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Winter Park Vacation Homes and Villas with Pools

Find Luxury Places to Stay Near Winter Park with a Swimming Pool. Find pool in Winter Park, Colorado.

Pool

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20 stays

a living room with a couch and a table at Winter Haus, Winter Park 2 bedrooms corner unit w outdoor patio walking distance to the Center of town in Winter Park

From US $275

Winter Haus, Winter Park 2 bedrooms corner unit w outdoor patio walking distance to the Center of town Pool available

9.8 (10 Reviews) Apartment

The entire place is yours • 55 m² size • Free on-site parking

Winter Park Winter Park Resort • 7.2km from Winter Park Resort

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a living room with a couch and a kitchen at Iron Horse Building D Unit 4104 in Winter Park

From US $258

Iron Horse Building D Unit 4104 Pool available

9.4 (10 Reviews) Apartment

The entire place is yours • 52 m² size • Free on-site parking

Winter Park Winter Park Resort • 2.4km from Winter Park Resort

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a living room and kitchen with a couch and a table at Iron Horse Building C Unit 1023 in Winter Park

From US $258

Iron Horse Building C Unit 1023 Pool available

7.7 (12 Reviews) Apartment

The entire place is yours • 52 m² size • Free on-site parking

Winter Park Winter Park Resort • 2.5km from Winter Park Resort

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a living room with a couch and a fireplace at Cozy Winter Park Condo Bike, Ski, and Hike! in Winter Park

From US $219

Cozy Winter Park Condo Bike, Ski, and Hike! Pool available

8.6 (11 Reviews) Apartment

The entire place is yours • 88 m² size • On-site parking

Winter Park Winter Park Resort • 5.5km from Winter Park Resort

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a balcony with four chairs and a table and a window at Condo on Fraser River Less Than 4 Mi to Winter Park Resort in Winter Park

From US $179

Condo on Fraser River Less Than 4 Mi to Winter Park Resort Pool available

8.4 (9 Reviews) Apartment

The entire place is yours • 65 m² size • On-site parking

Winter Park Winter Park Resort • 7.0km from Winter Park Resort

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a living room with a couch and a table at Beaver Village in Winter Park

From US $281

Beaver Village Pool available

9.2 (6 Reviews) Apartment

The entire place is yours • 102 m² size • Indoor swimming pool

Winter Park Winter Park Resort • 5.7km from Winter Park Resort

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a living room with a table and a fireplace at Coziest Condo in Winter Park

From US $375

Coziest Condo Pool available

10.0 (4 Reviews) Holiday_home

The entire place is yours • 85 m² size • Kitchen

Winter Park Winter Park Resort • 5.7km from Winter Park Resort

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a living room with a stone fireplace and a couch at Winter Park Studio Condo - 5 Mins to Downtown! in Winter Park

From US $144

Winter Park Studio Condo - 5 Mins to Downtown! Pool available

9.3 (7 Reviews) Apartment

The entire place is yours • 45 m² size • Private parking

Winter Park Winter Park Resort • 7.4km from Winter Park Resort

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a living room with a fireplace and a tv at Ski-InandSki-Out Studio at Winter Park Base! in Winter Park

From US $172

Ski-InandSki-Out Studio at Winter Park Base! Pool available

9.2 (5 Reviews) Apartment

The entire place is yours • 42 m² size • On-site parking

Winter Park Winter Park Resort • 2.5km from Winter Park Resort

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a living room with a couch and a fireplace at Rustic Relaxation in Winter Park in Winter Park

From US $469

Rustic Relaxation in Winter Park Pool available

9.0 (6 Reviews) Apartment

The entire place is yours • 103 m² size • Kitchen

Winter Park Winter Park Resort • 2.8km from Winter Park Resort

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a living room with a blue couch and a fireplace at Ski-InandSki-Out Winter Park Condo with Mountain Views in Winter Park

From US $405

Ski-InandSki-Out Winter Park Condo with Mountain Views Pool available

9.7 (4 Reviews) Apartment

The entire place is yours • 72 m² size • On-site parking

Winter Park Winter Park Resort • 2.5km from Winter Park Resort

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a bedroom with a bed and a bunk bed at Iron Horse Studio with Resort Amenities Walk to WP! in Winter Park

