Holiday Rentals in Winter Haven, FL

About: This waterfront property is located in Winter Haven, Florida, just a short drive from Legoland Florida and Swanns Railroad Station. The house has received excellent ratings for location, cleanliness, and overall experience.

The house has four bedrooms and can accommodate up to 12 guests, offering plenty of space for families or groups of friends. The property features a private pool, hot tub, and dock, as well as a fully equipped kitchen, free bikes, and free Wi-Fi.

About: This charming apartment is situated in Winter Haven, just under two miles from Legoland, Chain of Lakes Fieldhouse, and the town centre, offering easy access to local attractions. The property has consistently received excellent ratings for location, cleanliness, and overall guest experience.

The apartment is spacious and comfortably accommodates up to six guests. It is equipped with a modern kitchen, a private swimming pool, and a lush garden, providing plenty of space for relaxation and entertainment.

About: This three-bedroom apartment is located in a gated community in South Winter Haven, just next to Legoland and with views of Round Lake, offering a peaceful and secure setting for your stay. The property has received excellent ratings for user experience, location, and cleanliness, ensuring a comfortable and enjoyable visit.

The apartment comfortably accommodates up to six guests and features a fully equipped kitchen, a living room with a large TV and Bose surround system, and an electric fireplace. Enjoy the large, screened pool area with a 14x28 saltwater pool, perfect for relaxation and soaking up the Florida sunshine, as well as a convenient laundry corner.

About: This lakeside holiday home in Winter Haven is conveniently located just two miles from the town centre and hospital, and within easy reach of LEGOLAND and Peppa Pig theme parks. The property enjoys an excellent user rating and is highly praised for its cleanliness and location.

The house spans 111 square metres and comfortably accommodates up to six guests with three bedrooms and two bathrooms. Guests can enjoy a range of amenities including a fully equipped kitchen, a private dock for boat access, and a secure parking space.

About: 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.

About: This one-bedroom fifth wheel is located near downtown Winter Haven, just a short drive from Legoland and within easy reach of Disney parks, offering a peaceful setting close to amenities. The property has consistently received excellent ratings for user experience, location, and cleanliness.

The fifth wheel sleeps two guests and is equipped with a kitchen, a bathroom, and laundry facilities. You can enjoy the large garden, grilling area, and proximity to walking and biking trails, as well as the local boat ramp for fishing and other water activities.

About: This one-bedroom home is situated in Winter Haven, a short drive from the city's attractions, offering a quiet retreat with a large backyard. The property has received excellent ratings for its cleanliness, location and overall user experience.

The house is ideal for a small group or family of up to three guests. Enjoy the private backyard with a fire pit, hammocks, and cornhole tables, perfect for relaxing and entertaining.

About: 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.

About: This charming 1935 bungalow is situated in a peaceful Winter Haven neighbourhood, just a short walk from the college and a public boat ramp, and within a 10-15 minute drive of Legoland and 33 miles from Walt Disney World. This well-rated property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.

This three-bedroom, one-bathroom bungalow comfortably accommodates up to four guests. The property includes a fully equipped kitchen, air conditioning, a private garden, and parking, offering all the amenities needed for a relaxing and convenient stay.

About: This charming cottage is situated in Winter Haven, within easy reach of restaurants, shops, and local markets, making it a great base for exploring the area. It has consistently received very good ratings for location, cleanliness, and overall experience.

The self-contained property can accommodate up to five guests and includes a private entrance, a comfortable bedroom, and a well-equipped kitchenette. Guests can enjoy a shared garden, free parking, and the option of bringing their furry friends along for an additional fee.

About: This three-bedroom property is located in Winter Haven, Florida, just a short drive from Legoland and within easy reach of Orlando's main attractions. The apartment has received excellent reviews from previous guests.

This comfortable home can accommodate up to seven guests and features a well-equipped kitchen, air conditioning, a garden, parking, and internet access. Guests can enjoy a peaceful lakeside setting with direct access to water activities, or explore the nearby natural areas and local attractions.

About: This waterfront holiday home is situated in Winter Haven, just a short distance from attractions like Winter Haven Hospital, Indigo's Family Fun Center, and several parks. Guests have consistently rated this property as excellent, highlighting its comfortable and enjoyable stay.

The property is spacious and well-equipped, comfortably accommodating up to 12 guests. Enjoy a relaxing dip in the private pool, prepare meals in the fully equipped kitchen, and take advantage of the outdoor grilling area.

About: This property is located in Haines City, just a short walk from two golf courses and a 6-mile drive from True Blue Winery, offering easy access to both golfing and wine tasting. The home has received excellent ratings from previous guests, highlighting its comfortable and convenient features.

