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Vacation Rentals & House Rentals in Kissimmee

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976 house rentals

New Opening 5Br/3Ba Hot Tub/Lake View,Close Disney,Seaworld,Convention Center

Kissimmee townhouse

5 bedrooms / 3 bathrooms / sleeps 12

“Ok” Overall it was fine..checkout was at 11 and at 10 cleaners knocked on door and then preceded to sit in driveway waiting for us to leave. There was no dish soap or soap in bathrooms which would have been nice.

Responds fast! avg. 32 minutes

Match: Children's pool

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Price per night from

$120

1.5 M to Disney,From $70/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. 32 minutes

Match: Children's pool

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Price per night from

$109

From $95/nt,Close to Disney,Seaworld,Convention Center,4br Townhome with Hot Tub

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

“Great Family Friendly Home” We had a blast. It felt safe and secure. It was clean and spacious. I have a large family of 9 and everyone had plenty of space. Quiet but friendly neighbors. Amenities were awesome. Hot tub was so relaxing. We had a great time.

Responds fast! avg. 32 minutes

Match: Children's pool

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Price per night from

$113

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: Children's pool

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$92

From $90/nt,5br/3ba townhome with hot tub,Near Disney,Seaworld,Convention center

Kissimmee apartment

5 bedrooms / 3 bathrooms / sleeps 12

“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. 32 minutes

Match: Children's pool

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Price per night from

$125

From $90/nt,4br/3ba townhome with hot tub/lake view,Near Disney,Seaworld

Kissimmee apartment

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 32 minutes

Match: Children's pool

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Price per night from

$112

New Opening 8br/6ba pool villa from $260/nt ,Close to Disney

Kissimmee house

8 bedrooms / 6 bathrooms / sleeps 18

“Family vacation” This by far was the best we went to. There is something for everyone to do down to the kids, the house was beautiful.

Responds fast! avg. 32 minutes

Match: Children's pool

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Price per night from

$297

New Opening 9 Br/6 Ba luxurious Pool House from $300/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. 32 minutes

Match: Children's pool

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Price per night from

$401

Windsor Hills Luxury pool house/2 miles to Disney

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 13

Responds fast! avg. 1 hour 18 minutes

Match: Children's pool

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Price per night from

$240

Brand New 8br/6ba pool villa from $260/nt ,Close to Disney

Kissimmee house

8 bedrooms / 6 bathrooms / sleeps 18

“Mrs” Me and my family really enjoyed staying at the property rental it was ever thing we need in a vaction rental.

Responds fast! avg. 32 minutes

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Price per night from

$308

⭐ Near Disney and Other Theme Parks - Comfortable 6 BR ⭐

Kissimmee villa

6 bedrooms / 5 bathrooms / sleeps 14

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Price per night from

$242

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: Children's pool

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Price per night from

$182

Close Disney,Seaworld,Convention center, 5BR towwnhome with hot tub/lake view

Kissimmee house

5 bedrooms / 3 bathrooms / sleeps 10

“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. 32 minutes

Match: Children's pool

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Price per night from

$120

1 Bed Resort Suite #6, Only 2 Miles from

Kissimmee apartment

1 bedroom / 1 bathroom / sleeps 6

Match: Children's pool

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Price per night from

$86

The Retreat - Explore Disney & Florida in style

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 10

“Wonderful Vacation Spot” The Retreat is a great place to stay with your family. The accommodations were well equipped, clean and a it's a great location. Brian is responsive and very nice to work with. I could not say anything bad about The Retreat.

Match: Children's pool

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Price per night from

$172

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. 32 minutes

Match: Children's pool

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Price per night from

$115

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. 13 minutes

Match: Children's pool

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Price per night from

$184

Disney Vacation Rental, Private Townhouse in gated community

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

Match: Children's pool

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Price per night from

$126

Amazing Lake View Home near Disney

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 26 minutes

Match: Children's pool

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Price per night from

$125

CDV4776 VILLA 6 BED/5 BA (SANITIZED)

