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Winter Haven, FL place to stay
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577 Lodgings in Winter Haven, FL

Best family friendly Winter Haven, FL lodging

Among the 577 accommodations in Winter Haven, FL, here are the 4 best for families

The Russell Lake House - Winter Haven, FL
9.7 297 reviews
Winter Haven, FL
01/12 – 28/02
₹6174/nighttotal: ₹549486 (89 )

The Russell Lake House

1 2
cottage , Winter Haven
This charming cabana is located in a peaceful neighbourhood in Winter Haven, Florida, just a short drive from attractions like Legoland Florida and the Polk Museum of Art. The property has received excellent ratings for user experience, location, and cleanliness.
The comfortable cabana has one bedroom and one bathroom, accommodating up to four guests in a space of 37 square metres. The property features a private pool, a spacious backyard with lake views, and a dock offering direct access to the lake.
Getaway Clubhouse 5 Mil Legoland & .5 Mil Downtown - Winter Haven, FL
9.9 51 reviews
Winter Haven, FL
10/07 – 11/07
₹25774/nightfor 1 night

Getaway Clubhouse 5 Mil Legoland & .5 Mil Downtown

1 4
apartment , Winter Haven
This family-friendly holiday home in Winter Haven, Florida offers three bedrooms and two bathrooms, sleeping up to eight guests, and is conveniently located near various attractions (exact distances require a specific address).
The property boasts a fully equipped kitchen including a fridge, freezer, microwave, and dishwasher, plus a garden, air conditioning, internet access, parking, and ample indoor entertainment such as board games and a foosball table.
Historic Romance Studio B - Winter Haven, FL
9.8 20 reviews
Winter Haven, FL
20/06 – 27/06
₹10105/nighttotal: ₹70735 (7 )

Historic Romance Studio B

1 2
studio , Haines City
This Haines City studio apartment, situated on the ground floor of a converted doctor's surgery, offers easy access to ChampionsGate and Southern Dunes golf courses, and is approximately a 30-minute drive from the Everglades Headwaters National Wildlife Refuge.
The self-contained apartment sleeps two guests, features a microwave, air conditioning, parking, and Wi-Fi, and includes a private balcony overlooking trees; nearby attractions include Jump Florida Skydiving and Chain of Lakes Park.
3/ 2 Kid Friendly Home, Only Minutes To Legoland. - Winter Haven, FL
10 29 reviews
Winter Haven, FL
20/06 – 27/06
₹21427/nighttotal: ₹149989 (7 )

3/ 2 Kid Friendly Home, Only Minutes To Legoland.

3 2
apartment , Cypress Gardens
This Winter Haven residence, a spacious one-storey home, is situated on a lake and is located less than 3.2 kilometres from LEGOLAND® Florida, approximately one hour from Disney theme parks and Clearwater beach.
This family-friendly apartment boasts 170 square metres of living space, accommodating up to 8 guests with 3 bedrooms and 2 bathrooms, and features air conditioning, a Jacuzzi, a garden, parking, and a fully equipped kitchen, making it ideal for those seeking boating and fishing opportunities on the nearby Chain of Lakes.

Best Winter Haven, FL accommodations with a kitchen

Cozy Bungalow - 5 Mi Legoland & 0.5 Mi Dwntwn - Winter Haven, FL
9.6 151 reviews
Winter Haven, FL
10/07 – 11/07
₹24819/nightfor 1 night

Cozy Bungalow - 5 Mi Legoland & 0.5 Mi Dwntwn

1 4
apartment , Winter Haven
This charming bungalow sits in the heart of downtown Winter Haven, just a short walk from the entertainment district and a stone's throw from shops and restaurants. The property has consistently received excellent ratings for its location, cleanliness, and user experience.
The home is a three-bedroom, one-bathroom property that comfortably accommodates up to eight guests. The apartment offers a fully equipped kitchen, a washer and dryer, a cozy patio, and a range of amenities for both families and working professionals, including games, a baby chair, a crib, and a dedicated work space.
The Flamingo - Winter Haven, FL
9.8 131 reviews
Winter Haven, FL
03/08 – 12/08
₹11453/nighttotal: ₹103077 (9 )

The Flamingo

1 3
apartment , Winter Haven
The Flamingo is a three-bedroom house situated in Winter Haven, just 8 kilometres from Legoland and 48 kilometres from Disney World, making it a great base for exploring the area. It has received excellent ratings for location, cleanliness, and overall experience.
This comfortable holiday home offers plenty of space for up to six guests, with a spacious living, dining, and kitchen area. The Flamingo provides a fully equipped kitchen, a laundry room, a garden, and parking, as well as air conditioning and internet access.
Cozy Boho Studio - Winter Haven, FL
10 46 reviews
Winter Haven, FL
03/08 – 12/08
₹10877/nighttotal: ₹97893 (9 )

