This two-bedroom flat in Winter Haven offers convenient access, being just 5 minutes' drive from Legoland and a short distance to major supermarkets like Publix, Aldi, and Walmart. The property features air conditioning, a kitchen, parking, and internet, with a guest capacity of four, and is ideally situated for exploring Bok Tower Gardens and enjoying a peaceful family holiday.
Winter Haven, FL
04/07 – 05/07
SG$240/nightfor 1 night
Haven Lake House
1 4
apartment , Winter Haven
This centrally located flat in Winter Haven offers convenient access to major Florida destinations, being approximately 160 kilometres from Tampa, 80 kilometres from Orlando's theme parks, and 120 kilometres from the Gulf Coast beaches of Anna Maria Island. This apartment features two bathrooms and can accommodate up to six guests, with air conditioning and a kitchen, making it an ideal base for families exploring the wider Florida region.
8.0 5 reviews
Winter Haven, FL
21/08 – 30/08
SG$271/nighttotal: SG$2439 (9 )
Disney Castle Cove - Private Pool & Community Boat Ramp Close To Legoland
4 1
apartment , Winter Haven
This Disney-themed houseboat, located in Winter Haven, Florida, is approximately 55 kilometres from Walt Disney World Resort and a short drive from Legoland Florida Resort. Sleeping eight guests across four bedrooms and two bathrooms, this self-catering vessel boasts two living rooms with smart TVs, a private pool, screened patio, and convenient access to Lake Sears; nearby attractions include Indigo's Family Fun Centre, Baytree Golf Club, and Havendale Plaza Shopping Centre.
Winter Haven, FL
01/12 – 28/02
SG$194/nighttotal: SG$17266 (89 )
Charming And Cozy Winter Haven Oasis
1 2
apartment , Winter Haven
This one-bedroom flat is located in Winter Haven, offering convenient access to Bok Tower Gardens and the Northgate Shopping Centre. This 46-square-meter apartment accommodates up to four guests with one bedroom and a sofa bed, featuring air conditioning, parking, and internet, and is situated within easy reach of LEGOLAND® Florida.
10 2 reviews
Winter Haven, FL
21/08 – 30/08
SG$272/nighttotal: SG$2448 (9 )
Work, Play Or Recharge:3br Pool Home Near Legoland
3 1
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.
9.8 171 reviews
Winter Haven, FL
07/07 – 12/07
SG$263/nighttotal: SG$1315 (5 )
3/2 Great Family Home Near Legoland
1 4
apartment , Winter Haven
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.
8.0 4 reviews
Winter Haven, FL
01/12 – 28/02
SG$252/nighttotal: SG$22428 (89 )
Carefree Cove On Lake Connie - With Hot Tub! 15 Mins To Legoland
3 2
apartment , Winter Haven
This three-bedroom, two-bathroom lakeside property is situated on Lake Connie in Winter Haven, Florida, approximately 24 kilometres from Legoland Florida Resort. The 6-guest apartment boasts a private dock, hot tub, screened patio, fire pit, fully equipped kitchen with coffee bar, smart TVs, keyless entry, laundry facilities, and is conveniently located for exploring downtown Winter Haven.
9.4 48 reviews
Winter Haven, FL
01/12 – 28/02
SG$54/nighttotal: SG$4806 (89 )
2bd Private House-perfect For Longer Stays Budget
1 2
apartment , Winter Haven
This renovated Winter Haven bungalow, a short walk from Lake Howard, offers easy access to Bartow, Lakeland, and Lake Wales. The two-bedroom, one-bathroom property sleeps five, features a basic kitchenette with microwave and fridge, free Wi-Fi, and dedicated parking; guests can enjoy nearby attractions and the property's private garden.
9.8 83 reviews
Winter Haven, FL
04/07 – 05/07
SG$586/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.
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.
