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Vacation Rentals & House Rentals in Kissimmee

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1,147 house rentals

FIVE STAR 3BR Pool Home, ROKU Apps, HBO, GamesRm, WiFi, BBQ,Clean,Disney/Orlando

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 7

“Great Home, Safe & quiet neighborhood” I will be "Renting this Vacation Home Again" Home was clean. My RATING for this Home and Customer servive is *** A+*****. Beutiful Home. Thank you again Tonya.

Responds fast! avg. 1 hour 37 minutes

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$132

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

Kissimmee house

9 bedrooms / 6 bathrooms / sleeps 20

“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. 1 hour 32 minutes

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Price per night from

$310

Disney World 2 Miles

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 5

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$103

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.

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$179

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. 1 hour 32 minutes

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$266

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

Kissimmee villa

6 bedrooms / 5 bathrooms / sleeps 14

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$148

Caribe Cove Resort - 2 BR * Unit Top floor * New Mattress - WiFi/Parking free

Kissimmee apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$142

Hapimag Orlando - Lake Berkley Resort

Kissimmee hotel apartment

3 bedrooms / 3 bathrooms / sleeps 6

“Very Pleasant” Excellent location. Access to shopping, restaurants, and other accommodations. Great amenities. Very good stay for my family. Will definitely stay again.

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$236

From $80/nt,1.5 Mile to Disney ,1808 sqft 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. 1 hour 40 minutes

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$106

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

Kissimmee house

5 bedrooms / 3 bathrooms / sleeps 12

“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. 1 hour 40 minutes

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$118

Outstanding Orange Blossom Villa includes Gameroom, Jacuzzi, and WiFi

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 10

“It was a very comfortable and welcoming place to stay!” I stayed in this villa with my husband, our 4 children(ages 18 months to 9 years old), and my sister, and we were very happy with it! It was clean and comfortable and very reasonably priced! The bathroom between the bedrooms was perfect for the kids, and it was so nice that the adults had their own bathrooms, too. We loved swimming in the pool, even without requesting the heaters to be turned on. We didn't use the game room because we were doing so many other things, but it had several things to do and looked like fun. Having a full kitchen and a washer/dryer was also wonderful to have! We saved so much money just by being able to go grocery shopping and eat some meals there and be able to pack lunches instead of purchasing all of our food at the theme parks. This is a great location, too, as it is centrally located between all the parks we went to: Universal, LegoLand, and Magic Kingdom. It was such a refreshing thing to be able to come "home" after a long day at a park without being in the congestion of the resorts. The only small suggestions I have would be to have a few more kitchen and bathroom washcloths available. There were only a few bathroom ones and no kitchen ones. There were plenty of towels, though. We bought some cheap washcloths at Wal-mart(just a few minutes away) and left some of them there. Also, dish soap we be great to have on-hand instead of having to buy it. A few extra rolls of toilet paper would be a good idea to have, too. Each bathroom had a roll, but with 6 people for 5 days, we needed an extra roll or two, which we just bought at Wal-mart. These are very minor suggestions, and they in no way deterred us from loving our stay and wanting to come back in the future! Again, we loved it, and we will definitely be back! Thank you for a wonderful week's stay!

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$141

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. 1 hour 32 minutes

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Price per night from

$266

SunLake 3126B luxury condo one mile from Disney

Kissimmee condo

3 bedrooms / 3 bathrooms / sleeps 6

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$105

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

Kissimmee villa

7 bedrooms / 5 bathrooms / sleeps 18

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$146

Great Location Five Bedrooms Palms Resort

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 11

“It is a nice facility” I like the club house. We have stayed at this Resort before. This condo had some maintenance issues. The private pool was green, the outlets did not work. The couch was ripped. Other than that it was good.

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$181

Responds fast! avg. 1 hour 33 minutes

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$155

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.

