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Vacation homes in Kissimmee, FL

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All 4,009 Rentals in Kissimmee
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$219
Per Night
1 / 18
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5 Bedrooms, 4 Bathrooms, Sleeps 12
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$187
Per Night
1 / 23
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4 Bedrooms, 3 Bathrooms, Sleeps 10
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$112
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1 / 19
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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Also consider inquiring on or booking these rentals
5bed poolhome 5 miles to Disney's Magic Kingdom
5 Bedrooms, sleeps 12
$389 / night
Villa Cumbrian Lakes
4 Bedrooms, sleeps 10
$153 / night
Disney Vacation Rental
4 Bedrooms, sleeps 10
$118 - $147 / night
Windsor Hills Reserve Lakefront Executive Home
6 Bedrooms, sleeps 12
$227 - $340 / night
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$203
Per Night
1 / 15
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4 Bedrooms, 3 Bathrooms, Sleeps 9
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4 of 5 stars Reviewed 16 June 2014
The only thing I could complain about was the master bathroom shower doesn't drain very well. Would definitely come back and stay at this home. The master bedroom mattress...
5 of 5 stars Reviewed 16 September 2013
Stayed at this villa for two weeks and highly recommend it. It was clean, spacious and ideally located for Orlando airport and all the theme parks. Would definitely stay there...
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$169
Per Night
1 / 17
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5 Bedrooms, 4 Bathrooms, Sleeps 12
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5 of 5 stars Reviewed 30 May 2013
The house we rented was great! It had all the amenities we needed to make our stay, a home away from home. It was very clean and beautiful. The office staff was always very...
4 of 5 stars Reviewed 5 December 2012
We really enjoyed our stay at this lovely home. The home was nice and spacious. We had two minor problems a running toilet and a small problem with dryer. I must say the...
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$850
Per Week
1 / 17
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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4 of 5 stars Reviewed 11 November 2014
This townhouse was a great buy for us traveling off season. While we only needed two of the bedrooms, it was nice to be able to split up after a full day at the parks. My teen...
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$142
Per Night
1 / 20
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4 Bedrooms, 3 Bathrooms, Sleeps 10
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4 of 5 stars Reviewed 15 November 2014
Property is in a quiet neighbourhood. I asked if it was a heated pool. They said, yes. So to me that ment. I wanted it heated. But it wasn't. I called to see why it was not...
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$283
Per Night
1 / 26
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2 Bedrooms, 2 Bathrooms, Sleeps 8
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5 of 5 stars Reviewed 2 March 2014
We really enjoyed our stay in this unit at Mystic Dunes. It was centrally located with respect to shopping and attractions. The unit was large as compared to similar rentals...
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$142
Per Night
1 / 3
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3 Bedrooms, 3 Bathrooms, Sleeps 10
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5 of 5 stars Reviewed 28 March 2014
We stay here every time we go to the Orlando area and are never disappointed. Our last trip was September of 2013. The suites are clean and up to date. The amenities are great and...
5 of 5 stars Reviewed 16 March 2014
This is by far one of the nicest resorts we have stayed at. Very friendly and accommodating. We love visiting Ron the The Shack by the pool. He has great personality and does an...
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$178
Per Night
1 / 24
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6 Bedrooms, 4 Bathrooms, Sleeps 12
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5 of 5 stars Reviewed 14 November 2014
The title of this property is absolutely true. I had no complain about this house. There is an office which manages the entire site, so you don't have to worry about a key. You...
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$113
Per Night
1 / 16
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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5 of 5 stars Reviewed 3 March 2014
The condo is incredible I strong recommend ... best location, clean and well decorate. We spend some days in the last vacation and my families love it. Gary was very proactive...
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$170
Per Night
1 / 12
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4 Bedrooms, 4 Bathrooms, Sleeps 8
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$141
Per Night
1 / 19
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed 25 August 2014
The villa was well appointed with all the equipment we needed for our stay. There was superb access to all the major routes allowing easy travel to the Disney resorts and all...
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$266
Per Night
1 / 7
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1 Bedroom, 1 Bathroom, Sleeps 4
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5 of 5 stars Reviewed 15 October 2014
Three of us stayed here under my sister, who is a timeshare owner. After we got checked in (took about an hour on a busy Sunday), we somehow ended up with a handicap room. That...
5 of 5 stars Reviewed 30 June 2014
Our reservation was for 5 consecutive weeks and we often run into difficulty in remaining in the same unit. Since I am handicapped, it's extremely troublesome trying to pack and...