Winter Haven, FL
02/07 – 06/07
SG$819/nighttotal: SG$3276 (4 )
Spacious 4-bedroom House With Wifi, Private Pool, In The Beautiful Haines City
4 9
apartment , Haines City
This four-bedroom detached house in Haines City is conveniently situated for local shopping centres such as Posner Village and Northgate, and is 7.8 kilometres from the Everglades Headwaters National Wildlife Refuge and Conservation Area. This property accommodates nine guests with a private pool, WiFi, air conditioning, and offers access to a fitness room and water park, with LEGOLAND® Florida and Indigo's Family Fun Centre within easy reach.
10 30 reviews
Winter Haven, FL
21/08 – 30/08
SG$289/nighttotal: SG$2601 (9 )
Hot Tub & Fire Pit: Lakefront Home On Lake Eloise
1 1
apartment , Winter Haven
This Winter Haven apartment is situated less than 1.6km from both the Chain of Lakes and LEGOLAND Florida, and 4.5km from Baytree Golf Club, offering a convenient base for exploring the area. The 56-square-metre property features one bedroom, one bathroom, sleeps four guests, and includes a fully equipped kitchen, private patio, Jacuzzi, and access to on-site amenities such as a garden and spa.
Best family friendly Winter Haven, FL Holiday Apartments and Self Catering Accommodations
Among the 334 accommodations in Winter Haven, FL, here are the 4 best family friendly holiday apartments
Winter Haven, FL
08/07 – 12/07
SG$152/nighttotal: SG$608 (4 )
Peaceful Getaway 3bd Condo Located Near Legoland
3 3
apartment , Winter Haven
This 3-bedroom, 2-bathroom condo in Winter Haven provides a central base with easy access to local shops and eateries, as well as the region's numerous lakes and Central Florida's attractions, all within a 50 kilometre radius. This comfortable property, suitable for up to 4 guests, features a fully equipped kitchen, a spacious living area, and fast Wi-Fi, ideal for families and business travellers seeking a convenient stay with amenities for relaxation and connectivity.
9.6 19 reviews
Winter Haven, FL
21/08 – 30/08
SG$173/nighttotal: SG$1557 (9 )
3 Bedroom Cozy Home With The Perfect Patio
2 1
apartment , Winter Haven
This Winter Haven holiday home, sleeps six guests in two bedrooms and two bathrooms, offering a fully equipped kitchen, garden, patio, and free WiFi. The property includes air conditioning, a washing machine, and is conveniently located in Winter Haven (precise location unspecified), allowing easy access to local attractions, though specific distances are unavailable.
9.6 4 reviews
Winter Haven, FL
01/12 – 28/02
SG$284/nighttotal: SG$25276 (89 )
5 Br Home With Large Patio, Pool & Outdoor Family Fun - 7 Mins To Legoland!
5 2
apartment , Cypress Gardens
This five-bedroom Cypress Gardens holiday home is situated minutes from water sports and lakes, a 7-8 minute drive from LEGOLAND Florida, and under an hour from Walt Disney World and Universal Studios Florida. This 161 square metre property boasts a private pool, kids' swing, basketball hoop, and BBQ, sleeping up to 12 guests and offering a king-size master suite with en-suite bathroom, plus further bedrooms with king, queen, and twin beds (convertible to king).
8.0 1 review
Winter Haven, FL
02/07 – 06/07
SG$711/nighttotal: SG$2844 (4 )
Ultimate Family Getaway: 4br Home With Pool & Games
4 9
apartment , Winter Haven
This spacious five-bedroom dwelling in Winter Haven is conveniently located approximately 5 kilometres from Legoland and offers easy access to Downtown Winter Haven and the Central Florida lakes. This family-friendly apartment accommodates up to ten guests and features a private swimming pool, a fenced yard, a pool table, and a semi-private suite with its own kitchenette, making it ideal for a holiday rental.
