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Over 1,000 places

Guest favorite

Condo in Winter Park

Cozy DT condo mins from slopes

14 min walk

Apr 23 – 28

$75 per night, originally $84

5.0 out of 5 average rating, 47 reviews

Guest favorite

Townhouse in Winter Park

River Front Villa 234 - $500 Free Activities Daily

3 min walk

Apr 18 – 23

$389 per night

4.78 out of 5 average rating, 18 reviews

Superhost

Condo in Winter Park

Studio Condo in the Heart of Winter Park! lic#9602

6 min walk

Apr 30 – May 5

$77 per night

4.86 out of 5 average rating, 83 reviews

Guest favorite

Townhouse in Winter Park

Beautiful Townhome in Downtown Winter Park!

5 min walk

Apr 22 – 27

$201 per night

4.9 out of 5 average rating, 189 reviews

Guest favorite

Condo in Winter Park

Amazing Top Floor WP Getaway!

5 beds

Apr 22 – 27

$81 per night, originally $101

4.96 out of 5 average rating, 54 reviews

Guest favorite

Condo in Winter Park

Hideaway Park! Hot tub,Pool,FitnessCtr&FreePrkg

3 min walk

Apr 21 – 26

$143 per night, originally $179

4.96 out of 5 average rating, 92 reviews

Superhost

Condo in Winter Park

Newly developed modern condo with amazing views!

4 min walk

Apr 18 – 23

$165 per night

4.79 out of 5 average rating, 42 reviews

Guest favorite

Apartment in Winter Park

Studio Downtown Winter Park

6 min walk

Apr 28 – May 3

$85 per night

4.93 out of 5 average rating, 30 reviews

Guest favorite

Condo in Winter Park

Alpine Chic Escape: New Ski Town Condo - Downtown

4 min walk

Apr 21 – 26

$145 per night

5.0 out of 5 average rating, 17 reviews

Guest favorite

Cabin in Winter Park

LOG CABIN IN PERFECT LOCATION!

3 min walk

Apr 22 – 27

$110 per night

4.84 out of 5 average rating, 512 reviews

Guest favorite

Condo in Winter Park

Elevation Station in Snowblaze condominiums

6 min walk

Apr 18 – 23

$125 per night

4.97 out of 5 average rating, 37 reviews

Condo in Granby

Great family 1 bedroom in downtown Winter Park

2 min walk

Apr 25 – 30

$101 per night

5.0 out of 5 average rating, 6 reviews

Superhost

Townhouse in Winter Park

River Front Villa 244 - $500 Free Activities Daily

3 min walk

Apr 20 – 25

$443 per night

4.88 out of 5 average rating, 24 reviews

Superhost

Home in Winter Park

Luxury Condo 1304 - $500 Free Activities Daily

4 min walk

Apr 23 – 28

$231 per night

5.0 out of 5 average rating, 11 reviews

Guest favorite

Apartment in Winter Park

Beautifully Furnished Modern Condo In Downtown WP

3 min walk

Apr 27 – May 2

$105 per night, originally $120

4.97 out of 5 average rating, 233 reviews

Guest favorite

Condo in Winter Park

NEW Luxury Condo | Hot Tub | Downtown,5 Min to Ski

4 min walk

Apr 18 – 23

$230 per night

5.0 out of 5 average rating, 37 reviews

Guest favorite

Townhouse in Winter Park

Downtown Winter Park, Walk everywhere!

5 min walk

Apr 21 – 26

$202 per night

5.0 out of 5 average rating, 50 reviews

Guest favorite

Vacation home in Winter Park

Great Location , downtown Winter Park.

5 min walk

Apr 23 – 28

$195 per night, originally $255

4.95 out of 5 average rating, 39 reviews