Vacation Rentals & House Rentals in Kissimmee

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Cozy One Bedroom Villa in Gorgeous Resort & Spa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$180

Premium Kissimmee Timeshare rental

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$328

Prestige 3: New Lux Home, South Fc Lake View, Pool

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$687

Windsor Palms 4/3 Pr. Pl., Hot Tub, Jacuzzi/Games

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Amazing house!” We have amazing family time! This house is excellent with great location! We'll be back soon! I recommend

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$177

“Perfect localtion and great house with a perfect pool.” I'm a rookie at time sharing, but the owner helped me all the way. We saved money by staying here instead of inside Disney. The location was only 10 to 15 minutes for all of the Parks.

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$1,030

❤️ 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 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$252

**2BR/2Bath Condo Near Disney–gated resort, free Wifi & parking

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$115

1.5 M to Disney,From $100/nt,3BR 1600 sqft Townhome

Kissimmee apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Spacious family friendly condo close to Disney.” Perfect location to visit Disney. Very spacious with a full kitchen . A great family friendly condo.

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$115

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.

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$149

YOLO HOUSE, WINDSOR WHERE LUXURY MEETS ADVENTURE : POOL / SPA INCLUDED

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$574

✦Comfortable 4 Bedrooms Town Home - Nearby Disney World✦

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$117

“Vacation Florida” Great place to stay and will recommend. The accommodation was perfect and my needs was met. Great service, amenities and security. Perfect place for single family.

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$250

⭐Spacious 7 Bedrooms Villa w/ Private Pool - Nearby Disney World⭐

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$265

Windsor Hills Disney Townhouse, Newly Redecorated

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$160

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

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$247

From $120/nt,5br/3ba townhome with hot tub,Close Disney,Seaworld,Convention Ctr

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

“Excellent” The house was perfect for our families. Every thing was great. Except the sliding door lock is broken, the glass table is unstable if you have kids and the folding table in the kitchen doesn't have the hinges to be unfolded. I love the house and will return there and refer it to my friends without hesitation.

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$149

MINUTES TO WALT DISNEY WORLD'S FRONT GATE

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$160

Pooh's Palace in Windsor Hills

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$516

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

Kissimmee villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$218

Oakhill Disney Villa

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$214

“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 !

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$458

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$117

⭐ Spacious and Comfortable Villa - Near Theme Parks ⭐

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

“Fantastic Stay” The home was in a beautiful community and there was a huge resort pool with all the things one would look for in a resort setting. The home itself was immaculate and very clean upon arrival. The beds were all comfortable and the rooms were spacious. We enjoyed the home and the resort so much that we actually spent a few days less at the parks. The reservation process was simple and straightforward. All in all a great vacation!

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$265

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

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$265

Orange Lake Resort Kissimee FL

Kissimmee townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$377

8164 Windsor Palms Resort

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

1 of 2 filters match

Price per night from

$149

Disney World 2 Miles

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$136

Luxury Villa with lake view at Terra Verde Resort

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 13

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$256

Responds fast! avg. 2 hours 40 minutes

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$602

Last week of April. The best place near Disney.

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

1 of 2 filters match

Price per night from

$228

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

1 of 2 filters match

Price per night from

$258

Orlando condo at Legacy Dunes - resort amenities

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$102

Secret Key Villa - villa rental in Kissimmee, Florida

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Nice place, easy access” House was clean and tidy when we arrived. Everything we needed was on site. Location is neighborhood was perfect. Easy gate and clubhouse access.

Responds fast! avg. 3 hours 0 minutes

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$172

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$401

Wish upon a Mouse

Kissimmee apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$126

Disney Vacation Rental, Private Townhouse in gated community

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

1 of 2 filters match

Price per night from

$163

Unit 26- 4 Bedroom Emerald Island 2711

Kissimmee townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Responds fast! avg. 3 hours 7 minutes

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

1 of 2 filters match

Price per night from

$125

Wyndham Bonnet Creek Resort

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“Wonderful Stay!” We had a wonderful Christmas break at Wyndham Bonnet Creek. This was the best vacation rental ever! The resort is beautiful, quiet but close to everything, WDW theme parks, restaurants, shopping centers, etc. It has all the amenities you would expect. Kids loved the pools and hot tubs. The condo was very clean and spacious, with a full kitchen and a big dining table. We all enjoyed our stay. Highly recommended! Randy (the owner) was very responsive to our inquiry and questions and had everything set up for us before we arrived. Thanks!

1 of 2 match: Private fishing lake or river, Swing set or jungle gym

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Price per night from

$245

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