Best apartment offers in Winter Haven, FL

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Winter Haven, FL apartments
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334 Holiday apartments Winter Haven, FL

Best family friendly Winter Haven, FL Holiday Apartments and Self Catering Accommodations

Among the 334 accommodations in Winter Haven, FL, here are the 4 best family friendly holiday apartments

Family Fun Oasis Near Legoland
 Pool And Hot Tub - Winter Haven, FL
9.8 135 reviews
Winter Haven, FL
04/07 – 05/07
373 €/nightfor 1 night

Family Fun Oasis Near Legoland Pool And Hot Tub

1 4
apartment , Winter Haven
This four-bedroom apartment in Winter Haven is located just 1.6 kilometres from Legoland and offers easy access to both the east and west coasts of Florida. It has received excellent ratings for location, cleanliness and user experience.
The apartment is suitable for families and groups of up to eight people. Amenities include a private pool and hot tub, a games room with a pool table, air hockey and a Ms. Pac-Man machine, and a dedicated children's room with a Lego theme.
30 Minutes To Disney And Universal Studios - Winter Haven, FL
9.9 23 reviews
Winter Haven, FL
27/06 – 04/07
256 €/nighttotal: 1792 € (7 )

30 Minutes To Disney And Universal Studios

1 2
apartment , Eagle Lake
This lakefront apartment near Eagle Lake, Florida, offers easy access to Legoland Florida, Disney World, and Universal Orlando Resort, all within approximately 48 kilometres of Orlando's theme parks.
Sleeping up to eight guests, this three-bedroom, three-bathroom self-catering property boasts a large-screen TV, a fully equipped kitchen including a dishwasher, private boat and jet ski access (bring your own), and a garden with a cornhole game; enjoy sunset views from the lanai.
*3/2*gorgeousnewlakehome2aceloc*4mi*legoland*1724 - Winter Haven, FL
9.7 405 reviews
Winter Haven, FL
21/08 – 30/08
131 €/nighttotal: 1179 € (9 )

*3/2*gorgeousnewlakehome2aceloc*4mi*legoland*1724

3 1
apartment , Winter Haven
This lakeside holiday home in Winter Haven is conveniently located just two miles from the town centre and hospital, and within easy reach of LEGOLAND and Peppa Pig theme parks. The property enjoys an excellent user rating and is highly praised for its cleanliness and location.
The house spans 111 square metres and comfortably accommodates up to six guests with three bedrooms and two bathrooms. Guests can enjoy a range of amenities including a fully equipped kitchen, a private dock for boat access, and a secure parking space.
Eagle Haven Lake House - Winter Haven, FL
10 75 reviews
Winter Haven, FL
27/06 – 04/07
252 €/nighttotal: 1764 € (7 )

Eagle Haven Lake House

1 2
apartment , Eagle Lake
This waterfront holiday home is situated in Eagle Lake, Central Florida, a short 15-minute drive from Legoland and Orlando, offering easy access to Disney and Universal Studios. The property has received excellent ratings for its location, cleanliness, and overall experience, making it a top choice for travellers.
The four-bedroom, two-bathroom apartment spans 157 square metres and comfortably accommodates up to eight guests. It features a fully equipped kitchen, a spacious living area, and a private garden with a Jacuzzi, perfect for enjoying the beautiful surroundings and relaxing after a day of exploring.

Best Winter Haven, FL holiday apartments with a balcony

Beautiful 3 Bedroom Pool Villa In Southern Dunes - Winter Haven, FL
9.4 3 reviews
Winter Haven, FL
16/07 – 20/07
206 €/nighttotal: 824 € (4 )

Beautiful 3 Bedroom Pool Villa In Southern Dunes

3 2
apartment , Haines City
This Haines City holiday home is situated within a 15-minute walk of Southern Dunes Golf Club and Country Club, and within 9.6 kilometres of both the regional medical centre and Ember Dog Park.
This three-bedroom, three-bathroom property boasts 139 square metres of living space, comfortably accommodating six guests and featuring a private pool, fully equipped kitchen, and in-house laundry facilities.
Updated Pool Villa, Southern Dunes - Winter Haven, FL
10 1 review
Winter Haven, FL
16/07 – 20/07
254 €/nighttotal: 1016 € (4 )

Updated Pool Villa, Southern Dunes

3 2
apartment , Haines City
This Haines City holiday home is situated a 15-minute walk from Southern Dunes Golf and Country Club, and a 4.7km drive from Ember Dog Park.
The 143 square metre property boasts three bedrooms, two bathrooms, sleeps six, and includes a private pool, fully equipped kitchen, laundry facilities, and a balcony; nearby attractions include two championship golf courses.
Updated Golf Course View Villa - Southern Dunes - Winter Haven, FL
10 2 reviews
Winter Haven, FL
08/07 – 12/07
251 €/nighttotal: 1004 € (4 )

