Best apartment offers in Winter Haven, FL

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

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

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

Relaxing Retreat Home Central Fl - Winter Haven, FL
8.8 19 reviews
Winter Haven, FL
21/08 – 30/08
NZ$295/nighttotal: NZ$2655 (9 )

Relaxing Retreat Home Central Fl

3 1
apartment , Haines City
This three-bedroom apartment is situated in the Balmoral Resort community in Haines City, Florida, just 75 kilometres from Walt Disney World Resort.
The 149 square metre property features a private pool and patio, a fully equipped kitchen, and a resort community setting with amenities like a pool, waterpark, clubhouse, bar & grill, fitness centre, and game room, making it ideal for families or groups of up to eight guests.
Cozy 1 Bedroom Home On Beautiful Lake Alfred - Winter Haven, FL
8.4 32 reviews
Winter Haven, FL
16/07 – 20/07
NZ$198/nighttotal: NZ$792 (4 )

Cozy 1 Bedroom Home On Beautiful Lake Alfred

1 2
apartment , Auburndale
This Auburndale waterfront property, situated 5km from Lake Conine and various parks, including Auburndale City Park and Lions Park, offers convenient access to outdoor recreation and shopping at South Lakeland Shopping Center within 10km.
The 102-square-metre house features one bedroom, one bathroom, sleeps three guests, and includes a fully equipped kitchen, Wi-Fi, patio, and on-site parking; a playground is available nearby.
Cozy Lakefront Home W/ Pool -7 Mins From Legoland - Winter Haven, FL
8.4 9 reviews
Winter Haven, FL
01/12 – 28/02
NZ$593/nighttotal: NZ$52777 (89 )

Cozy Lakefront Home W/ Pool -7 Mins From Legoland

3 2
apartment , Cypress Gardens
This three-bedroom, two-bathroom lakeside property in Winter Haven, near Cypress Gardens, is conveniently located approximately 8km from Legoland Florida and offers easy access to various attractions including Baytree Golf Club and Indigo's Family Fun Center.
This family-friendly apartment, sleeping eight guests, boasts a private pool, gas grill, and Tulum-inspired design, alongside access to water sports on the lake and nearby nature reserves like KICCO Wildlife Management Area and The Circle B Bar Reserve.
Ultimate Family Getaway: 4br Home With Pool & Games - Winter Haven, FL
8.0 1 review
Winter Haven, FL
16/07 – 20/07
NZ$776/nighttotal: NZ$3104 (4 )

Ultimate Family Getaway: 4br Home With Pool & Games

4 2
apartment , Winter Haven
This spacious five-bedroom dwelling in Winter Haven is conveniently located approximately 5 kilometres from Legoland and offers easy access to Downtown Winter Haven and the Central Florida lakes.
This family-friendly apartment accommodates up to ten guests and features a private swimming pool, a fenced yard, a pool table, and a semi-private suite with its own kitchenette, making it ideal for a holiday rental.

Best Winter Haven, FL holiday apartments with a balcony

Winter Haven Apt: 1 Mi To Polk State College! - Winter Haven, FL
10 2 reviews
Winter Haven, FL
21/08 – 30/08
NZ$176/nighttotal: NZ$1584 (9 )

Winter Haven Apt: 1 Mi To Polk State College!

1 1
apartment , Winter Haven
This Winter Haven apartment is conveniently located within 1.6km of Rotary Park and Winter Haven Hospital, and within 4.8km of Winter Haven Women's Hospital and Indigo's Family Fun Centre.
The self-catering flat offers free Wi-Fi, parking, a private balcony, and is close to various amenities including a hospital and family entertainment.
Winter Haven Apt 1 Mi To Polk State College! - Winter Haven, FL
10 3 reviews
Winter Haven, FL
21/08 – 30/08
NZ$176/nighttotal: NZ$1584 (9 )

Winter Haven Apt 1 Mi To Polk State College!

