Updating...
Enter dates for more accurate prices
Kissimmee Rentals
FilterBedrooms
- Any
- 1+ Bedrooms
- 2+ Bedrooms
- 3+ Bedrooms
- 4+ Bedrooms
- 5+ Bedrooms
- 6+ Bedrooms
- 7+ Bedrooms
- 8+ Bedrooms
- 9+ Bedrooms
- 10+ Bedrooms
- 11+ Bedrooms
- 12+ Bedrooms
- 13+ Bedrooms
- 14+ Bedrooms
- 15+ Bedrooms
Price range
Per night
$10 - $500
Amenities
- Swimming pool (4,331)
- Private pool (2,986)
- Heated pool (1,811)
- Private indoor pool (71)
- Air conditioning (4,539)
- Balcony or terrace (634)
- Wireless Internet (3,963)
- Washing machine (2,322)
- Jacuzzi or hot tub (1,561)
- Garden (618)
- Internet access (4,731)
- DVD player (2,609)
- Grill (1,455)
- Fireplace (138)
- Private tennis court (2)
- Cot available (235)
- Sauna (203)
- High chair (1,152)
- Dishwasher (1,947)
Rental types
Suitability
Popular filters
Kissimmee Rentals
About Kissimmee5,285 house rentals
Reunion Resort 510 - 5 star villa with private pool near Disney
Kissimmee house
6 bedrooms / 4 bathrooms / sleeps 12
Responds fast! avg. 1 hour 48 minutes
$178
Windsor Hills Luxury Villa 6br/4bth 5 Min Disney
Kissimmee villa
6 bedrooms / 4 bathrooms / sleeps 16
“Would highly recommend this home for family vacation!” We had a great stay. It is such a great location! The owners were very accommodating for anything we needed. Available at anytime if needed. Will definitely be back again in a couple years. We wou
Responds fast! avg. 1 hour 21 minutes
$213
Encantada - The Official CLC World Resort - Two bedroom Townhome
Kissimmee townhouse
2 bedrooms / 2 bathrooms / sleeps 6
$168
“A very welcoming home.” Our second stay and as great as the first time. A decorated Christmas tree greeted us, which was very nice. There was a bottle of wine to celebrate the New Year. The heated pool and hot tub were great. The home was near sho
$164
Stunning 6 Bed Pool Home Close to Disney Parks.
Kissimmee villa
6 bedrooms / 4 bathrooms / sleeps 12
“Wonderful!” First of all I would like to thank Julie, the owner, for all the excellent help and advice she gave me before and during our stay. Belles Palace is wonderful, it is more than home from home! It's just perfect in every way. The photos a
Responds fast! avg. 2 hours 35 minutes
$223
Big and Beautiful 9Bed/6Bath Home, Minutes Drive to Disney
Kissimmee house
9 bedrooms / 6 bathrooms / sleeps 22
$336
“Very nice” Was very nice I will recommend to anyone the only problem we had was trash was in pool and the master bedroom upstairs tub was clogged
Responds fast! avg. 1 hour 16 minutes
$217
“Great Place” This vacation home is absolutely beautiful and convenient to everything. Still here and having a great time.
$119
Responds fast! avg. 3 hours 27 minutes
$79
Cozy 3 bedroom / 2 bathroom House With Private Pool And Scenic Lake View
Kissimmee house
3 bedrooms / 2 bathrooms / sleeps 6
$98
Luxurious Lake Berkley - 5B/53B -Southern Exposure
Kissimmee villa
5 bedrooms / 3 bathrooms / sleeps 10
$192
“Lovely Get-away” We were very pleased with this house. The split floor plan was a nice plus and my husband and I loved the master suite with our own bathroom and walk-in closet. The kitchen was large and fully equipped. We liked the smaller table in t
Responds fast! avg. 2 hours 15 minutes
$124
Furnished apartment - weekly & monthly Orlando rental.
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
$89
Luxury 4 Bed 3 Bath Villa with own pool. Games room. Gated Resort near Disney.
