Family-friendly vacation rentals in Kissimmee

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Kissimmee family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite

Home in Kissimmee

4.89 out of 5 average rating, 192 reviews

Private Jacuzzi-Heated ResortPool-BBQ-7 mls Disney

KevinRating, 5 stars2 weeks ago
Nice place that accommodated pets. Very private resort, very close to the major attractions. All 3 bedrooms are upstairs.
Superhost

Home in Kissimmee

4.67 out of 5 average rating, 57 reviews

Disney 3 bed 2 bath pool hot tub RR

DavidRating, 5 stars20 months ago
We thoroughly enjoyed your lovely home. It was perfect for our needs. Everything was very well-kept and clean. We especially enjoyed the hot tub after long days walking through the Disney and Universal parks! It saved our aching feet. We felt right at home immediately!
Guest favorite

Home in Davenport

4.91 out of 5 average rating, 122 reviews

The Shire -Private Pool & Hot Tub, Close to parks!

HectorRating, 5 stars4 months ago
Monica house was gets like the pictures clean and spacious, when I had a question she was very responsive love the house will recommend to anyone and definitely will go back.
Guest favorite

Home in Kissimmee

4.89 out of 5 average rating, 166 reviews

Luxurious Private Retreat w/Spa & Saltwater Pool

JorgeRating, 5 stars3 months ago
My family and I had a great time. We loved how peaceful it was.
Guest favorite

Townhouse in Kissimmee

4.88 out of 5 average rating, 178 reviews

Adorable 2 bdr lakefront w/jacuzzi 5 min *Disney*

AidalizRating, 5 stars1 week ago
The Airbnb was fantastic, amenities were espectacular, and it is close to Disney parks. Simone is an amazing Host, very responsive, instructions were cleared and accurate. I will definitely return back to this Airbnb.
Guest favorite

Villa in Kissimmee

4.96 out of 5 average rating, 104 reviews

Beautiful Home,6Bdrm, 5Bath, near Disney, Pool&Spa

AlexanderRating, 5 stars3 months ago
My family had a great staycation at the home. The house was very clean and comfortable. Easy to find, easy instructions and great communication. Home was well stocked compared to other homes we’ve stayed at in SL. This was our third time in SL. The other homes gave one towel per person one roll of toilet paper one small hand soap etc. This place had enough hand and bath soap for our 5 day trip. Extra bath towels, hand towels, shampoo and pool towels. The pool and jacuzzi were great, the jacuzzi heater was nice and propane grill made cooking easy. We enjoyed the amenities at the main clubhouse that’s a 1 min walk, but not too close to hear the noise. I would definitely stay here again. Nothing to do with the owners but we called the golf cart service to pick us up and take us to another clubhouse. After 35 min we called and canceled. No big deal we walked to the close one. No small kids with us but lots of baby stuff onsite. Driveway fits 2 suvs and street parking in front of home.
Superhost

Home in Clermont

4.68 out of 5 average rating, 237 reviews

4br/3ba Disney Area Luxury Resort with pool/spa

PhyllisRating, 5 stars2 months ago
Pino was very kind and friendly. Always responded to any questions I had in a timely manner. His home was clean and all amenities was good as stated. My children loved the pool and the comfortable environment that the house was in it reminded them of home. We will definitely be returning for our next vacation next year! He is definitely a Super Host! Thank you Pino!
Superhost

Townhouse in Kissimmee

4.95 out of 5 average rating, 168 reviews

4 BR 4 Bath w/ King Bed & Jacuzzi Near the Parks

DarrinRating, 5 stars7 months ago
We stayed at this resort before and love the location! It’s very close to all the Disney park & Disney Springs! The pool area is very nice and we loved spending our days not at the Disney world parks but the pool! Definitely would recommend this resort!

Family- and pet-friendly home rentals

Superhost

Home in Davenport

4.79 out of 5 average rating, 14 reviews

Wheelchair accessible, 15 min to Disney, Yes Dogs

ShawnRating, 5 stars3 months ago
Hello, Me and my family, came to visit Florida for a family gathering. I was pleased with the house I rented from Franka. The house was family friendly spacious and very clean. The host was very polite, responsive to any concerns I had. I really enjoyed the game room it has over 60 games of pure fun. Close to the store for all your shopping needs. Also the house came with more than enough space so everyone had there own space. I am in a wheelchair and I was able to move around the house and wasn't restricted on where I could go. The pool lift was a plus . I will definitely going back to stay there if you're looking for a wheelchair accessible home I would definitely recommend this house. Thanks again
Superhost

Townhouse in Kissimmee

4.8 out of 5 average rating, 135 reviews

Compass Bay 5164 AD - Beautiful and Near Disney

DionneRating, 5 stars3 months ago
Beautiful place , everything is in a close proximity to what Orlando has to offer the host was always a click away.
Superhost

Guest suite in Orlando

4.87 out of 5 average rating, 78 reviews

Modern Private Studio, with free onsite parking!

