBlaze, in downtown Winter Pa...
Condo 3 / 3 / 8

*
Online booking available

$119 - $419
Per Night

$833 - $2933
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

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

$228 - $524
Per Night

$1209 - $3607
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

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

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

$145 - $390
Per Night

$1015 - $2730
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

Beaver Village Condominiums #1814

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 #2014

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 #0612R

Winter Park
Newly remodeled and cozy condo! All new cabinets, counters, tile, flooring and fixtures. Your stay i...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
Per Week

Leland Creek Home

Winter Park
The Leland Creek home is a luxuriously decorated and furnished private five bedroom house with three...
Home 5 / 4.5 / 14

*
Online booking available

$450 - $1470
Per Night

$3150 - $10290
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

$109 - $419
Per Night

$763 - $2933
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 #0524

Winter Park
This basic two bedroom two bathroom condo has everything you need for your Winter Park getaway. A ki...
Condo 2 / 2 / 8

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Beaver Village Condominiums #0131

Winter Park
Gorgeous updated kitchen with stainless steal appliances, open floor plan with views if dining and l...
Condo 3 / 2 / 8

*
Online booking available

$175 - $465
Per Night

$1225 - $3255
Per Week

Beaver Village Condominiums #0723

Winter Park
Totally remodeled two bedroom two bathroom condo featuring stainless steel appliances and granite co...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Beaver Village Condominiums #1123

Winter Park
This two bedroom two bathroom condo located in Winter Park Colorado has a distinct lodge feel! Rich ...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Beaver Village Condominiums #0614

Winter Park
Nice and bright two bedroom, two bathroom condominium located in Winter Park Colorado. Gorgeous gran...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Beaver Village Condominiums #0623R

Winter Park
You will have everything you need in this one bedroom one bath condo close to The Winter Park Resort...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
Per Week

Beaver Village Condominiums #1633

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

 

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