Vacation Rentals & House Rentals in Kissimmee

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874 house rentals

Spacious 4-bed lakeside pool villa near Disney

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Great Location” We stayed from Saturday to Saturday. Overall the house was good. Pros: Clean, spacious, close to Disney Parks, close to stores, very quite place, easy access, comfortable furnitures, Cons: master bedroom was hot, internet service went down mostly at night time like it has a timer at night, and odd times during day time only for few minutes, the pool only the first day when we arrived pool was with cloudy water and water very hot all the time, we think the heater was on. Cable TV, we had two afternoons that we had no signal. The house has two blenders both not working. No raw meat knife, we had to buy our own for cooking. We wanted to use the garage to place our car, it has many objects we could not use it.

Responds fast! avg. 1 hour 57 minutes

Match: Private outdoor pool (heated) Safe

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$148

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

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great Stay” The house was a better option than hotel rooms. The house was very clean and they had everything necessary for a pleasant stay. They also provided pool towels for the pool or jacuzzi. The jacuzzi was nice and hot and a good option in the evening. Each bedroom had a TV and they had a pool table in the garage. It's a quiet neighborhood. It's not far from Disney or Walmart for groceries.

Responds fast! avg. 2 hours 44 minutes

Match: Private outdoor pool (heated) Safe

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Price per night from

$120

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Price per night from

$115

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.

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$195

5*Modern Hidden Treasure Pool Villa

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 4 minutes

Match: Private outdoor pool (heated) Safe

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$166

4776JW VILLA 6 BED/5 BA (SANITIZED)

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

Responds fast! avg. 2 hours 3 minutes

Match: Private outdoor pool (heated) Safe

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$211

“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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$114

“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!

Match: Private outdoor pool (heated) Safe

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$218

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.

Match: Private outdoor pool (heated) Safe

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Price per night from

$195

LAKESIDE HAVEN, Windward Cay, The "hidden jewel" of Kissimmee

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$207

Disney Vacation Villa with Lake View

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

“Awesome home ❤️ A must stay!” Let me start by saying thank you for allowing me and my family to stay in your beautiful home. Radha was fantastic to deal with. Very professional, responded fast and was very detailed on instructions and cleared about what she expected. I respect her for that. I highly recommend this home!!! It’s beautiful, clean, comfortable, peaceful, beautiful did you hear me a BEAUTIFUL view of the lake! Such a beautiful and peaceful place. The pool was so much fun. My kids enjoyed it and so did we. The temperature of the pool was awesome. The structure of the home was perfect. And the beds were heaven. Everything was perfect. If you want to experience a wonderful place, this is the place to come to. I’m already planning on booking this home again.

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$201

Sunset Dream, Lake Views, Hot Tub, Disney 4 Miles

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

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$327

Colonial type Villa in a beautiful setting.

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

“A very welcoming home.” Our second stay and as great as the first time. A decorated Christmas tree greeted us, which was very nice. There was a bottle of wine to celebrate the New Year. The heated pool and hot tub were great. The home was near shopping and it didn't take us long to drive to the attractions. All in all we all enjoyed our stay in this very comfortable home. Thank you Paddy.

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$241

Roughtallys Villa

Kissimmee villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

“HOME away from HOME” This property has everything you need for your stay just take your clothes. Property is spacious and well kept. I highly recommend it.

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$314

“Budget friendly, spacious home” We loved staying only a few short miles from Disney in a home that could accommodate our large family. Parking was very tight, but we managed. The home offered plenty towels, bedding, dishes, flatware, etc. for our large crew. I was, however, glad I packed some cookware as it would have taken a much longer time to feed a large group with the small cookware provided. I was impressed with how no one had to take cold showers as the hot water heater was able to keep up with everyone taking showers for church on Sunday morning. The air conditioning worked perfectly & the owner had recently purchased a brand new grill. We did have difficulty getting some of the electric outlets to work and one of the overhead lights did not work at all in one of the bedrooms. There were a few issues with ants and roaches when we first arrived, but we purchased bait plus the exterminator came on her regularly monthly visit while we were there & took care of the issue. I guess the biggest inconvenience was that there were no shelves on the refrigerator door. The house would have been perfect had refrigerator had those shelves or there had been a second refrigerator in the garage/game room. It was inconvenient to have to go grocery shopping every 2-3 days because the refrigerator would not hold enough food for a large group. The washer & dryer, however, were huge & plenty big! There were a few other minor issues, but we decided we would rather live with them than have to stay at the house & wait for the management company to come & deal with them. Overall, I would recommend this home to anyone. The owner is obviously trying to keep the house up.

