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Kissimmee Pet-Friendly Apartments, Vacation Rentals & More - 168 Rentals Available.

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168 Vacation rentals

Filters applied: Pet Friendly

(3)

1 / 23

Kissimmee Apartment

  • 3
  • 8
  • 3 nights min
  • Nearest beach 72 mi
  • Swimming pool
  • Child friendly

$69.00

Excellent (3 reviews)

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from $69.00 / night

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(4)

1 / 31

Kissimmee House

  • 4
  • 10
  • Min stay varies
  • Nearest beach 72 mi
  • Swimming pool
  • Child friendly
“This home is both beautiful and clean with plenty to do. It was so nice to relax while the children played pool and air hockey. We all loved the pool and hot tub! It was also nice having two bedrooms with bathrooms in them! The other two bedrooms...”
- Review left on 09/03/2015

$110.00

Very Good (4 reviews)

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from $110.00 / night

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(3)

1 / 20

Kissimmee Villa

  • 4
  • 10
  • 3 nights min
  • Nearest beach 72 mi
  • Swimming pool
  • Child friendly

$109.00

Very Good (3 reviews)

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from $109.00 / night

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(5)

1 / 27

Kissimmee House

  • 3
  • 8
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly

$85.00

Average (5 reviews)

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from $85.00 / night

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(1)

1 / 52

Kissimmee Villa

  • 7
  • 14
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Location, location, location! This well- equipped neat, spacious and cozy luxury home is close to everything you'd ever want to do in Orlando,Florida. Children open the patio doors and they are in their own pool, while the family relax in or out of...”
- Review left on 03/22/2016

$153.00

Excellent (1 reviews)

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from $153.00 / night

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(8)

Certificate of Excellence

1 / 21

Kissimmee Townhouse

  • 3
  • 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

Certificate of Excellence

$100.00

Excellent (8 reviews)

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from $100.00 / night

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1 / 19

Kissimmee House

  • 4
  • 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$150.00

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from $150.00 / night

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(4)

1 / 71

Kissimmee Villa

  • 7
  • 16
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“The location is great. Close to all the parks. Restaurants and grocery right up the street. The house was fabulous. We had 14 people stay in the house, plenty of room. The pool and hot tub were used every night...”
- Review left on 11/25/2014

$160.00

Excellent (4 reviews)

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from $160.00 / night

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(14)

1 / 18

Kissimmee Villa

  • 3
  • 7
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“We have stayed in several Chatham Park villas in the last 20 years. We have never been disappointed. All villas are clean and well equipped with everything we needed. The decor is always nice and we feel very much at home, only warmer. We are...”
- Review left on 03/26/2018

$135.00

Very Good (14 reviews)

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from $135.00 / night

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(9)

1 / 12

Kissimmee House

  • 2
  • 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
“I stayed for 5months at this house and it was great. Had everything needed to cook, fenced in backyard for my dog, neighbors were great and I was only 10 minutes from give kids the world where I volunteered. Lots of places to eat and close to all...”
- Review left on 04/11/2016

$85.00

Excellent (9 reviews)

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from $85.00 / night

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(8)

1 / 19

Kissimmee Villa

  • 4
  • 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Accommodation was perfect. We wanted a relaxing weekend getaway and this home more than exceeded our expectations. We will definitely book this house again...”
- Review left on 09/19/2017

$100.00

Excellent (8 reviews)

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from $100.00 / night

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(2)

1 / 94

Kissimmee Villa

  • 7
  • 18
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“This is a big house! Three families would have no problems here and plently of space not to be under each others feet. Close to Disney and main route to all the normal popular attractions. House was clean and tidy, kitchen had everything should you...”
- Review left on 04/20/2015

$153.00

Excellent (2 reviews)

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from $153.00 / night

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(5)

1 / 25

Kissimmee House

  • 3
  • 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“I was here from 1/29-2/26 and the stay was awesome. The house was everything that was advertised and the pictures were right on. The house was very clean and equipped with all the thing a person needs to enjoy a month in sunny Orlando. We didn't...”
- Review left on 02/27/2017

$115.00

Excellent (5 reviews)

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from $115.00 / night

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(22)

1 / 28

Kissimmee Townhouse

  • 3
  • 8
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
“The location is perfect for a Disney vacation. You can't get much closer to DisneyWorld without staying onsite. I prefer to stay offsite whenever we visit, because it's nice to be able to "escape" from all the Disney magic every now and then. The...”
- Review left on 10/27/2017