From US $259

Iron Horse Studio with Resort Amenities Walk to WP! Pool available

8.8 (6 Reviews) Apartment

The entire place is yours • 42 m² size • On-site parking

Winter Park Winter Park Resort • 2.5km from Winter Park Resort

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a living room with a couch and a flat screen tv at Walk to Dtwn Winter Park Studio with Hot Tub Access in Winter Park

From US $166

Walk to Dtwn Winter Park Studio with Hot Tub Access Pool available

9.3 (3 Reviews) Apartment

The entire place is yours • 42 m² size • On-site parking

Winter Park Winter Park Resort • 5.9km from Winter Park Resort

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a wooden fence in the snow with trees at Hi Country Haus Hideaway in Winter Park

From US $270

Hi Country Haus Hideaway Pool available

9.5 (4 Reviews) Apartment

The entire place is yours • 60 m² size • Indoor swimming pool

Winter Park Winter Park Resort • 7.4km from Winter Park Resort

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a living room with a couch and a fireplace at Hi Country Haus 14-5 in Winter Park

From US $175

Hi Country Haus 14-5 Pool available

7.3 (6 Reviews) Apartment

The entire place is yours • 43 m² size • Outdoor swimming pool

Winter Park Winter Park Resort • 7.5km from Winter Park Resort

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a living room with a couch and a fireplace at Winter Park Condo with Hot Tubs, 4 Mi to Ski Resort! in Winter Park

From US $196

Winter Park Condo with Hot Tubs, 4 Mi to Ski Resort! Pool available

9.7 (3 Reviews) Apartment

The entire place is yours • 93 m² size • On-site parking

Winter Park Winter Park Resort • 5.7km from Winter Park Resort

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a living room with a couch and a fireplace at Cozy Ski-InandOut Winter Park Studio with Hot Tubs! in Winter Park

From US $186

Cozy Ski-InandOut Winter Park Studio with Hot Tubs! Pool available

6.0 (3 Reviews) Apartment

The entire place is yours • 39 m² size • Kitchen

Winter Park Winter Park Resort • 2.5km from Winter Park Resort

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a living room with a couch and a fireplace at Colorado Condo about 2 Mi to Winter Park Resort! in Winter Park

From US $247

Colorado Condo about 2 Mi to Winter Park Resort! Pool available

8.3 (3 Reviews) Apartment

The entire place is yours • 89 m² size • On-site parking

Winter Park Winter Park Resort • 5.5km from Winter Park Resort

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a living room with a fireplace and a tv at Beaver Village 15-11 in Winter Park

From US $347

Beaver Village 15-11 Pool available

7.7 (3 Reviews) Apartment

The entire place is yours • 185 m² size • Indoor swimming pool

Winter Park Winter Park Resort • 5.7km from Winter Park Resort

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a living room with a couch and a fireplace at Winter Park Ski-InandSki-Out Condo with Mountain Views in Winter Park

From US $252

Winter Park Ski-InandSki-Out Condo with Mountain Views Pool available

7.0 (4 Reviews) Apartment

The entire place is yours • 51 m² size • On-site parking

Winter Park Winter Park Resort • 2.5km from Winter Park Resort

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See More Vacation Rentals with Pools in Winter Park

About Winter Park Vacation Rentals with Pools on NearbyHoliday

Looking for pool in Winter Park? Compare top options in Colorado.

Find Winter Park Rentals, Hotels, and Resorts with Swimming Pools.

Discover 20 places to stay, including hotel waterparks, vacation homes, resorts, private villas, and condos in Winter Park that feature indoor, outdoor, or private pools.

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Vacation Rentals with Pools: Explore Top Destinations

Stay Near Winter Park's Top Attractions

NearbyHoliday can help you find hotels, resorts, and rentals near many of Winter Park's top attractions, neighborhoods, and points of interest. Find pool in Winter Park for easier access to nearby attractions.

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Frequently Asked Questions About Vacation Rentals With Pools in Winter Park

There are a lot of vacation rentals with pools in Winter Park. If you plan on staying in the Winter Park area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals with Pools in Winter Park:

We have many family-friendly luxury rentals in Winter Park. The top family-friendly holiday rentals in Winter Park are:

See all family-friendly luxury rentals in Winter Park on NearbyHoliday

Many vacation rentals with pools on NearbyHoliday have a heated pool. These are some popular rentals in Winter Park that you may consider:

See all stays with pools in Winter Park on NearbyHoliday