Responds fast! avg. 1 hour 27 minutes

Match: Private outdoor pool (heated) Safe

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Price per night from

$264

Unique 5 Star Home - Private Pool, Free SOLAR Pool heat, WIFI, BBQ, Disney

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“Violet lane” Home was clean and charming.We enjoyed the pool and privacy greatly. Owner thought of most anything we may need, except one; toilet paper. This was our first time staying in a private home rather than a hotel so perhaps it isn’t a given but if we had known, it would have saved us an immediate trip to store. I cannot speak for other guests but felt that not starting laundry, despite stating was not mandatory, not doing so may affect my deposit. A few other minor issues: missing ping pong table, “key?” to working slot machines, how, or if, the ice maker worked and where the garage door opener was located(we did find on the furnace in the garage the day before we left), and whether the swinging chair was safe to use, despite the crack, may have been problems easily remedied with a phone call but ultimately not important enough to bother owner and take time away from us. Not meant to be a negative review, it is not. Overall, we had a lovely time and would stay again. However, it seemed important to be honest in regard to our experience.

Match: Private outdoor pool (heated) Safe

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$149

New Luxury Villa Europa with Pool Theater /10 min to Disney

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (heated) Safe

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Price per night from

$344

The Fabulous SKC Villa

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private outdoor pool (heated) Safe

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Price per night from

$172

♥EEV♥ Sunny Pool & Spa - Ideal for Staycation

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$114

Windsor Hills 5BR/ 5BA SF Pool Villa,3MI to disney

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 33 minutes

Match: Private outdoor pool (heated) Safe

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$247

3151LS TOWNHOUSE 4 BEDROOMS & 3 BATHROOMS + POOL

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 3 minutes

Match: Private outdoor pool (heated) Safe

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$148

3087LL Townhouse 5 Bedrooms & 4 Bathrooms Pool

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 3 minutes

Match: Private outdoor pool (heated) Safe

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$169

“Very welcoming and worth it !” Me and my family absolutely loved this vacation house everything was so welcoming and near perfect ! This house is definitely something we will never forget and hopefully when we come back we will be able to rent from kim molnar again ! Everything was to a T ! Thank you so much kim !

Match: Private outdoor pool (heated) Safe

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$458

“Perfect, as seen on the pics” Was a great pleasure to be there and very helpful information from the owners side. Easy to book and friendly service. We will be back one day, for sure.

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$327

Dis Oasis Villa at Windsor Palms Resort - Close to Disney!

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

“Wonderful house for a large family group” The beds were comfortable, the house was immaculate and our needs were taken care of instantly by the owner. Close to shopping, restaurants and Disney World parks.

Match: Private outdoor pool (heated) Safe

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$400

4792AD VILLA 6 BED/5 BA

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 3 minutes

Match: Private outdoor pool (heated) Safe

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Price per night from

$211

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Price per night from

$281

Sunshine Florida Villa

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

“Great Villa” A big thank you again to Douglas and Leigh for making our holiday in Florida a success again. We stayed at the Villa last year and as well as the Villa being in a great location it had all the ammenities we could have asked for. Douglas contacted us to ensure we had everything we wanted and assured us to contact him or the management company if we were unsure about anything, this gives you piece of mind to know you can get help if you need it. Thank you to you both.

Match: Private outdoor pool (heated) Safe

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Price per night from

$344

Disney Sunshine Retreat

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Holiday Disney retreat” Perfect oasis. Clean, quiet and close to the parks. Perfect place to recharge and relax after long park days. Will definitely book again for park visits. Only suggestion is fix or replace couch in living room. It’s leather is peeling. But it’s very comfortable.

