Best apartment offers in Winter Haven, FL

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Winter Haven, FL apartments
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334 Holiday apartments Winter Haven, FL

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

Peaceful Getaway 3bd Condo Located Near Legoland - Winter Haven, FL
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.
3 Bedroom Cozy Home With The Perfect Patio - Winter Haven, FL
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.
5 Br Home With Large Patio, Pool & Outdoor Family Fun - 7 Mins To Legoland! - Winter Haven, FL
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).
Ultimate Family Getaway: 4br Home With Pool & Games - Winter Haven, FL
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

Lakeside Adventure Retreat W/ Heated Pool, Fishing Dock, Game Room & Optional 1 Hr Boat Cruise* - Winter Haven, FL
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).
South Facing Villa - Modern Finishes - Winter Haven, FL
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.
Huge Luxury Lake House On The Chain Of Lakes Near Legoland! - Winter Haven, FL
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.
Peaceful Lakeside Retreat - Winter Haven, FL
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.

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Best Winter Haven, FL holiday apartments with parking

Fantastic Water Front Home On The Chain Of Lakes - Winter Haven, FL
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.
Kid-friendly Home W/ Pool & Bbq - Winter Haven, FL
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.
19 Mi To Disney World: Bright Haines City Getaway! - Winter Haven, FL
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.
Marvelous 3br/3ba Winter Haven Home  Minutes To Legoland! - Winter Haven, FL
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

Costa 5bd Lego Pool Home - Your Own Private Resort - Winter Haven, FL
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.
2 - Ships Ahoy Bungalow 2 Bed/2 Bath - Unit 17 - Winter Haven, FL
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.
Game Room + Fenced Yard: Home Near Disney World! - Winter Haven, FL
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.
Sweet Cottage- 5 Mi To Legoland & 0.5 Mi To Dwntwn - Winter Haven, FL
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.
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