A snow-covered building with illuminated windows and a ski lift in the foreground.

Search Condo Rentals in Winter Park

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Winter Park condo rentals

A modern living room with a stone fireplace, wooden walls, a large flat-screen TV, a dark wooden entertainment unit, a grey sofa, and a large window with a view of trees.

1. Beaver Village Unit #0332 Remodeled 1 Bedroom vaulted ceiling & private deck

Beaver Village Unit #0332 Remodeled 1 Bedroom vaulted ceiling & private deck
Winter Park
9.2 out of 10, Wonderful, (31 reviews)
"Thoroughly enjoyed our stay. Quite lovely accommodations. Especially enjoyed spa area. Pool, jacuzzi and sauna. Loved hearing the elk bugle outside the windows. Highly recommend and will stay again."
United States
Shannon
The price is SAR 356
SAR 1,049 total
includes taxes & fees
26 Nov - 27 Nov
Beaver Village Unit #0332 Remodeled 1 Bedroom vaulted ceiling & private deck
A wooden deck with two chairs and a metal railing overlooking a snowy landscape with trees.

2. Beaver Village Unit #0724R Ideal 1 bedroom, clubhouse and close to downtown

Beaver Village Unit #0724R Ideal 1 bedroom, clubhouse and close to downtown
Winter Park
8.0 out of 10, Very good, (2 reviews)
" Clean, comfortable. "
United States
Amanda
The price is SAR 228
SAR 872 total
includes taxes & fees
14 Nov - 15 Nov
Beaver Village Unit #0724R Ideal 1 bedroom, clubhouse and close to downtown
Relax on the clubhouse deck with comfortable seating and shade sail, perfect for outdoor dining and enjoying mountain views.

3. Beaver Village Unit #2032R Vaulted Ceilings views of Winter Park Resort

Beaver Village Unit #2032R Vaulted Ceilings views of Winter Park Resort
Winter Park
9.6 out of 10, Exceptional, (5 reviews)
"We thoroughly enjoyed our stay. The staff is always friendly and the lodging is exactly what we were looking for."
United States
Dawn C.
The price is SAR 371
SAR 1,069 total
includes taxes & fees
26 Nov - 27 Nov
Beaver Village Unit #2032R Vaulted Ceilings views of Winter Park Resort
Heated Pool with Hot Tubs

4. Pool Hot Tub Free Garage · Remodeled Studio

Pool Hot Tub Free Garage · Remodeled Studio
Winter Park
9.8 out of 10, Exceptional, (29 reviews)
"Great place , clean and nice. Hot tub and pool were fantastic."
United States
adam d.
Pool Hot Tub Free Garage · Remodeled Studio
A glass-bottomed pool surrounded by a metal fence, with snow-covered ground and tall evergreen trees in the background.

5. Newest built Ski-in/Ski-out condos at base of Winter Park

Newest built Ski-in/Ski-out condos at base of Winter Park
Winter Park
9.0 out of 10, Wonderful, (9 reviews)
"Very comfortable room. We had a wonderful stay. Just a few steps outside our door to a ski slope. So convenient and very friendly host. "
United States
MaLinda
The price is SAR 559
SAR 1,372 total
includes taxes & fees
30 Nov - 1 Dec
Newest built Ski-in/Ski-out condos at base of Winter Park
Modern mountain resort buildings nestled beside a flowing river, surrounded by evergreen forests and dramatic peaks.

6. Fraser Crossing 3518 remodeled studio gas fireplace and views

Fraser Crossing 3518 remodeled studio gas fireplace and views
Winter Park Village
9.0 out of 10, Wonderful, (19 reviews)
"Everything is good"
United States
Alfonso
The price is SAR 522
SAR 1,302 total
includes taxes & fees
26 Nov - 27 Nov
Fraser Crossing 3518 remodeled studio gas fireplace and views
A rustic interior with a stone fireplace, wooden furniture, and large windows offering a view of the outdoors.

7. Beaver Village Unit #1824R Outstanding 1 bed condo close to outdoor activities

Beaver Village Unit #1824R Outstanding 1 bed condo close to outdoor activities
Winter Park
8.8 out of 10, Excellent, (3 reviews)
"We stayed here for 2 nights before we set off to Steamboat. Was the perfect spot. "
United States
Matt W.
The price is SAR 271
SAR 930 total
includes taxes & fees
14 Nov - 15 Nov
Beaver Village Unit #1824R Outstanding 1 bed condo close to outdoor activities
A modern two-story building with a red and white facade, large windows, and a fenced outdoor area.