$85.00

Excellent (22 reviews)

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from $85.00 / night

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(4)

1 / 22

Kissimmee House

  • 6
  • 15
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“The house is extremely comfortable and accommodating. We had 6 adults and 3 children and there was plenty of room. The home is very clean overall and had lots of the essentials. For anything extra you may need there are tons of local shopping...”
- Review left on 11/17/2017

$142.00

Excellent (4 reviews)

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from $142.00 / night

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(52)

1 / 27

Kissimmee Townhouse

  • 3
  • 8
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
“The accommodations were excellent, all the amenities required for a comfortable stay, the place was very clean, the HVAC worked fine no issues. I recommend staying here to anyone. Than you for everything Manny and Carmen we will be back soon...”
- Review left on 01/23/2017

$85.00

Very Good (52 reviews)

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from $85.00 / night

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1 / 41

Kissimmee Apartment

  • 3
  • 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$135.00

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(36)

1 / 50

Kissimmee House

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 50 mi
  • Swimming pool
“House really is only 5min from Disney parks and perfect for a family vacation. Pool and hot tub were perfect for mid day break and refresh from the park. Had an issue with the dryer on day 2, owner Simon promptly replaced it with a new one. He was...”
- Review left on 05/02/2016

$100.00

Very Good (36 reviews)

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from $100.00 / night

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(7)

1 / 26

Kissimmee Townhouse

  • 3
  • 8
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
“Overall, our experience was good. Just be aware that you may get switched to a different unit than the pictured one that you select. We were switched twice before our arrival: once to a completely different community and again to a nearby unit. This...”
- Review left on 08/19/2017

$85.00

Very Good (7 reviews)

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from $85.00 / night

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(2)

1 / 12

Kissimmee House

  • 3
  • 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“My husband and I recently rented this 3 bedroom home in Kissimmee and thoroughly enjoyed our stay. We actually loved it so much that we are hoping to rent it again next year for a month. The home was in a great location and in a very quiet...”
- Review left on 05/02/2016

$95.00

Very Good (2 reviews)

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from $95.00 / night

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(1)

1 / 45

Kissimmee Townhouse

  • 4
  • 10
  • 3 nights min
  • Nearest beach 110 mi
  • Child friendly
  • Air conditioning
“My family and I We stayed there from August 20-26 and We really enjoyed being there. The house is inside a gated comunity and it's very close to Disney, also Publix, Walmart and Sam's is close. The house is quiet and has everything you need to rest...”
- Review left on 08/29/2011

$69.00

Very Good (1 reviews)

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from $69.00 / night

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1 / 26

Kissimmee Villa

  • 10
  • 20
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$526.00

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from $526.00 / night

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(28)

1 / 35

Kissimmee Townhouse

  • 4
  • 10
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
“Bom condom?nio, bem localizado e organizado. As casas s?o todas iguais, apenas com um quarto a mais nas maiores. S? n?o dei 5 estrelas devido a cobran?a de U$5 por pacote entregue. Muitas vezes s? descobrimos o n?mero da casa que vamos ficar no dia...”
- Review left on 02/24/2016

$69.00

Very Good (28 reviews)

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(11)

1 / 31

Kissimmee Townhouse

  • 3
  • 7
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
“Will recommended to friends when they are planning to go Orlando in July/August.Closed to Disney world, shopping centres, etc...”
- Review left on 04/18/2016

$55.00

Excellent (11 reviews)

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from $55.00 / night

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(4)

1 / 47

Kissimmee Townhouse

  • 4
  • 10
  • 3 nights min
  • Nearest beach 110 mi
  • Swimming pool
  • Child friendly
“I and my family members had a great time staying at this location and will stay here again in the future. I read reviews and agree that the location to Disney parks and nearby shopping centers is what gave us a wonderful vacation. Lynda, owner of...”
- Review left on 09/14/2016

$69.00

Very Good (4 reviews)

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from $69.00 / night

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(6)

1 / 16

Kissimmee Townhouse

  • 3
  • 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Great Townhouse. Plenty of amenities to keep you active, lots of security, great view, quiet neighborhood, convenient location to all stores and restaurants. We will consider staying here, should we visit Orlando area again...”
- Review left on 06/15/2013

$80.00

Very Good (6 reviews)

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from $80.00 / night

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(22)

