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Vacation Rentals in Kissimmee, FL

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$370
Per Night
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5 Bedrooms, 3 Bathrooms, Sleeps 10
17 photos Details Reviews (1) Make Inquiry
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$173
Per Night
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7 Bedrooms, 5 Bathrooms, Sleeps 17
26 photos Details Reviews (1) Make Inquiry
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$100
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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23 photos Details Reviews (3) Make Inquiry
Also consider
1.5 miles from Disney World
3 Bedrooms, sleeps 8
$95 - $135 / night
Emerald Island Vacation Rental villa
7 Bedrooms, sleeps 16
$189 - $219 / night
Another Day in Paradise
4 Bedrooms, sleeps 8
$105 - $137 / night
Private backyard with 6 bed 3 mile to Disney
6 Bedrooms, sleeps 14
$185 / night
From
$89
Per Night
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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14 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed June 17, 2010
The condo we stayed in was exactly what we needed for our family of five. It was spacious, quiet, close to amenities and Disney Parks and a good price. We had a great experience...
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$135
Per Night
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2 Bedrooms, 6 Bathrooms, Sleeps 8
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17 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed July 13, 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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$90
Per Night
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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15 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed March 27, 2014
We enjoyed the condo so very much. It provided comfort; it was very clean; it had all the kitchen facilities we needed to cook at home. we love the heated pool - the kids had a...
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$115
Per Night
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3 Bedrooms, 2 Bathrooms, Sleeps 7
13 photos Details Reviews (3) Make Inquiry
5 of 5 stars Reviewed February 26, 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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$153
Per Night
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4 Bedrooms, 2 Bathrooms, Sleeps 8
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40 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed September 26, 2014
Best villa i have ever rented very spacious very clean top quality appliances large tvs with full channel packages awesome high quality beds remote control lights and fans very...
5 of 5 stars Reviewed May 7, 2014
Very fancy house, everything new, good quality, good beds. Sad that we only stayed 4 nights, we would gave liked a light at the pool, so we could have taken a dip after the warm...
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From
$89
Per Night
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4 Bedrooms, 3 Bathrooms, Sleeps 8
Booking
26 photos Details Reviews (26) Make Inquiry
5 of 5 stars Reviewed June 8, 2014
Everything you need for a relaxing holiday especially after touring all the nice parks and other places to see including Daytona beach. Plenty of shopping oppurtunities. old town...
5 of 5 stars Reviewed March 4, 2014
We hade a great 10 day stay att this villa. We were a big party of 7 and there were plenty of space for us all. Four bedrooms and several restrooms and big dining and sofa areas...
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From
$79
Per Night
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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47 photos Details Reviews (7) Make Inquiry
5 of 5 stars Reviewed September 8, 2014
This was our first time renting a place in Orlando and we couldn't have found a better rental!! We had such an amazing vacation because the proximity to everything in Orlando and...
5 of 5 stars Reviewed August 10, 2014
This was our fourth trip to Orlando. We have a 22 year old son, a 19 year old daughter and a 10 year old daughter. I knew I wanted a condo rather than a hotel, and I knew I...
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From
$106
Per Night
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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42 photos Details Reviews (10) Make Inquiry
5 of 5 stars Reviewed March 30, 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 March 3, 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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From
$1,210
Per Week
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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24 photos Details Reviews (23) Make Inquiry
5 of 5 stars Reviewed October 18, 2014
This was our first trip to Florida and the villa greatly exceeded our expectations. Lovely pool, huge garden, quiet neighbourhood and all extremely private. A luxury villa with...
5 of 5 stars Reviewed October 3, 2014
We stayed at the villa for two weeks in September and were delighted with both the villa and the customer service from Sara, the owner. The villa is tastefully decorated and was...
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From
$110
Per Night
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3 Bedrooms, 2 Bathrooms, Sleeps 8
27 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed September 6, 2014
Excellent stay in Orlando, Florida, i was in that house a few weeks ago and we loved it, very comfortable, nearby downtown Disney, near everything, the pool was great to relax...
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From
$120
Per Night
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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34 photos Details Reviews (20) Make Inquiry
5 of 5 stars Reviewed July 30, 2014
Our holiday to Kissimmee was the long time coming so we did a lot of research. We weren't disappointed in any way. Dorothy's condo is an absolute gem. Part of a gated community...
4 of 5 stars Reviewed July 28, 2014
Good The condo is very nice! It is clean, nicely decorated, and spacious. It has all the amenities of home right down to scotch tape, needle and thread and scissors. The tenant...
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From
$95
Per Night
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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21 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed April 10, 2014
Very nice & well decorated. The beds slept fine. The master bathroom shower was great (it is HUGE!!).
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From