8. Cozy, 1 bed Condo, 2 Blocks from Downtown, on Bus Rt Short Term License # 004821

Cozy, 1 bed Condo, 2 Blocks from Downtown, on Bus Rt Short Term License # 004821
Winter Park
9.0 out of 10, Wonderful, (62 reviews)
"We came in for a girls weekend getaway and it was hands down the best vrbo experiance ive had. The hosts were so kind and the home was so clean, would definitely book again!"
United States
Mikinzie D.
The price is SAR 213
SAR 877 total
includes taxes & fees
14 Nov - 15 Nov
Cozy, 1 bed Condo, 2 Blocks from Downtown, on Bus Rt Short Term License # 004821
A row of red wooden houses with snow-covered roofs and a clear view of mountains in the background.

9. Waterside West A303 Ideal and modern 1 bedroom - open floor plan and mt views

Waterside West A303 Ideal and modern 1 bedroom - open floor plan and mt views
Fraser
9.4 out of 10, Exceptional, (16 reviews)
"Great property and location!"
United States
Sarah S.
The price is SAR 251
SAR 854 total
includes taxes & fees
14 Nov - 15 Nov
Waterside West A303 Ideal and modern 1 bedroom - open floor plan and mt views
A lodge named Club Meadow Ridge with a wooden entrance pavilion, a flag, and a view of mountains in the background.

10. Meadow Ridge 18-4 Cozy 1 bedroom, ground floor, remodeled, clubhouse amenities

Meadow Ridge 18-4 Cozy 1 bedroom, ground floor, remodeled, clubhouse amenities
Fraser
9.0 out of 10, Wonderful, (10 reviews)
"Great location, very close to town. The pool and tennis courts were great!"
United States
Kami
The price is SAR 271
SAR 873 total
includes taxes & fees
14 Nov - 15 Nov
Meadow Ridge 18-4 Cozy 1 bedroom, ground floor, remodeled, clubhouse amenities
Unwind on the clubhouse deck with mountain views, perfect for morning coffee or evening relaxation.

11. Beaver Village Unit #1612R Remodeled king bed and rich leather furnishings

Beaver Village Unit #1612R Remodeled king bed and rich leather furnishings
Winter Park
10.0 out of 10, Exceptional, (5 reviews)
"Cozy little spot perfect for our family of four."
United States
Sean C.
The price is SAR 271
SAR 930 total
includes taxes & fees
14 Nov - 15 Nov
Beaver Village Unit #1612R Remodeled king bed and rich leather furnishings
The spacious clubhouse deck awaits with comfortable dining and lounging areas, perfect for morning coffee or evening gatherings under the shade sail.

12. Beaver Village Unit #0232R Modern 1 bedroom condo close to downtown & clubhouse

Beaver Village Unit #0232R Modern 1 bedroom condo close to downtown & clubhouse
Winter Park
9.0 out of 10, Wonderful, (6 reviews)
"Great cozy place "
United States
Katherine H.
The price is SAR 271
SAR 930 total
includes taxes & fees
14 Nov - 15 Nov
Beaver Village Unit #0232R Modern 1 bedroom condo close to downtown & clubhouse
The clubhouse deck offers comfortable seating and shade sail protection, perfect for morning coffee or evening relaxation with forest views.

13. Beaver Village Unit #1734R Gorgeous 1 bed condo close to everything

Beaver Village Unit #1734R Gorgeous 1 bed condo close to everything
Winter Park
10.0 out of 10, Exceptional, (1 review)
The price is SAR 301
SAR 971 total
includes taxes & fees
14 Nov - 15 Nov
Beaver Village Unit #1734R Gorgeous 1 bed condo close to everything
Relax on the clubhouse private deck with comfortable seating and mountain views, perfect for morning coffee or evening gatherings.

14. Beaver Village Unit #0412R Wonderful 1 bed unit the perfect mountain getaway!

Beaver Village Unit #0412R Wonderful 1 bed unit the perfect mountain getaway!
Winter Park
10.0 out of 10, Exceptional, (3 reviews)
"Great spot."
United States
Ryan L.
The price is SAR 271
SAR 930 total
includes taxes & fees
14 Nov - 15 Nov
Beaver Village Unit #0412R Wonderful 1 bed unit the perfect mountain getaway!
Soak in the clubhouse hot tub while surrounded by towering evergreens and mountain views on this peaceful deck.

15. Hi Country Haus Unit 1803 1 bedroom, private deck, walk to Main Street

Hi Country Haus Unit 1803 1 bedroom, private deck, walk to Main Street
Winter Park
9.8 out of 10, Exceptional, (24 reviews)
"Great location, super comfortable seating in the living room and the bed was also comfy! Great location in town and near a fun path along the river."
United States
Anonymous traveler
Hi Country Haus Unit 1803 1 bedroom, private deck, walk to Main Street
A lodge named Club Meadow Ridge with a wooden entrance pavilion, a flag, and a view of mountains in the background.

