Apartments and Condos in Winter Haven, FL

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Winter Haven, FL apartments
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334 Apartments or condos in Winter Haven, FL

Best family friendly Winter Haven, FL apartment rentals

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

Lakefront Lego Land Estate - Winter Haven, FL
9.8 29 reviews
Winter Haven, FL
01/12 – 28/02
1424 ﺩ.ﺇ/nighttotal: 126736 ﺩ.ﺇ (89 )

Lakefront Lego Land Estate

5 2
apartment , Cypress Gardens
This five-bedroom apartment is situated on Lake Summit in Winter Haven, just a mile from Legoland and three miles from the town centre, offering a peaceful lakeside setting. It has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
This spacious home provides 372 square metres of living space, comfortably accommodating up to eight guests. The apartment is equipped with a fully fitted kitchen, a private pool, a games room with a pool table, and a range of amenities including free Wi-Fi, laundry facilities, and complimentary toiletries.
Lakefront Winter Haven Retreat: Hot Tub & Patio! - Winter Haven, FL
9.6 28 reviews
Winter Haven, FL
21/08 – 30/08
1155 ﺩ.ﺇ/nighttotal: 10395 ﺩ.ﺇ (9 )

Lakefront Winter Haven Retreat: Hot Tub & Patio!

4 1
apartment , Winter Haven
This six-bedroom, four-bathroom holiday home in Winter Haven, Florida, is situated within 3.2 kilometres of Inman Park, Lake Conine, and Winter Haven Hospital, and less than 4.8 kilometres from Indigo's Family Fun Center.
The 315 square metre property sleeps 22 guests and boasts a fully equipped kitchen, jacuzzi, tennis court, games room, and a smoke-free environment.
Family Haven Retreat | Near Legoland & Downtown - Winter Haven, FL
9.5 20 reviews
Winter Haven, FL
27/06 – 04/07
452 ﺩ.ﺇ/nighttotal: 3164 ﺩ.ﺇ (7 )

Family Haven Retreat | Near Legoland & Downtown

3 2
apartment , Winter Haven
This family-friendly house near Winter Haven city centre, Florida, offers convenient access to Legoland Florida (approximately 20km away) and other attractions.
Sleeping six comfortably across three bedrooms (king, queen, and twin beds) with one bathroom, this property features a fully equipped kitchen, high-speed Wi-Fi, a fenced backyard, and keypad entry; nearby scenic trails provide opportunities for outdoor pursuits.
Sweet Cottage- 5 Mi To Legoland & 0.5 Mi To Dwntwn - Winter Haven, FL
9.6 230 reviews
Winter Haven, FL
27/06 – 04/07
497 ﺩ.ﺇ/nighttotal: 3479 ﺩ.ﺇ (7 )

Sweet Cottage- 5 Mi To Legoland & 0.5 Mi To Dwntwn

1 2
apartment , Winter Haven
This charming cottage is situated in downtown Winter Haven, just 800 metres from entertainment options and 8.4 kilometres from Legoland, making it a convenient base for exploring the area. It consistently receives excellent ratings for location, cleanliness, and user experience.
The two-bedroom property comfortably sleeps up to eight guests. The cottage is well-equipped with a fully-stocked kitchen, a washer and dryer, a desktop computer, and a garden with games, grills, and a foosball table, providing plenty of opportunities for both indoor and outdoor entertainment.

Best Winter Haven, FL apartment rentals with a balcony

Cozy Bungalow - 5 Mi Legoland & 0.5 Mi Dwntwn - Winter Haven, FL
10 2 reviews
Winter Haven, FL
08/07 – 12/07
694 ﺩ.ﺇ/nighttotal: 2776 ﺩ.ﺇ (4 )

Cozy Bungalow - 5 Mi Legoland & 0.5 Mi Dwntwn

3 3
apartment , Winter Haven
This lakeside property in Winter Haven is situated approximately 1.6km from Winter Haven Women's Hospital and within 1.6km of family attractions such as Indigo's Family Fun Centre and Rotary Park.
This three-bedroom, three-bathroom holiday home offers 132 square metres of living space, sleeping up to eight guests, and features a fully equipped kitchen, laundry facilities, a terrace, and barbecue grills; lakeside views and water activities are also available.
South Facing Golf Course Villa, Updates Throughout! - Winter Haven, FL
Winter Haven, FL
07/07 – 12/07
993 ﺩ.ﺇ/nighttotal: 4965 ﺩ.ﺇ (5 )

South Facing Golf Course Villa, Updates Throughout!