1 1
apartment , Winter Haven
This one-bedroom flat is located just 1.6 kilometres from Polk State College in Winter Haven, making it ideal for students, faculty, or families visiting students. It is also within easy reach of attractions like Legoland Florida (6.7 kilometres) and Swanns Railroad Station (5.6 kilometres). The property enjoys excellent guest ratings for its cleanliness, location, and overall experience.
This 50 square metre flat comfortably accommodates two guests and boasts a fully equipped kitchen, a balcony, and free Wi-Fi. Enjoy amenities like air conditioning, a flat-screen TV, and towels and bed linen provided, ensuring a comfortable and enjoyable stay.
Historic Love, Modern Appeal C - Winter Haven, FL
10 3 reviews
Winter Haven, FL
21/08 – 30/08
NZ$192/nighttotal: NZ$1728 (9 )

Historic Love, Modern Appeal C

1 1
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.
Lake View Villa - Southern Dunes Upgraded - Winter Haven, FL
8.0 1 review
Winter Haven, FL
16/07 – 20/07
NZ$439/nighttotal: NZ$1756 (4 )

Lake View Villa - Southern Dunes Upgraded

4 2
apartment , Haines City
This Haines City holiday home is situated a short 5km drive from Southern Dunes Golf Club and Country Club, and 5km from Ember Dog Park.
The 153 square metre property boasts four bedrooms, three bathrooms, sleeps eight guests, and includes a private pool, fully equipped kitchen, and in-house laundry facilities.

Frequently asked questions about apartment rentals in Winter Haven, FL

  • What are the must-see attractions for a 2 days stay in Winter Haven, FL?

    For a two-day trip, you should definitely visit Legoland Florida, a theme park with rides and attractions for all ages. You could also spend some time at the Chain of Lakes, a beautiful collection of lakes perfect for boating, fishing, and swimming. If you're looking for something a bit more unique, the Winter Haven Public Library has a fascinating collection of local history exhibits.
  • 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.

  • Which neighborhoods in Winter Haven, FL are best for renting an apartment?

    The best neighborhoods for renting an apartment in Winter Haven are typically considered to be the areas around Cypress Gardens Boulevard, and the neighborhoods near the Chain of Lakes like Lake Howard and Lake Shipp. These areas offer a good mix of amenities, restaurants, and proximity to attractions.
  • 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.

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

    The top cultural and historical sites in Winter Haven include the Polk Museum of Art, which showcases a diverse collection of art from around the world. The Winter Haven Historical Society Museum has a fascinating collection of local artifacts and exhibits, and the Winter Haven Public Library has a dedicated local history section.
  • What are the best apartments with a jacuzzi in Winter Haven, FL?

  • What makes Winter Haven, FL unique or famous?

    Winter Haven is known as the 'City of Lakes' for its 365 lakes, making it a popular destination for water sports enthusiasts. It's also home to Legoland Florida, one of the largest Legoland parks in the world, which attracts visitors from all over the globe.
  • 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.

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

    While there aren't many street food markets in Winter Haven, you can find great local food at the Winter Haven Farmers Market, held every Saturday at the Downtown Winter Haven Central Park. You can also find local vendors at the Winter Haven Swap Meet, held on the second and fourth Saturdays of the month at the Winter Haven Civic Center.
  • What are the best pet friendly apartments in Winter Haven, FL?

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

    Winter Haven's public transportation system is mainly served by the Winter Haven Transit System, which operates buses within the city. While there are some routes, it's not as extensive as other cities. You might find it convenient to use ride-sharing services or rent a car to explore the area.
  • What are the best apartments with parking in Winter Haven, FL?

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

    Some popular seasonal events in Winter Haven include the Winter Haven Art Festival, held every February, showcasing the work of local artists. The Winter Haven Christmas Parade, held in December, is a festive event with floats, marching bands, and Santa Claus.
  • What amenities are typically included in apartments in Winter Haven, FL?

    Most apartments in Winter Haven typically include basic amenities like central air conditioning, a refrigerator, stove, and sometimes a washer and dryer. Some newer or more upscale apartments may offer additional amenities like a swimming pool, fitness center, and parking.
  • What leisure activities are available for relaxation in Winter Haven, FL?

    Winter Haven offers a variety of leisure activities for relaxation. You can enjoy a peaceful walk or bike ride around the Chain of Lakes, go for a swim in one of the many lakes, or simply relax by the pool at your apartment complex. The Winter Haven Public Library also offers a variety of programs and events for all ages.