16. Meadow Ridge Court 9 Unit 4 Updated interior in this 1 bedroom, private patio

Meadow Ridge Court 9 Unit 4 Updated interior in this 1 bedroom, private patio
Fraser
9.4 out of 10, Exceptional, (32 reviews)
"We enjoyed our stay"
United States
Caleb M.
The price is SAR 271
SAR 877 total
includes taxes & fees
14 Nov - 15 Nov
Meadow Ridge Court 9 Unit 4 Updated interior in this 1 bedroom, private patio
Relax on the clubhouse deck with comfortable seating, shade sails, and peaceful forest views—perfect for morning coffee or evening gatherings.

17. Beaver Village Unit #0931R Located in WP Minutes from Winter Park Resort

Beaver Village Unit #0931R Located in WP Minutes from Winter Park Resort
Winter Park
10.0 out of 10, Exceptional, (3 reviews)
"Beautifully kept condo in a great location!"
United States
Simon M.
The price is SAR 301
SAR 971 total
includes taxes & fees
16 Nov - 17 Nov
Beaver Village Unit #0931R Located in WP Minutes from Winter Park Resort
A building with a sign reading "Founders Pointe."

18. Top Floor Ski-In / Ski-Out Studio Condo at the base of Winter Park Resort

Top Floor Ski-In / Ski-Out Studio Condo at the base of Winter Park Resort
Winter Park Village
9.8 out of 10, Exceptional, (87 reviews)
"Great place, super friendly host! Highly recommend!!"
United States
Tonya T.
The price is SAR 643
SAR 1,302 total
includes taxes & fees
10 Dec - 11 Dec
Top Floor Ski-In / Ski-Out Studio Condo at the base of Winter Park Resort
Relax on the clubhouse deck with comfortable seating and shade sail protection, surrounded by mountain views and forest tranquility.

19. Beaver Village Unit #1934R Bright & Spacious Ideal for Families Extra Amenities

Beaver Village Unit #1934R Bright & Spacious Ideal for Families Extra Amenities
Winter Park
9.4 out of 10, Exceptional, (3 reviews)
"Clean and well worth the value "
United States
Danielle M.
The price is SAR 271
SAR 930 total
includes taxes & fees
14 Nov - 15 Nov
Beaver Village Unit #1934R Bright & Spacious Ideal for Families Extra Amenities
A two-story building with a balcony, a road in the foreground, and a mountainous landscape in the background.

20. River View Studio Near Winter Park Ski Resort

River View Studio Near Winter Park Ski Resort
Fraser
9.6 out of 10, Exceptional, (4 reviews)
"Very good communication through the entirety of the stay. room is all you really need for one person and it is well maintained. view is great, would stay again. "
United States
Carson
The price is SAR 225
SAR 1,052 total
includes taxes & fees
18 Nov - 19 Nov
River View Studio Near Winter Park Ski Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winter Park Hotel Reviews

Fraser Crossing Founders Pointe

Fraser Crossing Founders Pointe

10/10 Excellent
"Nice place in the mountains to stay"
emmanuel 3-night trip
Posted 3 weeks ago
Fraser Crossing Founders Pointe

Frequently asked questions

How much do condos in Winter Park cost?
You'll pay from SAR 854 to SAR 1,372 per night for condos in Winter Park. Whatever your budget, the perfect stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best condos in Winter Park?
You can pick from multiple condos in Winter Park with a total average guest review rating of 9.3. Iron Horse Building H Unit 2408 2 Bedroom Condo comes highly rated if you're traveling with the kids or just want some extra space. This 2-star condo also comes with a swimming pool and WiFi. 180 Fraser #1 - 2 Bedroom Condo is another guest fave. It has a 3-star rating and conveniences such as a golf course and an oven.
How many condos are there in Winter Park?
Winter Park has 1108 condos. To help you find a stay that's right for you, make use of our handy filters to search for the amenities or perks you want.
Are there any 5-star condos in Winter Park?
Unfortunately, there aren't any 5-star condos in Winter Park. But you will find some impressive 4-star accommodations. Book a night or two at Fraser Condo With Patio: Mins To Winter Park Resort, about 3 kilometers from downtown. A spa tub and a king-sized bed are just a couple of the amenities included here. Iron Horse By Stay Winter Park is another upmarket option. It features a private entrance and a spa tub and is located around 5 kilometers from central Winter Park.
Why book your condo in Winter Park with Expedia?
Booking a condo in Winter Park is as simple as working out your travel dates and selecting a place that suits your style. After something affordable or luxurious, or a property that also features a kitchenette? Use Expedia's search filters to narrow your results even further and find your ideal pad.
How can I find cheap condos in Winter Park?
With Expedia's handy filter tool, comparing cheap condos in Winter Park is a piece of cake. To find properties that'll make your hip pocket happy, narrow your search by star rating, budget and amenities.