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Jacuzzi or hot tub
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58 villas

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Ski/Mtn Cozy Condo, Winter Park Ski Resort

Winter Park apartment

1 bedroom
1 bathroom

sleeps 4

Match: Children's pool Jacuzzi or hot tub

All filters match

Price per night from

$172

Zephyr Mountain Lodge, Condo | 2 Bedroom (Select-Rated Condo 1315)

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$285

2bd/2bath Condo in Town of Winter Park - Ski, Bike, Music!

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$373

Alpine Hideaway: Private Hot Tub in Ideal Mountain Haus, 10-Min Shuttle to

Winter Park townhouse

4 bedrooms
4 bathrooms

sleeps 10

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$407

Slope-Side Luxury: Private Hot Tub at Winter Park Resort

Winter Park townhouse

4 bedrooms
4 bathrooms

sleeps 11

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$479

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: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$179

Riverside Sanctuary: Old Town Winter Park

Winter Park condo

3 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$239

Winter Wonderland: Hot Tub Getaway in Grand Park with Heated Garage

Winter Park house

4 bedrooms
2 bathrooms

sleeps 11

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$347

Cozy Retreat with Private Hot Tub | Spacious Winter Haven near Downtown Winter

Winter Park townhouse

3 bedrooms
3 bathrooms

sleeps 10

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$275

Alpine Chic in the Heart of Winter Park - Hot Tub Comfort in a Modern Luxury

Winter Park townhouse

4 bedrooms
3 bathrooms

sleeps 10

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$479

Modern Comfort in the Heart of Winter Park with Resort Shuttle

Winter Park condo

1 bedroom
1 bathroom

sleeps 5

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$166

Alpine Chic Escape: New Ski Town Condo - Shuttle Service, Shared Hot Tub

Winter Park condo

2 bedrooms
1 bathroom

sleeps 6

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$166

Mountain Majesty: Panoramic Views, Hot Tub, and Easy Access to Shuttle Route!

Winter Park townhouse

3 bedrooms
3 bathrooms

sleeps 10

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$311

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: Children's pool, Jacuzzi or hot tub

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: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$179

572 Telemark Ct

Winter Park condo

3 bedrooms
2 bathrooms

sleeps 9

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$334

216 Sawyer Circle

Winter Park condo

3 bedrooms
4 bathrooms

sleeps 8

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$186

Beautiful, family friendly 2-2 mountain condo

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$184

Trailhead Lodges 211

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$147

Hideaway Station Unit TE-405

Winter Park condo

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$221

Downtown Winter Park | 1-Stop Shuttle to Trestle Bike Park | Hot Tub

Winter Park studio

Studio
1 bathroom

sleeps 3

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$94

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: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$203

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

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$540

Hideaway Station Unit TS-23

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$147

Base Camp 490

Winter Park condo

4 bedrooms
5 bathrooms

sleeps 11

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$517

Hideaway Station TE-209

Winter Park condo

1 bedroom
2 bathrooms

sleeps 6

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$147

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

Winter Park townhouse

3 bedrooms
4 bathrooms

sleeps 8

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$229

Quiet Winter Park Townhome | Private Hot Tub | Close to Mountain Biking

Winter Park townhouse

3 bedrooms
4 bathrooms

sleeps 9

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$359

Rustic Charm and Urban Comforts: Winter Park Cabin with Hot Tub and Wildlife

Winter Park townhouse

3 bedrooms
4 bathrooms

sleeps 8

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$311

Relaxed Slope-Side Living: Ski In/Ski Out Bliss in Cool Winter Park

Winter Park studio

Studio
1 bathroom

sleeps 4

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$190

Alpine Bliss Retreat: Ski-in/Ski-out Studio at Iron Horse, Immersed in Woodland

Winter Park studio

Studio
1 bathroom

sleeps 4

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$155

Trailside Tranquility: Iron Horse Haven, Ski-in/Ski-out 1BR Offering Stunning

Winter Park condo

1 bedroom
1 bathroom

sleeps 6

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$190

Pet Friendly Riverside Delight

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$215

Cool Condo with Trestle Bike Park Access

Winter Park condo

2 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$359

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: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$960

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: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$142

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: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$299

Trailhead Lodges 232

Winter Park condo

1 bedroom
2 bathrooms

sleeps 4

1 of 2 match: Children's pool, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$132

Viewing 38 of 58
rentals in Winter Park

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Vacation Rentals & Villas in Winter Park

Per night

58 villas

Viewing 38 of 58rentals in Winter Park

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Viewing 38 of 58
rentals in Winter Park