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Vacation Rentals & House Rentals in Kissimmee

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1,321 house rentals

Spacious 4-bed lakeside pool villa near Disney

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

“Peaceful location with stunning views” We had a wonderful holiday in this lovely villa. It is spacious and well appointed everything was beautifully clean. The estate is quiet and peaceful considering how close it is to the 192 and all it has to offer this is a pleasant surprise. The villa has a wonderful view from the pool area, watching the local wildlife with a cuppa in the early morning is a real treat . The pool area is also very private and not overlooked from either side. The only thing that could be improved is the air conditioning system could be left at a constant temperature as it could be hot and uncomfortable at night and ceiling fans were a bit noisy to leave on.

Responds fast! avg. 1 hour 50 minutes

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$137

Luxury 4 Bedroom Villa with Private 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 and the alarm system that secured our safety. I also like the pool tables, and how close the area is to Disney. The experience was wonderful!!!!!

Responds fast! avg. 1 hour 8 minutes

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$125

Luxurious 3 Bedroom Townhome-1.5 miles from Disney

Kissimmee villa

3 bedrooms / 3 bathrooms / sleeps 7

“Great Experience” The villa did not disappoint and was a great place for my family and I to stay during our world wind visit to Disney. I would recommend this place to anyone who is going to Orlando with a large group :-)

Responds fast! avg. 1 hour 40 minutes

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$97

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 year.

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$92

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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$149

Sunburst Villa

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 10

“Excellent” What a gorgeous property! We have stayed at a number of houses around Kissimmee over the last few years, and this one is one that we definitely will look at renting again. The pool was perfect and private, the house was tastefully decorated, towels and linen were plentiful, free wi-fi was a huge bonus, and the game room was great. All the beds and furniture were comfortable. The owners were a pleasure to deal with, and very understanding with all our questions and requests. The gated neighborhood was very nice and felt safe. Each Disney park was within 10-15 mins of the property. Universal about 25 mins. Walmart about 10 mins. All in all, the house was great, the location was perfect, and the owners a pleasure to deal with! Thanks

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$208

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 are great but the villa is even more stunning when you are there. We all loved the fabulous big comfortable beds, they were fit for a palace. There was nothing that hadn't been thought about. If you book this villa, you will have the most fabulous time and won't want to go home!

Responds fast! avg. 3 hours 20 minutes

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$284

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

Kissimmee villa

6 bedrooms / 5 bathrooms / sleeps 14

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$242

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

1 mile from Margaritaville/Island H2O and 3 miles from Disney World

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

“Close to Disney” This house was perfect for our family's first visit to Disney. It's very close to the parks, so getting to the parks right as they opened every day was no problem at all!

Responds fast! avg. 2 hours 41 minutes

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$131

Sleeps up to 10 in this fully equipped home- Calabria in Kissimmee

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 10

“Great” Great and awesome we really enjoyed it. The front room TV volume was going in and out sometimes but overall it was great. The rooms was nice and comfortable and we loved both master bedrooms. The game room is something we need at our house and the pool are with the screen in porch was amazing. Thanks again we appreciate it

Responds fast! avg. 2 hours 6 minutes

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$202

✦Rest in This Phenomenal Family Villa✦Cozy Baby Friendly Rooms = Restful Days✦

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

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$101

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$86

The Retreat - Explore Disney & Florida in style

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 10

“Wonderful Vacation Spot” The Retreat is a great place to stay with your family. The accommodations were well equipped, clean and a it's a great location. Brian is responsive and very nice to work with. I could not say anything bad about The Retreat.

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$172

Disney themed villa/private pool/tub.

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 9

“Amazing vacation” The house was perfect. Everything was great. House looks just like the pictures. George was a great host. Very nice and made it feel like a second home. Cant wait to go back.

Responds fast! avg. 13 minutes

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$184

Villa Journey - 3 miles from Disney, 2 Masters and a Private Pool & Spa!

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

“Great property for the whole family.” It was a great property for the family and a very good location. But because of the cold weather during our stay we could only use the pool and spa one day, and in this time of the year the sun is only in one corner of the pool area.

Responds fast! avg. 2 hours 59 minutes

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$136

5*Modern Hidden Treasure Pool Villa Near All Parks!

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

“Perfect Getaway” This home is the cleanest home we have ever stayed in during the past 10 yrs of vacationing in the land of Disney World. Cathy (owner) was very helpful and was quick to respond to any of our questions. The home is well furnished throughout and we did not want for anything. The pool was wonderful and the large covered lanai and BAR B Q were a nice touch. The security deposit was returned within a week of our arrival back home. We would certainly go back again.

Responds fast! avg. 1 hour 26 minutes

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$137

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

Kissimmee villa

7 bedrooms / 5 bathrooms / sleeps 18

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$242

Free Pool and Spa Heat Offering Total Privacy, 10 Minutes from Disney!

Kissimmee villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 52 minutes

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$160

Scotman's Retreat

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 11

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$206

Luxury 3BR-South Facing Pool, Lake View, Free Spa Heat, BBQ, Games Room-Disney

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 1 hour 46 minutes

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$155

Unit 4- 3 Bedroom Home 2657

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 8

“Bell family vacation” There's just 2 things that I would say that need to be improved on or changed there was no Disney channels for the kids to watch and the couches were very uncomfortable to sit on. But I learned that the house was great the community was great couldn't ask for better beds pillowsI give it a 4 and a 1/2 stars. Thank you again for letting us stay there and make and our family vacation great.

