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Search results; Over 1,000 homes in Winter Park

Condo in Winter Park

Ultimate Getaway for Outdoor Adventurers

2 bedrooms, 3 beds, 2 baths

Nov 18 – 23

ﺩ.ﺇ3,582 for 5 nights

,

4.85 out of 5 average rating, 143 reviews

Top guest favorite

Condo in Winter Park

Slopeside Studio

2 beds

Nov 16 – 21

ﺩ.ﺇ1,757 for 5 nights, originally ﺩ.ﺇ1,941

4.97 out of 5 average rating, 30 reviews

Superhost

Guest suite in Winter Park

Downtown Basecamp + Hot Tubs

3 beds

Nov 16 – 21

ﺩ.ﺇ1,262 for 5 nights, originally ﺩ.ﺇ1,692

4.69 out of 5 average rating, 320 reviews

Top guest favorite

Condo in Winter Park

The Best Location in Downtown Winter Park!

2 bedrooms5 beds,

Nov 16 – 21

ﺩ.ﺇ2,213 for 5 nights

4.95 out of 5 average rating, 86 reviews

Guest favorite

Condo in Winter Park

Main Street Luxury- Downtown with Hot Tub + Trails

1 bedroom2 beds,

Nov 18 – 23

ﺩ.ﺇ2,230 for 5 nights

4.83 out of 5 average rating, 222 reviews

Superhost

Home in Winter Park

Chalet Apres | Amazing Location | Hot Tub & Sauna

2 bedrooms3 beds,

Nov 16 – 21

ﺩ.ﺇ5,485 for 5 nights

New place to stay

Superhost

Condo in Winter Park

Winter Park Gem • Walk to Slopes + Riverfront

2 bedrooms3 beds,

Nov 16 – 21

ﺩ.ﺇ3,668 for 5 nights

New place to stay

Guest favorite

Apartment in Winter Park

Hot Tub | Mountain Views | Steps to Trails

3 bedrooms6 beds,

Nov 16 – 21

ﺩ.ﺇ3,631 for 5 nights

5.0 out of 5 average rating, 18 reviews

Apartment in Winter Park

Studio • Ski In/Out • Pet Friendly • Hot Tub

1 bedroom2 queen beds,

Nov 17 – 22

ﺩ.ﺇ4,542 for 5 nights

New place to stay

Top guest favorite

Condo in Winter Park

New Hike/Ski in/out Modern Condo-Mountain Views

3 bedrooms6 beds,

Nov 16 – 21

ﺩ.ﺇ4,585 for 5 nights, originally ﺩ.ﺇ5,962

5.0 out of 5 average rating, 34 reviews

Guest favorite

Condo in Winter Park

Cozy mountain retreat in downtown Winter Park

1 bedroom3 beds,

Nov 16 – 21

ﺩ.ﺇ2,390 for 5 nights

4.94 out of 5 average rating, 139 reviews

Guest favorite

Condo in Fraser

New Build | Private Hot Tub | Mtn Views | Gameroom

2 bedrooms4 beds,

Nov 16 – 21

ﺩ.ﺇ2,915 for 5 nights, originally ﺩ.ﺇ3,279

4.96 out of 5 average rating, 85 reviews

Guest favorite

Home in Fraser

Mountain Cozy | New w/ Hot Tub

2 bedrooms4 beds,

Nov 16 – 21

ﺩ.ﺇ2,988 for 5 nights, originally ﺩ.ﺇ3,528

4.96 out of 5 average rating, 70 reviews

Top guest favorite

Apartment in Winter Park

The Little Palace-Full Amenities

1 bedroom2 beds,

Dec 8 – 13

ﺩ.ﺇ2,381 for 5 nights

4.96 out of 5 average rating, 27 reviews

Top guest favorite

Condo in Winter Park

The Rustic Moose

2 bedrooms6 beds,

Dec 1 – 6

ﺩ.ﺇ3,789 for 5 nights

5.0 out of 5 average rating, 43 reviews

Top guest favorite

Condo in Winter Park

Private Sauna, Covered Parking, Hot Tub, Pool!

2 bedrooms4 beds,

Nov 16 – 21

ﺩ.ﺇ2,501 for 5 nights, originally ﺩ.ﺇ3,012

5.0 out of 5 average rating, 39 reviews

Top guest favorite

Condo in Winter Park

Arcade | Ski-In/Out | Retro Camp Vibes | TreeCondo

2 bedrooms4 beds,

Nov 16 – 21

ﺩ.ﺇ4,112 for 5 nights, originally ﺩ.ﺇ9,180

5.0 out of 5 average rating, 38 reviews

Superhost

Townhouse in Winter Park

Experience luxury in Winter Park at Arrow 206

3 bedrooms5 beds,

Nov 16 – 21

ﺩ.ﺇ5,539 for 5 nights

5.0 out of 5 average rating, 4 reviews

Guest favorite

Condo in Winter Park

Winter Park Condo w/ Fireplace - 4 Mi to Slopes!

2 bedrooms4 beds,

Nov 17 – 22

ﺩ.ﺇ3,273 for 5 nights, originally ﺩ.ﺇ3,809

4.96 out of 5 average rating, 148 reviews