Destinations nearby

Best Winter Haven, FL holiday apartments with parking

*Centrallocated*privatekingsuitew/bath, Washer&dryer(eagle) - Winter Haven, FL
8.4 9 reviews
Winter Haven, FL
27/06 – 04/07
NZ$197/nighttotal: NZ$1379 (7 )

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

1 2
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.
Hot Tub & Fire Pit: Lakefront Home On Lake Eloise - Winter Haven, FL
10 30 reviews
Winter Haven, FL
21/08 – 30/08
NZ$386/nighttotal: NZ$3474 (9 )

Hot Tub & Fire Pit: Lakefront Home On Lake Eloise

1 1
apartment , Winter Haven
This Winter Haven apartment is situated less than 1.6km from both the Chain of Lakes and LEGOLAND Florida, and 4.5km from Baytree Golf Club, offering a convenient base for exploring the area.
The 56-square-metre property features one bedroom, one bathroom, sleeps four guests, and includes a fully equipped kitchen, private patio, Jacuzzi, and access to on-site amenities such as a garden and spa.
Peaceful Lakeside Retreat - Winter Haven, FL
9.2 11 reviews
Winter Haven, FL
07/07 – 12/07
NZ$470/nighttotal: NZ$2350 (5 )

Peaceful Lakeside Retreat

3 4
apartment , Winter Haven
This lakeside property in Winter Haven is situated 1.9km from Sertoma Park and within 4.8km of Indigo's Billiards, Bowling & Games, and Indigo's Family Fun Center.
This 563 square metre house offers four bedrooms, two bathrooms, sleeps seven guests, and boasts a fully equipped kitchen, garden, free Wi-Fi, and parking; water activities are available at the lake.
Lake View, Game Room, 10 Min Legoland - Winter Haven, FL
10 121 reviews
Winter Haven, FL
02/07 – 06/07
NZ$1095/nighttotal: NZ$4380 (4 )

Lake View, Game Room, 10 Min Legoland

4 9
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.

Best Winter Haven, FL holiday apartments with air conditioning

💎Lakefront💎moderncottagetiny-home☀🎢4mileslegoland🎢 - Winter Haven, FL
9.6 234 reviews
Winter Haven, FL
27/06 – 04/07
NZ$146/nighttotal: NZ$1022 (7 )

💎Lakefront💎moderncottagetiny-home☀🎢4mileslegoland🎢

1 2
apartment , Winter Haven
This lakefront tiny home is situated just four miles from Legoland, offering easy access to the park and other attractions in Winter Haven. The property boasts excellent ratings for location, cleanliness and user experience.
The studio features a spacious layout with two lofted beds, accommodating up to three guests. Guests can enjoy free parking, Wi-Fi, Netflix and other streaming services, as well as a private dock for fishing and kayaking on the lake.
Big King Bed & 2 Queens: Legoland, Family Home - Winter Haven, FL
9.8 74 reviews
Winter Haven, FL
03/07 – 07/07
NZ$379/nighttotal: NZ$1516 (4 )

Big King Bed & 2 Queens: Legoland, Family Home

1 3
apartment , Winter Haven
This comfortable house is situated just 1.6km from Winter Haven's town centre and 4.8km from Legoland Florida, making it an ideal base for exploring the area's attractions. The house is close to several lakes, offering scenic views and opportunities for swimming and boating.
This three-bedroom property can accommodate up to seven guests, making it perfect for families or groups of friends. The house comes equipped with modern amenities including a fully equipped kitchen, a spacious living area, and a private backyard with a BBQ grill.
Tiny Paradise - Winter Haven, FL
9.4 13 reviews
Winter Haven, FL
16/07 – 20/07
NZ$178/nighttotal: NZ$712 (4 )

Tiny Paradise

1 2
apartment , Winter Haven
This Winter Haven studio flat offers convenient access to Sertoma Park and Rotary Park, with Theatre Winter Haven and the Polk County Historical Museum within a reasonable driving distance (distances unspecified).
The self-catering studio, sleeping two guests, includes Wi-Fi, air conditioning, a full-size bed, and a kitchenette with a fridge and microwave; nearby activities include Chain of Lakes Park and Jump Florida Skydiving (distances unspecified).
Lovely Home On Lilac Lane - Winter Haven - Winter Haven, FL
9.9 26 reviews
Winter Haven, FL
07/07 – 12/07
NZ$354/nighttotal: NZ$1770 (5 )

Lovely Home On Lilac Lane - Winter Haven

1 4
apartment , Winter Haven
This three-bedroom, two-bathroom house in Winter Haven, Florida, is situated in a residential neighbourhood with a community pool and walking trail, 7.6km from Legoland Florida.
The 3-bedroom property sleeps six guests comfortably, offering a full kitchen with dishwasher, air conditioning, free Wi-Fi, pet-friendly facilities and parking; two futon couches provide extra sleeping space.
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