Best apartment offers in Winter Haven, FL

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Winter Haven, FL apartments
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515 Best apartments in Winter Haven, FL

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

Among the 515 accommodations in Winter Haven, FL, here are the 4 best family friendly holiday apartments

4/2 New Spacious Home W Optional Heated Pool - Winter Haven, FL
10 72 reviews

4/2 New Spacious Home W Optional Heated Pool

apartment, Winter Haven
This four-bedroom, two-bathroom house is situated near LEGOLAND Florida in Winter Haven, offering easy access to the theme park and local amenities.
Sleeping up to eight guests, this family-friendly property boasts a LEGO-themed kids' room, fully equipped kitchen with dishwasher, private garden with barbecue, swimming pool, and free parking; it's perfect for a family holiday.
Lake, Pool, Hottub, Game Room, 8 Beds, Sleeps 17 - Winter Haven, FL
10 5 reviews

Lake, Pool, Hottub, Game Room, 8 Beds, Sleeps 17

apartment, Winter Haven
This spacious five-bedroom, three-bathroom apartment is situated waterfront in downtown Winter Haven, a mere 5-minute drive from Indigo's Family Fun Centre and Theatre Winter Haven.
Offering accommodation for up to 18 guests, this 269 square meter residence boasts a full kitchen, air conditioning, a swimming pool, jacuzzi, garden, spa, tennis court, and on-site activities including kayaking, golf, table tennis, and billiards.
4br 3bath Pool Home With Golf Course View, Quiet Cul De Sac In Southern Dunes - Winter Haven, FL
10 2 reviews

4br 3bath Pool Home With Golf Course View, Quiet Cul De Sac In Southern Dunes

apartment, Haines City
This detached house in Haines City is located within the Southern Dunes Golf Course Community, offering 32 kilometres to Walt Disney World, 40 kilometres to Universal Studios, and 43 kilometres to Legoland.
This spacious 146 square metre property sleeps eight guests across four bedrooms, featuring a private swimming pool and amenities such as air conditioning, Wi-Fi, and a fully equipped kitchen, with a pool heating option available for an additional £20 per day.
Escape To Tranquility At This Privatepool Lakeview Getaway On The Shores Of El - Winter Haven, FL
9.2 5 reviews

Escape To Tranquility At This Privatepool Lakeview Getaway On The Shores Of El

apartment, Eagle Lake
This Eagle Lake apartment, near LEGOLAND® Florida Resort, offers convenient access to Northgate Shopping Centre and Eagle Ridge Mall.
The 93 square metre property boasts two bedrooms (one king bed, one bunk bed), two bathrooms, a private pool, and comfortably sleeps six guests, with added amenities including a microwave, Wi-Fi, and air conditioning.

Best Winter Haven, FL holiday apartments with a balcony

Stunning Luxury House On The Chain Of Lakes - Winter Haven, FL
9.8 149 reviews

Stunning Luxury House On The Chain Of Lakes

apartment, Cypress Gardens
The Lake House is situated in Winter Haven, Florida, just 1.1 kilometres from LEGOLAND® Florida, 60 kilometres from Walt Disney World, and less than 80 kilometres from Tampa beaches. This property has received excellent ratings for user experience, location, and cleanliness.
The home offers 5 bedrooms and 5 bathrooms across 511 square metres of living space. Guests can enjoy a range of amenities including a swimming pool, jacuzzi, terrace, garden, and a fully equipped kitchen with a fridge, microwave, and dishwasher.
Family Fun Dunes - Winter Haven, FL
8.0 2 reviews

Family Fun Dunes

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.
Family & Sports Team Oasis Near Legoland & Parks - Winter Haven, FL
No reviews

Family & Sports Team Oasis Near Legoland & Parks

apartment, Winter Haven
This 6-bedroom, 3-bathroom holiday home in Winter Haven is ideally situated for exploring, with Havendale Plaza and Northgate Shopping Centre just a short drive away, and Circle B Bar Reserve and Lake Cannon offering natural retreats within 5 kilometres.
This spacious property accommodates up to 16 guests and features a private garden, terrace, Wi-Fi, air conditioning, a fully equipped kitchen, and laundry facilities, with Indigo's Family Fun Centre and Theatre Winter Haven a mere 800 metres from your doorstep.
Home @Orlandoheated Poollake Viewnear Theme Parksgolf Coursepet Friendly! - Winter Haven, FL
10 6 reviews

Home @Orlandoheated Poollake Viewnear Theme Parksgolf Coursepet Friendly!

apartment, Haines City
This Haines City holiday home is situated on the Southern Dunes Golf & Country Club, approximately 32 kilometres from Walt Disney World.
The three-bedroom, two-bathroom property sleeps six guests and boasts a fully equipped kitchen, swimming pool, screened lanai, and access to the club's amenities, including a golf course.

