Holiday Rentals in Winter Haven, FL

This three-bedroom apartment in Winter Haven, Florida, is situated just 80 kilometres from Cypress Gardens and within 80 kilometres of both Orlando and Tampa. The property has received excellent ratings for location, cleanliness and overall experience from previous guests.
The apartment comfortably sleeps eight people and is equipped with a fully equipped kitchen, a private garden, a swimming pool, and a fitness centre. Guests can enjoy a relaxing atmosphere with a fenced-in backyard, a designated video game area, and a work-friendly desk in the main bedroom.

This five-bedroom holiday home in Winter Haven offers excellent access to Cypress Gardens, being just a 5-minute drive from LEGOLAND and within walking distance of local eateries.
This spacious residence accommodates up to 12 guests and boasts a private pool, a LEGO-themed room with a treasure hunt, outdoor entertainment including mini-golf and a fire pit, plus indoor games like pool and video games, with no extra charges for on-site amenities.

This apartment is conveniently located in Winter Haven, just 6.4 kilometres from Legoland and 2.2 kilometres from Winter Haven Hospital. The property has received excellent ratings for user experience, location, and cleanliness.
The home has three bedrooms and two bathrooms, comfortably accommodating up to seven guests. It offers a range of amenities, including a garden, parking, Wi-Fi, air conditioning, and a kitchen with a fridge, making it ideal for a comfortable and enjoyable stay.

This studio apartment is situated in a tranquil Winter Haven neighbourhood, a short drive from restaurants, hospitals, universities, and Legoland.
This private, one-bedroom dwelling for two guests offers a kitchenette, air conditioning, and access to a shared garden with a barbecue area, alongside a designated parking space.

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.

This lakefront ski chalet in Winter Haven offers direct access to Lake Elbert via a private dock, situated just 1 kilometre from downtown Winter Haven and 1 kilometre from Winter Haven Hospital and Polk State College.
This two-bedroom, one-bathroom apartment sleeps up to six guests, featuring a fully equipped kitchen, a piano, and outdoor amenities including Adirondack chairs and a gas grill, with a 2-kilometre walking path around the lake and proximity to Legoland (4.8 kilometres) and the Chain O' Lakes Sports Complex (2.2 kilometres).

This three-bedroom, two-bathroom flat is situated in Downtown Winter Haven, just a short walk from local eateries and entertainment, and offers scenic views of Lake Howard, with Legoland Florida Resort approximately 24 kilometres away.
This property accommodates up to seven guests and features air conditioning, a kitchen equipped with a fridge, freezer, microwave, and dishwasher, and a garden with a barbecue available on request, all within easy reach of central Florida's attractions.

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.

This holiday home is situated in Winter Haven, just 3 kilometres from Sertoma Park, Indigo's Billiards, and Indigo's Family Fun Center, offering a convenient location for exploring the area's attractions. The property has received excellent user ratings, indicating a high level of satisfaction from previous guests.
The four-bedroom property comfortably accommodates up to 10 guests, providing ample space for families or groups. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, and parking, ensuring a comfortable and enjoyable stay.

This Winter Haven holiday home is situated 8km from Legoland Florida and 8km from Winter Haven's city centre, offering easy access to major attractions and multiple train stations within a 21km radius.
The 150 square metre property boasts three bedrooms, two bathrooms, sleeps fifteen guests, and includes a fully equipped kitchen with a dishwasher, a terrace, a garden, and free Wi-Fi.

This three-bedroom, two-bathroom house in Winter Haven, Florida, is situated in a residential neighbourhood with a community pool and walking trail, 7.6km from Legoland Florida.
The 3-bedroom property sleeps six guests comfortably, offering a full kitchen with dishwasher, air conditioning, free Wi-Fi, pet-friendly facilities and parking; two futon couches provide extra sleeping space.

This lakeside property in Winter Haven, Florida, offers convenient access to LEGOLAND Florida, with private beach access and a short boat trip to the theme park.
Sleeping up to 10 guests in two bedrooms and two bathrooms, this holiday home boasts a fully equipped kitchen, air conditioning, free parking, Wi-Fi, three paddleboards, and a private dock; enjoy unbeatable sunset views over the lake.