This two-bedroom, two-bathroom apartment is situated in a brand-new luxury complex less than 1.6km from LEGOLAND® Florida Resort and Peppa Pig Theme Park in Winter Haven, Florida. The ground-floor flat sleeps six, boasts a fully equipped kitchen with dishwasher, in-unit laundry, and a LEGOLAND®-themed children's bedroom; resort amenities include a heated pool, fitness centre, and BBQ areas.
9.9 26 reviews
Winter Haven, FL
20/06 – 27/06
SG$244/nighttotal: SG$1708 (7 )
Lovely Home On Lilac Lane - Winter Haven
1 2
apartment , Winter Haven
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.
8.6 52 reviews
Winter Haven, FL
01/12 – 28/02
SG$124/nighttotal: SG$11036 (89 )
Central Private King Suit Washer Dryer 2 Miles To Hospital
1 2
apartment , Winter Haven
This Winter Haven apartment is conveniently located 3.2km from a hospital and 8.8km from Legoland Florida, ideal for medical visits or theme park trips. The 42-square-metre self-catering flat features a king suite, a fully equipped kitchenette with microwave and fridge, in-unit laundry, free Wi-Fi, and private parking, sleeping up to five guests.
9.8 131 reviews
Winter Haven, FL
03/08 – 12/08
SG$154/nighttotal: SG$1386 (9 )
The Flamingo
1 3
apartment , Winter Haven
The Flamingo is a three-bedroom house situated in Winter Haven, just 8 kilometres from Legoland and 48 kilometres from Disney World, making it a great base for exploring the area. It has received excellent ratings for location, cleanliness, and overall experience. This comfortable holiday home offers plenty of space for up to six guests, with a spacious living, dining, and kitchen area. The Flamingo provides a fully equipped kitchen, a laundry room, a garden, and parking, as well as air conditioning and internet access.
9.8 10 reviews
Winter Haven, FL
20/06 – 27/06
SG$144/nighttotal: SG$1008 (7 )
Romantic Getaway Studio-couples &Business Retreat
1 2
house , Winter Haven
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.
10 2 reviews
Winter Haven, FL
25/06 – 29/06
SG$334/nighttotal: SG$1336 (4 )
Work, Play Or Recharge:3br Pool Home Near Legoland
3 5
apartment , Winter Haven
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.
9.8 10 reviews
Winter Haven, FL
20/06 – 27/06
SG$215/nighttotal: SG$1505 (7 )
Newly Remodeled Lakefront Vacation Home
2 2
apartment , Winter Haven
This lakefront property on Winter Haven's Chain of Lakes is conveniently located near Jack Brown's Seaplane Base, and within driving distance of attractions such as Legoland Florida, Walt Disney World Resort, Bok Tower Gardens, and Sun 'n Fun Airshow. The two-bedroom, two-bathroom house, sleeping up to five guests, boasts a fully equipped kitchen, screened lanai, smart TVs, and free Wi-Fi, offering stunning lake views and a spacious backyard for relaxation.
10 26 reviews
Winter Haven, FL
25/06 – 29/06
SG$301/nighttotal: SG$1204 (4 )
2-bedroom, 2-bath Unit Offers A Family-friendly Retreat Just Mins From Legoland.
2 5
apartment , Winter Haven
This two-bedroom, two-bathroom apartment in a gated Winter Haven community is located minutes (approximately 1-2 km) from LEGOLAND Florida and close to other attractions such as Theatre Winter Haven and Chain of Lakes Park. The 119 square metre property offers a spacious layout sleeping up to six guests, boasting a fully equipped kitchen, in-unit laundry, smart TVs, a private garden, and access to resort-style amenities including a heated pool, fitness centre, and tennis court.
Winter Haven, FL
01/12 – 28/02
SG$114/nighttotal: SG$10146 (89 )
Modern Winter Haven Apartment
1 2
apartment , Winter Haven
This fully furnished two-bedroom, two-bathroom apartment in Winter Haven offers convenient proximity to local hospitals, schools, and shopping centres, although precise distances aren't specified. The recently renovated property features a modern interior, in-unit laundry facilities, private parking, and comfortably accommodates two guests; amenities include a fridge, freezer, microwave, and air conditioning.