$89
Per Night
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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10 photos Details Reviews (1) Make Inquiry
4 of 5 stars Reviewed January 5, 2014
It is very easy to access Disney resorts and Universal Studios, and is very close to shops S well. The gated community makes it very safe. The condo is so clean and roomy. Owner...
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From
$116
Per Night
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3 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed October 3, 2013
We stayed here September 2012. Had an amazing time. Not only as while on holiday but also in the villa. It was luxurious and really well maintained and really close to 192. One...
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$129
Per Night
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5 Bedrooms, 4 Bathrooms, Sleeps 11
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48 photos Details Reviews (3) Make Inquiry
3 of 5 stars Reviewed March 18, 2014
My family and I recently took a trip to Orlando and chose to stay at this home. The home was very very spacial and very very clean. Looked exactly like the picture. The resort was...
5 of 5 stars Reviewed March 6, 2014
I had the pleasure of staying in Paradise Palms Resort three times. Each time I've been staying in the same house (Tronds apartment), but I can imagine the other compartments has...
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From
$120
Per Night
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4 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
22 photos Details Reviews (4) Make Inquiry
4 of 5 stars Reviewed March 28, 2014
This home was amazing. What you see is what you get :). It is a beautiful home that was equipped with all my needs, primarily a big screen tv in the living area. However, there is...
5 of 5 stars Reviewed February 19, 2014
Loved the home, very convenient to all the attractions. My kids loved the gameroom, and the heated pool. Everytime we visit Disney I hope to stay here. The company and owner were...
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From
$85
Per Night
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3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
14 photos Details Reviews (15) Make Inquiry
5 of 5 stars Reviewed October 10, 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 September 3, 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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From
$135
Per Night
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4 Bedrooms, 3 Bathrooms, Sleeps 10
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11 photos Details Reviews (2) Make Inquiry
4 of 5 stars Reviewed July 19, 2014
This townhome sits in a very good community with a convenient clubhouse that boasts a theater, game room, pool, playground, and more. The townhome itself was gorgeous. I would...
5 of 5 stars Reviewed August 12, 2013
The villa was exactly as shown in the pictures, everything was super clean. The administrator was very effective when we need something. Close to disney parks, approximately 10...
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From
$180
Per Night
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7 Bedrooms, 6 Bathrooms, Sleeps 16
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37 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed March 17, 2014
This house was everything it promised it would be. My family had a very relaxing vacation with only miles away from Disney World. After a long hectic day at the park we were...
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From
$80
Per Night
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3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
10 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed August 29, 2014
Owner are very nice. The house is clean and professionally setup for renter. If you have kids, the pool in the back will make your kids happy. Location is centrally located to...
5 of 5 stars Reviewed April 27, 2014
Location was awesome! Clean, spacious, the management company was on point & responsive. Owners were more than understanding & flexible when our plans changed last minute. Would...
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From
$90
Per Night
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3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
28 photos Details Reviews (10) Make Inquiry
5 of 5 stars Reviewed September 1, 2014
Its a beautiful house & its very clean. Loved everything about it. The owner was very good responded promptly and helped us all along our stay. The property manager - Iris was...
5 of 5 stars Reviewed August 9, 2014
Definitely a home away from home for my family's Disney vacation!!! This condo was clean, spacious and well decorated for my family of little girls , my mom and my sister and my...
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From
$95
Per Night
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3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
35 photos Details Reviews (1) Make Inquiry
4 of 5 stars Reviewed June 7, 2013
We have just spent 2 weeks in poolside villa. The location is great approx 15 minutes from the parks in a pleasant residential neighbourhood. Villa is well equipped and homely...
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From
$99
Per Night
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4 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
41 photos Details Reviews (10) Make Inquiry
5 of 5 stars Reviewed June 24, 2014
My husband and I stayed at this home for about 6 weeks in February and March of 2014. I was so excited to find a home in Kissimmee, florida that was actually updated and...
5 of 5 stars Reviewed June 21, 2014
Magnificent decoration. Very clean house. Good location. I went with my family and enjoy all the amenities the pool, the 3D TV. The property manager George Robledo is the best...
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From
$200
Per Night
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4 Bedrooms, 2 Bathrooms, Sleeps 10
Bookings
25 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed August 28, 2014
After a bit of a mix up when we first arrived (we booked Florida Sunrise - same owner as Tropica Florida), we are very happy with this house. My biggest concern was that there is...
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From
$79
Per Night
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3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
20 photos Details Reviews (2) Make Inquiry
4 of 5 stars Reviewed August 30, 2014
The 6 of us really enjoyed our stay here. It was clean and tidy, had enough space to chill out in the evenings and secure. The pool was nice but communal. The back garden was more...
