Chain of Lakes Cottage is situated in Winter Haven, Florida, near LEGOLAND Florida and Chain of Lakes Park, offering easy access to Havendale Plaza and Northgate Shopping Centre, approximately 0.6 km and 1.6 km away respectively. This six-bedroom, three-bathroom holiday home, boasting 175 square metres of floor space, sleeps five guests and includes on-demand linen and towel service, with nearby wildlife viewing opportunities at Circle B Bar Reserve and Sertoma Park.
9.4 12 reviews
Winter Haven, FL
01/12 – 28/02
SG$257/nighttotal: SG$22873 (89 )
Lakefront House For Rent
3 2
apartment , Winter Haven
This Winter Haven holiday home is situated less than 5km from Auburndale City Park, the Cindy Hummed Tennis Centre, and Lake Conine, with Lions Park and Inman Park within 10km, offering easy access to local recreational facilities. The three-bedroom, three-bathroom property sleeps four guests and includes a fully equipped kitchen with fridge and dishwasher, a private garden, terrace, in-house laundry, and free Wi-Fi.
9.5 12 reviews
Winter Haven, FL
02/07 – 06/07
SG$528/nighttotal: SG$2112 (4 )
The Best House
1 9
apartment , Winter Haven
This four-bedroom house, situated in Winter Haven's Riverwood Circle neighbourhood, is approximately 16km from LEGOLAND Florida Resort and Peppa Pig Theme Park, and close to the Chain of Lakes for watersports. The property boasts a spacious layout sleeping up to 10 guests, offering a swimming pool, garden, fitness centre, parking, and a fully equipped kitchen including a dishwasher, alongside complimentary internet access.
9.7 651 reviews
Winter Haven, FL
01/12 – 28/02
SG$105/nighttotal: SG$9345 (89 )
2 - Ships Ahoy Bungalow 2 Bed/2 Bath - Unit 17
1 2
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.
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.
10 2 reviews
Winter Haven, FL
21/08 – 30/08
SG$179/nighttotal: SG$1611 (9 )
Cozy 1-bedroom Retreat Near Downtown & Legoland
1 1
apartment , Winter Haven
This Winter Haven apartment, minutes from downtown, LEGOLAND Florida, and a hospital, offers easy access to the I-4 highway and is approximately 72km from Walt Disney World. The self-catering flat comprises one bedroom, one bathroom, sleeps two guests, includes a small kitchenette with mini-fridge, microwave and electric hotplate, and benefits from on-site parking and excellent guest reviews.
9.8 303 reviews
Winter Haven, FL
07/07 – 12/07
SG$208/nighttotal: SG$1040 (5 )
The Old Haven - An Enduring Piece Of Nostalgia
1 4
apartment , Winter Haven
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.
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.
10 15 reviews
Winter Haven, FL
03/07 – 07/07
SG$279/nighttotal: SG$1116 (4 )
The Modern Retreat By Legoland
1 3
apartment , Winter Haven
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.
10 4 reviews
Winter Haven, FL
08/07 – 12/07
SG$190/nighttotal: SG$760 (4 )
Cozy 1 Bedroom Home In Winter Haven Perfect For Your Getaway.
1 3
apartment , Winter Haven
This one-bedroom flat is centrally located in Winter Haven, offering convenient access to local amenities and attractions, being just a 2-minute drive to downtown Winter Haven and within walking distance of Lake Howard. This apartment accommodates up to three guests and features a full kitchen, air conditioning, and parking for two cars, with Legoland Florida a 10-minute drive away.
9.9 30 reviews
Winter Haven, FL
16/07 – 20/07
SG$130/nighttotal: SG$520 (4 )
Winter Haven Apt: 1 Mi To Polk State College!
1 2
apartment , Winter Haven
This one-bedroom apartment is conveniently located near Polk State College in Winter Haven, just 10km from Lake Elbert and 20km from Legoland Florida Resort. The surrounding area is quiet and residential, offering a peaceful retreat for travellers. The apartment is ideal for couples or solo travellers, with a comfortable living space and a fully equipped kitchen. Amenities include a covered balcony, driveway parking, and keyless entry, along with board games and books for leisure.
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.