9.2 10 reviews
Winter Haven, FL
25/06 – 29/06
SG$380/nighttotal: SG$1520 (4 )
Spacious Home, In A Quiet Neighborhood Near Legoland®-just A 12-minute Drive
4 5
apartment , Winter Haven
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.
9.7 405 reviews
Winter Haven, FL
03/08 – 12/08
SG$184/nighttotal: SG$1656 (9 )
*3/2*gorgeousnewlakehome2aceloc*4mi*legoland*1724
3 3
apartment , Winter Haven
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.
Best family friendly Winter Haven, FL lodging
Among the 577 accommodations in Winter Haven, FL, here are the 4 best for families
10 17 reviews
Winter Haven, FL
01/12 – 28/02
SG$261/nighttotal: SG$23229 (89 )
2-bedroom, 2-bath Unit Offers A Family-friendly Retreat Just Mins From Legoland.
2 2
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.
9.5 50 reviews
Winter Haven, FL
03/08 – 12/08
SG$235/nighttotal: SG$2115 (9 )
Lovely Home In Southern Dunes Golf & Country Club Gated Community
4 3
house , Haines City
This four-bedroom house is situated in the Southern Dunes Golf & Country Club gated community in Haines City, just 14 kilometres from Swanns Railroad Station (Historical) and 24 kilometres from Legoland Florida. The property has consistently received excellent ratings for location, cleanliness and overall user experience. The 158 square metre dwelling comfortably accommodates up to ten guests and features a fully equipped kitchen, a private pool, a fitness centre, and a relaxing garden. Guests can also enjoy access to a golf course, an on-site restaurant, and outdoor play equipment for children.
8.3 4 reviews
Winter Haven, FL
10/07 – 11/07
SG$490/nightfor 1 night
The Poolside Escape
1 4
house , Cypress Gardens
This Winter Haven residence is situated 4.3 kilometres from Legoland Florida and 15 kilometres from Swanns Railroad Station, offering convenient access to local attractions. This detached house boasts a private swimming pool and spa, accommodates up to 15 guests with pets allowed for an additional charge, and includes a fully equipped kitchen, free WiFi, and air conditioning, covering a floor area of 6 square metres.
9.0 42 reviews
Winter Haven, FL
01/12 – 28/02
SG$100/nighttotal: SG$8900 (89 )
*Modern Tiny Lake Cottage*aceloc*4miles*legoland*
2 2
cottage , Winter Haven
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.
Best Winter Haven, FL accommodations with a kitchen
9.8 81 reviews
Winter Haven, FL
10/07 – 11/07
SG$554/nightfor 1 night
Modern 3br Home
1 4
apartment , Cypress Gardens
This newly renovated house is located in Winter Haven, Florida, just 15 minutes from Legoland, 70 kilometers from Disney World, and around 90 kilometers from Busch Gardens, Sea World, and Universal Studios. The property has received excellent ratings for location, cleanliness, and overall user experience. The three-bedroom, two-bathroom house can comfortably accommodate up to eight guests. It includes amenities like a fully equipped kitchen, a jacuzzi, a garden, and parking, making it a perfect choice for families or groups visiting Cypress Gardens.
9.8 46 reviews
Winter Haven, FL
20/06 – 27/06
SG$219/nighttotal: SG$1533 (7 )
2 King Beds + Fireplace + Fenced Yard Retreat
1 2
house , Winter Haven
This Winter Haven cottage is conveniently located near Winter Haven Hospital (approx. 8km), AdventHealth Fieldhouse (approx. 11km), and the Diamondplex (approx. 14km), offering easy access to major attractions such as Legoland Florida (approx. 24km), Bok Tower Gardens (approx. 56km), and Walt Disney World Resort (approx. 72km). The two-bedroom, one-bathroom property sleeps five, features a fully equipped kitchen with dishwasher, a washer/dryer, king-size beds, a fenced backyard, and complimentary Wi-Fi; enjoying a tranquil neighbourhood setting whilst being close to amenities.
