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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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Home in Winter Haven

4.89 out of 5 average rating, 261 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.

Dec 9 – 16

ﺩ.ﺇ536 per night

Home in Haines City

4.95 out of 5 average rating, 139 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.

Nov 4 – 11

ﺩ.ﺇ606 per night

Cottage in Polk City

4.85 out of 5 average rating, 199 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!

Aug 8 – 15

ﺩ.ﺇ325 per night

Cottage in Lake Wales

4.88 out of 5 average rating, 109 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.

Aug 4 – 11

ﺩ.ﺇ481 per night

Home in Clermont

4.93 out of 5 average rating, 188 reviews

Lake Front Home with private Dock on Lake Louisa

Beautiful lake front home on Lake Louisa. The home sits under towering Cypress trees and is 15 feet from the waters edge. Enjoy breathtaking views of Lake Louisa in the very large great room. Enjoy a game of pool on the pool table, watch cable tv, or walk out onto our private shaded dock where you can fish, swim, enjoy the views, read, play a game of Bimini ring toss, or just relax and unwind. For the safety our guests we allow 2 days between to allow full disinfecting of the house.

Dec 7 – 14

ﺩ.ﺇ630 per night

Home in Babson Park

4.97 out of 5 average rating, 108 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!

Dec 20 – 27

ﺩ.ﺇ1,070 per night

Guest suite in Kissimmee

4.86 out of 5 average rating, 567 reviews

Private Studio in POOL home

Hello! 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 with a 5-star cleanliness rating.

Oct 17 – 24

ﺩ.ﺇ236 per night

Treehouse in Saint Cloud

4.97 out of 5 average rating, 793 reviews

TreeHouse in the Cloud, (Close toTheme Parks

The treehouse is a private getaway for a couple that want to experience the magic. For a video tour type the following link into your browser: https://tinyurl.com/a72vevp5 There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; meemaws-country -cottage which sleeps six.

Apr 3 – 10

ﺩ.ﺇ616 per night

Townhouse in Kissimmee

4.92 out of 5 average rating, 228 reviews

Beautiful Farm House Decor near Disney, Sleeps 6

Welcome to our beautifully decorated 2-store Townhouse only 6 miles away from the Disney Parks and many other attractions. You will have the entirely house for yourself and your family while enjoying your vacation in Florida. We have sought to equip our home to a high standard and to anticipate your needs for a luxurious stay. We truly believe that our home is special based on 4 main reasons: Location, Security, Decoration and Comfort.

Sep 18 – 23

ﺩ.ﺇ383 per night

Cottage in Kissimmee

4.96 out of 5 average rating, 421 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.

Apr 4 – 11

ﺩ.ﺇ377 per night

Home in Auburndale

4.94 out of 5 average rating, 146 reviews

Lake Whistler Beach House with lakefront pool

The Lake house is a resort with Paddle boards/Kayaks at no cost to our guests. Enjoy the entire yard and non-public lake with a private beach which offers you fishing and water sports (jet skis are additional). The main house has a pool table,air hockey and live darts! Also there is a BBQ, 4 TV's, cable, internet, movie library and washer/dryer, Pool and pool Jacuzzi. Small fenced back yard for pets (pet fee required).

Nov 6 – 13

ﺩ.ﺇ1,367 per night

Guesthouse in Lakeland

4.98 out of 5 average rating, 214 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!

Aug 13 – 20

ﺩ.ﺇ407 per night

Vacation rentals for every style

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Popular amenities for Cypress Gardens family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Condo in Davenport

4.92 out of 5 average rating, 379 reviews

Mediterranean Resort! 2+2 Condo. 10 mins to Disney

Nov 8 – 15

ﺩ.ﺇ487 per night

Villa in Kissimmee

4.96 out of 5 average rating, 167 reviews

4 bed villa w/private pool near Disney, sleeps 6+

Aug 22 – 29

ﺩ.ﺇ561 per night

Apartment in Davenport

4.86 out of 5 average rating, 243 reviews

Recently Award Winning Renovated 2+2 Near Disney

Oct 2 – 9

ﺩ.ﺇ485 per night

Apartment in Kissimmee

4.87 out of 5 average rating, 268 reviews

King Bed Family Condo Orlando Disney Universal

Sep 22 – 29

ﺩ.ﺇ400 per night

Townhouse in Kissimmee

4.94 out of 5 average rating, 180 reviews

New Resort near Orlando Disney Private Hot Tub

Aug 31 – Sep 7

ﺩ.ﺇ617 per night

Townhouse in Kissimmee

4.95 out of 5 average rating, 251 reviews

Disney/Universal Home Away from Home!