Kissimmee villa

6 bedrooms / 5 bathrooms / sleeps 16

Responds fast! avg. 2 hours 8 minutes

Match: Children's pool

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Price per night from

$228

New 9br/6ba pool villa from $280/nt,Close to Disney

Kissimmee house

9 bedrooms / 6 bathrooms / sleeps 20

“Nice house for large family” The house itself is very attractive. The bedrooms were very well appointed. There were sufficient towels and plates, silverware, glassware, etc., for our party. Our major problem was the parking. It is a very over-crowded community and we had five cars (to be expected in a six master-bedroom house that fits 18+), and we often had trouble parking near the house. My only other complaint (if you could call it that) was the trash. We had one large trash can and it got picked up on Monday morning. We were there for six full days with 13 people, so we easily refilled it up and then had multiple loose bags with nowhere to put them through the end of our stay. No recyclable can was available, either, so recyclables had to go in trash bags. Owner was easy to work with. Thanks for a very nice home!

Responds fast! avg. 32 minutes

Match: Children's pool

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Price per night from

$355

Windsor at Westside Disney Villa 8bed 6bath SW pool 25 minutes from Disney

Kissimmee villa

8 bedrooms / 6 bathrooms / sleeps 16

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Price per night from

$366

From $90/nt,Near Disney,Seaworld,Convention Center,4br/3ba townhome With HotTub

Kissimmee apartment

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 32 minutes

Match: Children's pool

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Price per night from

$113

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: Children's pool

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Price per night from

$228

*CLEAN - Afforable Townhome - 5 Miles from Disney*

Kissimmee townhouse

3 bedrooms / 2 bathrooms / sleeps 6

“Exceptional” This place was beautiful... I’ve always booked hotel rooms when I go on vacations but never again will I book a hotel... this place had everything I could ask for and more my family and I were very pleased and satisfied.

Responds fast! avg. 3 hours 48 minutes

Match: Children's pool

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Price per night from

$109

Windsor Luxury 6Bd Villa Southface Pool/Spa BBQ Near Clubhouse Minutes to Disney

Kissimmee villa

6 bedrooms / 5 bathrooms / sleeps 13

Responds fast! avg. 3 hours 10 minutes

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Price per night from

$915

❤️ 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: Children's pool

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Price per night from

$229

Your new Vacation Home? - Paradise Palms Resort

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 9

“Already ready to come back !” The house was amazing!We bring the kiddies every year for Spring Break & I’m so happy we decided to switch houses this year! It was so modern and updated. The house had everything you can imagine even a stroller! Mr. Frode was nice throughout the whole process. Can’t wait to come back again.

Responds fast! avg. 2 hours 10 minutes

Match: Children's pool

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Price per night from

$155

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

Kissimmee apartment

4 bedrooms / 3 bathrooms / sleeps 8

“Excellent Location” THis place was great for our family we stayed for 12 days and have no complaints. We will try to stay next year as well. Thank you

Responds fast! avg. 32 minutes

Match: Children's pool

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Price per night from

$109

3br/2ba condo/lake view from $70/nt, 2 Miles to Disney

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 32 minutes

Match: Children's pool

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Price per night from

$109

Windsor Palms Resort/southwestPool/GamesRoom/Gated

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

“Cozy and great location” Stayed for wife's birthday and it was great. Cozy home with all the extras. Big screen TV to watch the games, gameroom to keep the kids entertained, pool was nice size.10 to 15 mins away from the mouse named Mickey. I Will come again. Recommend 100%. Owner communication is superb...

Responds fast! avg. 2 hours 36 minutes

Match: Children's pool

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Price per night from

$401

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. 32 minutes

Match: Children's pool

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Price per night from

$100

Wonderful 4 bed, 3 bath home in Paradise Palms!

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 12 minutes

Match: Children's pool

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Price per night from

$138

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

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Children's pool

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Price per night from

$102

Beautiful House, Lake View with 5 Bedrooms Disney

Kissimmee house

5 bedrooms / 5 bathrooms / sleeps 12

Match: Children's pool

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Price per night from

$263

Jose's special

Kissimmee villa

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 50 minutes

Match: Children's pool

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Price per night from

$326

Windsor Palms - Luxury Villa with SW Facing Pool

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 29 minutes

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Price per night from

$206

New 9Br/6Ba luxurious Pool House from $300/nt, Close To Disney

Kissimmee house

9 bedrooms / 6 bathrooms / sleeps 18

Responds fast! avg. 32 minutes

Match: Children's pool

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Price per night from

$401

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rentals in Kissimmee

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