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From
$114
Per Night
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4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
50 photos Details Reviews (14) Make Inquiry
4 of 5 stars Reviewed August 21, 2014
Our stay at Donald's Magic Hideaway was wonderful. The home was very clean and cozy. We all relaxed and truly enjoyed your magic hideaway. One tip: it would have been nice to...
4 of 5 stars Reviewed May 1, 2014
Family of 7 had a great time. Loved the gated community, well maintained with beautiful landscaping. The staff was very kind, I actually stopped in to say good by to a few.
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From
$75
Per Night
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3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
43 photos Details Reviews (3) Make Inquiry
5 of 5 stars Reviewed March 20, 2014
Our family of four enjoyed our one week long stay at 911 PTC. Everything we needed in ready for us to enjoy and the location is central to all the places we plan to visit. Many...
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From
$103
Per Night
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3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
36 photos Details Reviews (7) Make Inquiry
5 of 5 stars Reviewed April 3, 2014
thank you so much, it was the perfect rental, wish they could all be like yours.
5 of 5 stars Reviewed January 7, 2014
I just wanted to thank Paul for letting my family use his house in our vacation time in Orlando. Our stay at this house was a wonderful experience. The house is perfect, clean...
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From
$95
Per Night
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3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
26 photos Details Reviews (2) Make Inquiry
4 of 5 stars Reviewed June 29, 2014
Really enjoyed our stay.it was a beautiful and peaceful place.my granddaughter enjoyed the pool and the community park directly across from the house.The only down fall was you...
5 of 5 stars Reviewed April 28, 2014
well we were there for 17 days and I couldn't beat the price we paid and also you have a privet pool. it was very nice to come home from the parks and go swimming.. parks were...
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From
$99
Per Night
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3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
22 photos Details Reviews (2) Make Inquiry
4 of 5 stars Reviewed June 10, 2014
The Town house was very Clean and up to date. Enjoyed our long weekend. I would have placed an excellent review, except for the problem with the neighbors dog.
5 of 5 stars Reviewed June 8, 2014
The rental was just as it was in the pictures. It was clean, spacious, and comfortable. It was definitely a great value. I recommend this place! I will definitely book this place...
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From
$92
Per Night
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3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
5 photos Details Reviews (6) Make Inquiry
5 of 5 stars Reviewed August 11, 2014
I stayed here for 8 days and it was great, although when we first arrived the beds weren't made and there was some washing on which made it look as though it wasn't 100% ready for...
4 of 5 stars Reviewed July 6, 2014
We stayed at this house for 8 days. Let me start by saying it is VERY clean. All of the appliances worked as expected and the pool was fantastic. There is a nice area to sit out...
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From
$115
Per Night
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4 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
31 photos Details Reviews (23) Make Inquiry
4 of 5 stars Reviewed May 25, 2014
We choose to stay in this vacation home because of its many excellent reviews. Unfortunately, we were a little disappointed. To start off with the positives, the home is bigger...
5 of 5 stars Reviewed April 16, 2014
Lovely and comfortable place, enjoyed it, although we were too busy to use all the facilities as we were out all day. it was however comfortable when we we were there and the pool...
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From
$120
Per Night
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4 Bedrooms, 2 Bathrooms, Sleeps 10
Booking
13 photos Details Reviews (1) Make Inquiry
From
$100
Per Night
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4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
16 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed March 3, 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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From
$150
Per Night
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4 Bedrooms, 4 Bathrooms, Sleeps 8
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12 photos Details Reviews (1) Make Inquiry
From
$425
Per Night
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8 Bedrooms, 5 Bathrooms, Sleeps 17
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22 photos Details Reviews (2) Make Inquiry
3 of 5 stars Reviewed March 20, 2014
The pool and hot tube were perfect and the family loved them. The living areas were very nice and accommodated the family very well. Loved the ability to be together so...
5 of 5 stars Reviewed January 5, 2014
We rented this property at Emerald Island and was an incredible experience, the owner answered all our questions at the time of the rental, and when we arrive there, the house...
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From
$120
Per Night
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4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
20 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed June 17, 2014
We really enjoyed this home. Spacious one level, lovely community. The tiled floors made this home seem way cleaner than carpeted ones we have stayed in before, and as our...
5 of 5 stars Reviewed June 14, 2014
Would not hesitate to stay here again. Cumbrian Lakes is fantastic community, it's not all bundled together like other areas, and it's close to where you need to get to. House was...
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Suitability

  • Wheelchair access (598)
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  • Suitable for children (2,091)
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Book Online(2583)

Suitability

  • Wheelchair access (598)
  • Elder access (1,573)
  • Suitable for children (2,091)
  • Pet friendly (187)
  • Smoking allowed (9)

Amenities

  • Air Conditioning (2,835)
  • Internet (2,762)
  • All pools (2,187)
  • Other outdoor space (1,900)
  • Washer/Dryer (1,897)
  • View all amenities
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.