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Vacation Rentals & House Rentals in Kissimmee

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188 house rentals

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

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Price per night from

$125

Windsor Hills Luxury pool house/2 miles to Disney

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 13

Responds fast! avg. 1 hour 18 minutes

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Price per night from

$240

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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$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

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$120

CONSERVATION - HOT TUB - FREE POOL HEAT - Tax Inc

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

“Perfect Florida Holiday” A thoroughly enjoyable 4 week stay in a property that was equipped with everything you could possibly want to make it a home from home. As described this was an extremely well presented home in a very good location that made it easy to access all the major attractions, golf courses and shopping centres. We made regular use of the golf clubs and as the house backs onto the nearby conservation area of Shingle Creek we explored it many times on the bicycles provided with the home. We enjoyed the pool and hot tub which benefited from a covered lanai and privacy fencing and the free pool heat was much appreciated. Overall the property was first class and excellent value for money and we will certainly be returning.

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Price per night from

$160

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

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Price per night from

$109

Still time to book !

Kissimmee house

3 bedrooms / 3 bathrooms / sleeps 8

“Fantastic rental” Great location, safe neighborhood, very clean house, and a great price. Will definitely stay again!!

Responds fast! avg. 16 minutes

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Price per night from

$112

4 Bedroom Villa 2 Miles from Disney Entrance

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$98

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.

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$149

Tropical Paradise-Lake view, SF Pool, 4 bed/3 bath, WiFi, Games Room - Disney

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 46 minutes

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Price per night from

$155

Orlando Storey Lake - Blue Moon Vacation - Pool / Spa & Game Area

Kissimmee house

5 bedrooms / 5 bathrooms / sleeps 10

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Price per night from

$281

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

CONDO FOR RENT AT WESTGATE TOWN CENTER ORLANDO FLO

Kissimmee condo

2 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$217

Beautiful 1 Bedroom 5-Star Resort Villa Close To Disney

Kissimmee villa

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$183

3BD/3BA WindsorHillsResort Twnhse w/ private splashpool -close to community pool

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 6

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$136

Dis Oasis Villa at Windsor Palms Resort - Close to Disney!

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 13

“Wonderful house for a large family group” The beds were comfortable, the house was immaculate and our needs were taken care of instantly by the owner. Close to shopping, restaurants and Disney World parks.

Responds fast! avg. 47 minutes

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$308

Trafalgar Village sub div Resort living from 125/n

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 12

“” The house was awesome but the Mattresses was hard on the beds. Get better mattresses and I will go back.

Responds fast! avg. 3 hours 20 minutes

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Price per night from

$157

Luxurious 1bd 1ba Villa Available April 10-17 2022

Kissimmee villa

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$92

Amazing Sunshine Florida Villa

Kissimmee house

6 bedrooms / 5 bathrooms / sleeps 14

“Great Villa” A big thank you again to Douglas and Leigh for making our holiday in Florida a success again. We stayed at the Villa last year and as well as the Villa being in a great location it had all the ammenities we could have asked for. Douglas contacted us to ensure we had everything we wanted and assured us to contact him or the management company if we were unsure about anything, this gives you piece of mind to know you can get help if you need it. Thank you to you both.

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Price per night from

$277

Terrace Ridge with gated community - luxury condo

Kissimmee condo

4 bedrooms / 2 bathrooms / sleeps 10

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Price per night from

$102

Dazzling 3 BR/2 BA Ground Floor Condo Near Disney

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$110

Cozy One Bedroom Villa in Gorgeous Resort & Spa

Kissimmee villa

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$209

NEW LISTING! 1-Bedroom Resort Villa

Kissimmee apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$144

Your Own Private Disney Villa

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$149

King Palmilla

Kissimmee villa

8 bedrooms / 11 bathrooms / sleeps 18

“Great weekend” My family truly enjoyed the stay. The house had a lot more supplies as far as kitchen and grill items. Responsive owner. The kids loved the pool, game room and theatre. It is as pictured. Will definitely be back

Responds fast! avg. 1 hour 49 minutes

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Price per night from

$1,030

Your VIP Home in Orlando!!!

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$212

15 min from all the fun! 2bdrm 2bath Suite

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$113

Casa Luna - Kissimmee 4 Bedroom 2 Bath, Pool, Wi-Fi

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 56 minutes

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Price per night from

$156

Westgate Town Center -2BR 2BA 7 Ngt Max Lux Resort

Kissimmee villa

2 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$205

Sunny Hideaway-4BR, SF Pool, WiFi, BBQ, GamesRoom

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 46 minutes

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Price per night from

$224

Westgate Town Center

Kissimmee hotel apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$232

Beautiful 2 Bedroom 5-Star Resort Villa Close To Disney

Kissimmee villa

2 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$298

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

Kissimmee townhouse

5 bedrooms / 3 bathrooms / sleeps 12

“Excellent” The house was perfect for our families. Every thing was great. Except the sliding door lock is broken, the glass table is unstable if you have kids and the folding table in the kitchen doesn't have the hinges to be unfolded. I love the house and will return there and refer it to my friends without hesitation.

Responds fast! avg. 32 minutes

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Price per night from

$114

Westgate Town Center -1BR 1BA 7 Ngt Max Lux Resort

Kissimmee villa

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$143

Premium Kissimmee Timeshare rental

Kissimmee villa

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$379

Westgate Town Center-3BR 3BA 7 Ngt Max Lux Resort

Kissimmee condo

3 bedrooms / 3 bathrooms / sleeps 12

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Price per night from

$314

A stunning pool home in Kissimmee, Disney Paradi

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 9

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Price per night from

$168

Viewing 37 of 188
rentals in Kissimmee

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