The house offers three bedrooms, providing ample space for families or groups of friends, and spans 139 square metres. Guests can enjoy a range of amenities, including a private pool, a well-equipped kitchen, free Wi-Fi, a DVD player, and a garden, ensuring a relaxing and enjoyable stay.

About: This four-bedroom house is conveniently located in Haines City, just a short walk from two golf courses and a six-mile drive from True Blue Winery. The property has received very good ratings for its location and overall experience, with a satisfactory cleanliness rating.

The house spans 186 square metres and can accommodate up to eight guests. Guests can enjoy a private pool, tennis courts, a fully equipped kitchen, and internet access.

About: This Cypress Gardens apartment is conveniently located just a 5-minute drive from Legoland and a 45-minute drive from Orlando's main attractions, making it a great choice for families. The property has consistently received excellent ratings for its cleanliness, location, and overall user experience.

The apartment offers three bedrooms and two bathrooms, comfortably accommodating up to six guests. It comes equipped with a fully stocked kitchen, a private patio, a washer and dryer, and access to a shared community pool, ensuring a comfortable and enjoyable stay.

About: This four-bedroom house is situated in Haines City, just a short walk from two golf courses and a 10-minute drive from True Blue Winery. The property has received excellent guest reviews.

The house is ideal for families or groups of friends, offering a private pool and a spacious balcony. Guests can enjoy a range of amenities, including a fitness centre, tennis court, and a fully equipped kitchen.

About: LEGOLAND® Florida Resort is located in Winter Haven, Florida, just a short drive from attractions like Historic Bok Tower Gardens and Davidson of Dundee candy factory. The resort is highly rated for its location, cleanliness, and overall experience, making it a popular choice for families.

The resort offers a variety of accommodation options, including themed rooms and bungalows. Guests can enjoy a range of amenities, including swimming pools, restaurants, bars, and a concierge service. There are also family-friendly activities such as treasure hunts, LEGO® model building sessions, and nightly entertainment.

About: This family-friendly villa is located in Haines City, just under two kilometres from Southern Dunes Golf Club and Southern Dunes Golf and Country Club, making it ideal for golf enthusiasts. The property has received excellent user ratings, indicating a high level of satisfaction from previous guests.

The house features four bedrooms and three bathrooms spread across 185 square metres, providing ample space for a comfortable stay. Guests can enjoy a range of amenities, including a private pool, a water park, a spa tub, an arcade/game room, barbecue grills, free WiFi, and a fully equipped kitchen, ensuring a relaxing and entertaining vacation for all.

About: This two-bedroom apartment in Haines City is conveniently located just a five-minute walk from Walmart and other dining options, making it easy to grab essentials or enjoy a meal. The property has received excellent user ratings, indicating a high level of satisfaction from previous guests.

The apartment can comfortably accommodate up to eight guests, making it ideal for families or groups of friends. It offers a range of amenities, including a swimming pool, jacuzzi, terrace, garden, and parking, ensuring a relaxing and enjoyable stay.

About: This four-bedroom apartment in Winter Haven is perfectly situated for exploring the city's attractions and enjoying the Florida sunshine. It has received excellent ratings for location, cleanliness, and overall user experience.

This spacious home sleeps up to 13 guests and offers a modern kitchen, a large TV room, and private access to a pool and dock. Enjoy the open layout, keypad entry, and numerous other features designed for a comfortable and enjoyable stay.

About: Balmoral Resort Florida is located in Haines City, just a short distance from popular golf courses, parks and shopping centres, making it a convenient base for exploring the area. The resort consistently receives very good ratings for location, cleanliness and overall experience.

The resort offers a range of amenities and activities for families and couples, including a swimming pool, jacuzzi, restaurant, bar and fitness centre. Guests can also enjoy free access to a water park, perfect for a fun-filled day out.

About: This one-bedroom flat is situated in Winter Haven, within a 15-minute walk of Inman Park and Lake Conine, providing easy access to nature and recreation. The apartment is highly rated for its location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay.

This self-catering property can accommodate up to three guests and features a well-equipped kitchenette, a private patio, and a washing machine for added convenience. Guests can enjoy the garden, barbecue grills, and free Wi-Fi, making this flat an ideal choice for families and groups seeking a relaxing and comfortable stay in Winter Haven.

About: Apartment to rent for 3 people with an excellent rating of 99% based on 127 reviews. Your accommodation will be based in Winter Haven.

Facilities and services: a kitchen, air conditioning and a washing machine.

About: 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.

About: This one-bedroom flat is conveniently located in Winter Haven, within a 15-minute walk of Inman Park and Lake Conine, and within 3 miles of Winter Haven Hospital and Rotary Park. The property has received excellent guest reviews, making it a popular choice for travellers.

