Winter Haven

Winter Haven Hotels with Pools

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Top Hotels with Pools in Winter Haven

Recommended Winter Haven hotels with Pools for a perfect stay!
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Home2 Suites by Hilton Winter Haven
Home2 Suites by Hilton Winter HavenHome2 Suites by Hilton Winter Haven
Hotels in Winter Haven
We are conveniently located within a mile of LEGOLAND, LEGOLAND Water Park, and the Peppa Pig Theme Park. The AdventHealth Fieldhouse and Conference Center and Chain O’ Lakes Complex are 12 minutes away. Winter Haven Regional Airport is a 30-minute drive. We offer full kitchens in every suite, complimentary breakfast, and free WiFi.

GGuest User 2025.03.29
This hotel is very nice and clean. Staff was superb, very cordial and helpful. It is walking distance to Legoland (10 min normal pace), so that was a big plus. Free parking on premises and many eating options around. Cons: the pool is not heated, so it was extremely cold for Spring. Even though they state the suites as ”full kitchen”, there is no stove and therefore you cannot cook. However, the front desk staff offered a portable electric burner. Breakfast is limited and could be better. Overall, this is a great place for families if going to Legoland, or for business in central Winter Haven
Great
83 reviews
9.1/10
Price from
PHP 8,338
per night
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Holiday Inn Winter Haven
Holiday Inn Winter HavenHoliday Inn Winter Haven
Hotels in Winter Haven
Experience comfort, convenience, and family-friendly fun at Holiday Inn Winter Haven. Perfectly positioned between Orlando and Tampa, our hotel offers easy access to world-famous attractions like Walt Disney World® Resort, Bok Tower Gardens, and LEGOLAND® Florida Resort.Discover charming local spots like Chain of Lakes Park, stroll through downtown Winter Haven’s restaurants and shops, or catch a game at the nearby AdventHealth Fieldhouse.Start your day with our breakfast buffet, take a dip in the outdoor pool, and savor dinner at Café Blu, where kids eat free. Stay connected with free Wi-Fi and unwind in spacious suites. Cap off your evening with a drink at our full-service bar before settling in for a restful night.

BB Schmacker 2022.08.25
Stayed the night for a quick trip to Lego Land. Right down the road from the park. Plenty of food choices around. Front desk was very attentive and friendly.
Very Good
102 reviews
8.8/10
Price from
PHP 6,864
per night
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Staybridge Suites Winter Haven - Auburndale
Staybridge Suites Winter Haven - AuburndaleStaybridge Suites Winter Haven - Auburndale
Hotels in Winter Haven
Brand New All Suites Hotel in Winter Haven!Come for fun and come to stay! Welcome to the new Staybridge Suites, in Winter Haven, Florida! Overlooking Lake Howard, we cater to every type of traveler with first class service in a crisp and inviting atmosphere.Being just six miles from LEGOLAND® and 45 minutes from Orlando, many of the theme parks, history, and outdoor activities Central Florida has to offer are right at your fingertips. Families enjoy spending time at LEGOLAND® and Peppa Pig Theme Park and exploring Bok Tower Gardens. For a serene experience, rent a boat or go fishing at Lake Howard Nature Park, one mile from the hotel. A 30 minute drive to Florida Southern College in Lakeland is all it takes to see a collection of Frank Lloyd Wright architecture.With both Orlando International Airport and Tampa International Airport 45 minutes away, we are in a convenient location to host your travel needs. Whether you’re here for business or leisure, our free Wi-Fi will ensure you will be able to get your work done in comfort. Our hotel is a short distance from Polyglass USA, Intermodel Logistics Center and InLand Data and Fiber Park. Don't leave without visiting the first-ever Publix location.Each suite offers a full kitchen with stove and fridge, parking, hot breakfast, and complimentary social hour Monday thru Wednesday. For the fitness enthusiast or some fun in the sun, we have a 24-hour Fitness Center and a pool.

