Best apartment offers in Winter Haven, FL

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Winter Haven, FL apartments
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515 Holiday apartments in Winter Haven, FL

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

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

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.
Kid-friendly Home W/ Pool & Bbq - Winter Haven, FL
9.9 119 reviews

Kid-friendly Home W/ Pool & Bbq

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.
Private King Suite With W/d Near Legoland & Winter Haven Hospital - Winter Haven, FL
8.4 9 reviews

Private King Suite With W/d Near Legoland & Winter Haven Hospital

apartment, Winter Haven
This one-bedroom apartment is conveniently located in Winter Haven, within a 3-mile radius of Rotary Park, Winter Haven Hospital, Lake Conine, Inman Park, and Winter Haven Women's Hospital. The property has received very good user ratings, making it a popular choice for travellers.
The apartment is suitable for up to three guests and includes a fully equipped kitchen with a refrigerator, oven, and microwave. Guests can enjoy free Wi-Fi, a smart TV, and parking, making it a comfortable and convenient choice for exploring Winter Haven.
2-bedroom, 2-bath Unit Offers A Family-friendly Retreat Just Mins From Legoland. - Winter Haven, FL
10 21 reviews

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

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.

Best Winter Haven, FL holiday apartments with a balcony

The Old Haven - An Enduring Piece Of Nostalgia - Winter Haven, FL
9.8 15 reviews

The Old Haven - An Enduring Piece Of Nostalgia

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.
12 Min To Legoland & Sealife- Games/peppa Pig/dinning - Winter Haven, FL
9.8 6 reviews

12 Min To Legoland & Sealife- Games/peppa Pig/dinning

apartment, Eagle Lake
This Eagle Lake holiday home is situated within 9.6km of Sertoma Park, Theatre Winter Haven, and Chain of Lakes Park, offering easy access to local attractions.
This spacious 167 square metre property sleeps up to 10 guests, boasting four bedrooms, two bathrooms, a fully equipped kitchen, in-house laundry facilities, a balcony, and parking; nearby family entertainment includes Indigo's Family Fun Centre and Indigo's Billiards, Bowling & Games.
Historic Manor, Sleeps 10+, 5 Bedroom, Huge Yard, Lake, Fishing, Parks, Events - Winter Haven, FL
9.8 33 reviews

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

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.
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.

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.

Popular destinations

Best Winter Haven, FL holiday apartments with parking

Serene, Lakefront Home With Large Screened Porch! - Winter Haven, FL
9.9 22 reviews

Serene, Lakefront Home With Large Screened Porch!

apartment, Winter Haven
This two-bedroom, two-bathroom lakeside flat in Winter Haven, Florida, boasts direct access to the Chain of Lakes, offering excellent opportunities for boating and water sports.
Sleeping up to seven guests, the property includes a fully equipped kitchen, washer/dryer, free parking, and access to kayaks, boats, and jet skis (guests must provide their own equipment).
Winter Haven Apt: 1 Mi To Polk State College! - Winter Haven, FL
9.9 31 reviews

Winter Haven Apt: 1 Mi To Polk State College!

apartment, Winter Haven
This one-bedroom apartment is conveniently located near Polk State College in Winter Haven, just 10km from Lake Elbert and 20km from Legoland Florida Resort. The surrounding area is quiet and residential, offering a peaceful retreat for travellers.
The apartment is ideal for couples or solo travellers, with a comfortable living space and a fully equipped kitchen. Amenities include a covered balcony, driveway parking, and keyless entry, along with board games and books for leisure.
Adorable Guest Suite With Private Pool And Entrance. - Winter Haven, FL
9.9 237 reviews

Adorable Guest Suite With Private Pool And Entrance.

apartment, Lake Alfred
The Agave Suite is situated in a peaceful lakeside town, just a short drive from the attractions of central Florida.
This self-contained studio apartment sleeps two guests and features a private entrance, a secluded garden with a porch swing and a kitchenette with a mini-fridge, microwave and coffee machine.
Extra Large Home! Bring Your Boat & All The Toys! - Winter Haven, FL
9.9 101 reviews

Extra Large Home! Bring Your Boat & All The Toys!

apartment, Winter Haven
This three-bedroom apartment is situated directly across from the Lake Howard boat ramp in Winter Haven, a short drive from Legoland and a bike ride from the town centre. It has received excellent ratings for location, cleanliness, and user experience.
The property is spacious and can accommodate up to six guests. It boasts a fully equipped kitchen, a dedicated play area for children, a fenced backyard with a pergola and fireplace, and a range of activities including kayaks, ping pong, and croquet.

Best Winter Haven, FL holiday apartments with air conditioning

Cozy Rustic Home/self Check-in/
Near Legoland - Winter Haven, FL
No reviews

Cozy Rustic Home/self Check-in/ Near Legoland

apartment, Winter Haven
This Winter Haven flat offers a prime location, situated just 6.5 kilometres from LEGOLAND® Florida and within easy reach of Winter Haven's Chain of Lakes and other Central Florida theme parks, including Disney World.
This one-bedroom flat accommodates up to four guests and features a fully equipped kitchen, in-unit laundry, air conditioning, free parking, and fast Wi-Fi, with self check-in for added convenience.
Golf Course Retreat - Winter Haven, FL
10 5 reviews

Golf Course Retreat

apartment, Haines City
This Haines City holiday home is conveniently located within a 2.4km walk of Southern Dunes Golf Club and Country Club, and within 9.6km of regional medical facilities.
This three-bedroom, two-bathroom property sleeps six guests and boasts a private pool, on-site parking, a fully equipped kitchen including dishwasher, in-house laundry, and amenities such as a coffee maker and Smart TV.
Comfortable 1bed W/full Kitchen & Private Laundry - Winter Haven, FL
10 1 review

Comfortable 1bed W/full Kitchen & Private Laundry

apartment, Winter Haven
This private guest suite is located in Winter Haven, Florida, offering convenient access to local shopping, dining, major roadways, and attractions.
This independent apartment accommodates up to three guests and features a queen-sized bedroom, a separate living area, a dining space, and a well-equipped kitchen with a freezer, microwave, and dishwasher, all within easy reach of Winter Haven's amenities.
Lake Escape - Winter Haven, FL
9.6 5 reviews

Lake Escape

apartment, Eagle Lake
This five-bedroom house in Eagle Lake, Florida, is situated approximately 16km from Legoland Florida and 72km from Walt Disney World Resort.
The property, boasting a master suite with a large bathroom and walk-in closet, sleeps ten guests and includes a fully equipped kitchen, air conditioning, two bathrooms, a two-car garage, and a private backyard with a fire pit; lake access with future plans for a pier, boat dock, and pool is also available.
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