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Vacation Rentals & House Rentals in Kissimmee

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5,743 house rentals

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 :-)

Responds fast! avg. 1 hour 40 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$97

3 Bedroom Vacation Home in Kissimmee Pet-Friendly

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 6

“Vacation 2017” The house is really beautiful, clean and well maintained. We had a wonderful time and really felt at home. The owner Philip was very friendly and helpful. Thanks to Al for setting up the internet for us. Hoping to come back again next year.

Match: Shared outdoor pool (unheated)

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$92

Spectacular 8 bedroom home close to Disney

Kissimmee hotel apartment

8 bedrooms / 5 bathrooms / sleeps 17

Responds fast! avg. 3 hours 2 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$286

NEW LISTING! 3-Bedroom Resort Villa

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 10

“Beautiful Resort” The unit was absolutely spacious. Chris was very helpful in booking the unit. He told me that the unit number was assigned by the resort and it would be look identical to the pictures. The unit that was assigned to us was exactly as shown in the pictures. We were located on the third floor and it had a balcony with a great view of the pond. Plenty of kitchen space and bathrooms. The master suite that i stayed in had a jacuzzi and own bathroom. I only wish I had more time to check out the resorts amenities, but since I traveled from VA my family and I went to all the major Orlando attractions. But even with that said you can't go wrong staying at Star Island resort. I would love to go back.

Match: Shared outdoor pool (unheated)

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Price per night from

$182

Sunny Oaks

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

“This has been our second stay in the same house and it's been aw” Sunny Oaks is a beautiful and spacious house. We loved it so much the first time (Aug. 2011) that we rented it again this summer (Aug. 2013). The kids loved the pool and the adults loved the comfort of home. Annie The Bronx, N.Y.

Match: Shared outdoor pool (unheated)

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Price per night from

$169

Martin's Windsor Hills Condo

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$182

Beautiful 4 bedroom home accommodates 8 guests

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 2 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$183

Rocco's Retreat

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$111

10 Bed New Home with Pool/Spa With Lake View!

Kissimmee hotel apartment

10 bedrooms / 8 bathrooms / sleeps 20

Responds fast! avg. 2 hours 15 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$413

Cozy 4 Beds Townhouse Close to Disney and Universal *StoreyLakeResort 4969

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 1 hour 43 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$212

Nemo's Nest

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 6

“disney trip” great vacation home. plenty of space. loved it. family enjoyed the feel of being in a home on vacation

Match: Shared outdoor pool (unheated)

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$69

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

Match: Shared outdoor pool (unheated)

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$75

6 bedroom, 4 suites, 5 minutes from Disney parks

Kissimmee house

6 bedrooms / 5 bathrooms / sleeps 14

Responds fast! avg. 3 hours 2 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$332

4-bedroom house w/ private pool - lovely location

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 2 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$172

Luxury 6 bedroom home - Storey Lake

Kissimmee house

6 bedrooms / 5 bathrooms / sleeps 13

Responds fast! avg. 3 hours 2 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$218

Luxury 6 bedroom home 10 minutes from Disney parks

Kissimmee house

6 bedrooms / 5 bathrooms / sleeps 13

Responds fast! avg. 3 hours 2 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$241

King Triton's Castle

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

“We loved the house! Cozy, Comfortable...would love to go back a” We loved the whole house. Close to everything. Comfortable, Cozy and the shower was amazing! Would have loved to bring the bed home with us...we slept great! The living room fit our entire family. The pool and hot tub wasn't that warm but they said they had been having some really cool nights before we arrived. All in all, we'd love to go back again.

Match: Shared outdoor pool (unheated)

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Price per night from

$115

Disney World Area, Pet-Friendly, Vacation Home

Kissimmee villa

3 bedrooms / 3 bathrooms / sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$100

5 Star Rated Disney Adventure Villa at Windsor Hills Luxury Villa New Water Park

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 16

“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.

Responds fast! avg. 2 hours 58 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$228

Magnificent Ground Floor Three Bedroom in Oakwater next to pool

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 3 hours 14 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$103

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

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 10

Match: Shared outdoor pool (unheated)

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Price per night from

$251

Room For Everyone! Spacious Private Pool & Spa Home.

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 10

“Thanksgiving 2016” Great home, clean and spacious. The Gemstone company was very accommodating and Mary, the host, was available even during the holiday. Definitely recommend this home for trips with large groups.

Match: Shared outdoor pool (unheated)

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Price per night from

$212

❤️ Peaceful Haven Just 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!!

Match: Shared outdoor pool (unheated)

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Price per night from

$229

Star Attraction

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

“Terrific” Really enjoyed our stay. The house had everthing needed for thr perfect holiday. All information concerning attractions, food and shopping were readily available thanks to the many pamphlets in the house. Many thanks to all . Fran Fosberg

Match: Shared outdoor pool (unheated)

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Price per night from

$92

6 bedroom luxury home Veranda Palms

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 3 hours 2 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$246

Amazing 4 bedroom villa at Storey Lake Resort

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 13

Responds fast! avg. 3 hours 2 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$148

5 bedroom villa at Storey Lake

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 hours 2 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$171

Luxury 6 Bedroom Home with Pool at Windsor Hills Resort

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 14

“awesome” I fell in love with this home the moment I opened the door it felt like home I had one problem an it was fix very fast the person book with was very nice an on point an work with me

Responds fast! avg. 2 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$237

Lake View! Contact Free Check In Safe, Clean, Relax While Enjoying the Lake View

Kissimmee house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$110

Spacious BellaVida Retreat w/Pool, 8 Mi to Disney!

Kissimmee house

6 bedrooms / 6 bathrooms / sleeps 14

Responds fast! avg. 3 hours 29 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$202

Wonderful 4 bed, 3 bath home in Paradise Palms!

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 12 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$138

2300BPW-204. Spacious 3 Bedroom Condo In Windsor Palms Gated Resort

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 6

“Great 3-bedroom Condo” Clean, nicely furnished. We stayed a week during Spring Break. Family of four. Two adults, two preteen kids. Close to attractions, shopping, dining. Onsite theater was great for rainy days. Kids enjoyed pool. We enjoyed the bar at the pool. Great value.

Match: Shared outdoor pool (unheated)

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$94

Modern 3 Bedroom Condo, Sleeps 6+, 2 Miles to Disney

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 6

“Home away from home, but better!” This condo was very spacious, clean and comfortable with all of the needed amenities just like home. Check in was quick and easy, regardless of what time you arrive. Right away, we felt safe with the gated, secure check-in. There is plenty of convenient and close parking. Great location, very close to Universal Studios which is where we went. Also, many restaurants, a few grocery stores and pharmacies within very close proximity.

Match: Shared outdoor pool (unheated)

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Price per night from

$109

Family Friendly Four Bedroom w/ Pool 4896

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 1 hour 43 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$184

Beautiful House, Lake View with 5 Bedrooms Disney

Kissimmee house

5 bedrooms / 5 bathrooms / sleeps 12

Match: Shared outdoor pool (unheated)

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Price per night from

$263

★Special Home For Special You★At Coral Cay Resort★

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

Match: Shared outdoor pool (unheated)

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Price per night from

$101

Jose's special

Kissimmee villa

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 50 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$326

Amazing 4 Bedroom Close to Disney *Compass Bay Resort 5161

Kissimmee house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 43 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$169

Viewing 38 of 5,743
rentals in Kissimmee

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