Best apartment offers in Winter Haven, FL

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Winter Haven, FL apartments
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334 Best apartments in 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: Pool, Arcade Games - Winter Haven, FL
9.7 45 reviews
Winter Haven, FL
08/07 – 12/07
₹18662/nighttotal: ₹74648 (4 )

Family Fun: Pool, Arcade Games

1 3
apartment , Cypress Gardens
This Cypress Gardens family home, located 3.2km from LEGOLAND Florida, offers a private paradise setting perfect for a family getaway.
The two-bedroom, two-bathroom property sleeps six, boasting a private pool with games, a dedicated bunk room, classic arcade games, and family-friendly outdoor games like giant checkers and cornhole.
Winter Haven Retreat W/ Private Pool! - Winter Haven, FL
9.2 19 reviews
Winter Haven, FL
27/06 – 04/07
₹32575/nighttotal: ₹228025 (7 )

Winter Haven Retreat W/ Private Pool!

3 2
apartment , Cypress Gardens
This Cypress Gardens holiday home is situated within 5km of LEGOLAND® Florida, Indigo's Family Fun Centre, and Baytree Golf Club, offering convenient access to local attractions.
This three-bedroom, two-bathroom property boasts 180 square metres of living space, a private pool, and family-friendly amenities including in-house games, accommodating up to six guests.
Lake Retreat • Pool, Spa & Dock • Near Legoland - Winter Haven, FL
10 13 reviews
Winter Haven, FL
03/07 – 07/07
₹49161/nighttotal: ₹196644 (4 )

Lake Retreat • Pool, Spa & Dock • Near Legoland

1 3
apartment , Winter Haven
This family-friendly apartment in Winter Haven offers direct access to Lake Howard, complete with a private dock for enjoying sunsets over the Chain of Lakes, and is conveniently located within walking distance of downtown Winter Haven and a short 5-kilometre drive to LEGOLAND Florida. The property features a heated saltwater swimming pool, hot tub, and a fully equipped kitchen, providing comfortable accommodation for up to 8 guests across four bedrooms and three bathrooms, with spacious living areas designed for gatherings and offering lake views.
Modern 3br Home - Winter Haven, FL
9.8 83 reviews
Winter Haven, FL
08/07 – 12/07
₹23793/nighttotal: ₹95172 (4 )

Modern 3br Home

3 3
apartment , Cypress Gardens
This newly renovated house is located in Winter Haven, Florida, just 15 minutes from Legoland, 70 kilometers from Disney World, and around 90 kilometers from Busch Gardens, Sea World, and Universal Studios. The property has received excellent ratings for location, cleanliness, and overall user experience.
The three-bedroom, two-bathroom house can comfortably accommodate up to eight guests. It includes amenities like a fully equipped kitchen, a jacuzzi, a garden, and parking, making it a perfect choice for families or groups visiting Cypress Gardens.

Best Winter Haven, FL holiday apartments with a balcony

1116mcd Lake View In Southern Dunes - Winter Haven, FL
Winter Haven, FL
21/08 – 30/08
₹19516/nighttotal: ₹175644 (9 )

1116mcd Lake View In Southern Dunes

3 1
apartment , Haines City
This three-bedroom apartment is located in Haines City, Florida, just 2.2 kilometres from Southern Dunes Golf Club and Southern Dunes Golf and Country Club. The apartment provides a comfortable and relaxing setting for a family holiday.
The property has two bathrooms and can accommodate up to six guests. Enjoy the convenience of a fully equipped kitchen, a private balcony, a shared swimming pool, and on-site parking.
Lakefront Home With Heated Pool Minutes From Legoland - Winter Haven, FL
10 4 reviews
Winter Haven, FL
03/07 – 07/07
₹58668/nighttotal: ₹234672 (4 )

Lakefront Home With Heated Pool Minutes From Legoland

5 3
apartment , Cypress Gardens
This waterfront flat in Winter Haven offers scenic views of Lake Florence, located just a few kilometres from LEGOLAND Florida and near the shops and dining of downtown Winter Haven.
This spacious 297 square metre apartment accommodates up to 12 guests, featuring 5 bedrooms, 3 bathrooms, air conditioning, a heated swimming pool, and a kitchen equipped with a microwave and dishwasher, with parking and a garden also available.
South Facing Villa - Modern Finishes - Winter Haven, FL
10 3 reviews
Winter Haven, FL
16/07 – 20/07
₹27825/nighttotal: ₹111300 (4 )

South Facing Villa - Modern Finishes

4 2
apartment , Haines City
This Haines City holiday home is situated a 15-minute walk from Southern Dunes Golf Club and Country Club, and within 9.6 kilometres of Ember Dog Park and a regional medical centre.
This 143-square-metre property boasts four bedrooms, three bathrooms, sleeps eight guests, and includes a private pool, fully equipped kitchen, barbecue, laundry facilities, and a balcony.
Cozy Bungalow - 5 Mi Legoland & 0.5 Mi Dwntwn - Winter Haven, FL
10 2 reviews
Winter Haven, FL
03/07 – 07/07
₹18237/nighttotal: ₹72948 (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.

Frequently asked questions about apartment rentals 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, and the Winter Haven Historical Society, which offers insight into the city's rich history. The Cypress Gardens, which are now part of Legoland Florida, are also a great place to learn about the area's botanical heritage.
  • What makes Winter Haven, FL unique or famous?

