Winter Park Vacation Rental Getaways


Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • 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

Small Hotel Room with 2 Queen Beds and 1 Twin Bed - Sleeps 5

Winter Park
Small hotel style room with Two Queen Beds and One Twin Bed, private bath. Mini-fridge and small box...
Room/ Suite 1 / 1 / 5

*
Online booking available

$89 - $129
Per Night

$579 - $903
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

$50 - $195
Per Night

$350 - $1365
Per Week

Ultra Luxurious 5 Bedroom Dream Catcher unit at Lakota!!!!!

Winter Park
Thank you for considering our magnificent 5 bedroom 4.5 bath custom home for your vacation. It is l...
Condo 5 / 5 / 12

*
Online booking available

$395 - $1095
Per Night

$3465 - $7665
Per Week

Hi Country Haus 1608: Newly remodeled 2nd story condo in ...

Winter Park
This newly remodeled second story condo in the conveniently located Hi Country Haus complex is ...
Condo 1 / 1 / 4

Contact
Owner
Directly
For Rates

HC1116 Beautifully renovated 1 BR condo at Hi Country Hau...

Winter Park
This recently remodeled unit, in Winter Park's Hi Country Haus development, is the perfect choice fo...
Home 1 / 1 / 4

Contact
Owner
Directly
For Rates

2504 Perfect spot for families looking for comfort & conv...

Winter Park
Awesome ski in/out 2 bedroom condo with sleeping for six. Two queen beds plus a queen pullout. Enjo...
Home 2 / 2 / 6

Contact
Owner
Directly
For Rates

Hop out of bed and onto the lifts from this remodelled Ze...

Winter Park
Description: In this Zephyr Mountain Lodge condo, you’re just a hop-skip-and-jump from the lifts and...
Home 1 / 1 / 4

Contact
Owner
Directly
For Rates

4468 Super cozy furnishings & modern amenities await you ...

Winter Park
If you stay in the village, you've got it all - comfort, convenience, and charm. A short walk to th...
Home 1 / 1 / 4

Contact
Owner
Directly
For Rates

INACTIVE- Base Camp #496

Winter Park
Fit for a king, this brand new town home is one of the most luxurious properties in Winter Park, wit...
Home 4 / 5 / 10

Contact
Owner
Directly
For Rates

Founders Pointe 4440: Incredibly close to the lifts, this...

Winter Park
You're so close to the lift, you'll have time to grab a quick coffee and muffin on your way to the c...
Home 2 / 2 / 6

Contact
Owner
Directly
For Rates

Blue Sky: Spacious, newly built mountain getaway with bre...

Winter Park
Description: Come enjoy your Winter Park vacation in this spacious mountain getaway with breathtakin...
Home 4 / 4 / 11

Contact
Owner
Directly
For Rates

Trademark 2-5: Hidden gem next to WP Resort with views of...

Winter Park
Description: Peace, quiet and easy access to the slopes, this condo is a dream come true. With two l...
Home 3 / 3 / 6

Contact
Owner
Directly
For Rates

Spectacular views of Winter Park Resort and Fraser River ...

Winter Park
Description: This 3rd floor condo, located above the town of Winter Park, boasts some of the best vi...
Home 2 / 2 / 6

Contact
Owner
Directly
For Rates

 

More Getaway Locations and Properties