Holiday Rentals in Winter Haven, FL

This Winter Haven waterfront lodge is located within 5km of Lake Henry Golf Club and Willowbrook Golf Course, and within 10km of Inman and Lions Parks.
The 179 square metre property boasts three bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, terrace, garden, free Wi-Fi, and parking.

This Winter Haven holiday rental is located 7.2 kilometres from Carters Railroad Station and 8.4 kilometres from Tanco Railroad Station, with Swanns Railroad Station (Historical) situated 4 kilometres away, and is also 9.8 kilometres from Legoland Florida.
This 42 square metre holiday home accommodates up to 31 guests, offering five bedrooms, three bathrooms, a fully equipped kitchen with a dishwasher, free Wi-Fi, private parking, an outdoor fireplace, an indoor play area, and laundry service, with fishing opportunities nearby.

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.

This family-friendly apartment in Winter Haven is situated just a 2-minute drive from Indigo's Family Fun Centre and a 3-minute drive from Chain of Lakes Park.
Offering 195 square meters of living space, this residence accommodates up to five guests with three bedrooms and three bathrooms, featuring a private swimming pool, enclosed porch, fully equipped kitchen, and on-site barbecue grill.

This Winter Haven studio flat offers convenient access to Sertoma Park and Rotary Park, with Theatre Winter Haven and the Polk County Historical Museum within a reasonable driving distance (distances unspecified).
The self-catering studio, sleeping two guests, includes Wi-Fi, air conditioning, a full-size bed, and a kitchenette with a fridge and microwave; nearby activities include Chain of Lakes Park and Jump Florida Skydiving (distances unspecified).

This three-bedroom, two-bathroom apartment in Winter Haven, Florida, is situated 7.6 kilometres from LEGOLAND Florida and 58 kilometres from Walt Disney World Resort, offering easy access to the Chain of Lakes and downtown Winter Haven's amenities including the Union Taproom.
Sleeping up to five guests, the newly renovated property boasts modern furnishings, a fully equipped kitchen including a dishwasher, air conditioning, free internet access, on-site parking, and a comfortable leather couch; nearby attractions include the Lake Silver ski show.

This charming apartment is located in downtown Winter Haven, just a short walk from the lakes and the town's bustling centre. The property consistently receives excellent ratings for its location, cleanliness and user experience.
The apartment has four bedrooms and two bathrooms, comfortably accommodating up to nine guests. It is fully equipped with modern amenities and includes a garden, fitness centre, parking and a fully equipped kitchen.

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.

This five-bedroom, two-bathroom holiday home is situated directly on Lake Hamilton, just 6 kilometres from the entrance to Legoland, and a short drive from Bok Tower Gardens and the Grand Hotel.
This spacious property offers accommodation for 12 guests, featuring a fully equipped kitchen, ample parking for vehicles and boats, free WiFi, and on-site laundry facilities, with contactless check-in available.

This six-bedroom, six-bathroom apartment in Haines City is situated just a 4-minute drive from Lake Henry and a 6-minute drive from Little Lake Hamilton, offering convenient access to theme parks like LEGOLAND® Florida and Peppa Pig Theme Park Florida, as well as local attractions such as Indigo's Family Fun Centre, Posner Village, and Northgate Shopping Centre.
This spacious holiday let accommodates up to 12 guests and features a fully equipped kitchen, air conditioning, Wi-Fi, a shared swimming pool, a private balcony, and an on-site gym, with covered garage parking available for your convenience.

This Winter Haven apartment is conveniently located within 1.6km of Rotary Park and Winter Haven Hospital, and within 4.8km of Winter Haven Women's Hospital and Indigo's Family Fun Centre.
The self-catering flat offers free Wi-Fi, parking, a private balcony, and is close to various amenities including a hospital and family entertainment.

This three-bedroom, two-bathroom houseboat on the Chain of Lakes in Winter Haven offers stunning sunrise views and is conveniently located near Winter Haven Municipal Airport and Brown's Seaplane Base, approximately 10-20 km from LEGOLAND Florida and further from Orlando's theme parks (exact distances vary).
The 5-guest vessel boasts a fully equipped kitchen, screened porch, smart TVs, Wi-Fi, air conditioning, and a private garden, perfect for watersports enthusiasts with easy access to numerous lakes via connected channels.

This four-bedroom, two-bathroom apartment is situated near Winter Haven, Florida, approximately 4.5 kilometres from LEGOLAND Florida.
Sleeping eight guests comfortably, this family-friendly property boasts a fully equipped kitchen with fridge, microwave, and dishwasher, plus air conditioning, parking, and internet access; toddler essentials such as a crib and double stroller are also provided.

This one-bedroom flat offers a tranquil lakeside setting on Lake Howard, conveniently located within 1.6 kilometres of Winter Haven Hospital and a short walk to the downtown area.
This fully furnished accommodation provides a peaceful atmosphere with cosy, feminine interior design for up to two guests, featuring air conditioning, internet, a kitchen, and parking.

This Lakeside Bungalow is situated on Lake Howard in Winter Haven, Florida, less than a kilometre from downtown Winter Haven and a short drive from Legoland Florida.
The self-contained cottage offers a spacious living/kitchen area, one bedroom, one bathroom, sleeps three guests, and includes access to inflatable kayaks and a paddleboard for exploring Lake Howard, plus shared laundry facilities and a gas grill.

This three-bedroom house in Winter Haven is situated 0.8km from the city centre and 8km from Legoland Florida.
The 132-square-metre property features a fully equipped kitchen, private balcony and garden, accommodates up to 15 guests, and includes free Wi-Fi.