Winter Park Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Nicely Updated Ski in Ski out Studio at the full service ...

Winter Park
Nicely Updated Ski in Ski out Studio at the full service Iron Horse Resort . Tasteful decor, muted...
Condo 0 / 1 / 4

*
Online booking available

$122 - $340
Per Night

$560 - $2159
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

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

Beaver Village Condominiums #0312

Winter Park
We are sure you will enjoy this beautifully updated two bedroom two bathroom Winter Park condo. From...
Condo 2 / 2 / 7

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Beaver Village Condominiums #1813

Winter Park
Updated Winter Park condo close to everything! Walk to town or take the complimentary (winter) shutt...
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

$299 - $1216
Per Night

$1662 - $7525
Per Week

1 Bedroom / 1 Bathroom Condominium

Winter Park
1 Bedroom / 1 Bathroom Condominium Unit Description: This 625 sq. ft. Slopeside unit features a ful...
Condo 1 / 1 / 6

*
Online booking available

$118 - $999
Per Night

$826 - $6993
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 #1114

Winter Park
Newly renovated gorgeous four bedroom three bathroom condominium, one of the largest on our complex ...
Condo 4 / 3 / 13

*
Online booking available

$185 - $535
Per Night

$1295 - $3745
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

$194 - $668
Per Night

$973 - $4513
Per Week

Snowblaze Condominiums 301

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

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

Cozy Studio at Snowblaze Condominiums.

Winter Park
This is a very nicely furnished studio located in Downtown Winter Park. It is steps away from great...
Condo 0 / 1 / 4

*
Online booking available

$91 - $260
Per Night

$441 - $1495
Per Week

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

$120 - $377
Per Night

$546 - $2280
Per Week

Beaver Village Condominiums #0422

Winter Park
Simple and comfortable, this Winter Park condo is ideal for singles or couples. The two bedroom two ...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Beaver Village Condominiums #1911R

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

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 over sized 3...
Condo 3 / 3 / 10

*
Online booking available

$326 - $1216
Per Night

$1662 - $7525
Per Week

Cozy and comfortable 1 BR ski in ski out condo with a ful...

Winter Park
Cozy and comfortable 1 BR ski in ski out condo with a full kitchen!!! Cozy and comfortable 1 bedroo...
Condo 1 / 1 / 4

*
Online booking available

$135 - $377
Per Night

$620 - $2501
Per Week

Beaver Village Condominiums #0934

Winter Park
This modern two bedroom two bathroom Winter Park condo is over the top! Visitors will love all of th...
Condo 2 / 2 / 6

*
Online booking available

$145 - $390
Per Night

$1015 - $2730
Per Week

Iron Horse Resort 5064

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

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

Beaver Village Condominiums #0712R

Winter Park
This first floor condo is located in building 7 and close to the clubhouse that has a pool, hot tubs...
Condo 1 / 1 / 4

*
Online booking available

$120 - $305
Per Night

$840 - $2135
Per Week

Beaver Village Condominiums #1633R

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 #0631

Winter Park
Nice and bright three bedroom three bathroom Winter Park condo. Loaded with amenities from fireplace...
Condo 3 / 2 / 8

*
Online booking available

$175 - $465
Per Night

$1225 - $3255
Per Week

Beaver Village Condominiums #0834

Winter Park
Tons of space and a lot of light! This four bedroom three bathroom condo is one of our largest units...
Condo 4 / 3 / 10

*
Online booking available

$185 - $535
Per Night

$1295 - $3745
Per Week

 

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