Winter Park

Winter Park Hotels with Pools

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Top Hotels with Pools in Winter Park

Seek out top Winter Park hotels with proistine Pools.
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Closest to downtown
Highest Rated
77
Hotels in Winter Park
With a stay at this apartment in Winter Park, you'll be within a 15-minute walk of Grand Park Community Recreation Center and Cozens Ranch House Museum. This family-friendly apartment is 5.3 mi (8.5 km) from Winter Park Ski Resort and 0.8 mi (1.4 km) from Winter Park Visitor Center. Don't miss out on recreational opportunities including an outdoor pool and a fitness center. Free self parking is available onsite. Make yourself comfortable in this apartment, which features a fireplace. There's a private balcony. A kitchen is outfitted with an oven, a stovetop, and a microwave. Conveniences include a washing machine, and a crib/infant bed (complimentary) can be requested.
Amazing
1 review
9.7/10
Check availability
60
Hotels in Winter Park
With a stay at this apartment in Winter Park, you'll be within a 15-minute walk of Grand Park Community Recreation Center and Cozens Ranch House Museum. This apartment is 5.3 mi (8.5 km) from Winter Park Ski Resort and 0.9 mi (1.5 km) from Winter Park Visitor Center. Enjoy the recreation opportunities such as an outdoor pool or make use of other amenities including complimentary wireless internet access. Free self parking is available onsite. Make yourself comfortable in this apartment, which features a fireplace. There's a private balcony. A kitchen is outfitted with an oven, a stovetop, and a microwave. Housekeeping is provided on request, and a crib/infant bed (complimentary) can be requested.
Very Good
7 reviews
8.0/10
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28
Hotels in Winter Park
With a stay at this apartment in Winter Park, you'll be within a 15-minute drive of Winter Park Ski Resort and Blue Sky Massage. This apartment is 0.5 mi (0.8 km) from Bella Vita and 0.6 mi (1 km) from Winter Park Visitor Center. Be sure to enjoy recreational amenities, including an outdoor pool, a sauna, and a fitness center. Additional amenities at this apartment include complimentary wireless internet access and barbecue grills. Free self parking is available onsite. Make yourself comfortable in this apartment, which features a fireplace. There's a private balcony. A kitchen is outfitted with an oven, a stovetop, and a microwave.
Outstanding
59 reviews
10/10
Check availability
36
Hotels in Winter Park
New luxury condo in Winter Park featuring high-end amenities including a private clubhouse with gym & game room plus a heated pool & hot tubs and easy access to everything you need including some of Winter Park's best restaurants & shopping. With all the comforts of home you'll feel relaxed after a day of skiing, hiking or walking home from one of the many events at Hideaway Park. This home is quite literally located within just minutes of everything - including the free local ski shuttles!The SpaceLocated just a minute walk away from Main Street, this 1,450 square foot condo contains two bedrooms + den, two full bathrooms featuring a large master bedroom with a queen bed and walk-in shower, while the second bedroom is outfitted with a set of queen bunk beds. The den also contains a set of twin bunk beds, while the couch pull out can also sleep 2 as it contains a queen bed. This condo unit can sleep up to 10 individuals, perfect for large families, couples, or a group of friends getting together!Located on the third and top level, accessed by staircase. This unit is also located directly across from the clubhouse which features BBQ grills, communal outdoor hot tub and heated swimming pool and an expansive clubhouse with pool table, kitchen, sitting area, workout room, and many more amenities for you to enjoy during your stay. INDOOR SPACE: Stone electric fireplace, high ceilings, Smart TV w/ cable & streaming capabilities available on all TV’s.KITCHEN: fully equipped, stainless steel appliances, 3-person bar seating, coffeemaker, toaster, dishwasher, dishware/flatware, gas range, microwave, and large islandGENERAL: Free WiFi, in-unit washer/dryer, secured ski equipment closet, complimentary toiletries, linens/towels, laundry detergent, alarm clocksOUTDOOR LIVING: Private patio deck, patio furniture, serene mountain settingPARKING: Offers two parking spaces within the Trailhead lodge complex. Additional parking can be found just outside of the complex, right next to Hideaway Park.***Not Handicap Accessible******Staircase Accessible***Winter Park-#018096About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
41 reviews
10/10
Check availability
24
Hotels in Winter Park
Amazing location in WinterPark; secluded by trees and river and pond in front of building with a peaceful wilderness surrounding with Mountain View’s. Leave your car and walk to restaurants shops, market, and activities. Next to Great trails for mountain biking, hiking, walking and snowshoe and cross country ski in the winter. This place has it all for easy convenience. Enjoy the new Recreational center with indoor pool, hot tubs, showers, game/kids room, exercise room and laundry facilities. Free ski bus shuttle next to building to take you to the world class ski resort 3 miles away.Must climb 2 flights of stairs but the view and quietness is worth the effort. This is non-smoking unit and no pets allowed or will loose your deposit. The fireplace is non functioning but electric fireplace to give it ambience. STR/NO# 0006308About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:No wearing ski boots in the condo but slippers are provided:).The fireplace is non functioning but has nice candles for ambience.,The condo is on the third floor so you must climb stairs but worth the quietness and view ..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
182 reviews
10/10
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13
Hotels in Winter Park
Outstanding
9.8/10
Check availability
45
Hotels in Winter Park
This spacious condo is an absolute gem; nestled in the woods you will experience the ultimate mountain escape while simultaneously being steps away from the free bus stop which takes you directly to the Winter Park Mountain. Walking distance from town you will find delicious breweries, restaurants, and shopping. The condo is located in the Beaver Village Condominium complex and is one of the few units with 3 bedrooms and 2 newly remodeled bathrooms. This is a top floor unit which features new carpet, furniture, & 2 stunning wood burning fireplaces along with vaulted ceilings for great natural light and no noise from above! (Building #6).The condo includes new linens, plush towels as well as a fully equipped kitchen complete with updated appliances. Renters have access to the clubhouse with a heated indoor pool, 3 hot tubs and sauna room! There is free Wi-Fi, plenty of games, streaming access and TV/DVD’s for a cozy night in.WP# 022796About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Building Quiet Hours are from 10PM to 7 AM.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
24 reviews
10/10
Check availability
40
Hotels in Winter Park
Consider this cozy condo your home away from home while you visit Winter Park. This marvelous property features a peaceful bedroom with a comfortable queen bed, a bathroom with a refreshing shower, and an additional living room space with a queen sleeper sofa. Whether you're unwinding after a day on the slopes or getting ready for a night out in town, this excellent condo has everything you need for a relaxing stay. A great place to call homebase while you're away, we hope you enjoy your stay.The Property:Welcome to our charming one-bedroom condo, perfect for a couple's getaway or a cozy retreat for up to four guests. The space features a comfortable queen-sized bed in the private bedroom and a queen-sized pull-out sofa in the living area to accommodate additional guests.Though the condo can sleep four, it’s ideally suited for two to three guests, offering a more spacious and relaxing experience. The open-concept layout includes a small but fully equipped kitchen and a living room area that maximizes space and comfort.Please note: the unit is not well-suited for small children due to its limited space and layout.This ground-level condo offers unparalleled convenience—no stairs to navigate, making it effortless to move in and out without the hassle of lugging heavy suitcases or equipment upstairs.Security and Convenience:For your peace of mind, the condo features a keyless entry system. Each guest is provided with a unique lock code that is active only during their stay. This ensures secure, private, and hassle-free access throughout your visit.Whether you're here for a short stay or an extended visit, this well-located condo provides a clean, convenient, and affordable home base.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 3-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Amazing
12 reviews
9.6/10
Check availability
6
Hotels in Winter Park
Located in the Winter Park Village, this condo is walking distance to The Gondola and base area. Our One Bedroom Condo features a Kind Bed in the master, and Memory Foam Queen pull-out couch in the living area. Full Kitchen with Cook Stove, Microwave, Convection Oven, Dishwasher, and Full Size Fridge. Large bathroom with Shower and Tub, as well as private balcony with view of the resort, including Mary Jane and Park side. Amenities include a hot tub, outdoor common area, fire pit, grills, ski lockers, bike lockers, covered parking, free Wi-Fi, and laundry room. With a passion for travel ourselves - Our condo is all about convenience and comfort! Free covered, secure and heated parking. Free in the summer, $24 per day in the Winter. TOWP STR Permit #009238About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Amazing
32 reviews
9.6/10
Check availability
39
Hotels in Winter Park
Beautiful, remodeled condo in downtown Winter Park. Amazing location and walking distance to restaurants, shopping, breweries, distilleries, bakeries, a market, and more. Walk to concerts at Hideaway Park in the summer months; in the winter months, catch the bus right outside our door to hit the slopes! Our condo is a first floor, end unit with direct access to the river and miles and miles of hiking and biking trails. Grab a chair and a cocktail or set up your corn hole boards in the grassy area by the river. Enjoy the modern Recreation Center with an indoor pool, indoor and outdoor hot tubs, pool table, and fitness room. We've put our hearts into making this your home away from home and we look forward to hosting you!About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:NO PARTIES Quiet hours 10:00 - 7:00, please be respectful of the neighboring units..No Pets Outdoor gear can be stored in ski locker and bikes can be locked on the back deck.,No smoking of any kind allowed inside the property or on the deck. $350 fine will be levied for smoking in the condo..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
53 reviews
10/10
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Frequently Asked Questions

