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Swimming pool
Wireless Internet
Private pool
Heated pool

Private indoor pool
Balcony or terrace
Washing machine
Jacuzzi or hot tub
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Internet access
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Fireplace
Cot available
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Children's pool
Shared outdoor pool (unheated)
Shared indoor pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
Pool or snooker table
Cribs
Ceiling Fans
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Table tennis
Shared outdoor pool (heated)
Swing set or jungle gym
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Iron
Hair dryer
Stove
Fridge
Freezer
Linen provided
Video player
Towels provided
Bicycles available
Climbing frame
Trampoline
Private fishing lake or river
Staffed property
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Housekeeping Included

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Pets allowed
Parking
Car not required
Children under 5

Non-Smoking property
Elevator access
Wheelchair adapted
Wheelchair accessible

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Beach or lakeside relaxation
City breaks
Skiing – property near ski resort
Walking trips

Tennis in town
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Golf course on site or within 15 min walk
Golf within 30mins drive
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149 villas

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Keystone Family Zone Ski Condo || Top Location || Tons of Snow || Walk to Slopes

Keystone apartment

2 bedrooms
2 bathrooms

sleeps 7

Match: Swing set or jungle gym Swimming pool

All filters match

Price per night from

$915

5 Min 2 Slopes, Lake! Hot tub, Pool, Wood Fireplace, Views

Keystone condo

1 bedroom
1 bathroom

sleeps 6

Match: Swing set or jungle gym Swimming pool

All filters match

Price per night from

$132

#243

Breckenridge villa

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Swimming pool, Swing set or jungle gym

1 of 2 filters match

Price per night from

$107

#244

Breckenridge villa

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Swimming pool, Swing set or jungle gym

1 of 2 filters match

Price per night from

$101

#84

Breckenridge villa

1 bedroom
1 bathroom

sleeps 3

1 of 2 match: Swimming pool, Swing set or jungle gym

1 of 2 filters match

Price per night from

$87

#160

Breckenridge villa

2 bedrooms
1 bathroom

sleeps 5

1 of 2 match: Swimming pool, Swing set or jungle gym

1 of 2 filters match

Price per night from

$108

Cozy 2 bed 2 bath Winter Park Mountain Cabin

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$144

COZY CABIN ON THE RIVER .1 BR, 1 Bath, Patio, BBQ

Breckenridge chalet

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$224

NEW! IFIRESIDE MOOSE CONDO - WALK TO TOWN, FRONT DOOR SKI SHUTTLE PICK-UP

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$281

Riverfront Upscale remodel in great location

Winter Park condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$304

Grey Fox Condo at Granby Ranch~Ski-in/Ski-out!!

Granby condo

2 bedrooms
2 bathrooms

sleeps 5

Responds fast! avg. 2 hours 39 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$167

Ski-in / Ski-out Penthouse Keystone, Colorado

Keystone apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$401

Buffalo Lodge 3 Bed 3 Bath

Keystone apartment

3 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$505

Arapahoe Lodge 1 Bed 1 Bath B

Keystone apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$98

Cozy Condo in the Heart of River Run/2 Minute Walk to the Gondola/Hot Tub Access

Keystone condo

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 3 hours 55 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$109

Walk to the Gondola/Shared Hot Tub/Great Amenities

Keystone condo

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$129

Summer Retreat: Dog-Friendly Condo Near Music Scene in Downtown Winter Park

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$179

Wild Irishman 2 bed 2 bath retreat WIBH

Keystone apartment

2 bedrooms
2 bathrooms

sleeps 9

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$91

Scope Out Dining & Shops on Your 2 Minute Walk to Gondola and Ski School. Pool,

Keystone apartment

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 4 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$110

Relax by the Fireplace, In the Heated Pool or Hot Tub. Only Minutes Away from Al

Keystone condo

2 bedrooms
1 bathroom

sleeps 4

Responds fast! avg. 4 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$163

Frosty Mountain Escape in Keystone

Keystone condo

1 bedroom
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$224

Spacious Condo/Mountain Views/Great Amenities

Keystone condo

1 bedroom
2 bathrooms

sleeps 2

Responds fast! avg. 3 hours 55 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$107

Pool and Hot Tub/Stunning Mountain Views/Private Patio

Dillon condo

2 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 3 hours 55 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$158

Wild Irishman 2 bed 2 bath retreat WIAE

Keystone apartment

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$94

SnowBlaze Condo: Clubhouse & Mountain Views

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 7

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$179

Condo On Keystone Lake/Pool and Hot Tub Access

Keystone condo

2 bedrooms
3 bathrooms

sleeps 9

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$172

Custom Remodeled Kitchen/Huge Patio/Pool Access

Keystone townhouse

3 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$172

Pool and Hot Tub Access/Private Patio with Grill/On Free Shuttle Route to Slopes

Keystone condo

2 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$157

2 Minute Walk to the Gondola/Shared Hot Tub/Private Patio

Keystone condo

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$129

2 Minute Walk to the Gondola/Private Patio/Great Amenities

Keystone condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$115

On Keystone Lake/Shuttle to Lifts/Pool and Hot Tub Access/Great Amenities

Keystone condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$144

Cozy Ground Floor Unit/Pool and Hot Tub Access/Private Deck with Grill

Keystone condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$114

On Shuttle Route to Slopes/Pool and Hot Tub Access/Private Deck

Keystone condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$144

Condo Nestled in the Woods/Shared Hot Tub and Pool/Private Patio with Grill

Keystone condo

2 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$129

Beautiful Condo Nestled in the Pines/Amazing Mountain Views/Shared Pool and Hot

Keystone condo

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$144

Luxury Ski in Ski out Condo/Pool and Hot Tub Access/Private Patio

Keystone condo

2 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$724

150 yds to the Gondola/Shared Pool and Hot Tub Access/Private Patio

Keystone condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$216

Condo Nestled in the Woods/On Shuttle Route to Slopes/Shared Pool and Hot Tub

Keystone condo

2 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Swing set or jungle gym, Swimming pool

1 of 2 filters match

Price per night from

$158

Viewing 38 of 149
rentals in Winter Park

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Vacation Rentals & Villas in Winter Park

Per night

149 villas

Viewing 38 of 149rentals in Winter Park

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Viewing 38 of 149
rentals in Winter Park