Family-friendly vacation rentals in Kissimmee

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Kissimmee

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

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Guest favorite

Cottage in Kissimmee

4.89 out of 5 average rating, 209 reviews

Be Our Guest Sandcastle Cottage 81

Located-Encore Tropical Palms RV Resort 5 min to Disney property and minutes away from various restaurants. Old Town and Fun Spot are right next to the property. New renovated floors just installed! (May 2023) Has private bedroom with queen bed and upstairs loft with 2 twin beds for the kids. Newer sofa and recliner and washer/dryer. Stainless Steel Appliances and granite tile counter tops in kitchen. Smart TV in living room. Resort style pool with kiddie area. Miniature Golf area. Free WiFi

Dec 4 – 11

G$20,410 GYD per night

Guest favorite

Guest suite in Kissimmee

4.83 out of 5 average rating, 509 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.

Jan 21 – 28

G$14,072 GYD per night

Guest favorite

Townhouse in Kissimmee

4.95 out of 5 average rating, 153 reviews

Amazing, luxe 3BD/2BA home mins to Parks! 5 Stars!

Welcome to our luxurious resort-style townhome in the heart of the Disney World area! Our prime location puts you just minutes away from all the parks, restaurants, and shopping you could want. With TVs in every room and resort amenities like a fitness center, playroom, and volleyball court, there's something for everyone. And when you're ready to unwind, you can soak up the sunshine and natural beauty that surrounds our resort. Book now and experience the ultimate Orlando vacation!

Aug 30 – Sep 6

G$26,696 GYD per night

Guest favorite

Home in Kissimmee

4.84 out of 5 average rating, 205 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, 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.

Mar 21 – 28

G$25,021 GYD per night

Guest favorite

Cottage in Kissimmee

4.94 out of 5 average rating, 371 reviews

Entire Cottage close to Disney, Universal, Airport

A full cottage for 4! The perfect place stay. Located just 20 minutes from Disney and Universal. Shopping and Restaurants are less than 5 minutes from the cottages. All new furnishings, fresh linens, fresh paint! Privately owned. This cottage is our favorite!!! We also just updated the A/C. Check out unit We also have three other cottages on property, the Bitty Bungalow, Bitty Bliss, and the Bitty Blossom. All cottages are within 70 yards of each other.

Dec 4 – 11

G$17,331 GYD per night

Guest favorite

Tiny home in Kissimmee

4.94 out of 5 average rating, 328 reviews

Blue Bungalow Tiny House near all Attractions!!

Our Tiny House in Mill Creek RV Resort is minutes away from Disney, Universal, Sea World & most area attractions. Our cozy cottage has a private bedroom, full kitchen, large island, living room, bathroom, free washer/dryer, and the perfect front porch. There is a private drive and free parking. The resort is peaceful with plenty of amenities! We have four tiny house cottages - please check us out on Facebook under Tiny Mouse Houses to find the Airbnb links.

Apr 4 – 11

G$20,351 GYD per night

Guest favorite

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.

Dec 10 – 17

G$14,582 GYD per night

Guest favorite

Townhouse in Kissimmee

4.95 out of 5 average rating, 251 reviews

Disney/Universal Home Away from Home!

At the Regal Oaks Resort you will find a fantastic pool, water slides, games room, gym, sauna, onsite dining at the clubhouse and much more! We DO NOT have any additional resort fees, the price you pay is final, it includes everything and all free amenities at our resort! Nature's little get away. Our home is located in a very private section of the resort backing onto a large conservation area. Nothing but green life and palm trees!

May 16 – 23

G$29,166 GYD per night

Superhost

Townhouse in Kissimmee

4.79 out of 5 average rating, 222 reviews

Perfect home near Disney, Affordable & Comfortable

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.

Nov 11 – 16

G$19,537 GYD per night

Guest favorite

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.

Feb 26 – Mar 5

G$25,037 GYD per night

Guest favorite

Apartment in Kissimmee

4.88 out of 5 average rating, 266 reviews

King Bed Family Condo Orlando Disney Universal

This unit is on the second floor. Recently renovated and updated! Your much deserved fun vacation away from home starts here! This amazing condo is located in the heart of Walt Disney World and all Kissimmee and Orlando best fun spots! Includes 1 King size bed, 1 full size sofa bed and 1 twin size sofa bed. **JUST ADDED Big smart TVs with Disney+, Netflix, Amazon Video and Vudu for you to relax after long days at the parks!

Apr 16 – 23

G$22,691 GYD per night

Guest favorite

Cottage in Kissimmee

4.94 out of 5 average rating, 459 reviews

JU Super Duper Tiny House, 15 minutes to Disney

Our tiny house has everything you need for a couples retreat or a family fun get-a-way! Private master bedroom with a queen bed and a separate loft with a double and single mattress (it's so cute!). Full kitchen with dishwasher, stove/oven, refrigerator and a table & chairs. The living room has a recliner, couch with a vaulted ceiling. Out front is a covered patio with table and chairs.

Mar 10 – 17

G$20,237 GYD per night