Winter Park

Hotels with pools in Winter Park

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Best Winter Park Hotels with Swimming Pools

Check out our selection of Winter Park hotels with Pools
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Closest to Downtown
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The Alfond Inn
The Alfond InnThe Alfond InnThe Alfond InnThe Alfond InnThe Alfond InnThe Alfond Inn
99+
Hotel near Winter Park Area,Winter Park
A stay at The Alfond Inn places you in the heart of Winter Park, a 1-minute drive from Rollins College and 6 minutes from Full Sail University. This luxury hotel is 2.8 mi (4.5 km) from AdventHealth Orlando and 2.9 mi (4.7 km) from Winter Park Village. Relax and unwind with massages, body treatments, and facials. You're sure to appreciate the recreational amenities, including an outdoor pool, a steam room, and a fitness center. Additional features at this Tuscan-style hotel include complimentary wireless internet access, concierge services, and wedding services. Enjoy southern cuisine at Hamiltons Kitchen, a fine-dining restaurant which features a bar/lounge, or stay in and take advantage of the room service (during limited hours). Quench your thirst with your favorite drink at the poolside bar. Cooked-to-order breakfasts are served on weekdays from 7:00 AM to 11:00 AM and on weekends from 8:00 AM to 1:00 PM for a fee. Featured amenities include a business center, complimentary newspapers in the lobby, and dry cleaning/laundry services. Planning an event in Winter Park? This hotel has 10000 square feet (929 square meters) of space consisting of conference space and 10 meeting rooms. Make yourself at home in one of the 112 guestrooms featuring refrigerators and flat-screen televisions. Your pillowtop bed comes with premium bedding. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with bathtubs or showers feature designer toiletries and hair dryers.

