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Vacation Rentals & House Rentals in Kissimmee

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1,929 house rentals

Spacious 4-bed lakeside pool villa near Disney

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 10

“Peaceful location with stunning views” We had a wonderful holiday in this lovely villa. It is spacious and well appointed everything was beautifully clean. The estate is quiet and peaceful considering how close it is to the 192 and all it has to offer this is a pleasant surprise. The villa has a wonderful view from the pool area, watching the local wildlife with a cuppa in the early morning is a real treat . The pool area is also very private and not overlooked from either side. The only thing that could be improved is the air conditioning system could be left at a constant temperature as it could be hot and uncomfortable at night and ceiling fans were a bit noisy to leave on.

Responds fast! avg. 2 hours 24 minutes

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$119

Luxury 4 Bedroom Villa with Private Pool, 2 Miles from Disney

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

“Beautiful Home, It was so relaxing and comfortable!!” Our family had a wonderful time on our Vacation. The location was very convenient. The pool and hot tub was great. The house was amazing, and my children loved it, I like the entrance to the pool and the alarm system that secured our safety. I also like the pool tables, and how close the area is to Disney. The experience was wonderful!!!!!

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$128

Luxurious 3 Bedroom Townhome-1.5 miles from Disney

Kissimmee villa

3 bedrooms / 3 bathrooms / sleeps 7

“Great Experience” The villa did not disappoint and was a great place for my family and I to stay during our world wind visit to Disney. I would recommend this place to anyone who is going to Orlando with a large group :-)

Responds fast! avg. 2 hours 17 minutes

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$112

3 Bedroom Vacation Home in Kissimmee Pet-Friendly

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 6

“Vacation 2017” The house is really beautiful, clean and well maintained. We had a wonderful time and really felt at home. The owner Philip was very friendly and helpful. Thanks to Al for setting up the internet for us. Hoping to come back again next year.

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$92

Caribe Cove Resort - 2 BR * Unit Top floor * New Mattress - WiFi/Parking free

Kissimmee apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$142

Pat and Ron's Holiday Home, Relaxing Retreat

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

“Good” I was a little disappointed this time. I have been going there since 2015. In the past when I had minor problems with the home, the response was quick. This time I called on Saturday to ask about no input message on the tv screen, I was told me they would come on Sunday to check it. They come on Sunday and knocked at 10:30 but we were sleep and did not hear them, so I called again and someone came over in about 1 and 30 minutes. I pointed out that the main bathroom in the hall had a problem with the bathroom and needed to get fixed. He looked at it and said he needed a piece for the door and he would fix it on Monday. I told him people were getting locked up inside. Well I left on 12/18/18 and no one ever came to fix the lock on the door. The clean in the kitchen needed some attention with the over. I did not get a chance to show anyone as no one came back to fix the door. The oven has some spilled grease on the bottom and needed to be cleaned before I got there. These are minor issues with me, that I lived with and had a good time, I would come again. The management should realize that certain things the guests are not responsible for even though it may seem small to them, but it is not small for the renter. I do not have then same cable company that is used where I was, so I did not complain about it when it went off and on and in and out half the day, it is not my fault nor was it the fault of Pat and Ron so I did not complain about it.

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$115

Close2theMagic 3br/3ba Townhouse Windsor Hills

Kissimmee house

3 bedrooms / 3 bathrooms / sleeps 7

“Vacation comfort at its Best!” This was a family vacation to bring my 5 yr old granddaughter to Disney for her first time. It was spectacular! The condo was so close to Disney that we could be there in a few minutes. The heated splash pool was so awesome and having three bathrooms was very nice. My grandaughter especially loved her Mickey room & bathroom, she is still talking about it now. The condo is very spacious so it felt like we were in a big house which gave everyone space. The Windsor Hills pool & playground were absolutely beautiful. On Saturday we went to a pool party there with a DJ and fun and games... couldn't really ask for more...its paradise...would definately recommend anyone to stay there, it was fabulous... can't wait to go back...

Responds fast! avg. 2 hours 14 minutes

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$141

Sunburst Villa

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 10

“Excellent” What a gorgeous property! We have stayed at a number of houses around Kissimmee over the last few years, and this one is one that we definitely will look at renting again. The pool was perfect and private, the house was tastefully decorated, towels and linen were plentiful, free wi-fi was a huge bonus, and the game room was great. All the beds and furniture were comfortable. The owners were a pleasure to deal with, and very understanding with all our questions and requests. The gated neighborhood was very nice and felt safe. Each Disney park was within 10-15 mins of the property. Universal about 25 mins. Walmart about 10 mins. All in all, the house was great, the location was perfect, and the owners a pleasure to deal with! Thanks

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$207

Stunning 6 Bed Pool Home Close to Disney Parks.