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$764
Per Week
1 / 24
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5 Bedrooms, 3 Bathrooms, Sleeps 10
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5 of 5 stars Reviewed 27 April 2014
We looked at quite a few villa's and had conversations with a number of owners before settling on this one. It offered everything we wanted and was spacious enough for our family...
5 of 5 stars Reviewed 1 May 2012
I would highly recommend this villa, it was perfect in every way and I would recommend it to anyone, who needed accommodation in Orlando.
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$153
Per Night
1 / 18
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2 Bedrooms, 6 Bathrooms, Sleeps 8
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5 of 5 stars Reviewed 13 July 2014
At the time of our check in our wonderful vacation began. The villa was classically appointed. Everything was spotless and functional. The lush landscape was a fitting...
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$1,728
Per Week
1 / 24
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6 Bedrooms, 4 Bathrooms, Sleeps 12
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5 of 5 stars Reviewed 21 July 2014
I spent hours upon hours reading reviews in search of the p-e-r-f-e-c-t vacation house for our Disney trip. Belle's Palace delivered. We had two families (totaling 4 adults and...
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$85
Per Night
1 / 12
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed 28 October 2014
Indeed this house is super comfy, spacious and close to the different parks. The pool and BBQ grill were great . My kids and I enjoyed our stay this past weekend. The house...
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$146
Per Night
1 / 30
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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$188
Per Night
1 / 24
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5 Bedrooms, 4 Bathrooms, Sleeps 12
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5 of 5 stars Reviewed 23 October 2014
We (4 x adults and 6 children) spent two weeks in this lovely house. It was specified to a high standard, clean and in a great location. Sharon was brilliant to deal with and very...
5 of 5 stars Reviewed 24 March 2014
This house was perfect for our family. The bedrooms were well furnished with plenty of sleeping options. The house was spotless and well furnished. The beds were comfortable...
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$130
Per Night
1 / 13
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3 Bedrooms, 2 Bathrooms, Sleeps 7
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5 of 5 stars Reviewed 26 February 2011
My wife and I stayed here for two winters. The condo is extremely well kept and very comfortable. The kitchen was well stocked and linens were abundant. The view of the...
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$85
Per Night
1 / 5
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed 19 August 2014
The townhome was great spacious and well kept. The community had so much to do that we would not have had to go anywhere if we didn't want to. It is right off of the main street...
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$117
Per Night
1 / 11
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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4 of 5 stars Reviewed 29 October 2013
We stayed for 7 days at Violet Cove, and found it to be appropriate for the price. A nice home, in a quiet neighborhood at the end of a cul-de-sac, my husband and I loved it as...
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$889
Per Week
1 / 12
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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5 of 5 stars Reviewed 16 December 2013
We returned this this villa again, the same high standards had been maintained as previously and we couldn't fault anything. It had been re-carpeted and the free Wi-Fi was handy...
5 of 5 stars Reviewed 12 July 2011
Having previously stayed in villa's nearby, this was by far the best. It was clean, everything was in perfect working order and beautifully presented and it was obvious the villa...
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$275
Per Night
1 / 36
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6 Bedrooms, 4 Bathrooms, Sleeps 12
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4 of 5 stars Reviewed 30 July 2014
una casa muy comoda, espaciosa....nuestro grupo estaba conformado por cuatro familias y compartimos sobre todo en la cocina y la piscina. área muy tranquila, personas en el...
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$190
Per Night
1 / 26
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7 Bedrooms, 5 Bathrooms, Sleeps 17
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4 of 5 stars Reviewed 31 July 2014
My family and I enjoyed staying here. We all enjoyed the game room and pool. We would rent this home again. Beautiful is all I can say about it.
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$238
Per Night
1 / 43
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5 Bedrooms, 4 Bathrooms, Sleeps 10
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5 of 5 stars Reviewed 9 March 2014
Hi Dawn, Just wanted to drop you a few lines to say how fabulous your villa is. A little bit of luxury in Paradise. Excellent location - on Disney's doorstep but only an hour...
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$139
Per Night
1 / 21
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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5 of 5 stars Reviewed 15 December 2013
This Villa is absolutely stunning! Immaculate inside and out. It was an absolute pleasure to stay here, and it had everything we needed. Really close to Disney and the main...
5 of 5 stars Reviewed 14 December 2013
We had a wonderful experience in this home, and would hope to rent again if needed. :) The property owners were very accommodating and answered all e-mails promptly. The home...