"Everything was fine, only the air conditioning in the restaurant was very strong."
Great
99 reviews
9.3/10
1 night
From NZD 565
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Elegant & Spacious Historic Winter Park Home with Pool + Spa
Elegant & Spacious Historic Winter Park Home with Pool + SpaElegant & Spacious Historic Winter Park Home with Pool + SpaElegant & Spacious Historic Winter Park Home with Pool + SpaElegant & Spacious Historic Winter Park Home with Pool + SpaElegant & Spacious Historic Winter Park Home with Pool + SpaElegant & Spacious Historic Winter Park Home with Pool + Spa
29
Hotel near Winter Park Area,Winter Park
Historic Winter Park home, located within a beautiful neighborhood. The home is spacious, charming and elegantly-appointed with serene, lush views. Out back is a gorgeous oasis, featuring a resort-style heated pool and spa, surrounded by a tropical garden. Longer-term inquiries welcome – please reach out directly for more information/pricing.The home is brimming with charm and surrounded by beautiful nature. Charming features, such as hardwood floors throughout, push-button light switches and original windows/doors, give the home character while modern touches like Nest thermostats, Brilliant home automation, Nest-protect smoke detectors, and smart locks bring it into the 21st century. The home also has very reliable internet with a wireless mesh network that extends into the backyard.An oversized front porch with a classic porch swing, sofa, and rocking chairs welcome you to the front entrance. A large, gated driveway accommodates three parking spots and provides access to a private side-entrance. The first story boasts a formal living room with fireplace and cozy seating, a family room with a flat-screen TV (equipped with Apple TV with Netflix, ad-free Hulu and a variety of other apps) and large sectional sofa, a formal dining room, spacious eat-in kitchen (complete with large refrigerator, microwave, dishwasher, and oven), a mud room with a built-in office space and a half bathroom. The second story features four spacious bedrooms and a laundry room right next to the master bedroom. Master suite includes a large walk-in closet, a flatscreen tv with roku, two built-in his-and-hers toiletry stations and a luxurious master bathroom.The master suite has a king-size bed with pillow-top mattress, the second bedroom has a queen bed with pillow-top mattress, the third has full-size bed with memory foam mattress and the fourth bedroom has both a twin-sized bed with memory foam mattress, as well as a convertible sleeper-sofa. Out the back-door is a screened-in porch with an additional dining area. The backyard is centered around a large, resort-style sparkling heated pool and spa. Backyard also includes a summer kitchen with grill, lounge chairs, a hammock, outdoor table and chairs with giant umbrella, and an additional intimate seating area near the spa. In the back corner is a fenced-in, grassy area with a children's playground.All backyard/common areas are shared with the detached, private guest house, which is rented separately. Please inquire if you're interested in renting the guest house as well. Landscape and pool are maintained weekly.About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).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 minBookingAge:Minimum age to rent: 18.About events:No events allowed.
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Just 3 Blocks to Park Ave Shops/ Restaurants, 2 From The Winter Park Village!
0
Hotel near Winter Park Area,Winter Park
Modern, clean and unique. Second floor penthouse unit overlooking the pool area. Gorgeous acacia wood floors, quartz counter tops, high-end cabinetry and fixtures, great new furnishings and mattresses, 8' solid core interior doors, high 10' ceilings, spacious open layout with a balcony offering fantastic sunset views and more! This property gets high ratings for very good reasons; come see! If you haven't explored Winter Park's Park Avenue, then you must!Salt water heated pool and hot tub. 2 covered parking spaces one uncovered, beautiful acacia wood floors, front load Miele washer/dryer in apartment, grill station poolside, travertine pool deck, 185 square foot covered balcony and beautiful grounds. Luxury apartments built with quality and comfort in mind. Make your stay stylish, uplifting and comfortable.Light, bright and full of delight! Just three blocks from Park Ave.'s numerous shops, restaurants and bars, two from The Winter Park Village's shops, restaurants and bars and 2/3 mile to Rollins campus. Simple elegance in downtown Winter Park defined by contemporary design and leisurely living. Publix supermarket two blocks, Whole Foods one half mile, and Trader Joe's three quarter mile away! Convenience is at your doorstep.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:NO PETS ALLOWED IN THE FENCED/WALLED POOL AREA.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 17.About events:No events allowed.
Outstanding
2 reviews
10.0/10
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Winter Park
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Light, Bright and Full of Delight! 2 Blocks to Park Ave
Light, Bright and Full of Delight! 2 Blocks to Park AveLight, Bright and Full of Delight! 2 Blocks to Park AveLight, Bright and Full of Delight! 2 Blocks to Park AveLight, Bright and Full of Delight! 2 Blocks to Park AveLight, Bright and Full of Delight! 2 Blocks to Park AveLight, Bright and Full of Delight! 2 Blocks to Park Ave
15
Hotel near Winter Park Area,Winter Park
Enjoy this PRIVATE and Sparkling clean entire home, first floor 2 bedroom/1 full bath luxury apartment near Park Avenue! Municipal golf course just a few blocks away. Tons of restaurants and bars nearby. Movie theatre just two blocks away, Publix supermarket two blocks away, Whole Foods 1/2 mile away and Trader Joe's 3/4 mile away. Fastest internet speed available: 139MBPS download and 21.5 MBPS upload!About pets:Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:NO PETS ALLOWED IN THE FENCED/WALLED POOL AREA.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 22.About events:No events allowed.
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LUXURY AND LOCATION!!!
LUXURY AND LOCATION!!!LUXURY AND LOCATION!!!LUXURY AND LOCATION!!!LUXURY AND LOCATION!!!LUXURY AND LOCATION!!!LUXURY AND LOCATION!!!
26
Hotel near Winter Park Area,Winter Park
Great Location! If you haven't explored Winter Park's Park Avenue, then you must! Three blocks to Park Ave and two blocks to the Winter Park Village! Cozy and modern space. Heated pool, outdoor grill and bikes for your enjoyment. Enjoy the convenience and tranquility of one of Florida's greatest walking communities while residing in style and sophistication. Heated pool and hot tub! The pool and hot tub! Fastest internet speed available: 139MBPS download and 21.5 MBPS upload!About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).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 minBookingAge:Minimum age to rent: 18.About events:No events allowed.
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You're Pampered Here - Just 3 Blocks From Park Avenue!
You're Pampered Here - Just 3 Blocks From Park Avenue!You're Pampered Here - Just 3 Blocks From Park Avenue!You're Pampered Here - Just 3 Blocks From Park Avenue!You're Pampered Here - Just 3 Blocks From Park Avenue!You're Pampered Here - Just 3 Blocks From Park Avenue!You're Pampered Here - Just 3 Blocks From Park Avenue!
36
Hotel near Winter Park Area,Winter Park
Modern, clean and unique. Fastest internet speed available: 139MBPS download and 21.5 MBPS upload! Second floor penthouse unit overlooking the pool area. Gorgeous acacia wood floors, quartz counter tops, high-end cabinetry and fixtures, new furnishings and mattresses, 8' solid core interior doors, high ceilings, spacious open layout with a balcony offering fantastic sunset views and more! If you haven't explored Winter Park's Park Avenue, then you must!About pets:Pets allowed: dogs and cats less than 50 lbs per pet (limit 2 pets total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:NO PETS ALLOWED IN THE FENCED/WALLED POOL AREA.NO PETS ALLOWED IN THE FENCED/WALLED POOL AREA.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
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LOCATION! COZY COMFORT 2 BLOCKS FROM PARK AVE W POOL, HOT TUB AND GRILL STATION!
LOCATION! COZY COMFORT 2 BLOCKS FROM PARK AVE W POOL, HOT TUB AND GRILL STATION!LOCATION! COZY COMFORT 2 BLOCKS FROM PARK AVE W POOL, HOT TUB AND GRILL STATION!LOCATION! COZY COMFORT 2 BLOCKS FROM PARK AVE W POOL, HOT TUB AND GRILL STATION!LOCATION! COZY COMFORT 2 BLOCKS FROM PARK AVE W POOL, HOT TUB AND GRILL STATION!LOCATION! COZY COMFORT 2 BLOCKS FROM PARK AVE W POOL, HOT TUB AND GRILL STATION!LOCATION! COZY COMFORT 2 BLOCKS FROM PARK AVE W POOL, HOT TUB AND GRILL STATION!
26
Hotel near Winter Park Area,Winter Park
This duplex unit is cozy and comfortable. It's updated with all new appliances, is tastefully decorated and has very comfortable mattresses. Located just 3 blocks from PARK AVE to the east and 2 blocks from THE WINTER PARK VILLAGE to the west. Vast amounts of restaurants and shops within walking distance. Parks and museums within easy walking distance as well. We have bikes available on property for your use as well, free, of course. Cheesecake Factory and PF Chang's two blocks away. Publix Grocery two blocks, Whole Foods 1/2 mile and Trader Joes 3/4 mile away. And many fantastic local restaurants and shops within a pleasant walking distance.The Charles Hosmer Morse Museum of American Art is just three blocks away and the Scenic Boat Tour offers a boat tour through the canals to three of the five lakes on the Winter Park Chain of Lakes. The Winter Park Country Club nine hole golf course is just a few blocks away and open to the public.The property is professionally managed in a "mom and pop" fashion. Your privacy is respected and protected. The amenities are very nice with a lovely pool area that has a massive bouganvillea trellis hedge running atop a wall. The pool area also offers outside dining, a grill station for cooking outside and a hot tub. The pool is heated in winter. Everything is kept very clean. There are seven bikes, including one child's bike and two other relatively small ones available for guests in the fourteen unit complex.About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:NO PETS ALLOWED IN THE FENCED/WALLED POOL AREA.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Outstanding
3 reviews
10.0/10
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See All Hotels with Pools in Winter Park