SSoumia 2024.04.14
Ça serait bien de mettre un panneau indiquant l’entrée de l’hôtel, car les chauffeurs mettent un temps fou  à trouver l’entrée piétonne de l’hôtel. Pour avoir été dans les 200 premiers clients de l’hôtel, je suis vraiment triste de voir comment les devenu, l’ascenseur, les traces de cheveux sur les murs, c’est juste incroyable les traces de demain également c’est dommage
Amazing
110 reviews
9.6/10
Price from
PHP 6,608
per night
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Winter Haven
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Courtyard Winter Haven
Courtyard Winter HavenCourtyard Winter Haven
Hotels in Winter Haven
The award-winning Courtyard Winter Haven offers a tranquil space for the entire family to relax after a fun-filled day in the city. Overlooking Lake Dexter, our-new hotel offers unparalleled access to countless nearby destinations. Whether you want to explore the rides and attractions at LEGOLAND® Florida Resort or enjoy a day of birdwatching at the Bok Tower Gardens, you'll find yourself just moments from what your heart desires. At the end of your day, withdraw into the comfort in our spacious hotel rooms and suites, featuring free Wi-Fi, flat-panel Smart TVs, mini-refrigerators and microwaves. Our Bistro offers healthy choices, a variety of breakfast and dinner options for purchase, an evening bar and specialty beverages made with Starbucks® coffee. The Market is open 24 hours a day with a selection of on-the-go snacks and beverages. Whether for corporate travel or a family vacation, Courtyard Winter Haven provides everything you need for a successful stay.

AAnonymous User 2024.01.09
The room is very clean, and ice water and oranges are provided every day🍊
Great
100 reviews
9.3/10
Price from
PHP 9,171
per night
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Lake Ida Beach Resort
Lake Ida Beach ResortLake Ida Beach Resort
Hotels in Winter Haven
With a stay at Lake Ida Beach Resort in Winter Haven, you'll be on a lake, within a 15-minute drive of LEGOLAND® Florida and Lake Conine. This cottage is 0.5 mi (0.8 km) from Inman Park and 1.8 mi (2.8 km) from Winter Haven City Tennis Center. Take advantage of recreation opportunities such as an outdoor pool or take in the view from a terrace and a garden. This cottage also features complimentary wireless internet access, a picnic area, and barbecue grills. Featured amenities include a 24-hour front desk, multilingual staff, and laundry facilities. Free self parking is available onsite. Make yourself at home in one of the 4 air-conditioned rooms featuring kitchenettes with refrigerators and ovens. Rooms have private furnished patios. Complimentary wireless internet access keeps you connected, and satellite programming is available for your entertainment. Private bathrooms have deep soaking bathtubs and complimentary toiletries.