Kissimmee house
4 bedrooms / 3 bathrooms / sleeps 8
“Beautiful Home! Close to all Attractions” Booked stay for 8 nights, We were not there for Disney but very close if you have young kids. Beds were comfortable, Great Kitchen, House was immaculate when we arrived, the table was even set. All the ameniti
Responds fast! avg. 23 minutes
$127
Disney Paradise, Charming Getaway with a Pool and Grill
Kissimmee house
6 bedrooms / 3 bathrooms / sleeps 12
“Amazing stay” The house was gorgeous! Updated stuff, beds, rooms, bathrooms were great. The post was accurate. Close to just about everything. Down the street from Disney. Lovely gated community. Easy, also easy to book, no problems. Definitely would
$151
“Thanksgiving Vacation” My family and I loved this property. Everything was clean and up to date. The owner was always just a phone call away. Even on Thanksgiving he was available to answer questions. I'd definitely book this property again.
$257
Awarded Game Room,Pool,Spa, 65 4KTV,4/3, Great Reviews below
Kissimmee house
4 bedrooms / 3 bathrooms / sleeps 8
“Outstanding” Nothing is better than when you rent something away from home and it is exactly how it is described. We were so pleased with Tropical Retreat. It was just plain awesome! It didn't matter what age we were, we all enjoyed the game room.
Responds fast! avg. 52 minutes
$138
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 y
$85
Responds fast! avg. 1 hour 37 minutes
$92
$108
5 Star Windsor Hills condo steps from the pool, renovated 2016
Kissimmee condo
3 bedrooms / 2 bathrooms / sleeps 8
$99
Westgate Town Center -1BR 1BA 7 Ngt Max Lux Resort
Kissimmee villa
1 bedroom / 1 bathroom / sleeps 4
$124
Wow Factor-Interior Designers Own 5 bed/5bath Home
Kissimmee house
5 bedrooms / 5 bathrooms / sleeps 10
$174
Windsor Hills Condo 3Bedroom/2Bathroom Sleeps 8 Gold
Kissimmee apartment
3 bedrooms / 2 bathrooms / sleeps 8
$88
Vacation Heaven in this beautiful 2Bed/2Bath Condo
Kissimmee condo
2 bedrooms / 2 bathrooms / sleeps 5
Responds fast! avg. 1 hour 46 minutes
$65
Responds fast! avg. 2 hours 23 minutes
$109
Responds fast! avg. 3 hours 2 minutes
$154
Free Pool Heat and Total Privacy - The Private Retreat, Minutes from Disney
Kissimmee villa
3 bedrooms / 3 bathrooms / sleeps 6
Responds fast! avg. 2 hours 16 minutes
$119
Windsor Palms - Condo 2BD/2BA - Sleeps 4 - Gold
Kissimmee apartment
2 bedrooms / 2 bathrooms / sleeps 4
$71
The Retreat - Explore Disney & Florida in style
Kissimmee villa
4 bedrooms / 4 bathrooms / sleeps 10
“Beautiful home” The location of the villa alone makes it fantastic. But the sheer size and luxury of the interior make it superb. The huge screen TVs, amazing fitted kitchen and the pool! Well it made our visit extremely comfortable and one I won't ev
$149
Luxury 4 Bedroom Villa w/pool, 2 Miles from Disney
Kissimmee house
4 bedrooms / 3 bathrooms / sleeps 8
“Beautiful Home, It was so relaxing and comfortable!!” Our family had a wonderful time on our Vacation. The location was very convenient. The pool and hot tub was great. The house was amazing, and my children loved it, I like the entrance to the pool a
$105
Orlando area: affordable 2bed+2bath villas 6min to Disney
Kissimmee apartment
2 bedrooms / 2 bathrooms / sleeps 6
Responds fast! avg. 2 hours 39 minutes
$74
Responds fast! avg. 3 hours 4 minutes
$217
5BR Kissimmee House w/ Pool & Resort Amenities!
Kissimmee house
5 bedrooms / 5 bathrooms / sleeps 12
Responds fast! avg. 10 minutes
$120
“Florida Fantastic” This was a terrific house and we will definitely stay here again when we come back to Disney/Universal. So close to Disney and local stores and yet quiet for relaxation. Beds were comfortable, home was super clean with ample kitch
$165
“EXCELLENT Property, location and Owner!!” We can highly recommend this Vacation rental property, the location is perfect, very close to the Disney parks, restaurants with varied cuisines, major freeways, etc. The home and pool were EVERYTHING we'd
$154