Responds fast! avg. 1 hour 38 minutes

Match: Private outdoor pool (heated) Safe

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Price per night from

$148

Disneysunnyvilla- 6 Bedroom 4 Bath Villa Rental, 4 miles from Disney

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

“Spring Break” Had a wonderful Spring break at this well maintained 6 bedroom home. The weather was a nice, early taste of summer. We did have a problem with the garbage disposal put the management company fixed it quickly. I think the cleaning service could do a little bit better we found some items from previous renters under the beds, and earrings in the carpet. Not a big deal but for neat-freaks it was noticeable. I would definitely stay there again, great location.

Match: Private outdoor pool (heated) Safe

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Price per night from

$218

3157JH TOWNHOUSE 4 BEDROOMS & 3 BATHROOMS + POOL

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 3 minutes

Match: Private outdoor pool (heated) Safe

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Price per night from

$148

“great place” Great property, location plus and the community of Windsor Hills is fantastic. We stayed for 4 weeks and had a perfect time, the townhouse fit our needs to a tee. We have rented before and this was far the best one we stayed at. The owner was on top of everything and went out of her way to make sure everything was perfect. We dealt with the property management team a couple of times and Micheal and Paula were fantastic they were very responsive to our needs. The townhouse was very clean and was well stocked with all of the essentials . The location is also great if you want to spend time in Disney or other parks everything you need is within 15 minute drive. As for the community of Windsor Hills it is very child friendly and great for every age group, the pool was real nice and so was the club house. We would recommend this property to all age groups, it is comfortably good for 4 to 5 people. We hope to go back again next year. If staying there during the colder months I would recommend to heat the pool if you want to swim at the house the community pool is only a 5 minute walk and is heated to around 83 degrees.

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$166

Stunning 5 Bed/3bath with Pool/Spa + Games Room

Kissimmee villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Private outdoor pool (heated) Safe

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Price per night from

$218

“Wonderful holiday” We had a lovely holiday staying at Emerald magic, the villa was just right for our family of 12 , our 5 grandsons loved the south facing swimming pool which was always lovely and warm while we enjoyed relaxing on the 6 sunbeds. The games room had loads of things to keep them happy and occupied while the adults relaxed. The barbecue with free gas was great at mealtimes, although it was out of gas when we arrived it was very quickly replaced with one phone call as were any other problems which occurred, excellent service. Plenty of pool towels, saving packing our own and the double buggy was so handy at the parks. The location to disney parks could not be better, only about 10 minutes drive and the complex is lovely with a really friendly lady at reception. Also Thank you for the special touch of the rose on the bed which made celebrating our ruby wedding anniversary a special occasion.

Match: Private outdoor pool (heated) Safe

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$430

Close To Disney * Luxury Lakeside Villa * Dog Friendly* Hi Speed INternet

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Private outdoor pool (heated) Safe

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Price per night from

$189

Pooh's Palace in Windsor Hills

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private outdoor pool (heated) Safe

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Price per night from

$516

A Lakeside Luxury

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Outstanding Villa in a beautiful surroundings.” We are a family of 5, stayed at the this Lakeside Luxury Villa for 9 weeks total. The house is so beautiful with all that is needed when staying with kids. Very spacious house and lots of things to do, table tennis, soccer game and Playstation game console where everybody can play. Giant TV with hundreds of satelite tv-channels. The pool area is simply fantastic, big south facing screen and large pool - sitting out there and watch the sunset is so lovely. We have rented lots of houes before in Florid and this is simply the best one we have rented. The house is close to supermarkets, mall, Disney and all kinds of activities and shopping. Do spare the words: This house is beautiful, with outstanding surroundings. Grade: 10 out of 10. Best Wishes for great stays. Stefan

Match: Private outdoor pool (heated) Safe

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$306

4816NG TOWNHOUSE 4 BEDROOMS & 3 BATHROOMS + POOL

Kissimmee condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 3 minutes

Match: Private outdoor pool (heated) Safe

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Price per night from

$148

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