1 / 33

Kissimmee Townhouse

  • 3
  • 7
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
“We had a very nice time, the house was located to anything we needed. Very close to shopping centers and theme parks. The house was clean and confortable and well equipped. We had a great time...”
- Review left on 01/31/2017

$55.00

Excellent (22 reviews)

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from $55.00 / night

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(8)

1 / 31

Kissimmee Townhouse

  • 3
  • 7
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
“This was a nice, spacious townhouse style condo. We were happy and comfortable. It was as advertised. Would stay there again...”
- Review left on 06/25/2016

$55.00

Very Good (8 reviews)

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from $55.00 / night

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(4)

1 / 25

Kissimmee Townhouse

  • 3
  • 7
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
“This was a great experience! There were a few things but they were reported once the service guy came out the same day that I called. I was celebrating my birthday and I enjoyed it immensely. Thank You...”
- Review left on 12/19/2015

$55.00

Very Good (4 reviews)

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from $55.00 / night

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(14)

1 / 28

Kissimmee Townhouse

  • 5
  • 12
  • Min stay varies
  • Nearest beach 97 mi
  • Swimming pool
  • Child friendly
“Loved the place! Great value for the price. The location is close to the parks and close to shopping. We would definitely rent this place again...”
- Review left on 08/25/2016

$90.00

Excellent (14 reviews)

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from $90.00 / night

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(19)

1 / 30

Kissimmee Apartment

  • 4
  • 10
  • Min stay varies
  • Nearest beach 97 mi
  • Swimming pool
  • Child friendly
“This was my first time renting a vacation home and It was a great experience. The home was beautiful. Had plenty of room for the 10 of us. The amenities offered were great and easily accessible. It's located in a good area. It was close to a lot of...”
- Review left on 11/07/2016

$80.00

Excellent (19 reviews)

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from $80.00 / night

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(5)

1 / 23

Kissimmee Townhouse

  • 4
  • 10
  • Min stay varies
  • Nearest beach 97 mi
  • Swimming pool
  • Child friendly
“We had an excellent time! The condo was very nice and clean. When we got there the first day we had a problem with the garbage disposal I waited until Monday to call someone. I didn't want to bother them on the weekend but they had someone there in...”
- Review left on 04/25/2016

$80.00

Very Good (5 reviews)

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from $80.00 / night

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(25)

1 / 26

Kissimmee House

  • 6
  • 14
  • Min stay varies
  • Nearest beach 97 mi
  • Swimming pool
  • Child friendly
“Very nice villa. Spacious, clean, close to Disney and Stores for daily needs. Multiple amenities e.g. Kitchen, Game Room, Washer Dryer and swimming pool at reasonable price for upto 12 people...”
- Review left on 01/03/2017

$130.00

Very Good (25 reviews)

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from $130.00 / night

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(12)

1 / 27

Kissimmee Apartment

  • 5
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 97 mi
  • Swimming pool

$90.00

Very Good (12 reviews)

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from $90.00 / night

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(26)

1 / 45

Kissimmee House

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$120.00

Very Good (26 reviews)

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from $120.00 / night

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(11)

1 / 26

Kissimmee House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$129.00

Very Good (11 reviews)

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from $129.00 / night

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(33)

1 / 26

Kissimmee House

  • 5
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 97 mi
  • Swimming pool
“I had a beautiful time, house was all that expected and some, everything was well accommodating, I will and am gonna stay again”
- Review left on 01/03/2017

$90.00

Very Good (33 reviews)

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from $90.00 / night

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(20)

1 / 25

Kissimmee Apartment

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“The apartments are very good, they have everything you may need..dishes, all appliances, air dryer, ... in a very calm ambient, close to restaurants, supermarkets and drugstore. Very easy to locate and very close to most of parks in Orlando. The...”
- Review left on 09/02/2016

$80.00

Excellent (20 reviews)

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from $80.00 / night

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(12)

1 / 24

Kissimmee Townhouse

  • 5
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Estive com familia e amigos nesta casa. Não poderia ser melhor, camas confortáveis, banheiros espaçosos, utensílios de cozinha completos. Pra resumir, vale a pena. Perto de lojas como Nike, Hurley, um Walmart na esquina, posto de gasolina na...”
- Review left on 01/23/2017

$90.00

Very Good (12 reviews)

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from $90.00 / night

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1 / 16

Kissimmee House

  • 4
  • 8
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$130.00

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from $130.00 / night

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