Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

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

Kissimmee Area Villa Rentals(2,053)

2,053 Results
  • 4 BR,
  • 5 BA,
  • Sleeps 8
4 - 7 night minimum stay
(8)
$1,514 - $2,114
per night
5 - 7 night minimum stay
  • 11 BR,
  • 11 BA,
  • Sleeps 24
5 - 7 night minimum stay
(6)
  • 8 BR,
  • 9 BA,
  • Sleeps 16
5 - 7 night minimum stay
(5)
  • 4 BR,
  • 4 BA,
  • Sleeps 10
1 - 2 night minimum stay
(15)
  • 5 BR,
  • 5 BA,
  • 2 HF BA,
  • Sleeps 10
5 night minimum stay
(6)
$189 - $329
per night
5 - 7 night minimum stay
  • 5 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 8
5 - 7 night minimum stay
(5)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
2 night minimum stay
(6)
$853 - $1,122
per night
5 - 7 night minimum stay
  • 8 BR,
  • 9 BA,
  • Sleeps 20
5 - 7 night minimum stay
(5)
$307 - $540
per night
4 - 10 night minimum stay
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
4 - 10 night minimum stay
(6)
  • 7 BR,
  • 7 BA,
  • 1 HF BA,
  • Sleeps 12
5 - 7 night minimum stay
(11)
  • 6 BR,
  • 4 BA,
  • Sleeps 13
4 - 7 night minimum stay
(4)
$473 - $630
per night
5 - 7 night minimum stay
  • 8 BR,
  • 5 BA,
  • Sleeps 18
5 - 7 night minimum stay
(6)
  • 7 BR,
  • 4 BA,
  • Sleeps 18
(5)
  • 6 BR,
  • 4 BA,
  • Sleeps 14
4 - 7 night minimum stay
2 Reviews
  • 6 BR,
  • 4 BA,
  • Sleeps 13
4 - 6 night minimum stay
(4)
  • 6 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 night minimum stay
(5)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
(55)
  • 6 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 14
3 - 7 night minimum stay
(10)
$300 - $429
per night
3 - 14 night minimum stay
  • 7 BR,
  • 5 BA,
  • 2 HF BA,
  • Sleeps 16
3 - 14 night minimum stay
(10)
$315 - $498
per night
3 - 7 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 12
3 - 7 night minimum stay
(3)
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 7 night minimum stay
(8)
  • 7 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 16
3 - 7 night minimum stay
(7)
  • 7 BR,
  • 5 BA,
  • 2 HF BA,
  • Sleeps 16
5 night minimum stay
(4)
$159 - $209
per night
3 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 14
3 night minimum stay
(15)
$195 - $345
per night
3 - 7 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 14
3 - 7 night minimum stay
(12)
  • 9 BR,
  • 8 BA,
  • Sleeps 20
5 - 7 night minimum stay
(3)
  • 7 BR,
  • 7 BA,
  • 1 HF BA,
  • Sleeps 14
5 - 7 night minimum stay
(5)
$256 - $357
per night
5 - 7 night minimum stay
  • 6 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 24
5 - 7 night minimum stay
(3)
  • 6 BR,
  • 6 BA,
  • 2 HF BA,
  • Sleeps 12
5 - 7 night minimum stay
(4)
 

Recent Kissimmee Area Reviews

THE ULTIMATE WEDDING VENUE

5 of 5
We have just returned from the most amazing week in 'The Grand' at Formosa Gardens. This was our Wedding Week and I can only say, it was absolutely perfect in every way, from the initial booking with Mike, through the Wedding Planning with Penny and then the Villa. We had seen the photos and read the listing many times over, but we just did not expect this location to be so beautiful. The interior is exquisite, so well planned and the decor is to die for. My family could not believe it. We held the ceremony in the Grand Foyer and entered by the Grand Sweeping Staircase, it was perfect, just like a Hollywood Movie. Being directly on the lakefront was a bonus, we had some beautiful photographs taken at the waters edge, very romantic, the day was finished with outside catering by the pool. There were 20 of us staying, yet we could still lose each other, everyone had a suite and nobody wanted to leave the Villa. I honestly cannot say enough, we are still talking about it everyday. This has got to be the Ultimate Wedding Venue, we have already booked to return for our first anniversary. Thank you.
  • Submitted: Oct 17, 2014
  • Stayed: Aug 2014

Gilles Holiday 2014

5 of 5
Simply amazing. We could not fault this house in any way. It was by far the largest rental home we have ever experienced, the size cannot be described in words nor pictures. All rooms were lovely with a huge cinema room and even larger pool and deck. Great time had by all. Gilles family
  • Submitted: Oct 14, 2014
  • Stayed: Oct 2014

"SUPERB"

5 of 5
This house definately has the WOW factor, and the photos don't do it justice, there is everything you need for a memorable holiday with the utmost comfort and style...including a fantastic new Cinema Room. The outside space is huge and very peaceful with beautiful golf views and sunshine all day long, I will definately be booking again.
  • Submitted: Oct 13, 2014
  • Stayed: Sep 2014