Best Winter Haven, FL holiday apartments with a balcony
10 17 reviews
Winter Haven, FL
21/08 – 30/08
SG$523/nighttotal: SG$4707 (9 )
Lakeside Adventure Retreat W/ Heated Pool, Fishing Dock, Game Room & Optional 1 Hr Boat Cruise*
4 1
apartment , Winter Haven
This luxury houseboat on Lake Otis, Winter Haven, Florida, is situated 7.2 kilometres from LEGOLAND Florida and Peppa Pig Theme Park, and 45 kilometres from Walt Disney World Resort. The 440-square-metre property boasts four bedrooms, five bathrooms, sleeping up to ten guests, and features a private dock, heated saltwater pool, tennis court, and complimentary one-hour pontoon boat excursion (additional time at a fee).
10 3 reviews
Winter Haven, FL
07/07 – 12/07
SG$355/nighttotal: SG$1775 (5 )
South Facing Villa - Modern Finishes
4 4
apartment , Haines City
This Haines City holiday home is situated a 15-minute walk from Southern Dunes Golf Club and Country Club, and within 9.6 kilometres of Ember Dog Park and a regional medical centre. This 143-square-metre property boasts four bedrooms, three bathrooms, sleeps eight guests, and includes a private pool, fully equipped kitchen, barbecue, laundry facilities, and a balcony.
9.8 141 reviews
Winter Haven, FL
21/08 – 30/08
SG$768/nighttotal: SG$6912 (9 )
Huge Luxury Lake House On The Chain Of Lakes Near Legoland!
5 1
apartment , Cypress Gardens
The Lake House is situated in Winter Haven, Florida, just 1.1 kilometres from LEGOLAND® Florida, 60 kilometres from Walt Disney World, and less than 80 kilometres from Tampa beaches. This property has received excellent ratings for user experience, location, and cleanliness. The home offers 5 bedrooms and 5 bathrooms across 511 square metres of living space. Guests can enjoy a range of amenities including a swimming pool, jacuzzi, terrace, garden, and a fully equipped kitchen with a fridge, microwave, and dishwasher.
9.2 11 reviews
Winter Haven, FL
21/08 – 30/08
SG$314/nighttotal: SG$2826 (9 )
Peaceful Lakeside Retreat
3 1
apartment , Winter Haven
This lakeside property in Winter Haven is situated 1.9km from Sertoma Park and within 4.8km of Indigo's Billiards, Bowling & Games, and Indigo's Family Fun Center. This 563 square metre house offers four bedrooms, two bathrooms, sleeps seven guests, and boasts a fully equipped kitchen, garden, free Wi-Fi, and parking; water activities are available at the lake.
Frequently asked questions about apartment rentals in Winter Haven, FL
What makes Winter Haven, FL unique or famous?
Winter Haven is known for its beautiful lakes and is nicknamed the 'Chain of Lakes City'. It's also home to Legoland Florida Resort - a huge theme park, and Cypress Gardens - a botanical garden with a long history. It's a great place to visit for a relaxing holiday.
Where can you find the best local markets and street food in Winter Haven, FL?
The Winter Haven Farmers Market is held every Saturday morning at the Central Park and is a great place to find local produce and crafts. You can also find some great street food at the Downtown Winter Haven area, particularly around Central Avenue and First Street.
What are the best apartments with a pool in Winter Haven, FL?
How is the public transportation system in Winter Haven, FL?
Winter Haven has a public bus system called Winter Haven Area Transit (WHAT) which is a good option for getting around the city. It's best to check the website for schedules and routes. There are also ride-sharing services available.
What are the best apartments with a jacuzzi in Winter Haven, FL?
Which seasonal events or festivals should apartment renters look forward to in Winter Haven, FL?
The Winter Haven Christmas Parade is a great event for the whole family. There's also the Spring Fling Festival held in April, and the Winter Haven Street Fest in October. You can find details about upcoming events on the Winter Haven Chamber of Commerce website.
What are the best apartments for families and kids in Winter Haven, FL?
What amenities are typically included in apartments in Winter Haven, FL?
Most apartments in Winter Haven will come with a fridge, oven, and washing machine and dryer. Some apartments may also have a swimming pool, gym, or other amenities. It's best to check the listing for details.
What are the best pet friendly apartments in Winter Haven, FL?
