Family-friendly vacation rentals in Cypress Gardens

Find and book unique family-friendly homes on Airbnb

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, 275 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 Davenport

4.93 out of 5 average rating, 104 reviews

Beautiful Pool Home With Rear Conservation Views

Watersong Resort is a 46 acre paradise set in beautiful conservation, close to tourist attractions. This elegantly designed and beautifully decorated 5-bedroom vacation home boasts enough space to accommodate a large family. Furnished for comfort, it offers three separate living spaces and a modern kitchen, which is perfect for cooking up culinary delights. The large pool deck, with dining for 10, overlooks stunning conservation where you can soak up the sun and appreciate the Florida sunsets.

Guest favorite

Home in Kissimmee

4.86 out of 5 average rating, 225 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.

Guest favorite

Home in Haines City

4.95 out of 5 average rating, 149 reviews

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.

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, 554 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, 114 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, 310 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 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!

Superhost

Home in Winter Haven

4.84 out of 5 average rating, 206 reviews

💎LakeFront💎ModernCottageTiny-Home☀🎢4milesLEGOLAND🎢

WELCOME! Lake Mariam Tiny Home sits on 3 acres of Lakefront Property. If hospitality & peace is what you want, our space focuses on that & much more. Rejuvenate from a day of Adventure or Business in our Lakefront property home. ONLY 4 miles from LEGOLAND. Famous Orlando attractions (SeaWorld, Disney/Universal, Airport & Downtown) all w/in an hour drive! * Pets considered with prior approval. Please provide pet details before booking. Thank you for understanding!

Guest favorite

Guest suite in Kissimmee

4.86 out of 5 average rating, 608 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

Guesthouse in Lakeland

4.98 out of 5 average rating, 229 reviews

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!