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 12

“Wonderful!” First of all I would like to thank Julie, the owner, for all the excellent help and advice she gave me before and during our stay. Belles Palace is wonderful, it is more than home from home! It's just perfect in every way. The photos are great but the villa is even more stunning when you are there. We all loved the fabulous big comfortable beds, they were fit for a palace. There was nothing that hadn't been thought about. If you book this villa, you will have the most fabulous time and won't want to go home!

Responds fast! avg. 3 hours 31 minutes

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$247

⭐ Near Disney and Other Theme Parks - Comfortable 6 BR ⭐

Kissimmee villa

6 bedrooms / 5 bathrooms / sleeps 14

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$148

NEW LISTING! 3-Bedroom Resort Villa

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 10

“Beautiful Resort” The unit was absolutely spacious. Chris was very helpful in booking the unit. He told me that the unit number was assigned by the resort and it would be look identical to the pictures. The unit that was assigned to us was exactly as shown in the pictures. We were located on the third floor and it had a balcony with a great view of the pond. Plenty of kitchen space and bathrooms. The master suite that i stayed in had a jacuzzi and own bathroom. I only wish I had more time to check out the resorts amenities, but since I traveled from VA my family and I went to all the major Orlando attractions. But even with that said you can't go wrong staying at Star Island resort. I would love to go back.

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$179

POOL,MINUTES TO DISNEY, ATTRACTIONS,RESTAURANT,

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 10

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$148

1 mile from Margaritaville/Island H2O and 3 miles from Disney World

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

“Close to Disney” This house was perfect for our family's first visit to Disney. It's very close to the parks, so getting to the parks right as they opened every day was no problem at all!

Responds fast! avg. 1 hour 51 minutes

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$135

Villa De Naeyer

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 10

“Great” Great and awesome we really enjoyed it. The front room TV volume was going in and out sometimes but overall it was great. The rooms was nice and comfortable and we loved both master bedrooms. The game room is something we need at our house and the pool are with the screen in porch was amazing. Thanks again we appreciate it

Responds fast! avg. 1 hour 8 minutes

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$165

✦Rest in This Phenomenal Family Villa✦Cozy Baby Friendly Rooms = Restful Days✦

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

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$82

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$87

The Retreat - Explore Disney & Florida in style

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 10

“Wonderful Vacation Spot” The Retreat is a great place to stay with your family. The accommodations were well equipped, clean and a it's a great location. Brian is responsive and very nice to work with. I could not say anything bad about The Retreat.

Responds fast! avg. 3 hours 21 minutes

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$172

Windsor Luxury 9Bd Villa South-faced Pool/Spa BBQ Game Room Minutes to Disney

Kissimmee villa

9 bedrooms / 6 bathrooms / sleeps 22

Responds fast! avg. 2 hours 11 minutes

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$349

Disney themed villa/private pool/tub.

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 9

“Amazing vacation” The house was perfect. Everything was great. House looks just like the pictures. George was a great host. Very nice and made it feel like a second home. Cant wait to go back.

Responds fast! avg. 19 minutes

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$145

Villa Journey - 3 miles from Disney, 2 Masters and a Private Pool & Spa!

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

“Great property for the whole family.” It was a great property for the family and a very good location. But because of the cold weather during our stay we could only use the pool and spa one day, and in this time of the year the sun is only in one corner of the pool area.

Responds fast! avg. 1 hour 0 minutes

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$137

5*Modern Hidden Treasure Pool Villa Near All Parks!

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

“Perfect Getaway” This home is the cleanest home we have ever stayed in during the past 10 yrs of vacationing in the land of Disney World. Cathy (owner) was very helpful and was quick to respond to any of our questions. The home is well furnished throughout and we did not want for anything. The pool was wonderful and the large covered lanai and BAR B Q were a nice touch. The security deposit was returned within a week of our arrival back home. We would certainly go back again.

Responds fast! avg. 1 hour 42 minutes

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Price per night from

$148

⭐Great Value Villa w/ Private Pool - Nearby Disney Resort⭐

Kissimmee villa

7 bedrooms / 5 bathrooms / sleeps 18

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$146

Free Pool and Spa Heat Offering Total Privacy, 10 Minutes from Disney!

