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

Lake House By Legoland + Loft & Private Dock - Winter Haven, FL
9.8 56 reviews
Winter Haven, FL
20/06 – 27/06
NZ$245/nighttotal: NZ$1715 (7 )

Lake House By Legoland + Loft & Private Dock

1 2
apartment , Winter Haven
This four-bedroom, two-bathroom apartment in Winter Haven offers picturesque Lake Howard views and private dock access (sightseeing only), located minutes (approximately 1.6km) from the town centre and Legoland Florida.
Sleeping eight guests, the property boasts a unique layout including a loft, basement bedroom, and master suite with an updated bathroom; amenities include a 65" Smart TV, Roku projector, charcoal grill, and fully equipped kitchen, plus a starter pack of toiletries and cleaning supplies; two pets are welcome (fee applies), and 24/7 self check-in is available.
Newly Vacation Home With Lake View - Winter Haven, FL
10 41 reviews
Winter Haven, FL
20/06 – 27/06
NZ$284/nighttotal: NZ$1988 (7 )

Newly Vacation Home With Lake View

3 2
apartment , Lake Alfred
This charming lakefront house is situated just 2.4 kilometres from Lions Park, offering a peaceful retreat close to local attractions. The property benefits from excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The 149 square metre house comfortably accommodates up to six guests across its three bedrooms and two bathrooms. Guests can enjoy stunning lake views, direct water access, a private yard, a fully equipped kitchen, free Wi-Fi, air conditioning, and a terrace or balcony.
Lake Cannon Home - Winter Haven, FL
Winter Haven, FL
01/12 – 28/02
NZ$255/nighttotal: NZ$22695 (89 )

Lake Cannon Home

1 2
apartment , Winter Haven
This three-bedroom holiday home is situated in a peaceful Winter Haven neighbourhood, a short drive (approximately 10km) from Legoland Florida and directly opposite a lake with a walking path offering stunning sunrise and sunset views.
The property boasts a fully equipped kitchen, laundry facilities, Wi-Fi, and ample parking including space for boats and trailers, accommodating up to eight guests and offering private pool and lake access, fishing poles, and a fenced backyard with a covered patio and grill.
Relaxing Retreat Home Central Fl - Winter Haven, FL
8.8 19 reviews
Winter Haven, FL
20/06 – 27/06
NZ$320/nighttotal: NZ$2240 (7 )

Relaxing Retreat Home Central Fl

3 2
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.

Best Winter Haven, FL holiday apartments with a balcony

Getaway Clubhouse 5 Mil Legoland & .5 Mil Downtown - Winter Haven, FL
9.8 12 reviews
Winter Haven, FL
10/07 – 11/07
NZ$544/nightfor 1 night

Getaway Clubhouse 5 Mil Legoland & .5 Mil Downtown

3 4
apartment , Winter Haven
This Winter Haven holiday home is conveniently located within 1.6 kilometres of Winter Haven Women's Hospital, Indigo's Family Fun Centre, Indigo's Billiards, Bowling & Games, Rotary Park, and Winter Haven Hospital, offering easy access to local amenities and attractions.
This spacious 150 square metre property boasts three bedrooms, three bathrooms, and can comfortably accommodate eight guests, featuring a fully equipped kitchen, laundry facilities, a garden, and terrace; ideal for families seeking self-catering accommodation near Winter Haven's leisure options.
Southern Dunes Golf Front Home - Winter Haven, FL
Winter Haven, FL
25/06 – 29/06
NZ$435/nighttotal: NZ$1740 (4 )

Southern Dunes Golf Front Home

4 5
apartment , Haines City
This three-bedroom flat in Haines City is a 12-minute walk from Southern Dunes Golf Club and Southern Dunes Golf & Country Club.
This 153 square metre holiday home offers Wi-Fi, air conditioning, a communal swimming pool, and private parking for up to six guests.
Beautiful 3 Bedroom Pool Villa In Southern Dunes - Winter Haven, FL
9.4 3 reviews
Winter Haven, FL
25/06 – 29/06
NZ$384/nighttotal: NZ$1536 (4 )

Beautiful 3 Bedroom Pool Villa In Southern Dunes

3 5
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.
Southern Dunes - Golf Course Views Villa - Winter Haven, FL
8.0 2 reviews
Winter Haven, FL
25/06 – 29/06
NZ$433/nighttotal: NZ$1732 (4 )

Southern Dunes - Golf Course Views Villa

4 5
apartment , Haines City
This four-bedroom Haines City holiday home is located in the Southern Dunes Golf Course community, approximately 24km from Legoland Florida and 32km from Walt Disney World Resort.
The 143 square metre property boasts a private pool with optional heating, a fully equipped kitchen, and accommodates up to eight guests, offering access to community amenities including tennis courts and children's play areas.

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

2-bedroom, 2-bath Unit Offers A Family-friendly Retreat Just Mins From Legoland. - Winter Haven, FL
10 17 reviews
Winter Haven, FL
25/06 – 29/06
NZ$403/nighttotal: NZ$1612 (4 )

2-bedroom, 2-bath Unit Offers A Family-friendly Retreat Just Mins From Legoland.