Cozy Boho Studio

1 3
apartment , Winter Haven
This Winter Haven studio apartment, a self-contained unit attached to a house in a residential area, offers a peaceful retreat away from the main tourist areas, with the precise location within Winter Haven unspecified and distances to landmarks not detailed.
The 1-bedroom, 1-bathroom apartment sleeps up to 3 guests and includes a fridge, freezer, microwave, air conditioning, parking, and internet access; further details on amenities and the apartment's size are not provided.
Cedar Cottage - Winter Haven, FL
9.9 240 reviews
Winter Haven, FL
10/07 – 11/07
₹15273/nightfor 1 night

Cedar Cottage

1 4
cabin , Cypress Gardens
This cedarwood cottage is situated in a peaceful residential neighbourhood in Cypress Gardens, just 6 kilometres from Legoland and within 6 kilometres of numerous restaurants and shops including Publix, Starbucks and Walmart. The one-bedroom cabin offers a private fenced-in area with a picnic table and firepit, a landscaped courtyard with a small fish pond and a spacious feel despite its 42 square metre size.

Frequently asked questions about accommodations in Winter Haven, FL

  • What are the top attractions and must-see sites in Winter Haven, FL?

    Winter Haven is known for its beautiful lakes, so a visit to Legoland Florida is a must. It's a great day out for all ages. If you're a fan of water sports, you'll love the Chain of Lakes, which includes Lake Eloise and Lake Alfred. And don't forget to check out the historic Polk Museum of Art for a dose of culture.
  • Which cultural festivals and seasonal events should visitors attend in Winter Haven, FL?

    The annual Winter Haven Arts Festival, held in February, is a great event to see local artists and enjoy live music. For a taste of Florida, head to the Winter Haven Citrus Festival in January. The festival celebrates the area's citrus heritage with a parade, live music, and plenty of citrus-themed food and drinks.
  • What are the most convenient modes of transportation within Winter Haven, FL?

    Winter Haven is a very walkable city, especially in the downtown area. If you're planning to explore further afield, renting a car is the most convenient option. There's also a public bus service, the Winter Haven Transit System, which can get you around the city.
  • What outdoor activities and adventures are popular in and around Winter Haven, FL?

    Winter Haven is a haven for outdoor enthusiasts. You can go boating, fishing, or kayaking on the Chain of Lakes. For something a little more adventurous, try zip-lining at the Bok Tower Gardens, or hiking in the nearby Tiger Creek Preserve.
  • What types of accommodations are available in Winter Haven, FL?

    You'll find a range of accommodation options in Winter Haven, from budget-friendly motels to luxurious hotels. There are also plenty of vacation rentals available, including houses, apartments, and condos. You can even stay in a cabin on the lake.
  • When is the best time to visit Winter Haven, FL?

    The best time to visit Winter Haven is during the spring (March to May) or autumn (September to November) when the weather is pleasant and the crowds are smaller. Summer can be hot and humid, but it's a great time to enjoy the lakes.
  • What local dishes and culinary experiences are a must-try in Winter Haven, FL?

    Winter Haven is known for its fresh seafood, so be sure to try some local catches like grouper or mahi-mahi. You can also find plenty of Southern comfort food, like fried chicken and collard greens, at local restaurants. For a sweet treat, try a slice of key lime pie.
  • In which part of Winter Haven, FL should you consider renting accommodation?

    If you want to be close to the action, stay in the downtown area, which has plenty of restaurants, shops, and bars. If you're looking for a more peaceful getaway, consider staying in one of the lakefront communities, like Lake Alfred or Lake Eloise.

Destinations nearby

Best Winter Haven, FL lodging with a pool

Among the 577 accommodations in Winter Haven, FL, here are the 4 best ones with a pool

5 Br Home With Pool And Outdoor Fun - Winter Haven, FL
9.4 13 reviews
Winter Haven, FL
01/12 – 28/02
₹35163/nighttotal: ₹3129507 (89 )

5 Br Home With Pool And Outdoor Fun

5 2
house , Cypress Gardens
This five-bedroom holiday home is situated in Winter Haven, Florida, approximately 12 kilometres from Swanns Railroad Station and 18 kilometres from Phosmico Railroad Station, offering easy access to Legoland Florida and Cypress Gardens.
The 177-square-metre property boasts a private pool, terrace, and fully equipped kitchen, accommodating up to 19 guests and featuring free Wi-Fi and private parking.
Resort Community Close To Legoland Florida. 158 - Winter Haven, FL
Winter Haven, FL
20/06 – 27/06
₹23296/nighttotal: ₹163072 (7 )

