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Pet-friendly holiday rentals in Kissimmee

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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 stars7 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
Guest favourite
Home in Davenport
4.83 out of 5 average rating, 6 reviews

Cozy & modern home 4 bed/3 bath/private pool

AmberRating, 5 stars1 month ago
The home was cozy, beautiful, and welcoming. It was exactly as its pictured. It was just what we needed for our 2 week stay. Monique and Ron were very kind, respectful, and responsive to any of our questions and concerns. Overall we had a such an amazing stay. Was super sad to leave but looking forward to future bookings.
Superhost
Home in Kissimmee
4.89 out of 5 average rating, 27 reviews

Pelican House

JessicaRating, 5 stars1 month 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 Clear Lake
4.93 out of 5 average rating, 441 reviews

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

BrendaRating, 5 stars1 day ago
Miguel was an awesome host! He was very attentive and accommodating to our request. He did reach out to see how we were enjoying the space. This space is very nice and cozy. We felt right at home! No thoughts of safety concerns at all. The temperature was a little cooler than we expected and we never touched the air conditioning-It was pretty cool inside and very clean. I really liked the motion night lights though out the house-allowing you to maneuver in an unfamiliar space at night with ease. Big kitchen and multiple utensils and cookware for our breakfast and dinner meals. Huge backyard for my German Sheppard to roam around. Didn’t get the chance to use the two bikes that were parked in the foyer, this was another nice added benefit. Overall, Miguel’s checkin instructions and all the information regarding this space were spot on. Could not have asked for a better spot. You were in fact a Super Host during our stay. Will mark this as a nice option to return again when visiting Orlan
Guest favourite
Home in Kissimmee
4.88 out of 5 average rating, 183 reviews

4BR,PrvtNOTOverlookedPool,FencedYard,GameRM,WiFi

RolandaRating, 5 stars1 month ago
I’ll definitely stay here again!
Guest favourite
Home in Orlando
4.91 out of 5 average rating, 198 reviews

★ PRIVATE HOME IN DOWNTOWN ORLANDO ★ RETREAT ★

MeliRating, 5 stars1 week ago
I frequently visit Orlando but this was by far one of my favorite stays. Andy’s place exceeded our expectations. The home was fully stocked, beds were comfy, great back yard for my pups, private home in a safe location, and even the neighbors were extremely kind. It’s located minutes away from downtown and 20 min away from Disney. A great location for first time Orlando/Disney visitors. Andy, Debra, and Shelismar were extremely quick to respond to my messages and VERY sweet! Highly recommend ❤️
Superhost
Home in Davenport
4.67 out of 5 average rating, 3 reviews

Huge Mansion 5Bed4BaHeated Pool, Pet Friendly

ShareenRating, 5 stars2 months ago
Thanks so much for hosting our family! We had a wonderful Thanksgiving together, and absolutely loved the home.
Guest favourite
Home in Kissimmee
4.95 out of 5 average rating, 76 reviews

Spacious Disney Retreat - Sleeps 7 - Pet Friendly

BrandiRating, 5 stars2 months ago
Wonderful location, so convenient to all parks, restaurants, grocery stores, etc. Less than 10 minutes to Disney! And we got to bring our fur babies!

Pet-friendly home rentals with a pool

Guest favourite
Home in Orlando
4.87 out of 5 average rating, 109 reviews

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

AdrianaRating, 5 stars3 weeks ago
Alyssa's place was awesome !! Unfortunately was raining and we didn't get to enjoy the outdoors, but has so much to do. Very calm, safe, spacious and close to everything. Our family and dogs really enjoyed it. We highly recommend!
Guest favourite
Home in Davenport
5 out of 5 average rating, 17 reviews

Disney Proximity: Luxury 5BD Home

MindyRating, 5 stars3 months ago
We had a beautiful stay and enjoyed the private pool with our infant. We felt right at home!
Guest favourite
Home in Orlando
4.83 out of 5 average rating, 6 reviews

Modern Suite with Pool - Close to all Parks!