2 5
apartment , Winter Haven
This two-bedroom, two-bathroom apartment in a gated Winter Haven community is located minutes (approximately 1.6km) from LEGOLAND Florida.
The 119 square metre ground-floor property sleeps six, boasts a fully equipped kitchen, in-unit laundry, smart TVs, and access to a heated pool, fitness centre, tennis court, and children's playground within the complex.
Beautiful Lake Front Cottage W/ Heated Pool & Hot Tub, 23 Miles From Disney - Winter Haven, FL
10 32 reviews
Winter Haven, FL
20/06 – 27/06
NZ$597/nighttotal: NZ$4179 (7 )

Beautiful Lake Front Cottage W/ Heated Pool & Hot Tub, 23 Miles From Disney

4 2
apartment , Winter Haven
This waterfront holiday home is located in Winter Haven, just a short drive from Legoland, Disney World, and Universal Studios, making it an ideal base for exploring Central Florida. The property has received excellent reviews from previous guests, highlighting its comfortable and well-equipped nature.
This spacious four-bedroom, three-bathroom property can accommodate up to ten guests, offering a comfortable and relaxing stay. The home features a private pool and hot tub, a fully equipped kitchen, a laundry room, and a terrace with stunning lake views, ensuring a memorable stay for families or groups of friends.
Eagle Haven Lake House - Winter Haven, FL
10 74 reviews
Winter Haven, FL
25/06 – 29/06
NZ$584/nighttotal: NZ$2336 (4 )

Eagle Haven Lake House

1 5
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.
Traveling Workers W/ Full Kitchen And Living Space - Winter Haven, FL
Winter Haven, FL
01/12 – 28/02
NZ$124/nighttotal: NZ$11036 (89 )

Traveling Workers W/ Full Kitchen And Living Space

1 2
apartment , Eagle Lake
This flat is centrally located in Winter Haven, offering easy access to Winter Haven and Bartow Hospitals, as well as landmarks like Grand Hotel and Bok Tower Gardens, with major highways just a short drive away for travel to Orlando and Tampa.
This 93 square metre residence accommodates two guests and features high-speed WiFi, air conditioning, parking, and a workspace, making it ideal for remote workers and travel nurses seeking a peaceful retreat with proximity to family attractions such as LEGOLAND® Florida.

Best Winter Haven, FL holiday apartments with air conditioning

Historic, Sleeps 10+, 5 Bedroom, Huge Yard, Lake, Fishing, Parks, Events - Winter Haven, FL
9.8 32 reviews
Winter Haven, FL
10/07 – 11/07
NZ$892/nightfor 1 night

Historic, Sleeps 10+, 5 Bedroom, Huge Yard, Lake, Fishing, Parks, Events

5 4
apartment , Winter Haven
This five-bedroom, three-bathroom family home in Winter Haven, Florida, is located within 1.6km of Winter Haven Hospital and Rotary Park, and under 5km from Indigo's Family Fun Center.
Offering 314 square metres of living space, this property sleeps up to 10 guests and boasts a fully equipped kitchen, garden, terrace, free Wi-Fi, and a fireplace; nearby attractions include Inman Park.
Lovely Home On Lilac Lane - Winter Haven - Winter Haven, FL
9.9 26 reviews
Winter Haven, FL
25/06 – 29/06
NZ$363/nighttotal: NZ$1452 (4 )

Lovely Home On Lilac Lane - Winter Haven

1 5
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.
2bd Private House-perfect For Longer Stays Budget - Winter Haven, FL
9.4 48 reviews
Winter Haven, FL
01/12 – 28/02
NZ$72/nighttotal: NZ$6408 (89 )

2bd Private House-perfect For Longer Stays Budget

1 2
apartment , Winter Haven
This renovated Winter Haven bungalow, a short walk from Lake Howard, offers easy access to Bartow, Lakeland, and Lake Wales.
The two-bedroom, one-bathroom property sleeps five, features a basic kitchenette with microwave and fridge, free Wi-Fi, and dedicated parking; guests can enjoy nearby attractions and the property's private garden.
Serene, Cozy, Lakefront Home With Jacuzzi/hot Tub And Covered Porch On The Lake! - Winter Haven, FL
9.4 6 reviews
Winter Haven, FL
25/06 – 29/06
NZ$438/nighttotal: NZ$1752 (4 )

Serene, Cozy, Lakefront Home With Jacuzzi/hot Tub And Covered Porch On The Lake!

2 5
apartment , Winter Haven
This Winter Haven apartment is conveniently located near Indigo's Family Fun Centre (approximately 2.4km) and Theatre Winter Haven (approximately 3.2km), offering easy access to local attractions.
The two-bedroom, two-bathroom property features a fully equipped kitchen with dishwasher and microwave, in-unit laundry, air conditioning, internet access, and an outdoor barbecue and fireplace; it comfortably sleeps a family or group.
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