Vacation Rentals & House Rentals in Kissimmee

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335 house rentals

Luxurious 3 Bedroom with Pool and Jacuzzi, near Disney

Kissimmee hotel apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Clean and secure.” Close to everything that we had planned. Loved the security. Nice pool and grounds. Quiet area ,well maintained.

Match: $108 Lakefront

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Price per night from

$98

Legacy Dunes Condo, Kissimmee, Orlando

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: $108 Lakefront

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Price per night from

$102

Cozy resort townhome 4Br/3Ba, 5 miles from Disney

Kissimmee hotel apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great location” This condo was conveniently located and in a very nice, safe location. The owners were very kind and responsive.

Match: $108 Lakefront

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Price per night from

$102

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A Bit of Disney World Paradise Aka Villas at Seven Dwarfs Lane!

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 1 match: Lakefront

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$132

4BD/3BA,RENOVATED,EXECUTIVE VILLA WITH SPA,MUST SEE,10 MIN FROM DISNEY

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“All you need for a wonderful vacation” great villa at a reasonable price , great location and great pool, hot-tub, all you could want when you want to relax and have a day off the parks, A1 service

Responds fast! avg. 33 minutes

1 of 1 match: Lakefront

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$132

Luxury 4 bd near Disney - pet friendly - free WIFI

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 1 match: Lakefront

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$246

Like Staying In A Castle! Incredible Home, Sleeps 8, Pool, Nesr Dis

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Beautiful” Booked this place for Xmas!! Everything was perfect.. clean & spacious.. felt like home.. wld mos def book again..

Responds fast! avg. 1 hour 24 minutes

1 of 1 match: Lakefront

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Price per night from

$178

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. 3 hours 15 minutes

1 of 1 match: Lakefront

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$193

FloridaNearDisney from $89 per night

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Florida Vacation” Absolutely loved the villa and location. Villa was very nice and located perfectly in a gated community that had an awesome pool with tiki bar, splash pad for kids, playground for kids and all the other normal amenities. Would recommend to anyone looking for a Florida or theme park vacation. Only 5 min from Disney and 15 from Universal with several restaurants and shopping rite within a mile. Highly recommend. Thanks to the owners for making everything so easy, checking in and fast responses.

1 of 1 match: Lakefront

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$137

“Excellent and convenient choice to visit WDW.” Location was superb, had all conveniences of home. Kids enjoyed the pool after a long day at the park. Wish we could have stayed longer. We will rent here again.

Responds fast! avg. 3 minutes

1 of 1 match: Lakefront

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$224

Stunning Lake View House 2mls to Disney,games room

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Superb orlando villa - fantastic family home away from home” This was our first ever booking with HomeAway/VRBO and we were immediately drawn by the description, photos and other reviews on the site for Lakeview House. We decided to go for it (a family of 3 adults, 2 children) and the booking process was seamless - Derek, the owner, was in constant touch and with very useful information ahead of arrival. Although our flight from the UK had a bit of a glitch (meaning we arrived in the dead of night) we found the place without issue. There is always a nagging doubt with 'owner direct' type sites that pictures can be taken to flatter, or camera angles used to conceal. However, this is completely without warrant in this case and I can categorically guarantee that what you see in the pictures is absolutely what you get in real life! Think that wonderful vista over the lake behind Mickey and Minnie framing the fountain is an illusion? Absolutely not, it's that fantastic. Think the pictures of the pool and spa look too good to be true? Well believe it, we enjoyed them to the full. Games room really that capable? Oh yes, my son and I enjoyed the pool table and the air hockey immensely. This villa was perfect, and as travellers a long way from home, it was a joy to stay in. Location was excellent - to the west end of the '192' so great for driving to the parks and in a quiet and tidy residential street. As there is no-one immediately to the right of this villa (there's a small 'inlet' from the lake) there is a 'semi-detached' feel to it which adds to the sense of open-ness and space when out the back. Facilities were superb, kitchen well appointed, TVs everywhere. Missing 'ice hockey' pucks were spotted before we arrived and dealt with proactively - this villa is clearly well managed and Derek gave us a ring mid-stay to check everything was ok. Beds were comfy and air con and fans meant the villa was always a welcome and refreshing haven at the end of tough day in the parks. It was an intense two weeks for us as a family, as we were doing the Disney and Universal 'thing' to the max but the villa was everything we hoped for and more. We whole-heartedly recommend this villa either as a base for doing the Orlando 'Madness' or simply as somewhere to stay 24/7 and soak up the sun quietly. We will certainly return, God-willing, and if you're reading this and tempted to book, go ahead and bon vacances! Thanks you Derek and Julie for sharing your home with us. Ali & Helen, South Wales, UK

1 of 1 match: Lakefront

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Price per night from

$206

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.