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$141
Per Night
1 / 21
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4 Bedrooms, 3 Bathrooms, Sleeps 9
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5 of 5 stars Reviewed 16 November 2014
Great location. Quiet neighbourhood and easy drive to a 24 hour Walmart/grocery store and to all the main theme parks (Disney World, Universal Studios, etc). Our family vacation...
5 of 5 stars Reviewed 29 September 2014
Brilliant villa which had something for everyone in our family. Very spacious and comfortably furnished (kids themed room is a nice touch). We all loved the pool that had plenty...
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$147
Per Night
1 / 22
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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5 of 5 stars Reviewed 25 August 2014
Very comfortable four bedroom. Extremely clean and tastefully decorated. Kitchen well supplied. After a full day at the local parks, we really looked forward to the pool for a...
5 of 5 stars Reviewed 17 August 2014
The vacation rental home is well maintained, very obvious that the owner had an impecabble taste judging by the choices of furniture and finishings. It is situated in a location...
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$153
Per Night
1 / 53
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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5 of 5 stars Reviewed 22 May 2014
The condo was everything promised. The pool and spa area was great open and spacious. Staff was friendly and helpful.
5 of 5 stars Reviewed 14 July 2011
This condo is a great place to stay. It is huge and has all of the amenities of home. It is very well furnished and has all of the amenities that you need. The full-sized washer...
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$1,473
Per Week
1 / 30
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5 Bedrooms, 5 Bathrooms, Sleeps 12
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5 of 5 stars Reviewed 19 November 2012
I urge anyone traveling to the Kissimmee--Orlando area looking for a rental,to look up the Blue Horizon Villa. Very close to everything from Disney to shopping Malls...Plenty of...
5 of 5 stars Reviewed 18 November 2012
We first rented the Blue Horizon in October 2010. My family loved the house and the kids especially liked the pool. When we decided to go back to Florida for Spring Break in...
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$108
Per Night
1 / 19
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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4 of 5 stars Reviewed 15 June 2014
Martin's Villa was well equipped and spacious, the pool was screened which helped with privacy. It is on an estate with a mix of residents and some holiday makers and is very...
5 of 5 stars Reviewed 17 May 2011
My family of 3 and my in-laws stayed here in February, 2011 and we enjoyed our stay very much. The home is spacious enough that no one felt crowded and it was comfortable for...
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$96
Per Night
1 / 14
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed 10 October 2014
Our stay at the Porter house was perfect! The house was lovely, spacious and very clean. It had everything we needed. Being only 9 miles from Disney was very convenient, we...
5 of 5 stars Reviewed 3 September 2014
My family was perfectly happy and comfortable here. Home location is great; walmart is under 2 minutes drive. The home came very clean and well furnished, it was also supplied...
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$120
Per Night
1 / 42
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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5 of 5 stars Reviewed 30 March 2014
We spent a week in this home. It was everything as advertised. Very clean and well located close to the attractions we were interested in. The neighborhood was very quiet and well...
5 of 5 stars Reviewed 3 March 2014
As a family of 4, 2 adults and 2 teenage boys, we have stayed in several holiday villas around Orlando. The Mouse House was the only one that felt like a "home" that was loved...
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$676
Per Week
1 / 24
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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5 of 5 stars Reviewed 31 May 2014
excellent property, in good location for disney, villa was clean & tidy, all amenities were new, Walmart & Walgreens can be reached by a 5 min drive, lots a eateries close by...
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$889
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1 / 13
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5 Bedrooms, 3 Bathrooms, Sleeps 10
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5 of 5 stars Reviewed 23 April 2013
Having used other villas around Orlando I came across this one as our normal one was booked, I contacted the owner who could not of been more helpfull and booked up our stay...
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$93
Per Night
1 / 14
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1 Bedroom, 1 Bathroom, Sleeps 4
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$419
Per Night
1 / 17
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5 Bedrooms, 3 Bathrooms, Sleeps 10
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5 of 5 stars Reviewed 19 October 2014
This villa has everything you need for a fantastic holiday. It is really well situated between Disney and Universal. There is a publix supermarket just as you drive into the...
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$88
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1 / 32
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed 30 April 2014
Thank you so much for a wonderful place to stay! It was clean, cozy and felt like a home! The view of the lake was perfect, the pool area was just right! 4 Stars! Would stay...
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Suitability