4 4
apartment , Haines City
This Haines City holiday home is conveniently located less than 1.6km from Southern Dunes Golf Club and Country Club, and within 9.6km of the regional medical centre and Ember Dog Park.
This 143 square metre property boasts four bedrooms, three bathrooms, sleeps eight guests, and includes a private pool, fully equipped kitchen, laundry facilities, and balcony; enjoy nearby championship golf and free Wi-Fi.
15 Minutes To Legoland- Serene Lakeside Cottage Retreat - Winter Haven, FL
9.4 3 reviews
Winter Haven, FL
08/07 – 12/07
963 ﺩ.ﺇ/nighttotal: 3852 ﺩ.ﺇ (4 )

15 Minutes To Legoland- Serene Lakeside Cottage Retreat

3 3
apartment , Winter Haven
This Winter Haven waterfront lodge is located within 5km of Lake Henry Golf Club and Willowbrook Golf Course, and within 10km of Inman and Lions Parks.
The 179 square metre property boasts three bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, terrace, garden, free Wi-Fi, and parking.
The Old Haven - An Enduring Piece Of Nostalgia - Winter Haven, FL
9.8 14 reviews
Winter Haven, FL
21/08 – 30/08
601 ﺩ.ﺇ/nighttotal: 5409 ﺩ.ﺇ (9 )

The Old Haven - An Enduring Piece Of Nostalgia

4 1
apartment , Winter Haven
This lakeside property in Winter Haven is situated within 1.6 to 3.2 kilometres of Indigo's Billiards, Bowling & Games, Indigo's Family Fun Centre, Winter Haven Hospital, Winter Haven Women's Hospital, and Rotary Park.
This four-bedroom, two-bathroom holiday home boasts 167 square metres of living space, sleeping up to nine guests and offering a private balcony, garden, fitness centre, and fully equipped kitchen including a dishwasher; lakeside views and water activities are also available.

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's housed in the old Winter Haven City Hall and has a great collection of local artifacts. For a bit of art and culture, the Polk Museum of Art is a great place to spend an afternoon. It has a diverse collection of works and hosts a variety of exhibitions throughout the year.
  • What are the best apartments in Winter Haven, FL?

    Among the apartments in Winter Haven, FL, Horse Farm On A Beautiful Lake, 2 Bedroom Apartment and Ariana Place - Tree House Like Lakefront Views are the most popular ones.

  • What makes Winter Haven, FL unique or famous?

    Winter Haven is known as the 'Chain of Lakes City' because it has over 500 lakes. It's a popular destination for water sports, especially boating and fishing. It's also home to Legoland Florida, which is a huge attraction for families.
  • What 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?

    Winter Haven has a few great markets, but for local food, you can't beat the Winter Haven Farmers Market. It's held every Saturday morning at the Central Park and has a great selection of local produce, baked goods, and crafts. For a more casual experience, there are a few food trucks that set up shop around the city, especially on weekends.
  • 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 called Winter Haven Transit. It's not as extensive as in larger cities, but it's a good option for getting around the city centre and to some of the surrounding areas. You can find bus schedules and routes on the Winter Haven Transit website.
  • 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 Horse Farm On A Beautiful Lake, 2 Bedroom Apartment and Historic 1910 Pool Home Close To Legoland & Disney.

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

    You should check out the Winter Haven Christmas Parade, it's a big deal here. There's also the Spring Fling Festival, which is a great way to enjoy the warmer weather. And for something a bit different, the Winter Haven Air Show is a real spectacle.
  • 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 will come with central air conditioning and heating. Many will also have a washer and dryer in the unit. Some will have a swimming pool and fitness centre, but those are usually found in larger complexes.
  • What are the best apartments with parking in Winter Haven, FL?

    Horse Farm On A Beautiful Lake, 2 Bedroom Apartment and Ariana Place - Tree House Like Lakefront Views are the best apartments with parking in Winter Haven, FL.

  • What leisure activities are available for relaxation in Winter Haven, FL?

    For relaxation, you can't beat spending a day by one of the many lakes. You can go for a swim, rent a boat, or just relax on the shore. There are also a few golf courses in the area, and the Winter Haven Public Library is a great place to escape the heat and relax with a good book.

Destinations nearby

Best Winter Haven, FL apartment rentals with parking

Legoland & Lakes Pool Home | Pet Friendly - Winter Haven, FL
10 1 review
Winter Haven, FL
01/12 – 28/02
1280 ﺩ.ﺇ/nighttotal: 113920 ﺩ.ﺇ (89 )

Legoland & Lakes Pool Home | Pet Friendly

4 2
apartment , Winter Haven
This Winter Haven residence is located in a tranquil, tree-lined area near the Chain of Lakes, offering easy access to downtown eateries (1.6 kilometres), Legoland Florida Resort (8 kilometres), and is a 45-kilometre drive from Walt Disney World.
This spacious 276 square metre single-storey flat accommodates up to 10 guests with 4 bedrooms and 3 bathrooms, featuring a detached pool house suite, a screened-in lanai, a fenced garden with a patio and grill, a foosball table, Smart TVs, a dedicated workspace, and ample parking including a carport.
Family-friendly Pool Home Just Minutes From Legoland  Sleeps 6+! - Winter Haven, FL
10 2 reviews
Winter Haven, FL
01/12 – 28/02
814 ﺩ.ﺇ/nighttotal: 72446 ﺩ.ﺇ (89 )

Family-friendly Pool Home Just Minutes From Legoland Sleeps 6+!