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$259

Brand New 9br/6ba pool villa from $300/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. 1 hour 32 minutes

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Price per night from

$332

5 Star Windsor Hills condo steps from the pool, renovated 2016

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 8

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$117

Located in Emerald Island Resort Beautiful 7 Bed 4.5 Bath Villa Close 2 Disney

Kissimmee villa

7 bedrooms / 7 bathrooms / sleeps 16

“Vacation” Property was beautiful. Had some issues with the pool. They were prompt and fixed it. Someone before our visit broke the pool table. We didn’t need it but I thought it was awful to do that to other people’s things. Overall we had a wonderful time.

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Price per night from

$137

NEW 2016 Vacation rental home near Disney

Kissimmee villa

8 bedrooms / 6 bathrooms / sleeps 16

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$378

*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. 2 hours 33 minutes

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Price per night from

$101

Bella Vida New Phase 6 bedroom Modern Home

Kissimmee house

6 bedrooms / 7 bathrooms / sleeps 12

Responds fast! avg. 1 hour 44 minutes

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$268

Luxury Florida Family Villa With Private Pool

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 5 minutes

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$148

Please contact for bookings ,last minute deals available

Kissimmee house

3 bedrooms / 3 bathrooms / sleeps 8

“Excellent” From our first conversation with the owner , Micheal we were completely satisfied. The home was exactly as listed. A beautiful home with so much. Always felt comfortable talking with the owner who was so helpful. Already booked for next year. The pool was awesome. We love Windsor Palms.

Responds fast! avg. 12 minutes

Match: Table tennis

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Price per night from

$111

Wonderful 4 bed, 3 bath home in Paradise Palms!

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 30 minutes

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Price per night from

$142

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. 19 minutes

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Price per night from

$140

Legacy Dunes Condo, Kissimmee, Orlando

Kissimmee apartment

2 bedrooms / 2 bathrooms / sleeps 6

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$86

Retreat 4730

Kissimmee villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 57 minutes

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Price per night from

$112

GATED RESORT Heated Pool/Jacuzzi, TIKI Bar, GYM, 4 BR with private pool, WiFi

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 37 minutes

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Price per night from

$126

Beautiful Lake Marion 2-bed in Palm Tree Paradise

Kissimmee villa

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$89

To Infinity & Beyond - Wonderful family vacation home just 1.5 miles to Disney!!

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 8

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$107

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

Kissimmee house

9 bedrooms / 6 bathrooms / sleeps 20

Responds fast! avg. 1 hour 32 minutes

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Price per night from

$310

Executive 4 Bedroom / 3 Bathroom Lake View Home in Gated Resort Community

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

“Love that house!” Second time we rented this house and we just loved! Amazing house, clean, very spacious and very safe community! We recommended!!!!

Responds fast! avg. 51 minutes

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Price per night from

$138

Windsor Palms - Luxury Villa with SW Facing Pool

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$207

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.

Responds fast! avg. 2 hours 7 minutes

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Price per night from

$149

AMAZING POOL HOME,GAME ROOM, 10 MIN. FROM DISNEY!!

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$177

***NEWLY RENOVATED 2020 - Private Pool - Gated Resort - Free WIFI - Near DISNEY!

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

“Great family rental with plenty of space!” Great rental! Lots of space for our family to spread out and our kids loved the private pool! We will never stay in a hotel again!! We stayed during Hurricane Matthew and felt very safe! Super close to any store/restaurant you could ever want and less than 10 minutes to Disney! The owner Manuel was super easy to work with and very accommodating! I can't say enough about him! My only "negative" comments would be we were not aware toilet paper, garbage bags and paper towel were not unlimited. We ran out during Hurricane Matthew when stores were closed but with a quick email to Manuel, the Clubhouse had some on our doorstep in 10 minutes! Also, the pack n play at the home for our son was not quite as sturdy as what we have at home. But again, after speaking to Manuel I was told he has an actual crib to rent as well.

Responds fast! avg. 1 hour 56 minutes

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Price per night from

$181

Viewing 38 of 1,147
rentals in Kissimmee

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