503 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Bungalows
Cabins
Condos
Cottages
Estates
Homes
Townhomes
Villas
Barns
Boats
Castles
Chalets
Farmhouses
Hotels
Lodges
Studios
Yachts

Booking Options

Location Type

Even More Filters

Features

Managed By

503 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Kissimmee Long Term Villa Rentals(503)

503 Results
$120 - $179
per night
4 - 7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
4 - 7 night min stay
(32)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
4 night min stay
(86)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 night min stay
(37)
  • 5 BR,
  • 4 BA,
  • Sleeps 11
5 - 7 night min stay
(25)
  • 5 BR,
  • 5 BA,
  • Sleeps 12
5 - 7 night min stay
(57)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
5 - 6 night min stay
(30)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
4 - 12 night min stay
(15)
$175 - $225
per night
5 - 7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
5 - 7 night min stay
(73)
$300 - $500
per night
3 - 14 night min stay
  • 7 BR,
  • 5 BA,
  • 2 HF BA,
  • Sleeps 16
3 - 14 night min stay
(11)
  • 6 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 14
5 - 7 night min stay
(13)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 - 21 night min stay
(37)
  • 8 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 19
3 - 10 night min stay
(27)
  • 4 BR,
  • 3 BA,
  • Sleeps 9
3 - 7 night min stay
(39)
$120 - $125
per night
3 - 4 night min stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 4 night min stay
(17)
  • 5 BR,
  • 4 BA,
  • Sleeps 10
4 - 7 night min stay
(29)
$1,100 - $1,600
per night
5 - 7 night min stay
  • 8 BR,
  • 9 BA,
  • 2 HF BA,
  • Sleeps 18
5 - 7 night min stay
(19)
$514 - $682
per night
5 - 7 night min stay
  • 6 BR,
  • 5 BA,
  • 2 HF BA,
  • Sleeps 12
5 - 7 night min stay
(12)
  • 6 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 12
5 - 7 night min stay
(12)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
(57)
  • 6 BR,
  • 6 BA,
  • Sleeps 12
5 - 7 night min stay
(12)
  • 5 BR,
  • 5 BA,
  • Sleeps 10
5 - 7 night min stay
(12)
$1,429 - $1,786
per night
5 - 7 night min stay
  • 9 BR,
  • 9 BA,
  • 2 HF BA,
  • Sleeps 18
5 - 7 night min stay
(12)
  • 4 BR,
  • 2 BA,
  • Sleeps 8
3 - 5 night min stay
(59)
$119 - $159
per night
4 - 5 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 9
4 - 5 night min stay
(39)
$460 - $633
per night
5 - 7 night min stay
  • 5 BR,
  • 5 BA,
  • Sleeps 10
5 - 7 night min stay
(12)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
4 - 5 night min stay
(10)
  • 6 BR,
  • 4 BA,
  • Sleeps 14
3 - 7 night min stay
(16)
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 7 night min stay
(11)
  • 7 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 16
3 night min stay
(23)
$105 - $130
per night
3 - 7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
3 - 7 night min stay
(30)
 

Recent Kissimmee Reviews

Highly recommend this villa

5 of 5
This was the perfect villa for a group of 10. We came from the province of New Brunswick,the owners were great to deal with and always got back to me within hours if not minutes of me emailing. The house was very clean, well kept and very organized. The pool temp was absolutely perfect, the spa was great as well. Literally minutes from Disney and outlet malls!!! The villa was surrounded by great restaurants, we really enjoyed the red lobster just up the road. Super target was also minutes from the house. I have absolutely no complaints !!!!!! HIGHLY recommend this place.
  • Submitted: Apr 10, 2015
  • Stayed: Apr 2015

Above and Beyond my expectations

5 of 5
I have been vacationing at Disney World for more than 35 years. I have 4 young children and have always stayed on Disney property, The Polynesian or Contemporary Resorts are where we have stayed most recently. Due to rising Disney prices we decided to try staying off property. I am thrilled with our choice and will return to this house. Everything from booking our trip, to arriving, to staying, to having questions answered or small problems taken care of, were handled smoothly and quickly. I easily booked our trip and paid for it online. No waiting on hold with Disney or answering a lot of questions from operators. when I made our final payment I received a code that unlocked the front door. When we arrived there was no waiting in a long line to check in. We entered the door code and all of our kids ran through the house checking it out. When we arrived one of the tv remote controls did not work. I emailed the owner and with in 24 hours there was someone at the house fixing the problem. The house was clean and well maintained. The house had everything that was promised. The house had everything 4 adults and 8 young children could want or need through out the 8 days we stayed. There was plenty of room for all of us to live comfortably for the week and not be on top of one another. The pool and hot tub were so amazing my 5 year old wanted to stay at the house rather than going to Magic Kingdom. All of the beds were comfortable and the rooms were professionally decorated. I loved the privacy of the house, no sharing the pool or game room. The house is a quick trip to all of the Disney parks. I thought it was faster to drive and park then it was taking Disney buses from the hotels to the parks. I would advise having a day or two at the house to enjoy all the amenities. I pre-purchased park tickets and all 4 of my kids wanted to stay at the house swimming rather than go to any of the parks. I would highly recommend this house and the owners. I will be booking it again for our next trip to Orlando!
  • Submitted: Apr 9, 2015
  • Stayed: Mar 2015

Great place to stay

5 of 5
This was by far the greatest resort ive stayed at throughout all the years ive traveled to Orlando....would definitely stay here again
  • Submitted: Mar 30, 2015
  • Stayed: Feb 2015