8.8 5 reviews
Winter Haven, FL
10/07 – 11/07
SG$404/nightfor 1 night
4 Beds Near Legoland-adventhealth Fieldhouse
3 4
apartment , Winter Haven
This one-bedroom suite is situated conveniently close to Legoland, offering easy access to the popular theme park for families visiting Winter Haven. This flat provides a private kitchenette, air conditioning, parking, and accommodates up to two guests, making it a practical choice for those seeking a comfortable base for exploring local attractions and enjoying a restful stay.
10 139 reviews
Winter Haven, FL
25/06 – 29/06
SG$398/nighttotal: SG$1592 (4 )
Cheerful 4 Bed, 3 Bath Home With Screened Pool
1 5
apartment , Winter Haven
This stylish house is located in Winter Haven, just 10 kilometres from Legoland Florida, in a quiet family neighbourhood. It has received excellent ratings for its location, cleanliness, and overall experience. The house has four bedrooms and three bathrooms, sleeping up to 11 guests. It has a fully equipped kitchen, a swimming pool, a private garden, and plenty of parking space, making it ideal for families or groups looking for a comfortable and convenient stay.
Frequently asked questions about accommodations in Winter Haven, FL
What are the most convenient modes of transportation within Winter Haven, FL?
Winter Haven's pretty easy to get around. You can easily walk or bike in most areas. If you need to go further, there's always the Winter Haven Transit System, with buses running throughout the city. Of course, you can always rent a car if you prefer.
What are the best accommodations in Winter Haven, FL?
What outdoor activities and adventures are popular in and around Winter Haven, FL?
Winter Haven's a haven for outdoor lovers! You can go kayaking or paddleboarding on the Chain of Lakes, hike the trails at Lake Alfred Nature Preserve, or even try your hand at fishing at Lake Lulu. And if you're feeling adventurous, head to Bok Tower Gardens, a stunning botanical garden with a 60-metre-tall tower.
What are the best accommodations with a pool in Winter Haven, FL?
What types of accommodations are available in Winter Haven, FL?
You've got loads of options for accommodation in Winter Haven. There are plenty of hotels and motels to choose from, as well as vacation rentals, bed and breakfasts, and even a few campgrounds if you're feeling adventurous.
What are the best accommodations with a jacuzzi in Winter Haven, FL?
Winter Haven's lovely year-round, but the best time to visit is probably from October to May, when the weather's mild and sunny. Summer can get quite hot and humid, but if you're a water baby, you'll love it then.
What are the best accommodations for families and kids in Winter Haven, FL?
What local dishes and culinary experiences are a must-try in Winter Haven, FL?
You've got to try the fresh seafood at The Fish Hole, it's a local favourite. And for a real taste of Florida, head to The Citrus Center, where you can sample all sorts of citrus fruits and products. Don't forget to try some of the local craft beers too, there are a few great breweries in town.
What are the best pet friendly accommodations in Winter Haven, FL?
In which part of Winter Haven, FL should you consider renting accommodation?
It really depends on what you want to be close to. If you want to be near Legoland Florida, then the Cypress Gardens area is a good bet. If you're looking for something quieter, then the Lake Howard area is a good choice. And if you want to be in the heart of the action, then downtown Winter Haven is the place to be.
What are the best accommodations with parking in Winter Haven, FL?
Among the 577 accommodations in Winter Haven, FL, here are the 4 best ones with a pool
10 32 reviews
Winter Haven, FL
25/06 – 29/06
SG$545/nighttotal: SG$2180 (4 )
Beautiful Lake Front Cottage W/ Heated Pool & Hot Tub, 23 Miles From Disney
4 5
apartment , Winter Haven
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.