Frequently Asked Questions

What popular hotels in Winter Park have parking?

If you're planning on driving to Winter Park, why not stay at Park Plaza Hotel Orlando - Winter Park,Hilton Garden Inn Winter ParkandSpringHill Suites by Marriott Winter Park ? These are all popular hotels with parking lots.

At which popular hotels in Winter Park can I try local foods?

Those who like trying local foods might want to consider staying at The Alfond Inn,Park Plaza Hotel Orlando - Winter ParkandHilton Garden Inn Winter Park . There are lots of famous restaurants serving local dishes near these hotels.

When travelling to Winter Park, which hotels have pools?

Summer is a great season to take your kids or family on a trip to Winter Park. The Alfond Inn is a popular hotel with a pool.

Of all the hotels in Winter Park, which hotels have the highest user ratings?

When travelling to Winter Park for the first time, many travellers find it difficult to choose a hotel to stay in. According to Trip.com data, Hilton Garden Inn Winter Park, SpringHill Suites by Marriott Winter Park and The Alfond Inn are popular hotels with high ratings, making them good choices for your trip.

At what hotels in Winter Park can I try local breakfast foods?

A delicious breakfast is a great way to kick start your day. At The Alfond Inn,Hilton Garden Inn Winter ParkandSpringHill Suites by Marriott Winter Park , guests can enjoy Winter Park-style breakfasts.

What popular hotels have non-smoking rooms in Winter Park?

Many guests care about the quality of the rooms they stay in and want to ensure that their rooms have fresh, clean air. Hilton Garden Inn Winter Park,The Alfond InnandPark Plaza Hotel Orlando - Winter Park are all popular hotels in Winter Park with non-smoking rooms.

In Winter Park, what popular hotels have free Wi-Fi?

When staying at a hotel, Internet access is important for both vacationers and business travellers. SpringHill Suites by Marriott Winter Park, The Alfond Inn and Hilton Garden Inn Winter Park are all popular hotels in Winter Park with free Wi-Fi.

What are the most popular hotels in Winter Park?

Whether you're travelling for business or going on holiday, there are many popular hotels to choose from in Winter Park. Park Plaza Hotel Orlando - Winter Park, The Alfond Inn and SpringHill Suites by Marriott Winter Park are all popular hotels to stay at.

What are some popular discounted hotels in Winter Park?

There are many popular hotels in Winter Park. You can find information on discounts and deals here: Trip.com Deals and Promo Codes.

In Winter Park, which popular hotels have gyms?

Based on Trip.com user ratings, SpringHill Suites by Marriott Winter Park,The Alfond InnandHilton Garden Inn Winter Park are highly rated hotels with gyms.

Winter Park Hotels with Pools Information

Total Properties7
Number of Reviews104
Average Price (Weekdays)NZD 804
Average Price (Weekends)NZD 919