GGuest User 2025.02.13
Every thing we needed Quiet property Friendly owner
50 reviews
7.0/10
Price from
PHP 4,670
per night
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2-bedroom, 2-bath unit offers a family-friendly retreat just mins from LEGOLAND.
2-bedroom, 2-bath unit offers a family-friendly retreat just mins from LEGOLAND.2-bedroom, 2-bath unit offers a family-friendly retreat just mins from LEGOLAND.
Hotels in Winter Haven
Modern 2BR/2BA Apartment – Perfect for LEGOLAND GetawaysWelcome to your brand-new 2024 luxury apartment, conveniently located on the first floor near the entrance of this gated community. Designed for both comfort and convenience, this 2-bedroom, 2-bathroom unit offers a stylish and family-friendly retreat, just minutes from LEGOLAND.Community Amenities: • Heated resort-style pool • Full fitness center & conference room • Internet café & coworking spaces • Dog park & children’s playground • Outdoor grills, fire pits & picnic areasApartment Features: • Spacious master bedroom with a king-size bed • Bunk bed with a pullout trundle in the kids’ room • Brand-new Smart TVs in every room • LEGO sets, board games & puzzles for family fun • Fully equipped kitchen with all essential appliances • In-unit washer & dryer for convenienceWhether you’re visiting LEGOLAND or simply seeking a relaxing escape, this thoughtfully designed apartment offers everything you need for an unforgettable stay.About pets:Pets allowed: dogs less than 20 lbs per pet (limit 2 pets total).About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
10.0/10
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2-bedroom, 2-bath unit offers a family-friendly retreat just mins from LEGOLAND.
2-bedroom, 2-bath unit offers a family-friendly retreat just mins from LEGOLAND.2-bedroom, 2-bath unit offers a family-friendly retreat just mins from LEGOLAND.
Hotels in Winter Haven
Modern 2BR/2BA Apartment – Perfect for LEGOLAND GetawaysWelcome to your brand-new 2024 luxury apartment, conveniently located on the first floor near the entrance of this gated community. Designed for both comfort and convenience, this 2-bedroom, 2-bathroom unit offers a stylish and family-friendly retreat, just minutes from LEGOLAND.Community Amenities: • Heated resort-style pool • Full fitness center & conference room • Internet café & coworking spaces • Dog park & children’s playground • Outdoor grills, fire pits & picnic areasApartment Features: • Spacious master bedroom with a king-size bed • Bunk bed with a pullout trundle in the kids’ room • Brand-new Smart TVs in every room • LEGO sets, board games & puzzles for family fun • Fully equipped kitchen with all essential appliances • In-unit washer & dryer for convenienceWhether you’re visiting LEGOLAND or simply seeking a relaxing escape, this thoughtfully designed apartment offers everything you need for an unforgettable stay.About pets:Pets allowed: dogs less than 20 lbs per pet (limit 2 pets total).About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
11 reviews
10.0/10
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Hampton Inn Winter Haven
Hampton Inn Winter HavenHampton Inn Winter Haven
Hotels in Winter Haven
Hampton Inn Winter Haven is located in Winter Haven, Florida, on Cypress Gardens Boulevard (SR 540), just an hour's drive to Orlando or Tampa. We are conveniently situated in the heart of downtown Winter Haven, offering various things to do within walking distance of the hotel, like shopping, dining, or catching a play. Our hotel is partnered with many other local attractions, including: Winter Haven Theater, Bok Tower Gardens, Explorations V Children's Museum, and Crayola Experience. Our Hampton Inn provides 87 spacious guest rooms, all with the comfort of home. Enjoy the most refreshing, restful slumber imaginable in our clean and fresh Hampton bed. Awake to freshly-brewed coffee and the smell of homemade waffles each morning. Friendly service, clean rooms, comfortable surroundings every time - that's our promise to you.

QQINGBO 2022.12.23
Hotel location is good. It is less than three miles from Legoland, Florida. It is more convenient to drive there. When we checked in, we just caught up with the renovation of the hotel door, the construction was noisy, and the surrounding environment was average. There is Wal-Mart near the hotel, and there are many places to eat. We didn't go to a steakhouse next to it but the decoration was good and very close. There was a Chinese buffet in three minutes by car, and we had dinner. The doorway is a big road, traffic is busy, a bit traffic jam.
Very Good
103 reviews
8.7/10
Price from
PHP 7,048
per night
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Howard Johnson by Wyndham Winter Haven FL
Howard Johnson by Wyndham Winter Haven FLHoward Johnson by Wyndham Winter Haven FL
Hotels in Winter Haven
The Howard Johnson by Wyndham Winter Haven FL is an ideal spot for travelers wanting to discover the city. Visitors to Winter Haven will find that the Howard Johnson by Wyndham Winter Haven FL is a fantastic accommodation choice. Lakeland Amtrak Station is the closest major transportation option, approximately 27km away. The nearest railway station is Lakeland Amtrak Station, approximately 27km from the hotel. There is no shortage of things to see in the area, with the Caribbean Bay Nightclub, Winter Haven Public Library and Kiwanis Park all nearby. When guests have some time on their hands they can make use of the onsite facilities. This Winter Haven hotel offers parking on site. This hotel is a popular accommodation for couples.

