Search 105,200+ Vacation Rentals
✕

Kissimmee Pet-Friendly Apartments, Vacation Rentals & More - 68 Rentals Available.

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

68 Vacation rentals

Filters applied: Pet Friendly

(35)

1 / 50

Kissimmee House

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“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

$99

Very Good (35 reviews)

Book

from $99 / night

Book

(29)

1 / 12

Kissimmee Villa

  • 4
  • 8
  • 4 nights min
  • Nearest beach 105 mi
  • Swimming pool
  • Child friendly
“We had an awesome time and the owner was a pleasure also the property manager was awesome and prompt. Beautiful home spacious and clean. Convienant to all atractions”
- Review left on 12/20/2016

$100

Very Good (29 reviews)

Book

from $100 / night

Book
1 / 23

Kissimmee House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$105

Inquire

from $105 / night

Inquire

(21)

1 / 28

Kissimmee Townhouse

  • 3
  • 8
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
“My family love the house very spacious, clean, convenient location to all the parks , restaurants and outlet stores. Overall I will definitely rent again on the same location...”
- Review left on 08/09/2016

$79

Excellent (21 reviews)

Book

from $79 / night

Book
1 / 41

Kissimmee Apartment

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$135

Book

from $135 / night

Book

(3)

1 / 26

Kissimmee Townhouse

  • 3
  • 8
  • 2 nights min
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
“Me and my family had a really good time this weekend here in Kissimmee Fl...It was me and my niece birthday and we came to celebrate both of us..the house was really nice..we will be returning before the summer is out..thanks for letting us use your...”
- Review left on 05/01/2017

$79

Very Good (3 reviews)

Book

from $79 / night

Book

(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

$61

Excellent (22 reviews)

Book

from $61 / night

Book

(6)

1 / 19

Kissimmee Villa

  • 4
  • 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“This place was more than enough room for the 6 of us. House had everything needed for a weeks stay, from linen to appliances to to prepare and make nightly meals. If I had to change anything I would equipped the smaller three bedrooms with overhead...”
- Review left on 07/20/2016

$100

Excellent (6 reviews)

Book

from $100 / night

Book

(2)

1 / 22

Kissimmee House

  • 6
  • 15
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We enjoyed our stay at this home, very spacious and it met our needs. A few things we would like to see upgraded to the house is the game room. Their was one dart, which we repaired, the air hockey table needs new pucks, they wouldn't stay on the...”
- Review left on 01/14/2017

$130

Very Good (2 reviews)

Book

from $130 / night

Book

(2)

1 / 27

Kissimmee House

  • 3
  • 8
  • 2 nights min
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly

$89

Very Good (2 reviews)

Book

from $89 / night

Book

(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

$92

Very Good (2 reviews)

Book

from $92 / night

Book

(40)

1 / 29

Kissimmee House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“My family and I just spent an awesome time in this lovely home away from home! It was beautifully decorated and supplied with fresh towels and bed linens. The living areas were extremely comfortable and was able to accommodate all 5 of us very well...”
- Review left on 07/18/2016

$105

Very Good (40 reviews)

Inquire

from $105 / night

Inquire

(51)

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

$79

Very Good (51 reviews)

Book

from $79 / night

Book

(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

$61

Very Good (8 reviews)

Book

from $61 / night

Book

(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

Excellent (5 reviews)

Book

from $115 / night

Book

(9)

1 / 34

Kissimmee Villa

  • 8
  • 19
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Our stay at the villa was relaxing and comfortable. The children and us had a wonderful time bathing in the pool and enjoying all that this beautiful house could offer. It's location was perfect as it was close to food stores and Interstate 4. As a...”
- Review left on 09/08/2012

$139

Very Good (9 reviews)

Book

from $139 / night

Book
1 / 19

Kissimmee House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$135

Book

from $135 / night

Book

(3)

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

$195

Excellent (3 reviews)

Book

from $195 / night

Book

(13)

1 / 18

Kissimmee Villa

  • 3
  • 7
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“This place is super nice , very well prepared and convenient for families with children they have every thing you might think of from baby stroller to the ice cooler... Very clean and The owner is so nice too. Go for it...”
- Review left on 06/02/2016

$130

Very Good (13 reviews)

Book

from $130 / night

Book

(4)

1 / 30

Kissimmee House

  • 4
  • 10
  • 3 nights min
  • 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

$105

Very Good (4 reviews)

Inquire

from $105 / night

Inquire

(8)

1 / 20

Kissimmee House

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Nice house with everything you need near Walt Disney, restaurants, shops and groceries. Everything easily accessible by car. Thanks for the stay...”
- Review left on 08/28/2016

$85

Excellent (8 reviews)

Inquire

from $85 / night

Inquire

(8)

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

Excellent (8 reviews)

Book

from $85 / night

Book

(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

$164

Excellent (2 reviews)

Book

from $164 / night

Book
1 / 26

Kissimmee Villa

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

$526

Book

from $526 / night

Book

(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

$82

Very Good (28 reviews)

Book

from $82 / night

Book

(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

Very Good (6 reviews)

Book

from $80 / night

Book

(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

$61

Excellent (11 reviews)

Book

from $61 / night

Book

(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

$61

Very Good (4 reviews)

Book

from $61 / night

Book

(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

$82

Very Good (1 reviews)

Book

from $82 / night

Book

(3)

1 / 24

Kissimmee Apartment

  • 3
  • 8
  • Min stay varies
  • Nearest beach 72 mi
  • Swimming pool
  • Child friendly

$69

Excellent (3 reviews)

Inquire

from $69 / night

Inquire
1 / 25

Kissimmee House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$95

Inquire

from $95 / night

Inquire

(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

$82

Very Good (4 reviews)

Book

from $82 / night

Book

(1)

1 / 52

Kissimmee Villa

  • 7
  • 14
  • Min stay varies
  • 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

$164

Excellent (1 reviews)

Book

from $164 / night

Book

(11)

1 / 30

Kissimmee Apartment

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

$85

Excellent (11 reviews)

Book

from $85 / night

Book

(13)

1 / 29

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

$85

Excellent (13 reviews)

Book

from $85 / night

Book

(11)

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

$85

Very Good (11 reviews)

Book

from $85 / night

Book

(33)

1 / 29

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

$85

Very Good (33 reviews)

Book

from $85 / night

Book

(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

$75

Excellent (20 reviews)

Book

from $75 / night

Book

(5)

1 / 25

Kissimmee Townhouse

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“My family and I have stayed in many Orlando vacation homes over the years. We live in North FL so we take several mini trips a year to Orlando. This townhouse was exactly how it was described on this page. It was easy to book and easy to check in....”
- Review left on 12/12/2015

$75

Excellent (5 reviews)

Book

from $75 / night

Book

(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

$75

Excellent (19 reviews)

Book

from $75 / night

Book