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Pet-friendly holiday rentals in Kissimmee

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Kissimmee pet-friendly home rentals

Pet-friendly house rentals

Superhost
Home in Davenport
4.8 out of 5 average rating, 15 reviews

Wheelchair accessible, Weekly Discounts, Yes Dogs!

ShawnRating, 5 stars8 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
Top Guest favourite
Home in Orlando
4.93 out of 5 average rating, 30 reviews

Pet-Friendly Bungalow Near Downtown Orlando

StephanieRating, 5 stars2 weeks ago
Megan's place was everything we needed. We felt right at home and my dog was very happy with the house and the backyard. Totally fenced in yard was safe and secure for my fur baby and the neighborhood was super quiet and cute. Megan was very responsive if I had any questions and the instructions to get in were super easy. I am so very pleased with the comfort of the beds and how wonderful the space was. I will definitely be staying here again hopefully soon. If you need a safe, pet friendly place to stay close to just about everything this is the place for you and your pets. Highly recommend!!!!! 5 stars from me and my 4 legged friend.
Guest favourite
Home in Orlando
4.97 out of 5 average rating, 113 reviews

Modern 3/2 in Ivanhoe Village

AmirhosseinRating, 5 stars3 weeks ago
Very clean and great location
Top Guest favourite
Home in Orlando
4.97 out of 5 average rating, 119 reviews

Beautiful House Completely Remodeled

KimRating, 5 stars1 week ago
This was our 2nd stay at Jonny's house...this year for 6 weeks! It was a fantastic escape from our winter temps in PA. Jonny is a super host in every sense of the term. He and his wife go above and beyond to make us feel welcome and special..including treats and toys for our cat, Spencer. The house is located in a quiet neighborhood, excellent for walking. It's very close to so many things to do. We're already booked for next February!šŸ˜Š
Superhost
Home in Kissimmee
4.89 out of 5 average rating, 27 reviews

Pelican House

JessicaRating, 5 stars2 months ago
Our family had a great stay at The Pelican House. Donna was very responsive and friendly. The house matched its description. Very clean, comfy beds and close to all the parks. Thank you for the outstanding stay.
Guest favourite
Home in Winter Garden
4.78 out of 5 average rating, 69 reviews

Downtown Winter Garden Mid Century Hipster

StephanieRating, 5 stars2 weeks ago
Exactly what we needed! Very spacious, clean, and welcoming. Great spot for our family of 4 with a toddler. Appreciated the snacks and bottle of wine. As we were visiting family, we will definitely book to stay here again when we are in town again.
Guest favourite
Home in Clear Lake
4.93 out of 5 average rating, 444 reviews

Pet OK/Big Backyard/Fast WiFi/Washer & Dryer.

DarrylRating, 5 stars1 week ago
This house was really nice. Very close to a lot of good restaurants and businesses. Neat.. organized.. convenient. Really good looking place just like the pictures. Kid friendly as well. Definitely would stay again!
Guest favourite
Home in Kissimmee
4.88 out of 5 average rating, 183 reviews

4BR,PrvtNOTOverlookedPool,FencedYard,GameRM,WiFi

RolandaRating, 5 stars2 months ago
Iā€™ll definitely stay here again!

Pet-friendly home rentals with a pool

Guest favourite
Home in Orlando
4.88 out of 5 average rating, 114 reviews

3 BR/2BA Home w Private Pool~12 min to Airport!

NaomiRating, 5 stars1 week ago
Alyssa's place was very comfortable and pleasant. The backyard is lovely and pool was perfect size for the kids. Kitchen was well equipped which was great as we did all of our own cooking during our stay. It was great to have a grill. The screened in porch was perfectly furnished and pleasant for outdoor dining. Some of the bedroom pillows could use an upgrade, but overall beds were comfy. The neighborhood was very quiet. Master bath shower was fab! If the pool was heated we would definitely stay here again!
Top Guest favourite
Home in Orlando
5 out of 5 average rating, 118 reviews

Private pool home near Downtown

ScottRating, 5 stars6 days ago
The place was great and everything was as described. The pool was a little cold but the kids didn't seem to mind.
Guest favourite
Home in Davenport
4.89 out of 5 average rating, 61 reviews

Modern/Luxe Vacation, close 2 Disney, Heated Pool

HarryRating, 5 stars4 weeks ago
We thoroughly enjoyed our stay at this house. It had everything we needed. The pool was great and heated to our preferred temperature. Our host could not have been any better. He always responded to our questions and concerns within a short period of time. The one downside of the location was the traffic noise. Very noisy. Other than that it was a wonderful trip.
Top Guest favourite
Townhouse in Kissimmee
4.94 out of 5 average rating, 54 reviews

9027-WW Beautiful 5 Bedroom Pool Home

JuanRating, 5 stars2 months ago
I recently stayed at this charming townhome for a weekend getaway, and it was absolutely perfect. From the moment we arrived, we were impressed by how clean and welcoming the space was. The townhome is beautifully decorated and has all the amenities you could need for a comfortable stay, including a fully stocked kitchen, spacious living area, and cozy bedrooms with plenty of linens and towels. Communication with the host was excellent. They were quick to respond to any questions we had and made sure we had everything we needed during our stay. Overall, this townhome provided the perfect base for our trip, and we would definitely stay here again in the future. Highly recommended!
Superhost
Villa in Davenport
4.79 out of 5 average rating, 14 reviews

