Search 105,200+ Vacation Rentals

Kissimmee 2-bedroom Apartments, Vacation Rentals & More - 576 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

576 Vacation rentals

Filters applied: 2+ Bedrooms

(8)

Certificate of Excellence

1 / 21

Kissimmee Townhouse

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

Certificate of Excellence

$55

Excellent (8 reviews)

Book

from $55 / night

(23)

1 / 105

Kissimmee Villa

  • 7
  • 20
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We took our family of 20, including 12 grandchildren, to the Disney Orlando area this month. This house we rented worked pretty well for us but there are things that could have been better. I would give it a 3 1/2 rating. I would not say that it...”
- Review left on 06/24/2016

$149

Very Good (23 reviews)

Book

from $149 / night

1 / 86

Kissimmee Villa

  • 7
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 113 mi
  • Swimming pool

$150

Book

from $150 / night

(34)

Certificate of Excellence

1 / 75

Kissimmee House

  • 4
  • 8
  • Min stay varies
  • Nearest beach 72 mi
  • Swimming pool
  • Child friendly

Certificate of Excellence

$145

Excellent (34 reviews)

Book

from $145 / night

(14)

1 / 38

Kissimmee Villa

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

$95

Excellent (14 reviews)

Book

from $95 / night

(1)

1 / 45

Kissimmee House

  • 8
  • 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$289

Excellent (1 reviews)

Book

from $289 / night

(23)

1 / 36

Kissimmee House

  • 7
  • 15
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$250

Excellent (23 reviews)

Inquire

from $250 / night

(5)

1 / 98

Kissimmee House

  • 4
  • 10
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

$50

Excellent (5 reviews)

Book

from $50 / night

(41)

1 / 36

Kissimmee House

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

$157

Excellent (41 reviews)

Book

from $157 / night

(12)

1 / 11

Kissimmee Apartment

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

$89

Excellent (12 reviews)

Book

from $89 / night

(8)

1 / 26

Kissimmee House

  • 7
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Everything at the house was perfect. Clean and running properly. Kids were kept busy with game systems and pool tables. Wish there were more selection of bigger sauce pots. But other then that no complaints...”
- Review left on 08/11/2015

$180

Very Good (8 reviews)

Book

from $180 / night

(5)

1 / 19

Kissimmee House

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“For 7 guys on a golf trip this house was exactly what we needed. There were 7 beds, along with 2 pull out couches, giving us plenty of beds. Four bathrooms made getting ready to play golf or to go out to dinner was very easy. The pool and hot tub...”
- Review left on 01/20/2017

$100

Very Good (5 reviews)

Book

from $100 / night

(13)

1 / 59

Kissimmee Villa

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$69

Very Good (13 reviews)

Book

from $69 / night

(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

(29)

1 / 26

Kissimmee Townhouse

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Private garden
“Loved this condo and our experience with the owner from beginning to end. Kim was quick to reply (usually less than 10 minutes) and very easy to communicate with and was incredibly patient with all of the questions that arise when traveling with two...”
- Review left on 05/09/2017

$70

Very Good (29 reviews)

Book

from $70 / night

(14)

1 / 33

Kissimmee Apartment

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Great value for your money. The condo was very clean. I was really impressed with the unit. There was plenty of space for everyone to spread out and enjoy themselves. It was well stocked with linen. The washer and dryer worked great. Unit has a...”
- Review left on 04/30/2015

$80

Very Good (14 reviews)

Book

from $80 / night

(2)

1 / 100

Kissimmee House

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$65

Excellent (2 reviews)

Book

from $65 / night

(21)

1 / 64

Kissimmee Villa

  • 4
  • 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“My wife and I had an enjoyable, relaxing 8 week stay at the villa this past winter and were impressed with the cleanliness while the neighborhood itself is quiet and serene. We were close to a local park with basketball and tennis courts along with...”
- Review left on 03/28/2016

$130

Excellent (21 reviews)

Book

from $130 / night

(4)

1 / 21

Kissimmee Condo

  • 3
  • 8
  • 1 night min
  • Child friendly
  • Air conditioning
“The condo's location was ideal, with many shops and restaurants just minutes away and centrally located to the Disney parks. It had everything we needed and the amenities were a plus. It was clean and air-conditioned. We would definitely rent it...”
- Review left on 03/13/2013