The flat comfortably accommodates up to three guests and features a fully equipped kitchen with a fridge, microwave, stovetop, and coffee maker. Guests can enjoy access to a range of on-site amenities, including a swimming pool, spa, garden, and barbecue grills, as well as free Wi-Fi and a private balcony.

About: This waterfront holiday home is located in Winter Haven, just a short drive from Legoland, Disney World, and Universal Studios, making it an ideal base for exploring Central Florida. The property has received excellent reviews from previous guests, highlighting its comfortable and well-equipped nature.

This spacious four-bedroom, three-bathroom property can accommodate up to ten guests, offering a comfortable and relaxing stay. The home features a private pool and hot tub, a fully equipped kitchen, a laundry room, and a terrace with stunning lake views, ensuring a memorable stay for families or groups of friends.

About: This Lake Alfred holiday home is situated just 1.5 miles from Lions Park and within 6 miles of both Lake Henry Golf Club and Inman Park, offering a peaceful retreat close to local attractions. The property has received excellent user and location ratings and a very good cleanliness rating.

This three-bedroom property can accommodate up to six guests, providing ample space for families or groups. Enjoy stunning lake views, relax in the private pool and spa tub, and take advantage of the fully equipped kitchen, garden, and barbecue grill.

About: 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.

About: This lakefront tiny home is situated just four miles from Legoland, offering easy access to the park and other attractions in Winter Haven. The property boasts excellent ratings for location, cleanliness and user experience.

The studio features a spacious layout with two lofted beds, accommodating up to three guests. Guests can enjoy free parking, Wi-Fi, Netflix and other streaming services, as well as a private dock for fishing and kayaking on the lake.

About: This four-bedroom holiday home is located in Eagle Lake, Florida, just ten minutes from Legoland and within a 35-40 minute drive of Disney Attractions, Universal Studios, and Sea World. The property has received very good user ratings, indicating a comfortable and enjoyable stay for guests. This spacious property spans 260 square metres and comfortably accommodates up to 12 guests. Amenities include a private pool, jacuzzi, lakefront access, a game room, and a tennis court, offering a variety of activities for relaxation and entertainment.

About: This one-bedroom flat is situated close to the sea, within easy reach of Inman Park and Lake Conine, and a short drive from Winter Haven Hospital and Rotary Park. It has received excellent reviews from previous guests.

The property is suitable for a couple or two guests. It comes equipped with a kitchen, a private patio, and a garden. You can enjoy free Wi-Fi, a washing machine, and a barbecue.

About: This two-bedroom, two-bathroom apartment is located on the shores of Lake Lulu in Winter Haven, offering stunning lake views and a peaceful setting just a short walk from local restaurants. It has received excellent ratings for location, cleanliness, and overall user experience.

The apartment is ideal for families or groups of up to four guests, featuring a spacious master suite with a king-size bed. Guests can enjoy a range of amenities, including a swimming pool, fitness centre, and a fully equipped kitchen with stainless steel appliances.

About: This charming house is located in Winter Haven, a short distance from Swanns Railroad Station and Legoland Florida, offering easy access to popular attractions. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.

The house has a spacious floor area of 344 square metres, providing ample room for families or groups. The property comes with a range of amenities, including air conditioning, a fully equipped kitchen, a terrace, a garden, and a tennis court, ensuring a comfortable and enjoyable stay.

About: This waterfront home is situated just under 2 miles from Lions Park and Lake Conine, with Inman Park a further 2.9 miles away, offering a peaceful retreat close to local amenities. This property has received excellent ratings for its location, cleanliness, and overall user experience.

The 149 square metre house comfortably sleeps up to 6 guests, with two bedrooms and a sofa bed. Guests can enjoy a range of amenities including a fully equipped kitchen, a terrace, a garden, and barbeque facilities, perfect for relaxing and enjoying the beautiful lake views.

About: Casa Noel is a luxury villa in Haines City, Florida, located just 8.2 miles from Swanns Railroad Station and 15 miles from Legoland Florida, making it a convenient base for exploring the area. The property has consistently received excellent ratings for its cleanliness, location and overall experience.

The five-bedroom villa is ideal for large families or groups of friends. Guests can enjoy a private pool and patio, a fully equipped kitchen, streaming services, a picnic area, free Wi-Fi, and private parking.

About: This four-bedroom house is located in Haines City, just a short walk from two golf courses and within easy driving distance of a sports complex and another golf course. This property consistently receives excellent ratings from guests for its location, cleanliness, and overall experience.

The house spans 153 square metres and offers ample space for families or groups. Guests can enjoy a private pool, a Jacuzzi, a garden, a fitness centre, a tennis court, and a terrace, as well as a fully equipped kitchen and free WiFi.