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.

Popular destinations

Best Winter Haven, FL holiday apartments with parking

Peaceful Lakeside Retreat - Winter Haven, FL
9.4 13 reviews

Peaceful Lakeside Retreat

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.
Private Spacious 1br Near Legoland 2 Miles - Winter Haven, FL
8.8 15 reviews

Private Spacious 1br Near Legoland 2 Miles

apartment, Cypress Gardens
This one-bedroom duplex apartment is located in Winter Haven, Florida, just 3.2 kilometres from downtown Winter Haven, the hospital, LEGOLAND, and Peppa Pig Theme Park, making it an ideal base for exploring the area. It has received excellent user ratings, with guests praising its cleanliness, safety, and friendly service.
The apartment comfortably accommodates five guests and features a private screened-in porch, a large fenced-in yard, and access to nearby golf courses, shopping centres, and entertainment options. Guests can enjoy the Florida weather on the porch, relax in the spacious yard, and easily access attractions like Cypress Gardens, which is just a short drive away.
Luxury By Legoland 106 - Winter Haven, FL
10 46 reviews

Luxury By Legoland 106

apartment, Winter Haven
This two-bedroom, two-bathroom apartment is situated in a brand-new luxury complex less than 1.6km from LEGOLAND® Florida Resort and Peppa Pig Theme Park in Winter Haven, Florida.
The ground-floor flat sleeps six, boasts a fully equipped kitchen with dishwasher, in-unit laundry, and a LEGOLAND®-themed children's bedroom; resort amenities include a heated pool, fitness centre, and BBQ areas.
Family-friendly 2br Near Legoland With Parking - Winter Haven, FL
8.4 20 reviews

Family-friendly 2br Near Legoland With Parking

apartment, Cypress Gardens
This two-bedroom house is located in Winter Haven, just 1.3 kilometres from Baytree Golf Club and 2.6 kilometres from LEGOLAND® Florida. It has consistently received excellent reviews from previous guests.
The property can accommodate up to five guests and comes equipped with a fully equipped kitchen, free Wi-Fi, and air conditioning. You can enjoy a range of activities nearby, including golfing, exploring the Chain of Lakes, or visiting the popular theme parks.

Best Winter Haven, FL holiday apartments with air conditioning

Sweet Cottage - 5 Mi To Legoland & 0.5 Mi To Dtwn - Winter Haven, FL
9.6 235 reviews

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

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.
Cozy 1br Just 2 Miles From Legoland - Winter Haven, FL
10 1 review

Cozy 1br Just 2 Miles From Legoland

apartment, Cypress Gardens
This Winter Haven flat is located 2.9 kilometres from LEGOLAND Florida and 10.9 kilometres from Swanns Railroad Station.
This 93 square metre apartment, suitable for up to 7 guests, offers free Wi-Fi, air conditioning, a fully equipped kitchen, and a terrace, with complimentary private parking and car rental available on-site.
Lakefront Retreat In Winterset - Winter Haven, FL
10 1 review

Lakefront Retreat In Winterset

apartment, Winter Haven
This Winter Haven condo, situated within the gated Winterset community, offers easy access to both the Gulf and Atlantic coasts, approximately 145 kilometres away.
The two-bedroom apartment, sleeping up to six guests, boasts a fully equipped renovated kitchen, a patio with BBQ, a 50" Roku Smart TV, karaoke machine, Jacuzzi, and high-speed internet; nearby amenities include walking and cycling paths.
Spacious 3 Bed, 2 Bath Home Near Legoland - Winter Haven, FL
9.9 368 reviews

Spacious 3 Bed, 2 Bath Home Near Legoland

apartment, Winter Haven
This three-bedroom apartment is situated in Winter Haven, within walking distance of shops and restaurants, and a short drive from the city centre. The property has received excellent ratings for location, cleanliness and overall experience.
The apartment can accommodate up to eight guests and features a fully equipped kitchen with granite countertops, a private backyard with a grill, and two bathrooms. Guests can enjoy amenities such as keyless entry, comfortable bedding, ample closet space and air conditioning.
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