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Kissimmee City Rentals

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Price: high to low

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20,310 Houses

Disney Vacation Pool Home/Villa in Deluxe Resort

Kissimmee townhouse

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 2 hours 55 minutes

Price per night from

$164

AMAZING HOUSE IN DISNEY

Kissimmee house

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 2 hours 29 minutes

Price per night from

$413

Vacation Village at Parkway: 1-bedroom Type B, Sleeps 4, Kitchen

Kissimmee condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$131

Oakhill Disney Villa

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 36 minutes

Price per night from

$187

Luxury and location .'Trebor Villa' Kissimmee executive 4 bed custom villa.

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 5 minutes

Price per night from

$165

8164 Windsor Palms Resort

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 21 minutes

Price per night from

$154

Great rentals within 20 miles that match your search

Amazing views from the pool! Windsor Hills Resort!

Four Corners house

6 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$208

Luxury Six Bedroom Home - Close to Disneyworld

Four Corners villa

6 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$201

VISTA CAY. New!POOLSIDE ESCAPE NEAR ALL PARKS, ATTRACTIONS & INTERNATIONAL DRIVE

Orlando apartment

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 1 hour 31 minutes

Price per night from

$289

477-ORLANDO-15 Min FROM DISNEY & OMNI RESORT

Four Corners house

8 bedrooms / 6 bathrooms / sleeps 26

Price per night from

$319

ORLANDO-CHAMPIONS GATE-15 Min FROM DISNEY & OMNI RESORT

ChampionsGate house

4 bedrooms / 1 bathroom / sleeps 11

Price per night from

$118

1580-ORLANDO-15 Min FROM DISNEY & OMNI RESORT

ChampionsGate house

8 bedrooms / 6 bathrooms / sleeps 17

Price per night from

$284

730-ORLANDO-CHAMPIONS GATE-15 Min FROM DISNEY & OMNI RESORT

Four Corners house

4 bedrooms / 1 bathroom / sleeps 11

Price per night from

$118

Warmescape

Haines City house

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$190

Oakwater Resort -2755GOWIS

Kissimmee house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$96

Beautiful Private Villa Close To Disney Parks

Davenport villa

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$187

3 Bedroom Condo, Windsor Palms Resort *10 MINUTES from DISNEY* (105)

Four Corners villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$119

Luxurious

Orlando apartment

3 bedrooms / 4 bathrooms / sleeps 8

“Absolutly Wonderful!” Best value, best decor, most room for the $ Would have had to pay 3x more for a resort suite of the same size!

Price per night from

$163

3026PP

Four Corners townhouse

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$129

Brand New 5BD/4BA & private pool home next to Disney & Universal

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 2 hours 41 minutes

Price per night from

$187

1570-ORLANDO-CHAMPIONS GATE-15 Min. da DISNEY & OMNI RESORT-

ChampionsGate house

5 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$152

3 MILES FROM DISNEY / SUN LAKE / 2 BED / 2 BATH/

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 59 minutes

Price per night from

$118

At Last You can Rent the Perfect Luxury Villa on Solterra Resort, minutes from

Loughman villa

6 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$255

139 - Luxury 2 Masterbed/bath Unit with Garden View - International Drive

Orlando apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 43 minutes

Price per night from

$222

How to Rent Your Own Private Luxury Holiday Villa on Champions Gate Resort

Loughman villa

8 bedrooms / 5 bathrooms / sleeps 16

Price per night from

$393

Stunning 4 bed villa with south facing pool and spa

Davenport house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$141

Sheraton Vistana Fountains II - Timeshare

Kissimmee hotel apartment

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$159

Stunning 7 bedroom Villa Lake Berkley, Private pool and Jacuzzi

Kissimmee house

7 bedrooms / 4 bathrooms / sleeps 14

Price per night from

$211

Spacious 5 bedroom home at Windsor Hills Resort

Four Corners house

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$179

Gorgeous 6BR 6Bth Champions Gate Home with Private Pool, Spa and Gameroom

ChampionsGate house

6 bedrooms / 6 bathrooms / sleeps 12

Responds fast! avg. 1 hour 4 minutes

Price per night from

$274

Unit 25- 3 bedroom Emerald Island 8417

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 10 minutes

Price per night from

$105

Marriott Cypress Harbor 2 bedroom sleeps 6

Orlando house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$335

3 Bedroom 3 Bathroom Premium Napoli Town Home

Four Corners townhouse

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$154

1662ST

Kissimmee house

6 bedrooms / 5 bathrooms / sleeps 13

Price per night from

$290

An amazing 4 bedroom house with ots own swimming pool.

ChampionsGate villa

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$161

Joy Palace - Luxury new home in Champions Gate, South facing,Disney,Golf

Davenport villa

9 bedrooms / 5 bathrooms / sleeps 24

Responds fast! avg. 2 hours 56 minutes

Price per night from

$334

Pat and Ron's Holiday Home, Relaxing Retreat

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

“Good” I was a little disappointed this time. I have been going there since 2015. In the past when I had minor problems with the home, the response was quick. This time I called on Saturday to ask about no input message on the tv screen, I was told me they would come on Sunday to check it. They come on Sunday and knocked at 10:30 but we were sleep and did not hear them, so I called again and someone came over in about 1 and 30 minutes. I pointed out that the main bathroom in the hall had a problem with the bathroom and needed to get fixed. He looked at it and said he needed a piece for the door and he would fix it on Monday. I told him people were getting locked up inside. Well I left on 12/18/18 and no one ever came to fix the lock on the door. The clean in the kitchen needed some attention with the over. I did not get a chance to show anyone as no one came back to fix the door. The oven has some spilled grease on the bottom and needed to be cleaned before I got there. These are minor issues with me, that I lived with and had a good time, I would come again. The management should realize that certain things the guests are not responsible for even though it may seem small to them, but it is not small for the renter. I do not have then same cable company that is used where I was, so I did not complain about it when it went off and on and in and out half the day, it is not my fault nor was it the fault of Pat and Ron so I did not complain about it.

Price per night from

$115

3 Bed 2 Bath Premium Lakeview l 1006

Orlando apartment

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$225

Viewing 38 of 20,310
rentals in Kissimmee City

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Top Destination reviews

8164 Windsor Palms Resort
Excellent experience

The house was exactly as pictured, and in an excellent location for our stay. We would be happy to stay here again, and happy to recommend this home to anyone. … see more
Oakhill Disney Villa
Spacious and Lovely Home

Location of this home is in proximity to everything you need. Short distance to Disney attractions, and US 192 which has every imaginable store you may need. Very clean large home with a wonderful pool area. We were 4 adults and 2 children and had room to spare. Plenty of area to relax and spend time together when we were home. Would recommend this home to anyone traveling to this area. I realize everyone is cautious renting a home not knowing what to expect, but this home is perfect, with no surprises. Feel comfortable renting this home. We do a lot of traveling and this home has it all. Thank you Helena for offering your home for other families to enjoy.see more

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