Winter Park Vacation Rental Getaways


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  • Pool Access
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  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
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  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

This Home Has It All! Comfort, space and views! Sleeps 9 ...

Winter Park
This Home Has It All! Comfort, space and views! Sleeps 9 to 11 This home HAS IT ALL!!!! Sleeps 9 t...
Condo 4 / 4 / 11

*
Online booking available

$369 - $765
Per Night

$1490 - $5268
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 #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

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 8!! This is one of the larger ...
Condo 2 / 2 / 8

*
Online booking available

$185 - $711
Per Night

$867 - $4924
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

$140 - $348
Per Night

$742 - $2123
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

Beaver Village Condominiums #0514R

Winter Park
This one bedroom one bathroom Winter Park condo exemplifies true mountain living from the solid wood...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
Per Week

Antlers At Lakota 406

Winter Park
Three bedroom three bathroom town-home is the exclusive Lakota Neighborhood across from Winter Park ...
Home 3 / 2.5 / 9

*
Online booking available

$345 - $710
Per Night

$2415 - $4970
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

$291 - $718
Per Night

$1490 - $4941
Per Week

Large and spacious 4 BR. Backs to forest land. Sleeps 9!!!

Winter Park
Large and spacious 4 bedroom. Backs to forest land. Sleeps 9!!! Room enough to sleep 2 more in th...
Home 4 / 3.5 / 9

*
Online booking available

$296 - $673
Per Night

$1500 - $3099
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 #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 #1923R

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 #0931

Winter Park
Nicely furnished two bedroom two bathroom Winter Park condo. Located conveniently close to the town ...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
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

Beaver Village Condominiums #0521

Winter Park
This Winter Park two bedroom two bath condo is perfect for families or visitors looking for a homey ...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
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 #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

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

$95 - $295
Per Night

$665 - $2065
Per Week

Cozy and beautiful 1 BR ski in/out with a full kitchen!!!

Winter Park
Cozy and comfortable 1 bedroom ski in ski out condo with a full kitchen!!! This units wonderful slo...
Condo 1 / 1 / 4

*
Online booking available

$147 - $377
Per Night

$620 - $2501
Per Week

Beaver Village Condominiums #0714

Winter Park
Beautifully updated Winter Park condo located close to town and minutes from Winter Park Resort. Thi...
Condo 2 / 2 / 8

*
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

2 Bedroom / 2 Bathroom Condominium

Winter Park
2 Bedroom / 2 Bathroom Condominium Unit Description: This spacious 850 sq. ft. Slopeside unit featu...
Condo 2 / 2 / 8

*
Online booking available

$158 - $999
Per Night

$1106 - $6993
Per Week

Slopeside Village 113D

Winter Park
We think you will love the location of this beautiful new two bedroom two bath town home within walk...
Condo 2 / 2 / 8

*
Online booking available

$160 - $500
Per Night

$1120 - $3500
Per Week

Mary Jane Chalet

Winter Park
Get the real mountain experience staying at the Mary Jane Chalet located on Forest Trail, just 1.5 m...
Home 6 / 3 / 14

*
Online booking available

$220 - $799
Per Night

$1540 - $5593
Per Week

 

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