Updated Golf Course View Villa - Southern Dunes

4 3
apartment , Haines City
This Haines City holiday home is conveniently located within a 2.4km walk of Southern Dunes Golf Club and Country Club, and within 9.6km of Ember Dog Park and a regional medical centre.
This four-bedroom, three-bathroom property offers 143 square metres of living space, accommodating up to eight guests and boasting a private pool, full kitchen, laundry facilities, balcony, free Wi-Fi, and ample parking.
Newly Remodeled Lakefront Vacation Home On The Chain Of Lakes In Winter Haven - Winter Haven, FL
9.6 8 reviews
Winter Haven, FL
08/07 – 12/07
185 €/nighttotal: 740 € (4 )

Newly Remodeled Lakefront Vacation Home On The Chain Of Lakes In Winter Haven

2 3
apartment , Winter Haven
This three-bedroom, two-bathroom houseboat on the Chain of Lakes in Winter Haven offers stunning sunrise views and is conveniently located near Winter Haven Municipal Airport and Brown's Seaplane Base, approximately 10-20 km from LEGOLAND Florida and further from Orlando's theme parks (exact distances vary).
The 5-guest vessel boasts a fully equipped kitchen, screened porch, smart TVs, Wi-Fi, air conditioning, and a private garden, perfect for watersports enthusiasts with easy access to numerous lakes via connected channels.

Frequently asked questions about apartment rentals in Winter Haven, FL

  • What are the top cultural and historical sites in Winter Haven, FL?

    The Winter Haven Historical Society Museum is a must-visit for history buffs. It showcases the city's rich past, with exhibits on agriculture, transportation, and local culture. The Polk Museum of Art is another great option for cultural exploration, featuring a diverse collection of paintings, sculptures, and other art forms.
  • What are the best apartments in Winter Haven, FL?

    Among the apartments in Winter Haven, FL, *3\/2*gorgeousnewlakehome2aceloc*4mi*legoland*1724, Horse Farm On A Beautiful Lake and 2 Bedroom Apartment are the most popular ones.

  • What makes Winter Haven, FL unique or famous?

    Winter Haven is known as the 'Chain of Lakes City' because of its 14 interconnected lakes. The area is a popular destination for boating, fishing, and watersports. It is also home to Legoland Florida, a major theme park that attracts visitors from all over the world.
  • What are the best apartments with a pool in Winter Haven, FL?

    Horse Farm On A Beautiful Lake, 2 Bedroom Apartment and Perfect For Large Family 5 Bedroom are the best apartments with a pool in Winter Haven, FL.

  • Where can you find the best local markets and street food in Winter Haven, FL?

    The Winter Haven Farmers Market, held every Saturday at the Downtown Winter Haven Public Square, is a great place to find local produce, artisan goods, and food stalls. There are also several food trucks that operate throughout the city, offering a variety of cuisines.
  • What are the best apartments with a jacuzzi in Winter Haven, FL?

  • How is the public transportation system in Winter Haven, FL?

    Winter Haven has a public bus system operated by the Winter Haven Area Transit (WHAT). The system provides service to most parts of the city, including the downtown area, shopping centres, and residential neighbourhoods. However, it may not be the most convenient option for travellers who want to explore the entire area, so consider renting a car for greater flexibility.
  • What are the best apartments for families and kids in Winter Haven, FL?

    The best apartments for families and kids in Winter Haven, FL are *3\/2*gorgeousnewlakehome2aceloc*4mi*legoland*1724, Horse Farm On A Beautiful Lake and 2 Bedroom Apartment.

  • Which seasonal events or festivals should apartment renters look forward to in Winter Haven, FL?

    The annual Winter Haven Art Festival, held in February, is a popular event showcasing local artists and craftspeople. The Chain of Lakes Festival, held in April, is another big event featuring live music, food vendors, and family-friendly activities.
  • What are the best pet friendly apartments in Winter Haven, FL?

  • What amenities are typically included in apartments in Winter Haven, FL?

    Most apartments in Winter Haven offer basic amenities such as central air conditioning, a refrigerator, a stove, and a washer and dryer. Some may also include a dishwasher, a balcony or patio, and a swimming pool.
  • What are the best apartments with parking in Winter Haven, FL?

Destinations nearby

Best Winter Haven, FL holiday apartments with parking

Lake View, Game Room, 10 Min Legoland - Winter Haven, FL
10 121 reviews
Winter Haven, FL
07/07 – 12/07
461 €/nighttotal: 2305 € (5 )

Lake View, Game Room, 10 Min Legoland

4 4
apartment , Winter Haven
This fully renovated 1940s lake house is situated just a short drive from Winter Haven's charming downtown area, with its restaurants and shops, and within 10 minutes of Legoland. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The spacious home can comfortably accommodate up to 10 guests in its four bedrooms and four bathrooms. The apartment offers a range of amenities for a comfortable stay, including a large kitchen, a dedicated games room, a swimming pool, and a spa.
Cheerful 4 Bed, 3 Bath Home With Screened Pool - Winter Haven, FL
9.8 28 reviews
Winter Haven, FL
07/07 – 12/07
367 €/nighttotal: 1835 € (5 )