Sep 4 – 11

ﺩ.ﺇ563 per night

Condo in Kissimmee

4.94 out of 5 average rating, 300 reviews

Disney World Condo w/ Full Kitchen, Balcony & Pool

Sep 2 – 9

ﺩ.ﺇ423 per night

Townhouse in Kissimmee

4.97 out of 5 average rating, 280 reviews

Find a Little Magic in a Townhouse near Disney and Universal

Jan 17 – 24

ﺩ.ﺇ674 per night

Family- and pet-friendly home rentals

Guesthouse in Windermere

4.94 out of 5 average rating, 240 reviews

Small Guesthouse near Orlando's Theme Parks

Jun 7 – 14

ﺩ.ﺇ456 per night

Condo in Orlando

4.97 out of 5 average rating, 107 reviews

Lakefront Resort Condo near Disney & Universal

Jul 11 – 18

ﺩ.ﺇ663 per night

Home in Lakeland

4.91 out of 5 average rating, 121 reviews

Central Lakeland Home Convenient to Parks & Sports

Nov 8 – 15

ﺩ.ﺇ683 per night

Villa in Kissimmee

4.78 out of 5 average rating, 409 reviews

7BD with Movie Theater Pool & Jacuzzi near Disney!

Aug 30 – Sep 6

ﺩ.ﺇ1,175 per night

Villa in Kissimmee

4.92 out of 5 average rating, 181 reviews

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

Jan 31 – Feb 7

ﺩ.ﺇ1,533 per night

Guest suite in Orlando

4.93 out of 5 average rating, 563 reviews

Charming Comfortable Cottage in College Park

Nov 25 – Dec 2

ﺩ.ﺇ359 per night

Home in Kissimmee

4.89 out of 5 average rating, 177 reviews

PrivateJacuzzi-BBQ-ResortPool-Gym-7mlsDisney

Aug 28 – Sep 4

ﺩ.ﺇ554 per night

Home in Orlando

4.83 out of 5 average rating, 176 reviews

Waterside Pet Friendly Lakefront

Apr 16 – 23

ﺩ.ﺇ615 per night

Family-friendly home rentals with a pool

Home in Kissimmee

4.84 out of 5 average rating, 205 reviews

3 bedroom Villa in Kissimmee

Apr 21 – 28

ﺩ.ﺇ441 per night

Guest suite in Kissimmee

4.83 out of 5 average rating, 513 reviews

Private 2 bedroom w/bathrm in portion of POOL home

Jan 1 – 8

ﺩ.ﺇ257 per night

Home in Kissimmee

4.79 out of 5 average rating, 257 reviews

3 bedroom Orlando Florida pool home

Jan 17 – 24

ﺩ.ﺇ445 per night

Condo in Kissimmee

4.92 out of 5 average rating, 264 reviews

Beautiful Beach Style Condo minutes from Disney

Oct 23 – 30

ﺩ.ﺇ386 per night

Home in Davenport

4.93 out of 5 average rating, 200 reviews

Family pool villa - 20 minutes to Disney!

Nov 27 – Dec 4

ﺩ.ﺇ505 per night

Cottage in Kissimmee

4.94 out of 5 average rating, 404 reviews

Entire cottage for 5, close to Disney, Universal!

Sep 13 – 20

ﺩ.ﺇ323 per night

Home in Davenport

4.81 out of 5 average rating, 131 reviews

Welcoming fully equipped villa in Davenport

Sep 2 – 9

ﺩ.ﺇ500 per night

Apartment in Kissimmee

4.92 out of 5 average rating, 319 reviews

Great Full Apartment. Just 5' from Disney Orlando

Apr 25 – May 2

ﺩ.ﺇ422 per night

Quick stats about vacation rentals that are family-friendly in Cypress Gardens

Total rentals
60 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
20 properties allow pets
Total number of reviews
3.4K reviews
Nightly prices starting at
ﺩ.ﺇ294 before taxes and fees

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