RachelRating, 5 stars5 months ago
Stayed here for over a week and loved it! Days we were gone exploring and days in by the pool I would come here again!
Superhost
Home in Davenport
4.81 out of 5 average rating, 32 reviews

4 Bed/3 bath Pool home close to Disney!

DoloresRating, 5 stars7 months ago
The best location for a trip plan to Disney world . under 28 minutes to the parks
Guest favourite
Home in Davenport
4.88 out of 5 average rating, 59 reviews

Modern/Luxe Vacation, close 2 Disney, Heated Pool

GlendaRating, 5 stars2 months ago
Lovely place to stay! Responsive hosts; had no issues. We had a pleasant stay & especially enjoyed the warm pool. The house is lovely & clean. Safe neighbourhood. Tastefully decorated home; happy & bright. We especially enjoyed having three bathrooms! Would recommend & stay again. Five stars! ⭐️
Superhost
Villa in Davenport
4.79 out of 5 average rating, 14 reviews

Spacious Villa South Facing Pool 20 min to Disney

KathyRating, 5 stars11 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 stars4 months ago
It was very peaceful and a nice house! Thank you
Guest favourite
Home in Davenport
5 out of 5 average rating, 10 reviews

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

Aerka Rating, 5 stars1 month ago
Good location, close to things. We had a nice time! Thank you for hosting our family!

Private, pet-friendly home rentals

Guest favourite
Guesthouse in Orlando
4.94 out of 5 average rating, 50 reviews

The SoDo Suite: near Universal & Downtown

JavierRating, 5 stars1 month ago
This a great place for a small group, no more than 5 people. It is comfortable, clean, good location, well maintained, nice shower, host is responsive and friendly. We enjoyed our stay and we would consider it for a future trip.
Guest favourite
Townhouse in Kissimmee
4.87 out of 5 average rating, 15 reviews

Luxury 4 bedroom 3 bath pool Home 264

MelonieRating, 5 stars3 weeks ago
My family and I had a wonderful experience and would recommend, and would love to stay there again.
Guest favourite
Townhouse in Kissimmee
4.93 out of 5 average rating, 30 reviews

Pet-Friendly Casita Near Disney w/ Hot Tub & Pools

EricRating, 5 stars1 month ago
Great place to stay for visiting Disney. Great communication from the host.
Townhouse in Kissimmee
4.82 out of 5 average rating, 101 reviews

Mickey's Magical ~Disney~ Water View~ Dogs Welcome

CiaraRating, 5 stars3 months ago
I can’t say more about the response time of Mario that was amazing. Mickeys magical house was just that it was clean, up to date, the cutest decor, the pool was very clean and perfect temp, the bedrooms were very spacious, the bathrooms were very clean, the lake was right outside the back door and there was a little pathway to take morning and evening walks, the club house was very nice and the pools up there were amazing. The location was perfect it was about 4.5 miles from any Disney Park and Disney springs and the grocery store and shopping and restaurants were about a mile up the road. If I was to visit again this would be the place that I would stay and not to mention the price point for everything was incredible.
Guest favourite
Apartment in Kissimmee
4.92 out of 5 average rating, 97 reviews

Modern 3 Bedroom Apartment Near the Theme Parks

AshleyRating, 5 stars2 days ago
The place was fantastic! Dagmar even left some strollers for us to use while we were at Disney. A great fit for our family of five!
Condo in Kissimmee
4.59 out of 5 average rating, 59 reviews

Brand New 2BR Waterview | Patio | Pool

JacobRating, 5 stars1 month ago
Great stay. Great location. Highly recommend.
Home in Clermont
4.8 out of 5 average rating, 5 reviews

Private backyard-Family & Pet Friendly- Pool Home

DamarisRating, 5 stars2 weeks ago
Beautiful and spacious home, peaceful, backyard scenery was amazing and location was great ! My family and I enjoyed our stay.
Guest favourite
Home in Davenport
4.84 out of 5 average rating, 51 reviews

2025 at 2024 Prices! Book Now & Save Big!

ShannonRating, 5 stars1 month ago
We enjoyed our family holiday here. Plenty of space to host multigenerational family. The heated pool was a welcome amenity after spending time at the area theme parks.

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

  • Total rentals

    1.2K properties

  • Total number of reviews

    34K reviews

  • Family-friendly rentals

    1K properties are a good fit for families

  • Rentals with a pool

    1K properties have a pool

  • Rentals with dedicated workspaces

    680 properties have a dedicated workspace

  • Wi-Fi availability

    1.2K properties include access to Wi-Fi

Destinations to explore