Family-friendly vacation rentals in Winter Haven

Luxury Home 4/3 near Disney, 2 Masters

Luxury 4 bedroom home located in a quiet, gated community about 15 miles from Disney World. The travel time to Disney will depend on the traffic but is usually between 30 and 40 minutes. Fully furnished with 2 master King bed suites, one queen bedroom and one bedroom with 2 twin beds. 3 full baths. 5 high definition televisions, high speed Wifi, free long distance phone calls to US, Canada and UK. Large pool and spa. Large game room with many games and activities for children of all ages.

Cozy Historical Cottage

This lovely cottage of 1,000 sqft of living space, two bedrooms, one bath, dining room. Enjoy the view from the patio overlooking the backyard or relax in the Florida room on a traditional swing. The Van Fleet Trail and Freedom Park are just a few yards away. Popular attractions like Fantasy of Flight, Dinosaur World, Lego Land, and Disney are nearby. The Lakeland Mall is 10 minutes away movies & restaurants. Just a short walk away you'll find two family restaurants. Book your stay today!

Sweet Cottage- 5 mi to Legoland & 0.5 mi to dwntwn

This delightful lake-life inspired cottage includes 2 bedrooms and 1 ½ baths, a fooseball table, and easily sleeps 7 guests comfortably. Located just 15 minutes from Legoland and 45 minutes from Tampa & Orlando, this home is perfect for both families and those traveling for work. In fact, this Home is centrally located to dining, shopping, and small town fare. Come stay and enjoy downtown entertainment within walking distance (0.5 miles), or a quick car drive to Legoland (5.2 miles).

Amazing 4 bed home, large pool, Disney 12 miles!

This fantastic detached 4-bedroom pool home is very spacious and beautifully decorated throughout. The open-plan layout offers two lounge areas, four attractive bedrooms, 2 bathrooms and a huge pool deck with a large private pool. Located just 12 miles to Disney World and close to shopping and dining, this beautiful property is a real home-from-home! Please read the property description, booking terms and house rules stated below before sending a request to book.

Private Studio in POOL home

Hello travelers! 😀 We offer a portion of our smoke-free home with a King sized bed, a large private bathroom with a Jacuzzi tub, and a Harry Potter play area accessed by rock climbing wall. The mini kitchen has a microwave, bread toaster, coffee maker, and refrigerator. There's an internet TV in the area with access to Roku. The pool and garden areas are shared with my family and another set of travelers. We are happy to offer our studio to travelers.

Mintra’s Villa Pool & Spa

Located in Four Corners is Mintra’s Villa . Just 22 mins to Disney theme parks. Legoland is 38 mins from villa. Universal studios can be reached by taken the I-4 that’s minutes away from villa to get you there. It’s also close to Golf courses ,shopping and many fine restaurants. This Villa can accommodate the maximum of 6 guests quite comfortably . Private south-facing pool and Spa. Fun and relaxation awaits you at the villa. See you soon.

Modern lakeside retreat by SEU and FSC

This 1/1 lakefront historic cottage, built in 1920, is separate from the main house with its own entrance, parking, front porch & beach. The queen bed and large couch sleeps 3 adults. Only 1 mile from Southeastern University and 3 miles to Florida Southern College. Kayaks and fishing poles are provided for your enjoyment during your stay. Come unwind and enjoy the lake views from the hammock and private beach!

Luxury Cottage on Prestigious Million$ Property

Close to everything. Away from it all. Situated on 5 grassy acres and home to the Lewman family, this pristine south Lakeland home is fully fenced with a gated entry. The Guest House sits detached next to the main house with plenty of shared parking. Enjoy the outside without the worry of traffic. Free Wifi. We pride ourselves in providing a clean and safe home for you to make your own while you are here.

Florida Getaway near Legoland& Orlando Attractions

My place is close to restaurants and dining, family-friendly activities, Legoland, Disney World, Universal Studios, Theatre Winterhaven, Bok Tower Gardens, Golf courses. You’ll love my place because of the neighborhood, the ambiance, & close to activities.. My place is good for couples, solo adventurers, business travelers, families (with kids), and big groups.