Villas & Vacation Rentals in Winter Park

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Wireless Internet
Swimming pool
Private pool
Heated pool

Private indoor pool
Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
Internet access
DVD player
Grill
Fireplace
Private tennis court
Cot available
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
Pool or snooker table
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Cribs
Ceiling Fans
Clothes dryer
Games room
Table tennis
Shared indoor pool
Trampoline
Fax machine
Freezer
Central heating
Stereo system
Kettle
Toaster
Iron
Hair dryer
Stove
Fridge
Microwave
Video player
Linen provided
Towels provided
Bicycles available
Climbing frame
Swing set or jungle gym
Private fishing lake or river
Staffed property
Boat available
Housekeeping Included

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Pets allowed
Pets
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible
Secure parking

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Tennis in town
Beach or lakeside relaxation
Skiing – property near ski resort
Walking trips

Water sports
Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Mountain Views
Golf within 30mins drive

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21 villas

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Beautiful Mountain Lodge-Ski, Hike, Bike, Relax..

Winter Park house

5 bedrooms
3 bathrooms

sleeps 19

Match: Tennis in town Pets allowed

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Price per night from

$574

Mountain Opulence: Townhome with Private Hot Tub, Overlooking Winter Park Resort

Winter Park townhouse

5 bedrooms
5 bathrooms

sleeps 12

Responds fast! avg. 2 hours 32 minutes

Match: Tennis in town Pets allowed

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Price per night from

$540

Ski-in/Ski-out Bliss: Your Dream Getaway near Gondola at Winter Park Resort

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 7

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Pets allowed, Tennis in town

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Price per night from

$203

Ultra Luxe 7000 Sqft Winter Park Cabin

Winter Park villa

9 bedrooms
6 bathrooms

sleeps 36

1 of 2 match: Pets allowed, Tennis in town

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Price per night from

$2,868

Luxury Mountain Haven! Family-Friendly, Ski, Bike, Hike, and Hot-Tub!

Winter Park townhouse

3 bedrooms
4 bathrooms

sleeps 8

1 of 2 match: Pets allowed, Tennis in town

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Price per night from

$229

NEW High-Altitude Hideaway at Lakota Townhomes

Winter Park house

4 bedrooms
5 bathrooms

sleeps 10

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Pets allowed, Tennis in town

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Price per night from

$960

Peak Season Paradise: Ski Resort Luxury Meets Summer Relaxation

Winter Park townhouse

3 bedrooms
3 bathrooms

sleeps 10

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Pets allowed, Tennis in town

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Price per night from

$299

Trailhead Lodges 721

Winter Park condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Tennis in town, Pets allowed

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Price per night from

$132

Best Value Luxury Townhome in Lakota across from Ski Resort, Private Hot Tub!

Winter Park townhouse

3 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Tennis in town, Pets allowed

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Price per night from

$258

Riverfront Upscale remodel in great location

Winter Park condo

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Tennis in town, Pets allowed

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Price per night from

$304

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: Tennis in town, Pets allowed

1 of 2 filters match

Price per night from

$179

Pet Friendly Riverside Delight

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Tennis in town, Pets allowed

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Price per night from

$215

Wilderness Vista: Condo with Mountain Backdrop, Minutes from Winter Park Resort

Winter Park condo

3 bedrooms
4 bathrooms

sleeps 9

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Tennis in town, Pets allowed

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Price per night from

$179

Rock & Stars Chalet: Luxury with Electric Car Charger, Ski Locker, and Private

Winter Park house

4 bedrooms
4 bathrooms

sleeps 12

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Tennis in town, Pets allowed

1 of 2 filters match

Price per night from

$419

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: Tennis in town, Pets allowed

1 of 2 filters match

Price per night from

$179

Pet-Friendly Escape: Downtown Convenience, Resort Shuttle, Clubhouse Fun

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 5

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Tennis in town, Pets allowed

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Price per night from

$142

216 Sawyer Circle

Winter Park condo

3 bedrooms
4 bathrooms

sleeps 8

1 of 2 match: Tennis in town, Pets allowed

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Price per night from

$186

572 Telemark Ct

Winter Park condo

3 bedrooms
2 bathrooms

sleeps 9

1 of 2 match: Tennis in town, Pets allowed

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Price per night from

$334

Live Music Views from Hideaway Park Condo with Pool

Winter Park condo

2 bedrooms
1 bathroom

sleeps 6

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Tennis in town, Pets allowed

1 of 2 filters match

Price per night from

$275

Trailhead Lodges 812

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 7

1 of 2 match: Tennis in town, Pets allowed

1 of 2 filters match

Price per night from

$147

Great rentals within 20 miles that match your search

Clear Creak Retreat

Georgetown house

3 bedrooms
2 bathrooms

sleeps 8

Match: Tennis in town Pets allowed

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Price per night from

$252

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Vacation Rentals & Villas in Winter Park

Per night

21 villas

Beautiful Mountain Lodge-Ski, Hike, Bike, Relax..

Mountain Opulence: Townhome with Private Hot Tub, Overlooking Winter Park Resort

Ski-in/Ski-out Bliss: Your Dream Getaway near Gondola at Winter Park Resort

Ultra Luxe 7000 Sqft Winter Park Cabin

Luxury Mountain Haven! Family-Friendly, Ski, Bike, Hike, and Hot-Tub!

NEW High-Altitude Hideaway at Lakota Townhomes

Peak Season Paradise: Ski Resort Luxury Meets Summer Relaxation

Trailhead Lodges 721

Best Value Luxury Townhome in Lakota across from Ski Resort, Private Hot Tub!

Riverfront Upscale remodel in great location

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

Pet Friendly Riverside Delight

Wilderness Vista: Condo with Mountain Backdrop, Minutes from Winter Park Resort

Rock & Stars Chalet: Luxury with Electric Car Charger, Ski Locker, and Private

SnowBlaze Condo: Clubhouse & Mountain Views

Pet-Friendly Escape: Downtown Convenience, Resort Shuttle, Clubhouse Fun

216 Sawyer Circle

572 Telemark Ct

Live Music Views from Hideaway Park Condo with Pool

Trailhead Lodges 812

Clear Creak Retreat

Viewing 21 of 21
rentals in Winter Park

Also consider

Vacation Rentals & Villas in Winter Park

Per night

21 villas

Viewing 21 of 21rentals in Winter Park

Also consider

Viewing 21 of 21
rentals in Winter Park