  • Wheelchair access (598)
  • Elder access (1,578)
  • Suitable for children (2,127)
  • Pet friendly (208)
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Amenities

  • Air Conditioning (2,785)
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Kissimmee Vacation Rentals

Don’t automatically think you need to rent a vacation home in Orlando to be close to Walt Disney World. Smart vacationers know that searching for a vacation rental in Kissimmee, Florida often gets you space, luxury and a great rate—as well as a very short commute to the parks.

Kissimmee Vacation Rentals for Families

More and more families are choosing to celebrate major events like birthdays and anniversaries with a multi-generational trip to Disney World. (It’s one of the few destinations where everyone from toddlers to seniors can have an equally great time.) And we can help you find a Kissimmee vacation rental that can handle any size family. Whether you’re interested in a one-bedroom condo rental in Kissimmee or a seven-bedroom luxury villa, our helpful vacation rental reviews make your selection easy.

Advantages of renting a vacation home in Kissimmee

Let’s be honest—while it’s great fun to spend a week visiting the Magic Kingdom, Epcot, Disney’s MGM Studios, Universal Studios and Islands of Adventure, for most of us, it’s a significant strain on our bank accounts. Staying in a hotel and eating in Orlando-area restaurants also adds up. However, we can help you find a great deal on a villa rental in Kissimmee… and even if you just take a few meals in your vacation home instead of in restaurants, your budget will thank you. You’ll even save money on baggage fees with a rental—when you’ve got your own washer and dryer, you can do a few loads of laundry and pack much less clothing.

Rent a vacation house with a pool in Kissimmee, Florida

How do you visit the Orlando theme parks and maintain your sanity? Escape the crowds in the mid-afternoon, when the heat peaks and everybody’s nerves are frazzled. By staying just a short distance away in Kissimmee, you can zip home for a refreshing dip in the pool. Little kids can nap in the comfortable A/C of your Kissimmee vacation rental. You’ll all return to WDW or Universal in a much better mood!

Rental deals in Kissimmee

Remember that Florida’s a year-round vacation destination—but it definitely has an off-season when you can snag a great deal on Kissimmee condo rentals. If you really want a bargain, plan to visit Kissimmee between Thanksgiving and Christmas. Your condo will be cheap, the parks will be less crowded, and if you’re coming from a northern climate, the weather in Kissimmee will still seem great compared to what you’d get at home.

Kissimmee and Orlando beyond Disney

Don’t forget, there’s more to this part of Florida than Mickey and Donald and friends. Animal lovers will want to spend a day at Sea World, or take a day trip to the Everglades. Shoppers should save time (and suitcase space) for bargain-hunting at outlets in Kissimmee and the nearby Orlando Premium Outlets. Just over an hour away, on Florida’s Space Coast, you’ll find the Kennedy Space Center and fantastic sandy beaches like Cocoa Beach. Taking a Disney Cruise departing from Port Canaveral? A vacation rental in Kissimmee is the perfect pre-cruise accommodation.