LisaRating, 5 stars1 week ago
Great stay!
Superhost

Home in Kissimmee

4.76 out of 5 average rating, 63 reviews

3 Bed Home, Close to Disney, some pets considered

PattiRating, 5 stars2 weeks ago
We were trying to get out of town because of a hurricane, and Craig was very helpful and patient in the booking process.
Guest favorite

Home in Kissimmee

4.83 out of 5 average rating, 103 reviews

5 Stars Vacation Home with Private Pool/Jacuzzi

TrishaRating, 5 stars1 month ago
We really enjoyed our stay here. The house was clean and in a very nice and safe neighborhood. We have 3 small children so it is hard finding a place that has children in mind. The kids bedroom was full of books and toys and our children loved it. You can tell the owners put a lot of thought into making it easier for parents and their children which we appreciated SO much. If we are ever in Orlando again we will for sure be staying here!
Superhost

Home in Davenport

4.85 out of 5 average rating, 210 reviews

5 bedroom villa close to Disney

DavidRating, 5 stars1 week ago
The home was as advertised. Clean and spacious. Great view of the golf course. Quiet residential neighborhood. Excellent English Pub with great food next to Publix down the street.
Guest favorite

Guesthouse in Windermere

4.94 out of 5 average rating, 249 reviews

Paradise nook near Orlando's theme parks

TimRating, 5 stars1 month ago
Had a wonderful stay at Noga's cozy little cottage. It was our second stay there. Everything you need for a comfortable stay is provided, and Noga checks periodically to see that every thing is ok. Quiet, peaceful property close to everything. We were there during hurricane Helene, and Noga wanted to make sure we were safe, and was offering us another place to go, should we need to leave the cottage. A PERFECT PLACE FOR FOR US AND OUR DOG TO STAY WHEN VISITING FAMILY IN ORLANDO !!! If you are looking for quiet, quaint little cottage to stay during your visist to Orlando, we highly recomend it.
Guest favorite

Rental unit in Kissimmee

4.79 out of 5 average rating, 209 reviews

Fantastic Award Winning Renovated 2+2 Near Disney

JenniferRating, 5 stars2 months ago
Great location!! Just a few minutes up the main road, there were so many restaurants, an arcade, Target, and a variety of stores. The apartment itself is located in a gated community. There’s plenty of parking and the area is peaceful. Hosts were very responsive and helpful. I would definitely stay at this property again. I booked it super last minute, the day of, and the host was very accommodating.

Family-friendly home rentals with a pool

Guest favorite

Villa in Kissimmee

4.96 out of 5 average rating, 170 reviews

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

DevinRating, 5 stars4 months ago
We had a great stay. The house was wonderful and close to activities. Hosts were very responsive and friendly. A++ stay. Thank you!
Guest favorite

Home in Davenport

4.81 out of 5 average rating, 141 reviews

Welcoming fully equipped villa in Davenport

SusanRating, 5 stars2 months ago
Just got back home, we didn't want to leave! As mentioned in other reviews, the photos do not do the villa justice. It is much more spacious & lighter than the photos suggest. It has everything needed & the pool area is fab. It also has a shaded area, which is great to get out of the summer heat! Myself, my husband & 19 year old son loved our 2 week stay & would highly recommend.
Superhost

Townhouse in Kissimmee

4.83 out of 5 average rating, 105 reviews

Majorca Paradise: Townhome Near Magic Disney

MylesRating, 5 stars5 months ago
Our Stay Orlando accommodation was a wonderful experience ! Clean, cozy, spacious … it felt like home away from home. The SO team was friendly , responsive and communicated with care .
Guest favorite

Home in Kissimmee

4.89 out of 5 average rating, 128 reviews

Remy's Refuge: Stylish 4BR - 10 min to Disney!

AnastasiaRating, 5 stars2 months ago
This was our second time staying at Trevor and Amanda’s place and it was just as good as the first time. The place is in a great location very close to the Disney parks. The pool area is beautiful especially looking over the lake. Their home is clean, comfortable and has everything that you need. We really enjoyed our stay and are looking forward to visiting again soon.
Superhost

Townhouse in Kissimmee

4.83 out of 5 average rating, 167 reviews

Spacious home with private pool in gated resort

KarinaRating, 5 stars3 weeks ago
We really enjoyed our stay. The home is clean and the beds are comfortable. There is a lot of space and it is a great price for the area and amount of rooms. Loved that there was a private pool apart from the main pool. I would recommend bringing your own towels as the pool towels are a little rough and the bathroom towels are all white (there is an additional charge for any makeup or stains on the white towels)
Superhost

Townhouse in Kissimmee

4.79 out of 5 average rating, 167 reviews

Amazing family home with pool near Disney

BarbaraRating, 5 stars2 months ago
Had a vacation in Florida. All parks were close distance. Very quiet and peaceful. The place was great for a family of 8. Everything was clean and all the rooms spacious. The private pool is great for about three or four people at a time. The clubhouse has a bigger pool which my family thought it was great! The host was very attentive and kind and even messaged me to make sure we were ok during the storm. I would definitely recommend this place and Would book again in the future!
Superhost

Home in Davenport

4.79 out of 5 average rating, 135 reviews

Beautiful 4 bed home, south-facing pool,games room

JonRating, 5 stars2 months ago
This is the second time we’ve stayed here. The location really suits us and we love the house. It’s convenient enough for the resorts but we love being able to get far enough away to relax. The house is always clean, newly decorated and convenient enough for the stores and food outlets close by in Davenport. Matthew and Kate are always quick to respond to questions but because we never had any issues or problems while staying there, we’ve never had to contact them for help during the stay. Great house. Simple check in/ check out. Would definitely recommend.
Superhost

Bungalow in Davenport

4.74 out of 5 average rating, 305 reviews

Florida Palm's near Disney where dreams come true

MalenyRating, 5 stars2 months ago
We loved staying here, we felt right at home! Listing is just as it is in person, safe neighborhood, good location. 5 stars!

Quick stats about vacation rentals that are family-friendly in Kissimmee

  • Total rentals

    6.2K properties

  • Total number of reviews

    208K reviews

  • Pet-friendly rentals

    1K properties allow pets

  • Rentals with a pool

    5.8K properties have a pool

  • Rentals with dedicated workspaces

    3.4K properties have a dedicated workspace

  • Wifi availability

    6.1K properties include access to wifi

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