What are the best places to stay in Winter Park?

Some top places to stay in Winter Park are near popular attractions like Fraser River Trail - Trailhead—so you can quickly get to top landmarks and amenities you need.

What hotels in Winter Park offer an especially good breakfast?

Begin your day with a tasty and satisfying breakfast! Gravity Haus Winter Park (price from €87), Best Western Alpenglo Lodge (price from €131) and Valley Hi Hotel (price from €112) provide the best breakfast to start your day.

Which hotels in Winter Park provide fitness facilities?

Gravity Haus Winter Park (price from €87) and Zephyr Mountain Lodge (price from €208) include fitness facilities, so you can maintain your routine while traveling. Stay on track with your fitness goals while on the go!

What are the best hotels in Winter Park near Fraser River Trail - Trailhead?

Some standout hotels in Winter Park close to Fraser River Trail - Trailhead include Winter Park Chateau (price from €96), Best Western Alpenglo Lodge (price from €131) and Gravity Haus Winter Park (price from €87), all within easy walking or transit distance of Fraser River Trail - Trailhead, perfect for travelers wanting to explore the landmark and its surroundings.

How to get good deals on hotels in Winter Park?

Find the best hotel deals and promotions on Trip.com, available year-round for both first-time and loyal users. Please check the promotions page to see what promotions are available now on Trip.com.

Winter Park Hotels with Pools Information

Total Properties24
Number of Reviews 364
Weekday Avg. Price€276
Weekend Avg. Price€295