10 11 reviews
Winter Haven, FL
01/12 – 28/02
SG$468/nighttotal: SG$41652 (89 )
Heated Pool, Arcade With Ps5, 5min From Legoland-stylish Lakehome
3 2
apartment , Cypress Gardens
This five-bedroom, three-bathroom holiday home in Winter Haven enjoys a lakeside setting, less than 5km from Baytree Golf Club and LEGOLAND Florida. The property boasts a private pool, a fully equipped kitchen including a fridge, microwave, and dishwasher, free Wi-Fi, and accommodates up to six guests, with family-friendly amenities such as an arcade/game room.
9.9 104 reviews
Winter Haven, FL
03/08 – 12/08
SG$250/nighttotal: SG$2250 (9 )
3/2 House Near Legoland W Optional Heated Pool
1 3
apartment , Cypress Gardens
This three-bedroom apartment is situated just 5 kilometres from Legoland and the Peppa Pig theme park in Winter Haven, offering easy access to Cypress Gardens and other attractions. The apartment has excellent user, location, and cleanliness ratings, making it a great choice for families. The self-catering accommodation comfortably sleeps up to 10 guests and features a fully equipped kitchen, a private pool, and a spacious backyard. Enjoy the heated pool, the Lego-themed kids' room, and the peaceful lake views from the front porch.
9.7 41 reviews
Winter Haven, FL
20/06 – 27/06
SG$133/nighttotal: SG$931 (7 )
Winter Haven Guest House, 20 Min. To Legoland
1 2
house , Winter Haven
This B&B in Winter Haven offers a private 750 sq ft living space with a full kitchen and bathroom, including a walk-in shower, located in a quiet, safe neighbourhood just 5 minutes from downtown Winter Haven and 20 minutes from Legoland, with Tampa and Orlando approximately 160 kilometres away. Guests can enjoy a lakefront dock on Lake Howard, a game den with a pool table, shared outdoor spaces with a 75-inch TV and fire pit, and help-yourself food and beverages, with accommodation for up to two people featuring a king bed, futon, and queen air mattress.
Best Winter Haven, FL accommodations with parking
10 111 reviews
Winter Haven, FL
10/07 – 11/07
SG$458/nightfor 1 night
Kid-friendly Home W/ Pool & Bbq
1 4
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.
10 3 reviews
Winter Haven, FL
20/06 – 27/06
SG$145/nighttotal: SG$1015 (7 )
Historic Love, Modern Appeal C
1 2
apartment , Haines City
This studio apartment is located on the second floor of a repurposed doctor's office in Haines City, just 10km from LEGOLAND® Florida and Indigo's Family Fun Center, offering a quiet and unique stay with a touch of history. The apartment provides a comfortable and modern feel with stylish decor, perfect for a couple seeking a peaceful retreat. The accommodation has a private balcony overlooking tall trees, ideal for enjoying a relaxing moment. Guests can also enjoy the convenience of a fully equipped kitchen with a fridge and microwave oven, as well as air conditioning and free Wi-Fi.
9.3 58 reviews
Winter Haven, FL
25/06 – 29/06
SG$307/nighttotal: SG$1228 (4 )
Hook, Line & Leisure: Lakefront Gem W/ Porch!
3 5
house , Winter Haven
This lakefront property is situated in Winter Haven, just a short drive from Legoland Florida and close to Swanns Railroad Station, offering a peaceful retreat away from the city centre. The house has received excellent ratings for cleanliness and user experience, with a good location rating. The three-bedroom house, spanning 221 square metres, comfortably accommodates up to eight guests. Enjoy stunning lake views from the patio, prepare meals in the fully equipped kitchen, and stay connected with free Wi-Fi and cable TV.
9.4 3 reviews
Winter Haven, FL
25/06 – 29/06
SG$287/nighttotal: SG$1148 (4 )
Beautiful 3 Bedroom Pool Villa In Southern Dunes
3 5
apartment , Haines City
This Haines City holiday home is situated within a 15-minute walk of Southern Dunes Golf Club and Country Club, and within 9.6 kilometres of both the regional medical centre and Ember Dog Park. This three-bedroom, three-bathroom property boasts 139 square metres of living space, comfortably accommodating six guests and featuring a private pool, fully equipped kitchen, and in-house laundry facilities.