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

*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.
Modern Legoland Retreat - Winter Haven, FL
10 2 reviews
Winter Haven, FL
01/12 – 28/02
168 €/nighttotal: 14952 € (89 )

Modern Legoland Retreat

1 2
apartment , Winter Haven
This family-friendly apartment is located in a prime district of Winter Haven, just 1.6 kilometres from LEGOLAND and Peppa Pig World.
This residence offers accommodation for up to 8 guests, featuring air conditioning, a swimming pool, jacuzzi, garden, and a kitchen equipped with a fridge, microwave, and dishwasher, ensuring a comfortable stay for theme park visitors.
Lake Front House | Boat Dock | Heated Pool | More - Winter Haven, FL
9.6 5 reviews
Winter Haven, FL
07/07 – 12/07
222 €/nighttotal: 1110 € (5 )

Lake Front House | Boat Dock | Heated Pool | More

2 4
apartment , Winter Haven
This two-bedroom, two-bathroom house is situated on Lake Shipp in Winter Haven, Florida, offering direct lakefront access with a private beach and dock, and is just minutes from Legoland Florida and 53km from Walt Disney World Resort.
The single-storey property sleeps six, boasts a heated swimming pool, lanai, three-season room, fully equipped kitchen including dishwasher, and provides access to various watersports directly from the property.
Winter Haven Retreat W/ Private Pool! - Winter Haven, FL
9.2 19 reviews
Winter Haven, FL
01/12 – 28/02
265 €/nighttotal: 23585 € (89 )

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.

Best Winter Haven, FL holiday apartments with a balcony

Fully Updated Pool Villa, Southern Dunes - Winter Haven, FL
Winter Haven, FL
21/08 – 30/08
180 €/nighttotal: 1620 € (9 )

Fully Updated Pool Villa, Southern Dunes

3 1
apartment , Haines City
This three-bedroom, two-bathroom apartment in the Southern Dunes Golf Course community in Haines City, Florida, is situated approximately 24km from Legoland Florida and within a 32-48km radius of major Orlando theme parks such as Walt Disney World and Universal Orlando Resort.
The self-catering property sleeps six guests comfortably, boasting a fully equipped kitchen, laundry facilities, high-speed WiFi (200 Mbps), a terrace/balcony, and access to community amenities including swimming pools, tennis courts, and children's play areas within a gated community with 24-hour security.
Historic Love, Modern Appeal C - Winter Haven, FL
10 3 reviews
Winter Haven, FL
27/06 – 04/07
94 €/nighttotal: 658 € (7 )

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.
Family-friendly Pool Home Just Minutes From Legoland  Sleeps 6+! - Winter Haven, FL
10 2 reviews
Winter Haven, FL
01/12 – 28/02
192 €/nighttotal: 17088 € (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.
Cozy Bungalow - 5 Mi Legoland & 0.5 Mi Dwntwn - Winter Haven, FL
10 2 reviews
Winter Haven, FL
07/07 – 12/07
159 €/nighttotal: 795 € (5 )

Cozy Bungalow - 5 Mi Legoland & 0.5 Mi Dwntwn

3 4
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 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

2-bedroom, 2-bath Unit Offers A Family-friendly Retreat Just Mins From Legoland. - Winter Haven, FL
10 26 reviews
Winter Haven, FL
08/07 – 12/07
212 €/nighttotal: 848 € (4 )

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

2 3
apartment , Winter Haven
This two-bedroom, two-bathroom apartment in a gated Winter Haven community is located minutes (approximately 1-2 km) from LEGOLAND Florida and close to other attractions such as Theatre Winter Haven and Chain of Lakes Park.
The 119 square metre property offers a spacious layout sleeping up to six guests, boasting a fully equipped kitchen, in-unit laundry, smart TVs, a private garden, and access to resort-style amenities including a heated pool, fitness centre, and tennis court.
Beautiful 3 Bedroom Pool Villa In Southern Dunes - Winter Haven, FL
9.4 3 reviews
Winter Haven, FL
08/07 – 12/07
201 €/nighttotal: 804 € (4 )

Beautiful 3 Bedroom Pool Villa In Southern Dunes

3 3
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.
Near Disney Area - Free Wifi - Private Pool - Gated Community - Winter Haven, FL
Winter Haven, FL
07/07 – 12/07
209 €/nighttotal: 1045 € (5 )

Near Disney Area - Free Wifi - Private Pool - Gated Community

3 4
apartment , Haines City
This three-bedroom holiday home is located in the Southern Dunes community of Haines City, Florida, near LEGOLAND® Florida and several golf courses, including ChampionsGate Golf Club and Reunion Resort Golf Course.
The 154 square metre (approximately 1656 square feet) property features a private screened-in pool, access to Southern Dunes' amenities (championship golf course, fitness centre, and clubhouse), a modern kitchen, and comfortably sleeps six guests.
Ricks's Retreat - Downtown Winter Haven Getaway, Near Chain Of Lakes - Winter Haven, FL
10 10 reviews
Winter Haven, FL
04/07 – 05/07
314 €/nightfor 1 night

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.

Best Winter Haven, FL holiday apartments with air conditioning

Peaceful Getaway 3bd Condo Located Near Legoland - Winter Haven, FL
Winter Haven, FL
04/07 – 05/07
113 €/nightfor 1 night

Peaceful Getaway 3bd Condo Located Near Legoland

3 4
apartment , Winter Haven
This 3-bedroom, 2-bathroom condo in Winter Haven provides a central base with easy access to local shops and eateries, as well as the region's numerous lakes and Central Florida's attractions, all within a 50 kilometre radius.
This comfortable property, suitable for up to 4 guests, features a fully equipped kitchen, a spacious living area, and fast Wi-Fi, ideal for families and business travellers seeking a convenient stay with amenities for relaxation and connectivity.
Cozy Cove Stay - Winter Haven, FL
8.5 31 reviews
Winter Haven, FL
08/07 – 12/07
96 €/nighttotal: 384 € (4 )

Cozy Cove Stay

1 3
apartment , Winter Haven
This Winter Haven flat is conveniently located approximately 6km from Swanns Railroad Station and 13km from Legoland Florida, offering easy access to local attractions.
The one-bedroom, one-bathroom apartment sleeps seven guests and includes a fully equipped kitchen, free Wi-Fi, private parking, and a balcony; nearby amenities include several other railway stations within a 19km radius.
Central Private King Suit Washer Dryer 2 Miles To Hospital - Winter Haven, FL
8.6 52 reviews
Winter Haven, FL
01/12 – 28/02
84 €/nighttotal: 7476 € (89 )

Central Private King Suit Washer Dryer 2 Miles To Hospital

1 2
apartment , Winter Haven
This Winter Haven apartment is conveniently located 3.2km from a hospital and 8.8km from Legoland Florida, ideal for medical visits or theme park trips.
The 42-square-metre self-catering flat features a king suite, a fully equipped kitchenette with microwave and fridge, in-unit laundry, free Wi-Fi, and private parking, sleeping up to five guests.
Game, Swim & Unwind: Lakeside Retreat Near Disney - Winter Haven, FL
10 2 reviews
Winter Haven, FL
02/07 – 06/07
280 €/nighttotal: 1120 € (4 )

Game, Swim & Unwind: Lakeside Retreat Near Disney

5 9
apartment , Haines City
This five-bedroom, three-bathroom holiday home in Haines City, Florida, is located a short 8km drive from both Southern Dunes Golf Club and Southern Dunes Golf & Country Club.
The 251-square-metre property offers a private pool, garden, and parking, accommodating up to 10 guests and including a fully equipped kitchen, laundry facilities, and internet access.
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