1 of 1 match: Lakefront

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$224

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

1 of 1 match: Lakefront

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$308

4 Bed/3 bath Condo with only 2 miles to Disney

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 1 match: Lakefront

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$132

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.

1 of 1 match: Lakefront

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$201

“Wonderful, Relaxing, Well Worth it!” We loved this home it was larger than expected. The pool area was outstanding, we had warm sunshine all day and pool was very warm. We also saw alligators & birds almost everyday! Close to all amenities, we walked neighborhood daily and it was very safe, neighbors would wave hello. Robert was very helpful and truthful about everything he described about his home , we will definitely rent again!!

1 of 1 match: Lakefront

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$259

Tropical Lakefront Villa, Gated, Pet-Friendly, less than 10 mins to Disney!

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Excellent location!” The house was very clean and well maintained. It was a short and easy drive to the Disney parks and Universal. We enjoyed relaxing in the pool after a long day of walking in the heat. It was a perfect size for my husband and I,our two grown sons and their fiancés. A great alternative to staying on Disney property because it was like being in our own home. Laree is fantastic to work with!

1 of 1 match: Lakefront

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$178

1 of 1 match: Lakefront

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$114

♥EEV♥ Sunny Pool & Spa - Ideal for Staycation

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 1 match: Lakefront

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$198

1 of 1 match: Lakefront

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Price per night from

$114

“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.

1 of 1 match: Lakefront

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$220

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

1 of 1 match: Lakefront

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$162

Luxury Lakeside House with private solar heated pool and spa

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

“Very nice.” We had a great time. The house was clean, accommodations were very nice. The kitchen light started to burn out. One call & it was fixed quickly. We would go back.

Responds fast! avg. 3 hours 25 minutes

1 of 1 match: Lakefront

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Price per night from

$160

9 Br/6 Ba luxurious Pool House from $380/nt, Close To Disney

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

“Great time!” House was a perfect fit for my family. We had a great time and plan on making this a yearly trip. Central to everything, but far enough away you didn’t feel trapped. Would highly recommend it!

Responds fast! avg. 1 hour 27 minutes

1 of 1 match: Lakefront

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$345

5br/3ba townhome with hot tub,Near Disney,Seaworld,Convention center

Kissimmee apartment

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

“Vacation rental” The overall experience was nice. The hot was only hot for one day and wouldn't get hot again there after. The cookware needs to be updated but overall we had a great time. I wouldn't definitely rent this rental again.

Responds fast! avg. 1 hour 27 minutes

1 of 1 match: Lakefront

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Price per night from

$138

5 Bed Luxury Vacation Home in Kissimmee FL

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

“Great home & location.” Beautiful and private, with plenty of space. My family enjoyed our stay here. Loved the location and spaciousness of rooms as well as pool & backyard.

1 of 1 match: Lakefront

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$253

2 miles to Disney,1650 sqft 4BR/3BA big Condo from $80/nt

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Excellent location and all the comforts of home.” Condo was within walking distance of a Winn Dixie grocery store, Fridays, Cracker Barrel, and Outback. The community pool and hot tub were excellent. The condo was equipped with everything we needed. The only negatives were the fact that we were a little disappointed that the ice maker didn't work and definitely dismayed by the fact that the smoke alarms were disconnected. We also had some periodic problems with the cable TV and wi-fi. Those are the things that caused a very good rating instead of an excellent rating. But other than those we would highly recommend the place and definitely stay again, especially if the smoke alarms are fixed.

