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Vacation Rentals in Kissimmee, FL

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All 4,103 Rentals in Kissimmee
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From
$95
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
4 photos Details Reviews (1) Make Inquiry
From
$135
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 11
Bookings
28 photos Details Reviews (1) Make Inquiry
From
$142
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 12
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11 photos Details Reviews (1) Make Inquiry
Also consider
Mystic Dunes  Resort
2 Bedrooms, sleeps 6
$145 / night
Sundown Palm
6 Bedrooms, sleeps 13
$291 / night
Disney Vacation Retreat - Just 3 Miles from Disney
3 Bedrooms, sleeps 8
$99 - $149 / night
Jafar Condo - 3 bedrooms / 2 baths / $94 per night
3 Bedrooms, sleeps 6
$94 - $119 / night
From
$90
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Booking
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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From
$80
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 12
Bookings
26 photos Details Reviews (4) Make Inquiry
5 of 5 stars Reviewed September 7, 2014
My family of 4 just stayed here for 8 nights while we visited Disney, Kennedy Space Centre, Gatorland and of course the shopping outlets. The house itself is massive, with a main...
5 of 5 stars Reviewed June 10, 2014
The home was just as it was described and the pictures definitely showed it well. From the moment we drove into the neighborhood and walked through the door, we knew this was a...
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From
$276
Per Night
2 Bedrooms, 6 Bathrooms, Sleeps 8
Booking
18 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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From
$89
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
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
$80
Per Night
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
$173
Per Night
7 Bedrooms, 5 Bathrooms, Sleeps 17
26 photos Details Reviews (1) Make Inquiry
4 of 5 stars Reviewed July 31, 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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From
$139
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 10
Booking
24 photos Details Reviews (6) Make Inquiry
5 of 5 stars Reviewed May 14, 2014
Staying at Villa Sol Waterfront made our Florida trip the best yet. The home is beautifully decorated, spotlessly clean, has all the amenities you are looking for, and is very...
5 of 5 stars Reviewed March 26, 2013
Rent this property with confidence that it is clean, comfortable and everything that is promised. This house is beautiful! It has everything you would need. Just pack your...
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From
$92
Per Night
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
$79
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
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
$79
Per Night
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
$95
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
14 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
$115
Per Night
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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From
$180
Per Night
7 Bedrooms, 6 Bathrooms, Sleeps 16
Bookings
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
$103
Per Night
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
$89
Per Night
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
$95
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
13 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed August 31, 2014
We really loved the property. Everything was very clean and neat from inside and the pool was really clean. Our kids really enjoyed the pool. The owner is really helpful in...
5 of 5 stars Reviewed June 10, 2014
I would stay in this home again.The pool is great and the patio is very relaxing My daughter loved the pool table. and the neighborhood was so quite that she did most of her...
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From
$120
Per Night
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
$73
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
24 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed July 11, 2014
Great place to stay. I travelled with my husband and 2 teenage sons. The apartment was clean, spacious, very well equiped, yet affordable. It is close to Disney and the shops, but...
5 of 5 stars Reviewed April 27, 2014
Las vacaciones han sido excelente durante estos días en orlando , la casa muy buena , espaciosa y muy acogedora la verdad ideal se las recomiendo ....
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From
$129
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 11
Bookings
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
$106
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
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
$85
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
14 photos Details Reviews (14) 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
$120
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
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
$90
Per Night
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
$116
Per Night
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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From
$64
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
20 photos Details Reviews (5) Make Inquiry
5 of 5 stars Reviewed July 1, 2014
This house was beautiful! It looked exactly like the picture and was super clean. Our children loved that the house had wifi and TV in each bedrooms. It was relaxing and we felt...
4 of 5 stars Reviewed January 17, 2014
The condo is very clean, spacious and well equipped. The WiFi did not work at all - we tried everything but gave up as we did not have time to fool around with it. We were...
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From
$135
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 10
Booking
17 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed October 27, 2013
This home was not only brand new, but fully equipped and really next door to Disney. It's so close to Disney that we could hear the fireworks from our rooms. It's is bigger than...
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From
$99
Per Night
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
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
$109
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
16 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed April 26, 2014
This home was everything I was looking for! I traveled to Florida for Spring Break with my family and it was just right for us. Before finding Paradise Palms, I had multiple...
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From
$135
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
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
$114
Per Night
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
$153
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
30 photos Details Reviews (3) Make Inquiry
5 of 5 stars Reviewed August 28, 2014
We stayed there 14 days in august and it was too short... This house was absolutly great with everything we could expect... A modern decoration with everything inside, brand...
5 of 5 stars Reviewed June 24, 2014
The villa is like in the pictures and a great location close to Disney and international drive. All the shops of 192 are around corner. The pool overlooking the lake is the best...
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From
$230
Per Night
6 Bedrooms, 4 Bathrooms, Sleeps 14
Bookings
32 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed January 11, 2014
When we arrived the house was nice and clean, close to all attractions, kitchen stocked with all appliances and utensils. It was great having the private pool and hot tub, used it...
5 of 5 stars Reviewed September 27, 2013
My family had such a great time staying at Mickey's Garden Villa. The house is gorgeous and spacious, exactly what you see in the photos. The kitchen is very well stocked with...
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From
$1,211
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 8
Booking
24 photos Details Reviews (22) Make Inquiry
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...
5 of 5 stars Reviewed July 11, 2014
We are from Ohio, we found exactly what we needed , a big house , pool is big and clean , the property is great , big yard , total privacy .i would recommend this property to...
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From
$250
Per Night
6 Bedrooms, 4 Bathrooms, Sleeps 12
36 photos Details Reviews (1) Make Inquiry
4 of 5 stars Reviewed July 30, 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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From
$100
Per Night
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
$130
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
41 photos Details Reviews (2) Make Inquiry
3 of 5 stars Reviewed August 12, 2014
Home is very spacious and open concept. The house and pool is well maintained with free wi-fi. Very quite community
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Suitability

  • Wheelchair access (597)
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  • Suitable for children (2,140)
  • Pet friendly (184)
  • Smoking allowed (9)

Amenities

  • Air Conditioning (2,915)
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Book Online(2577)

Suitability

  • Wheelchair access (597)
  • Elder access (1,595)
  • Suitable for children (2,140)
  • Pet friendly (184)
  • Smoking allowed (9)

Amenities

  • Air Conditioning (2,915)
  • Internet (2,836)
  • All pools (2,266)
  • Washer/Dryer (1,915)
  • Other outdoor space (1,906)
  • 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.