GGuest User 2023.09.27
BEWARE this place is not what you see online. SEE PICS BELOW. It was gross almost didn't stay, we're exhausted. Thank God I bring my own stuff. The handle to the toilet broke off and they had someone come in the room at 8:00pm with 2 small children to almost 9:00 pm to fix it. I WAS CHARGED $10 FOR A WASH RAG THAT I DIDN'T USE. I BRING MY OWN FOR SANITARY REASONS. Imagine if this happens to every guest? Hmm I'll be getting in touch with Trip, HJ and Wyndham.
105 reviews
6.9/10
Price from
PHP 4,437
per night
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Cheerful 4 Bed, 3 Bath Home with Screened Pool
Hotels in Winter Haven
About this spaceThis stylish place to stay is perfect for vacation. With 2 ensuite bedrooms plus 2 additional rooms and 2 additional semi private sleeping areas there is room for everyone. Every space is newly furnished with stylish pieces and comfortable beds. The pool area is fully screened in so you can enjoy the Florida weather without the bugs. The open concept space is perfect for large groups and families and the kitchen is ready for you to make a meal. A laundry room houses a washer and dryer.The spaceThere are 4 bedrooms. At the front of the house french doors open to a space that includes 2 bedrooms with queen beds, a bathroom and a "playroom" with a twin bed (this room is not private but we've placed a room divider by the bed. There is also a shared full bathroom with double sinks.Located at back of the house, off the open concept living room is the first and largest ensuite bedroom with a king bed and large full bathroom with separate shower and tub. A sliding door opens to the screened in pool deck. We have two stackable twin beds for little ones to sleep on in this room or use it as a daybed for reading. The walls were built with extra sound proofing so that late night, living room, movie watching or early morning, pancake making won't disrupt sleep.On the other side of the house off the dining room is the second ensuite with a queen bed and private bathroom. There is a door in the bathroom leading to the screened in pool deck. A large window in the room overlooks the pool.In each room you will find ample closet space, ceiling fans, extra pillows and blankets. And plenty of towels! No one towel person for an entire stay here!!The living space is open concept with 3 sliders leading to the screened in pool. Ample space to move around and enjoy each others company. Sectional sofa and a smart tv in the living room, you can sign in to your own streaming accounts. The dining table seats 8 (one side is a bench so extra kids can squeeze in if needed, and there is room to pull up extra chairs) and the large kitchen island seats 4. There is another table and chairs on the pool deck.There is a large dedicated desk space with granite counter tops and an office chair. Pencils, pens, crayons, etc in the drawers.The pool is not heated, most of the year it is comfortable but in the coldest winter months it can be pretty cold. There is a covered lanai with seating and have I mentioned that the entire space is screened in?Extra pool towels are located in the laundry room, we ask that you wash and put away your own pool towels. A propane grill and yard games are located on the pool deck. The back yard is private.Games galore are located in the front playroom closet.There is room in the driveway for 4 cars. Street parking is allowed.Guest accessYou'll have access the entire home but not the garage.Other things to noteNo parties. We love our neighbors and ask that you respect that this is a family neighborhood. No guests outside of the reservation without permission. No excessive noise.No smoking in the home or the screened pool deck. Please dispose of cigarette butts properly and not in the yard.About 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
2 reviews
9.6/10
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See All Hotels With Pools in Winter Haven

FAQs

Where is the best place for a stay with Swimming Pools in Winter Haven?

What’s the typical price for hotels with Swimming Pools in Winter Haven?

For hotels with Swimming Pools in Winter Haven, the average price on weekdays is PHP 8,289, and the average price on weekends (Friday–Saturday) is PHP 9,626.

What are some great hotel promotions for property with Swimming Pools in Winter Haven?

Trip.com provides various promotions and discounts for users all year round. You can check the promotions page to see what promotions are available on Trip.com.

Winter Haven Hotels with Pools Information

Total Properties10
Number of Reviews681
Highest PricePHP 28,974
Lowest PricePHP 4,517
Average Price (Weekdays)PHP 8,289
Average Price (Weekends)PHP 9,626