Vacation Rentals & House Rentals in Kissimmee

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529 house rentals

Gorgeous apartment just minutes to Disney parks, Orlando Florida.

Kissimmee hotel apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful Place to stay” I stayed at the Island Club for a period of 3 months and was very happy with my stay. It was quiet, and comfortable. I liked the layout of my condo which was on one floor. My family of 5 had plenty of room to enjoy. I also liked how there was a patio in back. It made it feel more like a home. We stayed on the top floor where there was vaulted ceilings and lots of windows in the front room. This made it feel more spacious and rich. The amenities were additionally nice as well. There were 2 different pools and jacuzzis, tennis court, clubhouse and work out room to enjoy. I also liked how you could park right up against your condo building. The location was very convieinent as well. It is close to all major attractions. 15 minutes from Disney - 25 from Universal and close to shopping, and restaurants. I would stay here again in a heart beat!

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$125

Disney Vacation Rental, Private Townhouse in gated community

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$162

❤️ 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!!

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Price per night from

$251

1 Bedroom Resort Condo in the Heart of Kissimmee

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$172

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.

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Price per night from

$399

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Price per night from

$136

Orange Lake Resort Kissimee FL

Kissimmee townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$376

Make It Easy on Yourself |Great Location+Fabulous High-End Living Space

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$125

Treat Yourself and Family to a Deluxe Villa w/ Superb Rooms+Private Hot Tub

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“A good choice for our family” This place was as expected, except that the floors needed mopping. This home is advertised as children friendly, but bare feet and small children soon became dirty by crawling on these floors! We began our stay by double mopping both ground and upper floors, as well as the stairs. Other than that, we were happy with our stay, and would choose this place again!

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Price per night from

$136

Seek Thrills in a Urban Condo w/ Great Value Location+Patio+Premium Resort

Kissimmee apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$125

Pooh's Palace in Windsor Hills

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$514

Renting condo,One mile to Disney's Animal Kingdom

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$103

Unit 26- 4 Bedroom Emerald Island 2711

Kissimmee townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Responds fast! avg. 3 hours 7 minutes

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Price per night from

$125

Windsor Palms Resort Condo Taina

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$132

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Price per night from

$113

⭐Beautiful 8 Bedroom Villa w/ Private Pool - Near to Disney World⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

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Price per night from

$400

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$400

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$400

⭐Beautiful and Contemporary 8 Bedrooms Villa - Near Disney World ⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

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Price per night from

$405

Stylish Villa at Popular Resort! Nice Decor and Spacious Rooms!

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$270

⭐Huge Pool Villa **Plenty Space for Comfort and Fun!⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

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Price per night from

$400

DISNEY DREAM LUXURY HOME PRIVATE WATERPARK POOL SPA

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

“Perfect- it was better than what we had imagined.” The communication with the owner was what really surprised me. He was very responsive to all of my questions prior to our arrival. The house was very clean and in a great location. We were 15 minutes from Magic Kingdom and had many stores around the location of the house. I would not doubt to referred this home to anyone looking to spend a weekend in Orlando. We will definitely visit again!

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$456

Look No Further, Be at Ease ✦ Remarkable Value at Modern Private Oasis

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$113

River Island - North - East - West Villages at Orange Lake

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$245

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

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$132

Chris and Sue's Disney Condo at Windsor Palms Resort

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 47 minutes

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Price per night from

$108

⭐Beautiful 8 BR - Near to Disney / Universal / SeaWorld - Great Deal!⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

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Price per night from

$405

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Price per night from

$219

Mickeys Clubhouse Windsor Palm Frozen & New Minion themed rooms

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 52 minutes

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Price per night from

$208

✧Miles to Disney World - Affordable and Spacious 6 Bedrooms Villa✧

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$264

⭐Few Miles to Disney - Spacious and Comfy Villa w/ Private Pool⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

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Price per night from

$400

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$400

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$405

⭐Affordable Crystal Cove Villa 7 Bedroom & Near Disney⭐

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$264

⭐Great Location in Orlando - 8 Bedrooms w/ Private Pool⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

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Price per night from

$405

⭐Miles from Disney - Spacious 8 Bedroom w/ Private Pool⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$405

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$264

⭐Gorgeous and Spacious 8 Bedrooms Villa w/ Private Pool - Near Disney⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$400

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