Responds fast! avg. 1 hour 27 minutes

1 of 1 match: Lakefront

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$126

❤️ Super Cozy Home Minutes to Disney

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Birthday Trip!” I do believe this might have been the funnest trip I've ever taken in my life. Having every single thing just minutes away from you was such a delight and such a pleasure to not have to drive around constantly in the car. This community is gated and seems like a really fun place to actually buy a vacation home. Actually, while we were there we looked into it and might be doing the same thing that this particular person is offering on TripAdvisor as well! First of all, the house was just absolutely amazing... Bigger than my own home even. It was just me, my son and my husband and our house was absolutely humongous. We actually had thought we would have another family with us but it fell through. Everything was clean and perfect. There were many things like dishwasher, laptop, printer, hair dryer, straightener, toiletries, food! When we arrived, we already had some basic needs that were furnished To Us by the owners. It was such a treat to see that they really cared about us to furnish those things! There was a perfect screened in porch out the back over looking a little bit of a water marsh where we got to watch the birds everyday. The wildlife in our particular yard was extremely delightful. From frogs to lizards two birds two cranes we had an amazing time when we were relaxing at home. To my delight, there were also three swimming pools in the complex. One of the pools were in the middle of the community which was right down the street from our home, then there were two others inside the clubhouse which were also fantastic. We really enjoyed the hot tub and sitting underneath the shelter when it started to rain. Since I knew it would be very hot and we would be extremely exhausted, I asked for a maid service halfway through our vacation and I'm so happy I did. It was nice to come home after dinner to a 100% clean house with clean towels and everything perfect. I recommend that you get the service as the cleaning lady does an excellent job! The next time we booked our Walt Disney World vacation I will be using this home again without a doubt. Even though we stayed 7 days, we still did not get to see everything that we wanted to. Next time we come down we are doing 10 to 12 days for sure and cannot wait to come back to Vista Del Lago. I was really surprised on how many friends we made while we were there!! If you are looking for a family home that could easily sleep 7 people, please do yourself a favor and book this, you will be so glad that you did!!

1 of 1 match: Lakefront

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Price per night from

$253

From $110/nt,Near Disney,Seaworld,Convention Center,4br/3ba townhome with hottub

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 27 minutes

1 of 1 match: Lakefront

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Price per night from

$132

From $100/NT,1.5 Mile to Disney ,1808 sq ft 4br/3ba townhome with lake view

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great location” We had great times in Oakwater, all was perfect! The house is fully equipped, all is clean, new and works perfect!It is an ideal location, close to everything. Near the home are so many great restaurants such as: Bonefish, Longhorn, Golden Corral, Ihop, Bahama Breeze, Buffalo Wild Wings, Flippers Pizza*, Red Lobster and lots more! The super target is within 2 min as well as the Publix.It is also located in very quiet area. There are great sports facilities, tennis court, and the pool area itself is fantastic. We enjoyed it very much and the pool s huge and warm !!! We loved it and will definitely recommend to our friends and family!

Responds fast! avg. 1 hour 27 minutes

1 of 1 match: Lakefront

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$121

“Good price for family of 10” With 5 bedrooms, fits 10 comfortably. Owner is very helpful and location is 20mins from the parks. Walmart and restaurants are very close.

Responds fast! avg. 1 hour 27 minutes

1 of 1 match: Lakefront

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Price per night from

$150

Large Villa / private game room/yard

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“Family vacation” My family was very impressed with the villa. Property manager, George, was very helpful. I would recommend this villa to others. My family will definitely stay at this villa again

Responds fast! avg. 3 hours 15 minutes

1 of 1 match: Lakefront

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Price per night from

$190

From $110/nt,4br/3ba townhome with lake view,Near Disney,Seaworld

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 27 minutes

1 of 1 match: Lakefront

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Price per night from

$132

4 Bedrooms / 3 Bathrooms / Crystal Cove (4712 BD)

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 26 minutes

0 of 1 match: Lakefront

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$143

“nice place well kept” This condo is in a good location. You can walk to Old Town to the car shows every friday and saturday nights. The wi-fi is excellent. There is plenty of room. We ride our bicycles up and down 192 on the very wide sidewalks. Many good restaurants within walking distance. The owner keeps you informed of the things you need to know in a timely fashion

Responds fast! avg. 3 hours 31 minutes

0 of 1 match: Lakefront

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Price per night from

$101

Venetian Bay Village 3 Bedroom Townhouse

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“MAGICAL EXPERIENCE.” Our stay at the Venetian Bay Townhouse was a wonderful experience everyone should experience. It feels like Home away from home. It was secure the amenities were great. And the check-in process was seamless. Everything from the workout facility to the swimming pool was amazing. This should be apart of everyone's Florida experience.

0 of 1 match: Lakefront

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Price per night from

$92

Legacy Vacation Club Orlando - 1BR Efficiency Unit - Sleeps 4

Kissimmee apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

0 of 1 match: Lakefront

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Price per night from

$98

5 Miles from Disney, Amazing Rental Home in Kissimmee

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Disney vacation” The condo was great. Close to almost everything. Clean, fully stocked, Joanne was awesome.we can't wait to come back again next year.

Responds fast! avg. 2 hours 49 minutes

0 of 1 match: Lakefront

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Price per night from

$98

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