    Winter Haven is known as the 'City of Lakes' because it has 37 lakes within its city limits. It's also famous for its beautiful gardens, including Cypress Gardens, and its proximity to Legoland Florida, which is a major tourist attraction. The city also has a rich history in citrus production.
  • Where can you find the best local markets and street food in Winter Haven, FL?

    Winter Haven has a few farmers markets, like the Winter Haven Farmers Market, which is a great place to find fresh produce and local products. You can also find street food at the various food trucks that are often parked around the city, especially downtown.
  • How is the public transportation system in Winter Haven, FL?

    The public transport system in Winter Haven is mainly served by the Winter Haven Area Transit (WHAT) which operates buses throughout the city. It's not as extensive as in larger cities, but it's a good option for getting around if you don't have a car. The system is relatively affordable, and the buses are generally clean and comfortable.
  • Which seasonal events or festivals should apartment renters look forward to in Winter Haven, FL?

    Winter Haven has a few seasonal events and festivals that are worth checking out. The Chain of Lakes Festival is a popular event that takes place every year in October and features live music, food, and activities. The Winter Haven Christmas Parade is also a fun event that takes place in December.
  • What amenities are typically included in apartments in Winter Haven, FL?

    Apartments in Winter Haven usually include basic amenities like central air conditioning, a refrigerator, a stove, and a dishwasher. Some apartments may also offer laundry facilities, a swimming pool, and a fitness center. It really depends on the specific apartment complex and the price range.
  • What leisure activities are available for relaxation in Winter Haven, FL?

    Winter Haven offers a variety of leisure activities for relaxation, including the Chain of Lakes, which is perfect for boating, fishing, and kayaking. The city also has several parks, such as the Winter Haven Public Library and the Chain of Lakes Park, where you can enjoy a picnic, go for a walk, or simply relax outdoors.

Destinations nearby

Best Winter Haven, FL holiday apartments with parking

15 Minutes To Legoland- Serene Lakeside Cottage Retreat - Winter Haven, FL
9.4 3 reviews
Winter Haven, FL
07/07 – 12/07
₹24208/nighttotal: ₹121040 (5 )

15 Minutes To Legoland- Serene Lakeside Cottage Retreat

3 4
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
₹15607/nighttotal: ₹140463 (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.
Us_dnf001_king Bed - Winter Haven, FL
Winter Haven, FL
17/07 – 24/07
₹12695/nighttotal: ₹88865 (7 )

Us_dnf001_king Bed

1 2
apartment , Dundee
This Dundee flat is situated 10 kilometres from Legoland Florida and 69 kilometres from Orlando International Airport, with Swanns Railroad Station (Historical) 14 kilometres away.
This 14 square metre flat offers air-conditioned accommodation for two guests, featuring a private bathroom, tea/coffee making facilities, a work desk, a TV, and complimentary WiFi, with a seasonal outdoor swimming pool and free on-site parking available.
Winter Haven Apt: 1 Mi To Polk State College! - Winter Haven, FL
10 18 reviews
Winter Haven, FL
14/07 – 11/08
₹8542/nighttotal: ₹239176 (28 )

Winter Haven Apt: 1 Mi To Polk State College!

1 2
apartment , Winter Haven
This Winter Haven apartment is conveniently located less than 1.6km from Rotary Park and Winter Haven Hospital, and under 4.8km from Winter Haven Women's Hospital and Indigo's Family Fun Center.
This 50 square metre, two-bedroom flat sleeps two guests and boasts a furnished kitchen, private balcony, free Wi-Fi, on-site parking, and a shared playground.

Best Winter Haven, FL holiday apartments with air conditioning

Carefree Cove On Lake Connie - With Hot Tub! - Winter Haven, FL
9.7 83 reviews
Winter Haven, FL
07/07 – 12/07
₹18920/nighttotal: ₹94600 (5 )

Carefree Cove On Lake Connie - With Hot Tub!

1 4
apartment , Winter Haven
This Winter Haven lake house, situated on Lake Connie, offers direct lakefront access with a private dock, a short drive from Legoland Florida Resort and approximately 51 kilometres from Walt Disney World.
Sleeping up to six guests, this two-bathroom property boasts a fully equipped kitchen with coffee bar, three bedrooms with Smart TVs, a private hot tub, screened patio, on-site laundry, and Wi-Fi; pets are welcome (fee applies).
Historic Love, Modern Appeal C - Winter Haven, FL
10 3 reviews
Winter Haven, FL
16/07 – 20/07
₹13542/nighttotal: ₹54168 (4 )

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.
Costa 5bd Lego Themed Pool Home | Your Own Resort - Winter Haven, FL
9.8 46 reviews
Winter Haven, FL
02/07 – 06/07
₹70973/nighttotal: ₹283892 (4 )

Costa 5bd Lego Themed Pool Home | Your Own Resort

1 9
apartment , Cypress Gardens
This LEGO-themed holiday home is located in Cypress Gardens, a mere 5 minutes from LEGOLAND and within walking distance of various eateries.
This spacious 5-bedroom, 3-bathroom villa accommodates up to 12 guests, boasting a private swimming pool, mini-golf, a pool table, and a BBQ bar, with major Orlando attractions like Disney World and Universal Studios accessible within 30-40 kilometres.
Cozy 1br Duplex Near Legoland® | Sleeps 4 - Winter Haven, FL
9.9 15 reviews
Winter Haven, FL
08/07 – 12/07
₹12004/nighttotal: ₹48016 (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.
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