Resort Community Close To Legoland Florida. 158

4 2
apartment , Haines City
This pet-friendly holiday let in Haines City is a 7-minute drive from Southern Dunes Golf Club and offers convenient access to amusement parks and leisure activities.
This spacious four-bedroom accommodation accommodates up to eight guests and features a well-equipped kitchen, air conditioning, free Wi-Fi, and an on-site swimming pool, with a covered parking space provided.
Modern Legoland Retreat - Winter Haven, FL
10 2 reviews
Winter Haven, FL
01/12 – 28/02
₹18515/nighttotal: ₹1647835 (89 )

Modern Legoland Retreat

1 2
apartment , Winter Haven
This family-friendly apartment is located in a prime district of Winter Haven, just 1.6 kilometres from LEGOLAND and Peppa Pig World.
This residence offers accommodation for up to 8 guests, featuring air conditioning, a swimming pool, jacuzzi, garden, and a kitchen equipped with a fridge, microwave, and dishwasher, ensuring a comfortable stay for theme park visitors.
Updated Villa With Golf Course Views - Southern Dunes - Winter Haven, FL
10 1 review
Winter Haven, FL
20/06 – 27/06
₹20503/nighttotal: ₹143521 (7 )

Updated Villa With Golf Course Views - Southern Dunes

4 2
apartment , Haines City
This Haines City holiday home is situated within a 2.4km walk of Southern Dunes Golf Club and Country Club, and 9.6km from the regional medical centre and Ember Dog Park.
This four-bedroom, three-bathroom property boasts a 143 square metre floor area, a private pool, on-site water park access, and comfortably accommodates eight guests with amenities including a fully equipped kitchen, laundry facilities, and a balcony.

Best Winter Haven, FL accommodations with parking

Historic Love, Modern Appeal C - Winter Haven, FL
10 3 reviews
Winter Haven, FL
20/06 – 27/06
₹10794/nighttotal: ₹75558 (7 )

Historic Love, Modern Appeal C

1 2
apartment , Haines City
This studio apartment is located on the second floor of a repurposed doctor's office in Haines City, just 10km from LEGOLAND® Florida and Indigo's Family Fun Center, offering a quiet and unique stay with a touch of history. The apartment provides a comfortable and modern feel with stylish decor, perfect for a couple seeking a peaceful retreat.
The accommodation has a private balcony overlooking tall trees, ideal for enjoying a relaxing moment. Guests can also enjoy the convenience of a fully equipped kitchen with a fridge and microwave oven, as well as air conditioning and free Wi-Fi.
Heated Pool, Arcade With Ps5, 5min From Legoland-stylish Lakehome - Winter Haven, FL
10 11 reviews
Winter Haven, FL
01/12 – 28/02
₹34768/nighttotal: ₹3094352 (89 )

Heated Pool, Arcade With Ps5, 5min From Legoland-stylish Lakehome

3 2
apartment , Cypress Gardens
This five-bedroom, three-bathroom holiday home in Winter Haven enjoys a lakeside setting, less than 5km from Baytree Golf Club and LEGOLAND Florida.
The property boasts a private pool, a fully equipped kitchen including a fridge, microwave, and dishwasher, free Wi-Fi, and accommodates up to six guests, with family-friendly amenities such as an arcade/game room.
Oriental Charm Home - Winter Haven, FL
9.5 73 reviews
Winter Haven, FL
03/08 – 12/08
₹19911/nighttotal: ₹179199 (9 )

Oriental Charm Home

4 3
house , Haines City
This four-bedroom house in Haines City is conveniently located just 8.7 miles from Swanns Railroad Station and 15 miles from Legoland Florida, offering easy access to local attractions while still enjoying a peaceful setting. The property has received excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The 179 square metre house provides ample space for families or groups of friends. Guests can enjoy a private pool, free parking, a fully equipped kitchen, a washing machine, free Wi-Fi, and a range of other amenities such as a fitness centre, tennis court, and concierge services.
Winter Haven Guest House, 20 Min. To Legoland - Winter Haven, FL
9.7 41 reviews
Winter Haven, FL
20/06 – 27/06
₹9887/nighttotal: ₹69209 (7 )

Winter Haven Guest House, 20 Min. To Legoland

1 2
house , Winter Haven
This B&B in Winter Haven offers a private 750 sq ft living space with a full kitchen and bathroom, including a walk-in shower, located in a quiet, safe neighbourhood just 5 minutes from downtown Winter Haven and 20 minutes from Legoland, with Tampa and Orlando approximately 160 kilometres away. Guests can enjoy a lakefront dock on Lake Howard, a game den with a pool table, shared outdoor spaces with a 75-inch TV and fire pit, and help-yourself food and beverages, with accommodation for up to two people featuring a king bed, futon, and queen air mattress.
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