Search All Cottages in Winter Haven, FL

This Winter Haven holiday cottage is situated within 1.6 kilometres of Rotary Park, the Winter Haven Public Library, and Winter Haven Women's Hospital, and within 3.2 kilometres of Winter Haven Hospital and Indigo's Family Fun Centre.
This pet-friendly accommodation offers a microwave oven, dishwasher, air conditioning, an outdoor swimming pool, a garden, and parking, with an arcade/game room and barbecue grills available for guest use.

This charming cottage is located in Haines City, just a short walk from Southern Dunes Golf Club and Country Club, making it a perfect base for exploring the area. The cottage is conveniently situated near other local attractions such as True Blue Winery and Heart of Florida Regional Medical Center.
The cottage features a comfortable living space with a fireplace, a well-equipped kitchen and three bathrooms. Enjoy the outdoor space with a patio, barbecue grill and a choice of indoor and outdoor pools, plus a games room for entertainment.

This lakefront cottage is situated just three miles from Rotary Park, Baytree Golf Club, and Winter Haven Hospital, offering a peaceful retreat close to local attractions. The property has received excellent reviews from previous guests, highlighting its comfortable and convenient location.
The cottage has two bedrooms and one bathroom, accommodating up to three guests. It offers a fully equipped kitchen, a terrace, and access to the lake, perfect for enjoying the beautiful surroundings and local activities.

This charming cabana is located in a peaceful neighbourhood in Winter Haven, Florida, just a short drive from attractions like Legoland Florida and the Polk Museum of Art. The property has received excellent ratings for user experience, location, and cleanliness.
The comfortable cabana has one bedroom and one bathroom, accommodating up to four guests in a space of 37 square metres. The property features a private pool, a spacious backyard with lake views, and a dock offering direct access to the lake.

This lakeside lodge offers direct access to Lake Hamilton, situated approximately 3.2 kilometres from Bok Tower Gardens and the Grand Hotel.
This two-bedroom holiday home accommodates up to four guests, featuring a king-size bed, a bunk room, a fully equipped kitchen, on-site laundry, and smart key access, with pets welcome and air conditioning provided.

This cottage in Haines City is situated within 5 km of Ember Dog Park, Southern Dunes Golf Club, and Southern Dunes Golf & Country Club, with Lake Henry Golf Club and True Blue Winery also within 10 km.
This accommodation offers air conditioning, Wi-Fi, a fully equipped kitchen with a microwave, and an outdoor swimming pool, alongside complimentary non-covered parking and a washer and dryer.

This charming cottage is located in Winter Haven, Florida, just 3.5 kilometres from Cypress Gardens and 3.2 kilometres from LEGOLAND® Florida. It has received very good reviews from previous guests.
The cottage has two bathrooms and offers a comfortable space to relax, with a TV for entertainment and an arcade/game room for some fun. It also features a fully equipped kitchen with a microwave and dishwasher, free parking, and free Wi-Fi in public areas.

This 1-bedroom, 1-bathroom holiday home is located in Winter Haven, offering convenient access to the Winter Haven City Tennis Centre (3.5 kilometres away) and Indigo's Family Fun Centre, with The Circle B Bar Reserve and Lake Cannon also nearby for outdoor pursuits.
This family-friendly cottage, suitable for up to 2 guests, features air conditioning, Wi-Fi, and a kitchen equipped with a fridge, microwave, and dishwasher, with laundry facilities available and a 12:00 check-out time.

This charming cottage is located in Winter Haven, Florida, just 5km from LEGOLAND® Florida, Baytree Golf Club and Chain of Lakes Park. It's a great base for exploring the area's attractions and enjoying the Florida sunshine.
The cottage provides all the comforts of home, with a fully equipped kitchen, a patio for relaxing and free Wi-Fi. It also boasts a fireplace for cosy evenings and a swimming pool for a refreshing dip.

This lakeside holiday home in Winter Haven is situated near Winter Haven Women's Hospital and Indigo's Family Fun Centre, within a 2.4km walk, and close to Rotary Park and Indigo's Billiards, Bowling & Games.
The 66 square metre property offers two bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, terrace, garden, parking, and air conditioning.