3 2
apartment , Cypress Gardens
This three-bedroom, two-bathroom house is situated 3.5 km from Legoland Florida, offering easy access to both Lakeland and Orlando airports and convenient proximity to Cypress Gardens.
The property sleeps eight guests and boasts a private pool, two family rooms, indoor/outdoor dining areas, multiple large TVs, a fully equipped kitchen with a dishwasher, laundry facilities, and Wi-Fi; nearby attractions include Cypresswood Golf and Country Club and the KICCO Wildlife Management Area.
Charming 3-bedroom House In Fantastic Winter Haven With Wifi, Ac, Community Pool - Winter Haven, FL
10 3 reviews
Winter Haven, FL
07/07 – 12/07
790 ﺩ.ﺇ/nighttotal: 3950 ﺩ.ﺇ (5 )

Charming 3-bedroom House In Fantastic Winter Haven With Wifi, Ac, Community Pool

3 4
apartment , Winter Haven
This Winter Haven holiday home is conveniently located 16km from LEGOLAND Florida, 64km from Walt Disney World Resort, and 72km from Busch Gardens Tampa Bay.
Sleeping up to six guests, this three-bedroom, two-bathroom property offers amenities including Wi-Fi, air conditioning, and access to a community pool, dog park, and walking trails, with nearby access to Winter Haven's 50 lakes.
Cozy Townhouse At Balmoral Resort - Winter Haven, FL
Winter Haven, FL
01/12 – 28/02
720 ﺩ.ﺇ/nighttotal: 64080 ﺩ.ﺇ (89 )

Cozy Townhouse At Balmoral Resort

1 2
apartment , Haines City
This Balmoral Resort townhouse in Haines City offers convenient access to LEGOLAND Florida Resort, located 40 kilometres away, and other major Central Florida theme parks within a 56-85 kilometre drive.
This pet-friendly apartment accommodates up to six guests with two bedrooms, featuring a king-size bed, two single beds, and a sofa bed, and includes access to resort amenities such as a clubhouse, resort-style pool, and water park, along with in-unit laundry facilities and complimentary high-speed Wi-Fi.

Best Winter Haven, FL apartment rentals with air conditioning

Cozy 1br Duplex Near Legoland® | Sleeps 4 - Winter Haven, FL
9.9 15 reviews
Winter Haven, FL
08/07 – 12/07
462 ﺩ.ﺇ/nighttotal: 1848 ﺩ.ﺇ (4 )

Cozy 1br Duplex Near Legoland® | Sleeps 4

1 3
apartment , Winter Haven
This one-bedroom flat is located in a quiet, central Winter Haven neighbourhood, offering convenient access to LEGOLAND® Florida, approximately 3.5 kilometres away.
This private duplex unit accommodates up to four guests and features a fully equipped kitchen, free Wi-Fi, and on-site parking, making it ideal for theme park visitors.
Walk To Winter Haven Hospital: Convenient Apt - Winter Haven, FL
Winter Haven, FL
01/12 – 28/02
522 ﺩ.ﺇ/nighttotal: 46458 ﺩ.ﺇ (89 )

Walk To Winter Haven Hospital: Convenient Apt

1 2
apartment , Winter Haven
This one-bedroom flat offers a prime Winter Haven location, situated a mere 700 metres from Winter Haven Hospital and 900 metres from Downtown, with LEGOLAND® Florida Resort just 8 kilometres away.
Spanning 102 square metres, this apartment accommodates up to two guests with a queen bed, on-site laundry, and a desk for remote work, all equipped with air conditioning and heating.
Winter Haven Apt: 1 Mi To Polk State College! - Winter Haven, FL
10 3 reviews
Winter Haven, FL
27/06 – 04/07
383 ﺩ.ﺇ/nighttotal: 2681 ﺩ.ﺇ (7 )

Winter Haven Apt: 1 Mi To Polk State College!

1 2
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.
Kid-friendly Home W/ Pool & Bbq - Winter Haven, FL
10 111 reviews
Winter Haven, FL
01/12 – 28/02
607 ﺩ.ﺇ/nighttotal: 54023 ﺩ.ﺇ (89 )

Kid-friendly Home W/ Pool & Bbq

1 2
apartment , Winter Haven
This renovated three-bedroom house in Winter Haven, Florida, is situated approximately 32km from LEGOLAND Florida and 80km from Walt Disney World Resort.
The self-catering property sleeps seven guests and boasts a private pool, fully equipped kitchen, large patio with BBQ, and is baby-proofed; nearby, explore Winter Haven's chain of lakes.
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