Family-friendly vacation rentals in Cypress Gardens

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Top-rated family-friendly rentals in Cypress Gardens

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Winter Haven

4.9 out of 5 average rating, 276 reviews

The Old Haven - An Enduring Piece of Nostalgia

This charming home was built in 1908 and is located 45 minutes from Tampa/Orlando. Fully furnished, this space is perfect for families and friends providing plenty of space to sleep 8 people comfortably. With games, puzzles and Dvds, backyard fun for kids while the parents watch from the porch. Enjoy downtown entertainment within walking distance! Home is centrally located to dining, shopping, and small town fare. 4 bar restaurants walking distance on the lake. Live music from Lake sometimes.

Guest favorite

Home in Kissimmee

4.86 out of 5 average rating, 226 reviews

3 bedroom Villa in Kissimmee

The villa is in a residential area within a 5-min drive to local amenities including, a pharmacy, 3 supermarkets and 2 gas stations. The property is between 15 - 40 mins drive from Disney, Epic Universe, SeaWorld, Gatorland & Universal Studios. Orlando International Airport is only about 17 mins drive away. Osceola Heritage Park, the home of the world’s largest collector car auction is only 4 mins drive from the villa. The Florida Turnpike that runs through Miami is 6 mins from the property.

Superhost

Home in Winter Haven

4.91 out of 5 average rating, 303 reviews

💎3/2💎SpeciouS☀Modern🎢4Miles-LEGOLAND🎢

WELCOME to our Lake Mariam Vacation Home (2), duplex on 3 acres of Lakefront property. We are a family own business & genuinely hope to tailor our properties to meet our Guest needs. We adhere to a 3 Core Property Standards that we expect; so, you'll always arrive to a home that is Safe, Clean and Guest Ready! This property is centrally located, 2 mi to dtwn Winter Haven and the Hospital & 4 mi to LEGOLAND & Peppa Pig. Orlando attractions (SeaWorld, Disney/Universal) are all w/in an hr. drive!

Guest favorite

Cottage in Polk City

4.86 out of 5 average rating, 203 reviews

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!

Guest favorite

Guest suite in Kissimmee

4.83 out of 5 average rating, 555 reviews

Private 2 bedroom w/bathrm in portion of POOL home

Hello travelers! We offer a portion of our home with a private entrance off the pool area. Your area has 2 bedrooms with queen beds and internet TVs and a private bathroom. The mini kitchen has a small refrigerator, a coffee maker, microwave and a bread toaster. Please note the pool is shared with my family and another set of travelers. We are happy to continue offering our apartment with a 5-star cleanliness rating. We offer our home to travelers only-we do not accept local reservations.

Guest favorite

Cottage in Lake Wales

4.89 out of 5 average rating, 115 reviews

The "Little ‘Toa" Ideal for short & long stays!

Welcome to the Little TOA, Central Florida's fishing, hunting and winter get away. The house sits just off the Kissimmee River which is part of the Kissimmee chain of lakes, connecting Lake Hatchineha and Kissimmee. This will be a great spot for you and your buddies or family for a short weekend trip or an extended stay. Come see old Florida, the area holds many things to occupy your vacation time. *Your pet is welcome, please let me know ahead of time. There is a one time fee for pets.

Guest favorite

Farm stay in Kissimmee

4.83 out of 5 average rating, 311 reviews

Container home -near Disney WIFI Bamboo Farm

Looking for something off the beaten path that is unique and private? Come stay in our container home in the bamboo forest. We have designed it to be comfortable for up to two people with a large shower, a queen size bed, and even a kitchen equip with a toaster oven, keurig coffee maker, and a refrigerator. The deck has a covered screened in space and a hammock for relaxing in this tranquil environment close to everything and yet it feels miles from anything. Now with excellent WIFI

Guest favorite

Home in Davenport

4.93 out of 5 average rating, 219 reviews

Family pool villa - 20 minutes to Disney!

This family-friendly pool villa includes: • FREE Parking, • FREE High-speed WiFi, • FREE In-villa laundry facilities, and • A fully equipped kitchen! Located in the beautiful gated community of Tuscan Hills. GREAT LOCATION Golf: 3min Disney World: 15-20min Universal Studios: 45min SeaWorld: 20min Discovery Cove: 20min Legoland: 45min Kennedy Space Center: 75min Beaches: 90mi GREAT SHOPPING International Premium Outlets, 189 stores: 35min Vineland Premium Outlets, 160 stores: 25min

Superhost

Home in Davenport

4.81 out of 5 average rating, 142 reviews

Welcoming fully equipped villa in Davenport

A lovely villa located in central Florida with the Parks and other entertainment all within driving distance. 3 bedrooms and 3 bathrooms with large south facing pool/spa and a lanae providing some shelter and a games room for the wet days. The villa is comfortably furnished and has a fully equipped kitchen. Other amenities include wifi, cable and phone, so we hope you have everything you could possibly need to make your stay a home from home, and enjoy the villa as we do.

Guest favorite

Home in Babson Park

4.97 out of 5 average rating, 110 reviews

Authentic "Old Florida" on Crooked Lake!

Authentic "Old Florida" on Crooked Lake! Surrounded by palmettos and Florida foliage, our 1930's rustic lakehouse is serene, private, and exceptionally relaxing. Spring-fed Crooked Lake is designated an "Outstanding Florida Waters" lake and is great for swimming, paddle boarding, kayaking, fishing, and waterskiing. Huge screen porch, ping pong table, fully-equipped kitchen, dining room table for 12, spacious living area (great for games) -- you won't want to leave!

Guest favorite

Guest suite in Kissimmee

4.86 out of 5 average rating, 609 reviews

Private Studio in POOL home

Hello travelers! We offer a portion of our 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 apartment with access to Prime. The pool and garden areas are shared with my family and another set of travelers. We are happy to offer our studio to travelers.

Guest favorite

Cottage in Kissimmee

4.95 out of 5 average rating, 453 reviews

Bright & Cozy Cottage Near Disney

My place located within 10 miles of: Disney World, Celebration, Universal, Water Parks, Old Town & Fun Spot USA's More than 70 Restaurants and Dining, Gifts Shop. My place is good for couples, solo adventurers, business travelers, and families (with kids). You’ll love my place because of In Our Cozy and Comfortable Sand Castle Cottage You'll discover that perfect Mix of High-Energy Fun and Laid Back Florida Lifestyle Right Here.