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Vacation Rentals & House Rentals in Kissimmee

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232 house rentals

Windsor Hills Luxury pool house/2 miles to Disney

Kissimmee house

6 bedrooms / 4 bathrooms / sleeps 13

Responds fast! avg. 1 hour 53 minutes

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$233

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

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. 1 hour 40 minutes

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$117

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

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

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 32 minutes

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$89

❤️ Capture Those Magical Memories ❤️ Peaceful Lakeside Haven

Kissimmee house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 20 minutes

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$189

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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$198

4 Bedroom Villa 2 Miles from Disney Entrance

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$101

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 37 minutes

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$144

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

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Price per night from

$111

Windsor Palms - Luxury Villa with SW Facing Pool

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

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$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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$149

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

Kissimmee house

5 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 20 minutes

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$285

Beautiful 1 Bedroom 5-Star Resort Villa Close To Disney

Kissimmee villa

1 bedroom / 1 bathroom / sleeps 4

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$216

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

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 8

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$141

3 bedroom Luxury Condo near Disney Orlando/ Kissimmee - Windsor Hills Resort

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 12 minutes

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$105

CONDO FOR RENT AT WESTGATE TOWN CENTER ORLANDO FLO

Kissimmee condo

2 bedrooms / 3 bathrooms / sleeps 8

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$193

Destination Disney

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$117

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. 1 hour 42 minutes

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$160

Sunny South Facing!!! Charming, Quiet, Relaxing

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

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$154

Luxurious 1bd 1ba Villa Available April 5-12 2020

Kissimmee villa

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$107

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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$253

Terrace Ridge with gated community - luxury condo

Kissimmee condo

4 bedrooms / 2 bathrooms / sleeps 10

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Price per night from

$104

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.

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Price per night from

$280

Cozy One Bedroom Villa in Gorgeous Resort & Spa

Kissimmee villa

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$186

Orlando Vacation Home

Kissimmee house

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$107

Your Own Private Disney Villa

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$177

Dazzling 3 BR/2 BA Ground Floor Condo Near Disney

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 6

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$109

NEW LISTING! 1-Bedroom Resort Villa

Kissimmee apartment

1 bedroom / 1 bathroom / sleeps 4

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$134

King Palmilla

Kissimmee villa

8 bedrooms / 11 bathrooms / sleeps 18

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$944

Your VIP Home in Orlando!!!

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

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$219

Emerald Sunset Large 6 Bed 5 Bath Vacation Rental

Kissimmee hotel apartment

6 bedrooms / 6 bathrooms / sleeps 12

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Price per night from

$295

Casa Esmeralda - lakeside vacation home near Disney

Kissimmee house

7 bedrooms / 6 bathrooms / sleeps 16

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$324

Luxury 3 bedroom 2 bathroom Condo in Orlando near Disney (Coconut Condo)

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 8

“Great Stay” Great play to stay! Close to Disney, gated community, nice 3 bedroom condo. Very clean and secure. Owner was excellent to work with and kept us informed. Would highly recommend staying here. Even during holiday time, traffic wasn't bad. There is a Target and grocery store close by to pick up trash bags, paper towels, food. The kitchen is stocked with plates, cups, flatware, pots and pans. Having a washer and dryer made this place perfect! Do bring dish washer soap and laundry soap. Tons of restaurants just down the road. Sheets and towels that were provided were clean and looked new. Place was quiet and peaceful, except for new years eve when there was fireworks going off at midnight from the guests across the street- we had a baby with us. Guess they didn't get the quiet hours notice. Never went to the club house. All the furniture looked new, there were a few marks on the walls, from suitcases and minor bumps, but no big deal. Ac & heat worked fine - we needed both during our Dec. visit. Parking is close to stairs. It is 38 steps to the 3rd floor - no elevator -but we knew this. This place is very close to the parks, you don't have to get on I-4 or toll roads. Hint - Turn Right on Livingston for a short cut when going to the parks. Bring some movies, DVD or Blue ray. Cable has most channels. There is a TV in every bedroom and main room. Would stay here again!!

Responds fast! avg. 3 hours 49 minutes

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$101

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

$117

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

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 12

“Extremely Pleased” My family stayed for three weeks and would definitely recommend this vacation home. The owners were very friendly and responded promptly to any questions I had. We thoroughly enjoyed our stay at this home.

Responds fast! avg. 47 minutes

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Price per night from

$152

Luxus Villa Orlando Lake View Hi-Speed WIFI near Disney Universal SeaWorld

Kissimmee house

4 bedrooms / 4 bathrooms / sleeps 9

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Price per night from

$212

Westgate Town Center

Kissimmee hotel apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$207

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