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$102

Grand Palms Resort - Vacation Rental - 3BR, 2BA

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 8

“Great place” Have a great experience there. Very clean very well furnished.quiet place. Have a great time there,s a great pool . thanks

Responds fast! avg. 2 hours 27 minutes

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$114

CDV4776 VILLA 6 BED/5 BA (SANITIZED)

Kissimmee villa

6 bedrooms / 5 bathrooms / sleeps 16

Responds fast! avg. 2 hours 8 minutes

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$228

Delightful Family Villa - South Facing Pool & Spa - Games Room - Prime Location

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 9

“Beautiful Villa” What a brilliant holiday we had in one of Ellis Exclusive Villa's last summer. Lisa, our contact was absolutely brilliant from start to finish. She provided a fantastic welcome pack which included all the essentials we needed to get our holiday off to a flying start, even a lovely bottle of wine. The villa was spotless on arrival, plenty of bedding and towels were provided and the quality of the overall product was second to none. Located close to excellent local amenities and attractions it was a perfect base for our holiday. We loved it so much we have booked to go back summer 2014.

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$155

Caitlins Disney Condo - Spacious and convenient

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 8

“Clean, quiet, comfortable, and roomy!” We have a large family, with 5 kids. We brought my mother with us on vacation, giving us a whopping 8 people to accommodate, for a week and this condo gave us plenty of space and beds for everyone to sleep comfortably! The gated community is great! Clean and quiet with plenty of parking.

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$114

SweetDreamsRUs - 4miles to Disney, Free WiFi, Free Pool Heat, South Facing Pool

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 10

“Beautiful home!” Beautiful home, spacious. There were a few small hiccups, but the homeowner was so attentative! She quickly resolved any issues. The home is close to the parks, not too much time in the car, that was nice. Overall, my family truly enjoyed the stay and we would definitely rent this home again!

Responds fast! avg. 2 hours 36 minutes

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$189

Bella Vida New Phase 6 bedroom Modern Home

Kissimmee house

6 bedrooms / 7 bathrooms / sleeps 12

Responds fast! avg. 1 hour 21 minutes

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$309

✦ 3 Bedrooms 3 Bathrooms Town Home - Few Miles to Disney World ✦

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 7

“Excellent Property” The property we rented at Crestwynd was wonderful. We had an excellent stay in this home, it was so so close to the parks and the other vacationers in the resort was very nice. The home was very clean and my kids loved their theme rooms. We wished we could stay longer, our kids are already asking us when we can go back! When we come back again, we would definitely not hesitate to book this home again!

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$77

La Bella Vita Family Villa in Kissimmee by Disney

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 8

“Perfect” This house was perfect for our florida holiday. We were 2 families each with 2 children and we had all the space you could need to not feel on top of each other, the other double bedroom easily converted to an en suite for the other couple so we each had en suite and the kids had their own bathroom! House really well equipped and lovely decor, lovely and private on the back and on a spacious and quiet development, just a short drive to all the parks, shops, restaurant, excellent location! We were really busy with all the parks so it was so nice to come back to space and the pool and the hot tub were equally an essential and enjoyable part of our holiday along with all the parks! Wouldn't hesitate to recommend/book again.

Responds fast! avg. 1 hour 43 minutes

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$155

LAKESIDE HAVEN, Windward Cay, The "hidden jewel" of Kissimmee

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 41 minutes

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$127

DisneyVacationHome

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 37 minutes

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$149

Private Villa with Security Gate, Sunset Lakes in Kissimmee

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

“Fantastic!” This villa was a great place to stay! Close to Disney parks! You do need a car to get around but everything you need is within a short driving distance. It was awesome! The home itself was clean and well maintained. It was great having a private pool to come back to after we went to the park. We would stay again!

Responds fast! avg. 1 hour 4 minutes

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$149

*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. 3 hours 48 minutes

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$109

Disney Vacation Villa with Lake View

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 6

“Awesome home ❤️ A must stay!” Let me start by saying thank you for allowing me and my family to stay in your beautiful home. Radha was fantastic to deal with. Very professional, responded fast and was very detailed on instructions and cleared about what she expected. I respect her for that. I highly recommend this home!!! It’s beautiful, clean, comfortable, peaceful, beautiful did you hear me a BEAUTIFUL view of the lake! Such a beautiful and peaceful place. The pool was so much fun. My kids enjoyed it and so did we. The temperature of the pool was awesome. The structure of the home was perfect. And the beds were heaven. Everything was perfect. If you want to experience a wonderful place, this is the place to come to. I’m already planning on booking this home again.

Responds fast! avg. 2 hours 3 minutes

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$178

Windsor Luxury 6Bd Villa Southface Pool/Spa BBQ Near Clubhouse Minutes to Disney

Kissimmee villa

6 bedrooms / 5 bathrooms / sleeps 13

Responds fast! avg. 3 hours 10 minutes

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$915

Sunset Dream, Lake Views, Hot Tub, Disney 4 Miles

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 10

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$251

Colonial type Villa in a beautiful setting.

Kissimmee villa

6 bedrooms / 6 bathrooms / sleeps 14

“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 shopping and it didn't take us long to drive to the attractions. All in all we all enjoyed our stay in this very comfortable home. Thank you Paddy.

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$241

Viewing 38 of 1,321
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