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
9.4 89 reviews
Winter Haven, FL
27/06 – 04/07
SG$160/nighttotal: SG$1120 (7 )
Stylish-n-private 1br Retreat 2 Miles To Legoland
1 2
apartment , Cypress Gardens
Wakulla Vacation Home (2) is a duplex located just 3.2 kilometres from downtown Winter Haven, close to LEGOLAND Florida Theme Park, Peppa Pig World, and Winter Haven Hospital. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. The apartment is suitable for families, with a capacity of four guests. Amenities include a fully equipped kitchen, a spacious yard, a private back patio, and a dedicated workstation, ensuring a comfortable and convenient stay.
9.7 405 reviews
Winter Haven, FL
21/08 – 30/08
SG$195/nighttotal: SG$1755 (9 )
*3/2*gorgeousnewlakehome2aceloc*4mi*legoland*1724
3 1
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.
10 2 reviews
Winter Haven, FL
27/06 – 04/07
SG$291/nighttotal: SG$2037 (7 )
Work, Play Or Recharge:3br Pool Home Near Legoland
3 2
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.
9.6 5 reviews
Winter Haven, FL
08/07 – 12/07
SG$355/nighttotal: SG$1420 (4 )
Lake Front House | Boat Dock | Heated Pool | More
2 3
apartment , Winter Haven
This two-bedroom, two-bathroom house is situated on Lake Shipp in Winter Haven, Florida, offering direct lakefront access with a private beach and dock, and is just minutes from Legoland Florida and 53km from Walt Disney World Resort. The single-storey property sleeps six, boasts a heated swimming pool, lanai, three-season room, fully equipped kitchen including dishwasher, and provides access to various watersports directly from the property.
Best Winter Haven, FL holiday apartments with a balcony
10 1 review
Winter Haven, FL
16/07 – 20/07
SG$355/nighttotal: SG$1420 (4 )
Updated Villa With Golf Course Views - Southern Dunes
4 2
apartment , Haines City
This Haines City holiday home is situated within a 2.4km walk of Southern Dunes Golf Club and Country Club, and 9.6km from the regional medical centre and Ember Dog Park. This four-bedroom, three-bathroom property boasts a 143 square metre floor area, a private pool, on-site water park access, and comfortably accommodates eight guests with amenities including a fully equipped kitchen, laundry facilities, and a balcony.
This five-bedroom, three-bathroom family home in Winter Haven, Florida, is located within 1.6km of Winter Haven Hospital and Rotary Park, and under 5km from Indigo's Family Fun Center. Offering 314 square metres of living space, this property sleeps up to 10 guests and boasts a fully equipped kitchen, garden, terrace, free Wi-Fi, and a fireplace; nearby attractions include Inman Park.
8.5 31 reviews
Winter Haven, FL
07/07 – 12/07
SG$159/nighttotal: SG$795 (5 )
Cozy Cove Stay
1 4
apartment , Winter Haven
This Winter Haven flat is conveniently located approximately 6km from Swanns Railroad Station and 13km from Legoland Florida, offering easy access to local attractions. The one-bedroom, one-bathroom apartment sleeps seven guests and includes a fully equipped kitchen, free Wi-Fi, private parking, and a balcony; nearby amenities include several other railway stations within a 19km radius.
10 2 reviews
Winter Haven, FL
01/12 – 28/02
SG$285/nighttotal: SG$25365 (89 )
Family-friendly Pool Home Just Minutes From Legoland Sleeps 6+!
3 2
apartment , Cypress Gardens
This three-bedroom, two-bathroom house is situated 3.5 km from Legoland Florida, offering easy access to both Lakeland and Orlando airports and convenient proximity to Cypress Gardens. The property sleeps eight guests and boasts a private pool, two family rooms, indoor/outdoor dining areas, multiple large TVs, a fully equipped kitchen with a dishwasher, laundry facilities, and Wi-Fi; nearby attractions include Cypresswood Golf and Country Club and the KICCO Wildlife Management Area.
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
9.6 5 reviews
Winter Haven, FL
16/07 – 20/07
SG$371/nighttotal: SG$1484 (4 )
Private Pool: Family Home In Southern Dunes
4 2
apartment , Haines City
This five-bedroom Haines City holiday home is situated a 15-minute walk from Southern Dunes Golf Club and Country Club, and 5 kilometres from Ember Dog Park. This 153-square-metre property boasts three bathrooms, a private pool, fully equipped kitchen, laundry facilities, and accommodates up to eight guests, offering easy access to local amenities and attractions.