Kissimmee villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 23 minutes

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$155

Scotman's Retreat

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 11

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$157

Luxury 3BR-South Facing Pool, Lake View, Free Spa Heat, BBQ, Games Room-Disney

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 1 hour 37 minutes

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$144

Outstanding Orange Blossom Villa includes Gameroom, Jacuzzi, and WiFi

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 10

“It was a very comfortable and welcoming place to stay!” I stayed in this villa with my husband, our 4 children(ages 18 months to 9 years old), and my sister, and we were very happy with it! It was clean and comfortable and very reasonably priced! The bathroom between the bedrooms was perfect for the kids, and it was so nice that the adults had their own bathrooms, too. We loved swimming in the pool, even without requesting the heaters to be turned on. We didn't use the game room because we were doing so many other things, but it had several things to do and looked like fun. Having a full kitchen and a washer/dryer was also wonderful to have! We saved so much money just by being able to go grocery shopping and eat some meals there and be able to pack lunches instead of purchasing all of our food at the theme parks. This is a great location, too, as it is centrally located between all the parks we went to: Universal, LegoLand, and Magic Kingdom. It was such a refreshing thing to be able to come "home" after a long day at a park without being in the congestion of the resorts. The only small suggestions I have would be to have a few more kitchen and bathroom washcloths available. There were only a few bathroom ones and no kitchen ones. There were plenty of towels, though. We bought some cheap washcloths at Wal-mart(just a few minutes away) and left some of them there. Also, dish soap we be great to have on-hand instead of having to buy it. A few extra rolls of toilet paper would be a good idea to have, too. Each bathroom had a roll, but with 6 people for 5 days, we needed an extra roll or two, which we just bought at Wal-mart. These are very minor suggestions, and they in no way deterred us from loving our stay and wanting to come back in the future! Again, we loved it, and we will definitely be back! Thank you for a wonderful week's stay!

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$141

Unit 4- 3 Bedroom Home 2657

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 8

“Bell family vacation” There's just 2 things that I would say that need to be improved on or changed there was no Disney channels for the kids to watch and the couches were very uncomfortable to sit on. But I learned that the house was great the community was great couldn't ask for better beds pillowsI give it a 4 and a 1/2 stars. Thank you again for letting us stay there and make and our family vacation great.

Responds fast! avg. 3 hours 10 minutes

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$109

Hapimag Orlando - Lake Berkley Resort

Kissimmee hotel apartment

3 bedrooms / 3 bathrooms / sleeps 6

“Very Pleasant” Excellent location. Access to shopping, restaurants, and other accommodations. Great amenities. Very good stay for my family. Will definitely stay again.

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$236

Grand Palms Resort - Vacation Rental - 3BR, 2BA

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 8

“Great place” Have a great experience there. Very clean very well furnished.quiet place. Have a great time there,s a great pool . thanks

Responds fast! avg. 3 hours 52 minutes

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$116

Great 2Bed, 4m DISNEY, Shuttle, Wifi, Pool, Rec.

Kissimmee apartment

2 bedrooms / 1 bathroom / sleeps 5

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$116

Delightful Family Villa - South Facing Pool & Spa - Games Room - Prime Location

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 9

“Beautiful Villa” What a brilliant holiday we had in one of Ellis Exclusive Villa's last summer. Lisa, our contact was absolutely brilliant from start to finish. She provided a fantastic welcome pack which included all the essentials we needed to get our holiday off to a flying start, even a lovely bottle of wine. The villa was spotless on arrival, plenty of bedding and towels were provided and the quality of the overall product was second to none. Located close to excellent local amenities and attractions it was a perfect base for our holiday. We loved it so much we have booked to go back summer 2014.

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$148

Caitlins Disney Condo - Spacious and convenient

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 8

“Clean, quiet, comfortable, and roomy!” We have a large family, with 5 kids. We brought my mother with us on vacation, giving us a whopping 8 people to accommodate, for a week and this condo gave us plenty of space and beds for everyone to sleep comfortably! The gated community is great! Clean and quiet with plenty of parking.

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$117

SweetDreamsRUs - 4miles to Disney, Free WiFi, Free Pool Heat, South Facing Pool

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 10

“Beautiful home!” Beautiful home, spacious. There were a few small hiccups, but the homeowner was so attentative! She quickly resolved any issues. The home is close to the parks, not too much time in the car, that was nice. Overall, my family truly enjoyed the stay and we would definitely rent this home again!

Responds fast! avg. 2 hours 14 minutes

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$169

New! Townhouse. 4Bed/3Bath""PROMOTION ONLY SEPTEMBER SUPER-LOW PRICES " 57$

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 8

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$109

Bella Vida New Phase 6 bedroom Modern Home

Kissimmee house

6 bedrooms / 7 bathrooms / sleeps 12

Responds fast! avg. 1 hour 44 minutes

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$268

4BR Luxury Home W/Pool in Reunion Resort Nr Disn

Kissimmee house

4 bedrooms / 4 bathrooms / sleeps 12

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$325

✦ 3 Bedrooms 3 Bathrooms Town Home - Few Miles to Disney World ✦

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 7

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$76

La Bella Vita Family Villa in Kissimmee by Disney

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 8

“Perfect” This house was perfect for our florida holiday. We were 2 families each with 2 children and we had all the space you could need to not feel on top of each other, the other double bedroom easily converted to an en suite for the other couple so we each had en suite and the kids had their own bathroom! House really well equipped and lovely decor, lovely and private on the back and on a spacious and quiet development, just a short drive to all the parks, shops, restaurant, excellent location! We were really busy with all the parks so it was so nice to come back to space and the pool and the hot tub were equally an essential and enjoyable part of our holiday along with all the parks! Wouldn't hesitate to recommend/book again.

Responds fast! avg. 1 hour 39 minutes

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Price per night from

$168

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