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: Video player, Shared outdoor pool (unheated)

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Price per night from

$181

3 Bedrooms / 2 Bathrooms / Seven Dwarfs (10-105 LC)

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 26 minutes

1 of 2 match: Video player, Shared outdoor pool (unheated)

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Price per night from

$119

3 bedroom Townhouse close to Disney

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Video player, Shared outdoor pool (unheated)

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Price per night from

$339

Four Bedroom home near Disney/Orlando

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Video player, Shared outdoor pool (unheated)

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Price per night from

$121

$1250+fees sleep 6, available Dec 24-Dec 31, 2022 Resort Fantasy World II

Kissimmee villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Video player, Shared outdoor pool (unheated)

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Price per night from

$194

5 Bedrooms / 4 Bathrooms / Storey Lake (3133 PP)

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 26 minutes

1 of 2 match: Video player, Shared outdoor pool (unheated)

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Price per night from

$167

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

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 26 minutes

1 of 2 match: Video player, Shared outdoor pool (unheated)

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Price per night from

$143

Responds fast! avg. 3 hours 31 minutes

1 of 2 match: Video player, Shared outdoor pool (unheated)

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Price per night from

$109

“Great place, good value!” This was our first time renting a house from an owner. We had a great experience. The owner Mary was very helpful and she even called us right after we checked-in to make sure that everything met our standards and we had what we needed. The unit is very clean, quiet and had everything we needed for our stay. The resort is in a great location and has easy access to expressway I-4 and 417. It takes less than 10 minutes to get to Disney and the Espn World Sport Center. We also enjoyed walking around Old Town in the evenings. We really enjoyed our stay in this unit. Thank you Mary for letting us stay there.

Responds fast! avg. 3 hours 31 minutes

1 of 2 match: Video player, Shared outdoor pool (unheated)

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Price per night from

$109

“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

1 of 2 match: Video player, Shared outdoor pool (unheated)

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Price per night from

$101

“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: Video player, Shared outdoor pool (unheated)

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Price per night from

$1,032

❤️ 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: Video player, Shared outdoor pool (unheated)

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Price per night from

$253

Legacy Dunes Condo, Kissimmee, Orlando

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Video player, Shared outdoor pool (unheated)

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Price per night from

$102

Hidden Treasure

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 53 minutes

1 of 2 match: Video player, Shared outdoor pool (unheated)

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Price per night from

$159

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 :-)

1 of 2 match: Video player, Shared outdoor pool (unheated)

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Price per night from

$121

Affordable and Comfortable Orlando / Disney 3 Bedroom Home

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Video player, Shared outdoor pool (unheated)

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Price per night from

$148

Modern Luxury

Kissimmee house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 53 minutes

1 of 2 match: Video player, Shared outdoor pool (unheated)

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Price per night from

$244

Christmas Week Condo/ Next to Disney/ Dates Flexible/ River Island location

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Video player, Shared outdoor pool (unheated)

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Price per night from

$197

DISNEY WORLD SWEETWATER CLUB CONDOMINIUM

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great vacation stay!!!!” EVERYTHING was above what I expected! The condo was very nice and comfortable I couldn't have stayed in a better area I give this vacation home a 10 all around! I will stay here again and again if/when I visit Florida again!!! THANKS MANNY

1 of 2 match: Video player, Shared outdoor pool (unheated)

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Price per night from

$75

Renting condo,One mile to Disney's Animal Kingdom

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Video player, Shared outdoor pool (unheated)

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Price per night from

$104

Stay close to Happiest Place On Earth DisneyWorld

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Video player, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$195

Villas at Somerset

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Video player, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$91

Orlando Disney Vacation 1,2 & 3 Bedroom Condos at Orange Lake Resort

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Video player, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$287

Newly remodeled Condo at Legacy Dunes with easy access - resort amenities

Kissimmee condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Video player, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$130

1 of 2 match: Video player, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$108

Orlando condo at Legacy Dunes - resort amenities

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Video player, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$102

Fantastic Orange Blossom Villa includes a Gameroom and Private Pool

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“excellent” great location, clean, quite.... great for a family get away. game room needs update, pool is big. nice time with the family.

1 of 2 match: Video player, Shared outdoor pool (unheated)

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Price per night from

$287

Westgate Town Center, Family Villa, 1 bed/1 sofa/Kitchenet 9min from Disney

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Video player, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$80

4 Bedrooms / 3 Bathrooms / Compass Bay (3167 TC)

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 26 minutes

1 of 2 match: Video player, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$119

Unit 21- Crestwynd 3 bedroom townhome 1 mile from Disney

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 7 minutes

1 of 2 match: Video player, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$109

5 Bedrooms / 4 Bathrooms / Storey Lake (4955 WA)

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 26 minutes

1 of 2 match: Video player, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$214

3 Bed Villa, Gated Resort, Free Wifi, Spa Tub, Minutes from Disney

Kissimmee villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Video player, Shared outdoor pool (unheated)

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Price per night from

$92

2674SC - Veranda Palms

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Video player, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$183

4 bedrooms / 3 bath up villa near to Disney!

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Video player, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$138

4 Bedrooms / 3 Bathrooms / Veranda Palms (2603 SC)

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 26 minutes

1 of 2 match: Video player, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$143

4 Bedrooms / 3.5 Bathrooms / Veranda Palms (2667 SC)

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 26 minutes

1 of 2 match: Video player, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$178

4 Bedrooms / 3 Bathrooms / Lucaya Village (25-108)

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 26 minutes

1 of 2 match: Video player, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$119

2675CA - Sonoma Resort

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

1 of 2 match: Video player, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$333

Viewing 38 of 504
rentals in Kissimmee

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