10 3 reviews
Winter Haven, FL
07/07 – 12/07
SG$276/nighttotal: SG$1380 (5 )
Charming 3-bedroom House In Fantastic Winter Haven With Wifi, Ac, Community Pool
3 4
apartment , Winter Haven
This Winter Haven holiday home is conveniently located 16km from LEGOLAND Florida, 64km from Walt Disney World Resort, and 72km from Busch Gardens Tampa Bay. Sleeping up to six guests, this three-bedroom, two-bathroom property offers amenities including Wi-Fi, air conditioning, and access to a community pool, dog park, and walking trails, with nearby access to Winter Haven's 50 lakes.
Winter Haven, FL
04/07 – 05/07
SG$254/nightfor 1 night
Family-friendly Home In Haines City
3 4
apartment , Lake Hamilton
This three-bedroom flat for six guests is situated in Haines City, Florida, offering a convenient base for exploring the Polk County area, with Lake Hamilton just a short journey away. The property boasts a fully equipped kitchen, air conditioning, free parking, and a covered patio with a large fenced garden, ensuring a comfortable and convenient stay.
8.0 2 reviews
Winter Haven, FL
27/06 – 04/07
SG$292/nighttotal: SG$2044 (7 )
Southern Dunes - Golf Course Views Villa
4 2
apartment , Haines City
This four-bedroom Haines City holiday home is located in the Southern Dunes Golf Course community, approximately 24km from Legoland Florida and 32km from Walt Disney World Resort. The 143 square metre property boasts a private pool with optional heating, a fully equipped kitchen, and accommodates up to eight guests, offering access to community amenities including tennis courts and children's play areas.
Best Winter Haven, FL holiday apartments with air conditioning
Winter Haven, FL
01/12 – 28/02
SG$108/nighttotal: SG$9612 (89 )
Remote Workers 1bed W/full Kitchen & Living Room
1 2
apartment , Winter Haven
This private guest suite is located in Winter Haven, Florida, offering convenient access to local shopping, dining, major roadways, and attractions. This independent apartment accommodates up to three guests and features a queen-sized bedroom, a separate living area, a dining space, and a well-equipped kitchen with a freezer, microwave, and dishwasher, all within easy reach of Winter Haven's amenities.
9.7 14 reviews
Winter Haven, FL
21/08 – 30/08
SG$126/nighttotal: SG$1134 (9 )
Unique Cozy Studio
1 1
studio , Winter Haven
This Winter Haven studio apartment is conveniently located 6.4km from Legoland Florida and within a 21km radius of several railway stations. The 45 square metre self-contained unit sleeps three guests and features a kitchenette with fridge and microwave, private parking, air conditioning, Wi-Fi, and provision of towels and linen.
9.9 230 reviews
Winter Haven, FL
04/07 – 05/07
SG$563/nightfor 1 night
Reynolds House #9 - 3br / 2.5ba
1 4
apartment , Lake Alfred
This 1-bedroom house is situated on a 24-acre estate overlooking Lake Alfred, just a short drive from Disney and Legoland, offering a peaceful retreat in a beautiful setting. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. The house features a spacious layout with 12ft ceilings and wood floors. Guests can enjoy a range of amenities, including a shared outdoor pool and cabana, a fully equipped kitchen, and access to high-speed internet and streaming services.
9.8 164 reviews
Winter Haven, FL
16/07 – 20/07
SG$195/nighttotal: SG$780 (4 )
3 - Lake Life House 1 Bed/1bath - Unit 15
1 2
apartment , Cypress Gardens
This charming cottage is situated in Winter Haven, Florida, just a short drive from Cypress Gardens and Legoland, offering a peaceful retreat close to popular attractions. It consistently receives excellent ratings for its location, cleanliness, and overall experience. The cosy holiday home has one bedroom and one bathroom, comfortably accommodating up to four guests. It features a well-equipped kitchen, air conditioning, a private garden, and parking, making it ideal for families or couples seeking a relaxing getaway.