$129

Very Good (4 reviews)

Book

from $129 / night

(1)

1 / 41

Kissimmee Villa

  • 7
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$375

Excellent (1 reviews)

Book

from $375 / night

(43)

1 / 64

Kissimmee House

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

$122

Excellent (43 reviews)

Book

from $122 / night

(27)

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 (27 reviews)

Book

from $100 / night

(8)

1 / 48

Kissimmee Villa

  • 5
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 116 mi
  • Swimming pool
“Over all,This was a beautiful home. We had a great time visiting Fla. This home is very close to all the attractions we had planed to visit. All within 20 min. or so. Let me tell you about the home, I was very happy when I walked in the door. The...”
- Review left on 10/12/2016

$157

Excellent (8 reviews)

Book

from $157 / night

(12)

1 / 24

Kissimmee House

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“This finely appointed home provided just the oasis we needed after busy days at the parks and shopping spots of Orlando. Home is spacious, clean, well decorated. The beds were super comfy, lots of linens at our disposal. The pool and hot tub...”
- Review left on 01/01/2017

$109

Very Good (12 reviews)

Book

from $109 / night

1 / 57

Kissimmee House

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

$122

Book

from $122 / night

(1)

1 / 41

Kissimmee House

  • 6
  • 14
  • Min stay varies
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly

$150

Excellent (1 reviews)

Book

from $150 / night

(1)

1 / 47

Kissimmee Apartment

  • 2
  • 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$79

Excellent (1 reviews)

Book

from $79 / night

(1)

1 / 100

Kissimmee Villa

  • 4
  • 10
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

$64

Very Good (1 reviews)

Book

from $64 / night

1 / 18

Kissimmee Townhouse

  • 3
  • 8
  • Min stay varies
  • Ask about children
  • Air conditioning

$125

Book

from $125 / night

1 / 18

Kissimmee House

  • 6
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$200

Book

from $200 / night

(12)

1 / 25

Kissimmee Villa

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$192

Excellent (12 reviews)

Book

from $192 / night

1 / 13

Kissimmee House

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

from $130 / night

(3)

1 / 62

Kissimmee House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$39

Excellent (3 reviews)

Book

from $39 / night

(7)

1 / 16

Kissimmee Condo

  • 2
  • 6
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“My family and I stayed at this place for a week. We loves it the house is super clean it's close to every disney park the pool was really clean too. The only thing we didn't like was the parking spot every nigth when we got home we had to park on the...”
- Review left on 06/29/2016

$68

Excellent (7 reviews)

Book

from $68 / night

(3)

1 / 32

Kissimmee Villa

  • 7
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“This was the first time we've taken a family vacation to Florida, and we could not have chosen a better rental home for our group of 11. We wanted to take our grandchildren to the Disney parks for their first time. This house is only 15 minutes from...”
- Review left on 02/04/2015

$177

Excellent (3 reviews)

Inquire

from $177 / night

(57)

1 / 39

Kissimmee House

  • 6
  • 18
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Renting this vacation rental home was the best choice our family could do. Since day 1st when we decide to start looking for a vacation rental the owner Mr. Beck, got back to me and made all the process so smooth and easy to handle. He is the most...”
- Review left on 01/19/2017

$129

Excellent (57 reviews)

Inquire

from $129 / night

(10)

1 / 41

Kissimmee Villa

  • 6
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$175

Excellent (10 reviews)

Book

from $175 / night

(13)

1 / 25

Kissimmee Villa

  • 6
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“The house was everytjing one could hope for, very close to attractions and dining. The layout was fantastic for 11 of us and the pool was so clean, relaxing and warm. I would strongly recommend this home to anyone looking in the Disney area...”
- Review left on 03/10/2016

$165

Excellent (13 reviews)

Inquire

from $165 / night

(22)

1 / 33

Kissimmee Townhouse

  • 3
  • 7
  • 3 nights min
  • Ask about children
  • 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

(9)

1 / 44

Kissimmee House

  • 8
  • 23
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We absolutely loved this vacation home and would definitely go back! All adult rooms had king size beds and were very comfortable. The variety of different themed rooms were so fun and well thought out with so many things in each room to do....”
- Review left on 06/15/2016

$275

Excellent (9 reviews)

Book

from $275 / night