Spacious Villa South Facing Pool 20 min to Disney

KathyRating, 5 stars12 months ago
What a gorgeous home! There was so much room! The pool was beautiful! Renay was responsive and accommodating.
Superhost
Home in Kissimmee
4.68 out of 5 average rating, 22 reviews

Vacation Home with Pool & Spa near Disney

StephanieRating, 5 stars5 months ago
It was very peaceful and a nice house! Thank you
Guest favourite
Home in Davenport
5 out of 5 average rating, 12 reviews

4/2 home with Pool, BBQ, Playground near Disney

ShirleenRating, 5 stars2 weeks ago
Our stay here was great! The home is big and beautiful, the yard is spacious and great for dogs and kids. We had so much fun playing games in the outdoor room and watching movies at night. The kitchen had a bunch of pots and pans easy to cook meals. We would definitely stay again. Thank you for having us!
Superhost
Townhouse in Kissimmee
4.81 out of 5 average rating, 129 reviews

T7674O/Windsor Hills Resort/3Bedrm/2miles Disney

AndreaRating, 5 stars1 month ago
Great place with excellent location to the parks. Very clean place. Itā€™s what youā€™d expect from an Airbnb. Quiet. We had an issue upon arrival that the key code didnā€™t work but Mike was very responsive in less than 5 minutes and was able to reset the code so we can enter. We were really grateful for the fast response. We had a wonderful stay and was thankful to have three bathrooms for our 6 guests. We did not use the pool but it looked nice. We did use the main pool which was heated and really nice. We also visited the arcade which was a great experience. We would recommend this Airbnb to our friends.

Private, pet-friendly home rentals

Guest favourite
Guesthouse in Orlando
4.94 out of 5 average rating, 52 reviews

The SoDo Suite: near Universal & Downtown

Michel-AngeRating, 5 stars1 month ago
We had a wonderful family trip at Dan and Amanda's place before going on a cruise to the Bahamas, this is the place to rent for a peaceful place near downtown Orlando. 8 minutes by car from all the stadiums and sports arena 45 minutes drive from Port Canaveral and only 15 minutes from the airport, making it a great place to spend a beautiful holiday and create beautiful memories. The area is lively and dynamic and very safe for walking around. People in the area are welcoming and smiling. This is my place in Orlando, if I want to feel right at home. Thanks again!!!
Top Guest favourite
Home in Orlando
4.95 out of 5 average rating, 92 reviews

24/7 HomeCare Group

FranciscoRating, 5 stars1 week ago
Great place to stay with my team to attend a conference in Orlando. Super comfy home. Very clean. With all you need. Very accesible. Super quiet neighborhood. Highly recommended.
Guest favourite
Guesthouse in College Park
4.93 out of 5 average rating, 125 reviews

The Boho Jungalow Private | Peaceful | HotTub - DT

MegRating, 5 stars1 day ago
Nice studio apt with backyard on a quiet street with easy access to the highway nearby.
Guest favourite
Guest suite in Orlando
4.91 out of 5 average rating, 171 reviews

Lakefront presidential suite / resort pool

CadenceRating, 5 stars2 weeks ago
Loved staying here! Wish we could have stayed longer, definitely will miss being here.
Guest favourite
Villa in Davenport
5 out of 5 average rating, 19 reviews

Disney Proximity: Luxury 5BD Home

GeorgeRating, 5 stars3 days ago
Host was responsive and clear, the house in our opinion looked better than the photos. Pool area was exactly what it appeared to be on the photos, not too big but also not that small. Check in and out was an absolute breeze. We absolutely loved the upstairs area, the neon lights were a great touch. If you book this house and see a hot water feature for the pool and think you donā€™t need that, itā€™s Florida. Yeah we did too and immediately asked the host for the feature once we touched the water. And it was the best thing we couldā€™ve done. It was 80Ā°+ degrees outside and the water was amazing.
Guest favourite
Townhouse in Kissimmee
4.94 out of 5 average rating, 31 reviews

Limited Deal! Hot Tub, Pool & Pet-Friendly Stay!

RandyRating, 5 stars1 week ago
My family enjoyed our week stay! Best sleep weā€™ve had in months. Clean space. Large eating area for entire family. Loved it . Booking agai this summer for sure
Guest favourite
Apartment in Kissimmee
4.9 out of 5 average rating, 105 reviews

Modern 3 Bedroom Apartment Near the Theme Parks

GudrunRating, 5 stars1 week ago
We had a perfect stay at Dagmarā€™s house. She was very friendly and helpful and the house was exactly like the photos! We used the pool and fitness room. Everything was great. Will definitely recommend Dagma and her house!
Condo in Kissimmee
4.59 out of 5 average rating, 59 reviews

Brand New 2BR Waterview | Patio | Pool

JacobRating, 5 stars2 months ago
Great stay. Great location. Highly recommend.

Quick stats about holiday rentals that are pet-friendly in Kissimmee

  • Total rentals

    1.1K properties

  • Total number of reviews

    34K reviews

  • Family-friendly rentals

    1K properties are a good fit for families

  • Rentals with a pool

    990 properties have a pool

  • Rentals with dedicated workspaces

    640 properties have a dedicated workspace

  • Wi-Fi availability

    1.1K properties include access to Wi-Fi

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Osceola County
  5. Kissimmee
  6. Pet-friendly rentals