Best Winter Haven, FL holiday apartments with parking
10 25 reviews
Winter Haven, FL
08/07 – 12/07
SG$646/nighttotal: SG$2584 (4 )
Fantastic Water Front Home On The Chain Of Lakes
4 3
apartment , Winter Haven
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.
10 111 reviews
Winter Haven, FL
01/12 – 28/02
SG$213/nighttotal: SG$18957 (89 )
Kid-friendly Home W/ Pool & Bbq
1 2
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.
8.0 3 reviews
Winter Haven, FL
07/07 – 12/07
SG$160/nighttotal: SG$800 (5 )
19 Mi To Disney World: Bright Haines City Getaway!
2 4
apartment , Haines City
This Haines City holiday home is situated 1.6km from Lake Eva Community Park and within a 32km radius of LEGOLAND Florida and Walt Disney World. The 80 square metre, two-bedroom property sleeps four, boasting a terrace, garden, parking, and a well-equipped kitchen including an espresso machine, plus free Wi-Fi, a 75-inch aquarium, and nearby access to water activities at Lake Davenport.
Winter Haven, FL
27/06 – 04/07
SG$395/nighttotal: SG$2765 (7 )
Marvelous 3br/3ba Winter Haven Home Minutes To Legoland!
3 2
apartment , Winter Haven
This three-bedroom flat in Winter Haven is situated just minutes from LEGOLAND, offering convenient access to the Theatre Winter Haven and the Bartow Airbase History Museum, as well as family entertainment centres like Indigo's Family Fun Centre and Indigo's Billiards, Bowling & Games. This property accommodates up to six guests with three bathrooms, air conditioning, a full kitchen including a microwave oven and dishwasher, and on-site parking, making it ideal for families preparing for or returning from theme park adventures at LEGOLAND.
Best Winter Haven, FL holiday apartments with air conditioning
Winter Haven, FL
02/07 – 06/07
SG$674/nighttotal: SG$2696 (4 )
Costa 5bd Lego Pool Home - Your Own Private Resort
5 9
apartment , Cypress Gardens
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.
9.7 651 reviews
Winter Haven, FL
07/07 – 12/07
SG$173/nighttotal: SG$865 (5 )
2 - Ships Ahoy Bungalow 2 Bed/2 Bath - Unit 17
2 4
apartment , Winter Haven
This charming cottage is located in Cypress Inlet Vacation Homes and Marina in Winter Haven, Florida, just a short drive from Legoland and other attractions. It has received excellent ratings for its cleanliness, location and overall experience. This two-bedroom property offers a comfortable and stylish living space. Guests can enjoy direct canal access to Lake Eloise, a covered porch, a well-equipped kitchen, three Smart TVs, and a boat ramp on a private canal.
9.8 32 reviews
Winter Haven, FL
02/07 – 06/07
SG$289/nighttotal: SG$1156 (4 )
Game Room + Fenced Yard: Home Near Disney World!
4 9
apartment , Haines City
This family-friendly holiday home is located just 5km from Southern Dunes Golf Club and 10km from Lake Henry Golf Club, making it ideal for golfers seeking a relaxing escape. It has received excellent user ratings, with guests praising its comfort and amenities. The property spans 268 square metres and comfortably accommodates up to 10 guests. Enjoy a range of features, including a fully equipped kitchen, a patio, a garden, and a tennis court, ensuring a comfortable and enjoyable stay for all.
9.6 230 reviews
Winter Haven, FL
04/07 – 05/07
SG$296/nightfor 1 night
Sweet Cottage- 5 Mi To Legoland & 0.5 Mi To Dwntwn
1 4
apartment , Winter Haven
This charming cottage is situated in downtown Winter Haven, just 800 metres from entertainment options and 8.4 kilometres from Legoland, making it a convenient base for exploring the area. It consistently receives excellent ratings for location, cleanliness, and user experience. The two-bedroom property comfortably sleeps up to eight guests. The cottage is well-equipped with a fully-stocked kitchen, a washer and dryer, a desktop computer, and a garden with games, grills, and a foosball table, providing plenty of opportunities for both indoor and outdoor entertainment.