Cheerful 4 Bed, 3 Bath Home With Screened Pool

4 4
apartment , Winter Haven
This apartment is located in Winter Haven, a short drive from both Theatre Winter Haven and the Water Ski Museum and Hall of Fame, making it a convenient base for exploring the area. It has received excellent user ratings, indicating a high level of satisfaction from previous guests.
This spacious property offers four bedrooms and three bathrooms, comfortably accommodating up to eleven guests. It boasts a private pool, screened-in lanai, a well-equipped kitchen, a playroom, and a soundproofed ensuite bedroom, ensuring a comfortable and enjoyable stay for families and groups.
Ricks's Retreat - Downtown Winter Haven Getaway, Near Chain Of Lakes - Winter Haven, FL
10 10 reviews
Winter Haven, FL
07/07 – 12/07
187 €/nighttotal: 935 € (5 )

Ricks's Retreat - Downtown Winter Haven Getaway, Near Chain Of Lakes

3 4
apartment , Winter Haven
This three-bedroom, two-bathroom flat in Winter Haven is a mere 3-minute drive from Sertoma Park and Inman Park, with the Winter Haven Public Library a 12-minute walk away and Indigo's Family Fun Centre just 2 minutes by car.
This pet-friendly accommodation comfortably sleeps eight guests and features on-site laundry facilities, offering convenient access to local attractions such as Theatre Winter Haven, Bartow Airbase History Museum, Bok Tower Gardens, and LEGOLAND® Florida.
Villa Sixteen Southern Dunes - Winter Haven, FL
10 1 review
Winter Haven, FL
16/07 – 20/07
268 €/nighttotal: 1072 € (4 )

Villa Sixteen Southern Dunes

4 2
apartment , Haines City
This four-bedroom, three-bathroom villa is located within the prestigious Southern Dunes Golf & Country Club in Haines City, Florida, offering convenient access to attractions such as LEGOLAND Florida, ChampionsGate Golf Club, and Reunion Resort Golf Course (distances to these attractions are not specified).
The 167 square metre property boasts a private pool, spacious patio, modern kitchen, games room with pool table, and access to Southern Dunes' amenities including a championship golf course, fitness centre, and clubhouse; it comfortably sleeps eight guests.

Best Winter Haven, FL holiday apartments with air conditioning

Newly Remodeled House 3br/2ba - Winter Haven, FL
9.8 109 reviews
Winter Haven, FL
16/07 – 20/07
159 €/nighttotal: 636 € (4 )

Newly Remodeled House 3br/2ba

1 2
apartment , Cypress Gardens
This Winter Haven property, a short drive from Legoland Florida and approximately 70-90km from both Walt Disney World and Busch Gardens Tampa Bay, offers convenient access to major attractions.
The three-bedroom, two-bathroom house sleeps six guests and features a recently remodelled interior, a garden, and modern kitchen appliances including a fridge and microwave; nearby amenities include Winter Haven's restaurants and shops.
The Best House - Winter Haven, FL
9.5 12 reviews
Winter Haven, FL
04/07 – 05/07
347 €/nightfor 1 night

The Best House

1 4
apartment , Winter Haven
This four-bedroom house, situated in Winter Haven's Riverwood Circle neighbourhood, is approximately 16km from LEGOLAND Florida Resort and Peppa Pig Theme Park, and close to the Chain of Lakes for watersports.
The property boasts a spacious layout sleeping up to 10 guests, offering a swimming pool, garden, fitness centre, parking, and a fully equipped kitchen including a dishwasher, alongside complimentary internet access.
Winter Haven Hideaway - Winter Haven, FL
9.0 4 reviews
Winter Haven, FL
16/07 – 20/07
109 €/nighttotal: 436 € (4 )

Winter Haven Hideaway

1 2
apartment , Winter Haven
This Winter Haven apartment is centrally located, minutes (a few kilometres) from Legoland Florida, Winter Haven Hospital, and the town centre.
The self-contained flat offers a queen-size bed, a sofa bed, a fully equipped kitchen with fridge and microwave, on-site laundry facilities, private parking, and accommodates up to four guests.
*Centrallocated*privatekingsuitew/bath, Washer&dryer(eagle) - Winter Haven, FL
8.4 9 reviews
Winter Haven, FL
08/07 – 12/07
109 €/nighttotal: 436 € (4 )

*Centrallocated*privatekingsuitew/bath, Washer&dryer(eagle)

1 3
apartment , Winter Haven
This one-bedroom apartment is conveniently located in Winter Haven, within a 3-mile radius of Rotary Park, Winter Haven Hospital, Lake Conine, Inman Park, and Winter Haven Women's Hospital. The property has received very good user ratings, making it a popular choice for travellers.
The apartment is suitable for up to three guests and includes a fully equipped kitchen with a refrigerator, oven, and microwave. Guests can enjoy free Wi-Fi, a smart TV, and parking, making it a comfortable and convenient choice for exploring Winter Haven.
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