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Vacation Rentals & House Rentals in Kissimmee

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3,206 house rentals

Fantasy Pool Home

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 5 minutes

Match: Private outdoor pool (heated)

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Price per night from

$131

The Charming Mickey's Tree House,

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 9

“Awesome vacation!!” My husband and I took our 3 year old daughter and had a wonderful time. The house had everything we needed and more. We felt right at home from the time we got there until the time we went home. The pool and hot tub were perfect and with the fence around the pool, we did not have to worry about our little girl. The location of the house is perfect and we could not have ask for better weather. Geoff was very helpful and gave us several suggestions of things to do while we were there. We will be planning another vacation in 2013 and definitely plan to stay in this villa again.

Responds fast! avg. 3 hours 47 minutes

Match: Private outdoor pool (heated)

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Price per night from

$115

ANY WEEK IN ( JUNE, JULY & AUG ) $1599 (includes TAXES & Final Cleaning)

Kissimmee house

4 bedrooms / 5 bathrooms / sleeps 10

“Awesome Stay!” Can't say enough great things about this property. It was everything as described and pictured. The location was perfect being only about 20 minutes from the Disney parks. The pool, which is beautiful, was a welcome addition after spending a day at the park. Everything about the home is fantastic. The quiet setting was also a treat to come home to after spending busy days at the parks. Our host, Mr. Randenella was always prompt when asking questions. He definitely takes pride in his home as is evident in the way it is taken care of. Our whole family was sad to leave and can't wait to return. This home made our dream vacation very memorable. We will definitely recommend this property to others and hope to return again soon.

Match: Private outdoor pool (heated)

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$227

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

Match: Private outdoor pool (heated)

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Price per night from

$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

Match: Private outdoor pool (heated)

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Price per night from

$125

Kissimmee Windsor at Westside's "The Second Star to the Right" vacation home

Kissimmee villa

7 bedrooms / 6 bathrooms / sleeps 17

Match: Private outdoor pool (heated)

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Price per night from

$355

New Opening 8br/6ba pool villa from $260/nt ,Close to Disney

Kissimmee house

8 bedrooms / 6 bathrooms / sleeps 18

“Family vacation” This by far was the best we went to. There is something for everyone to do down to the kids, the house was beautiful.

Responds fast! avg. 32 minutes

Match: Private outdoor pool (heated)

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Price per night from

$297

New Opening 9 Br/6 Ba luxurious Pool House from $300/nt, Close To Disney

Kissimmee house

9 bedrooms / 6 bathrooms / sleeps 18

“Great time!” House was a perfect fit for my family. We had a great time and plan on making this a yearly trip. Central to everything, but far enough away you didn’t feel trapped. Would highly recommend it!

Responds fast! avg. 32 minutes

Match: Private outdoor pool (heated)

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Price per night from

$401

✨Disney Dreams ✨Windsor Hills 3BD/3BA w/FREE Pool Ht & Welcome Package

Kissimmee house

3 bedrooms / 9 bathrooms / sleeps 8

“A Magical Stay” What's not to love about this home! First and foremost Brandie herself is a genuine person who really cares about the people who stay at her home. From the initial contact of a personal phone call, to her follow ups on every little question, to her wishing us a safe trip to a thank you and welcome home at the end, Brandie is truly a great family person! The home itself was as described in other reviews and more. The location to the clubhouse could not have been better. A short walk down the path (100yds maybe) and the kids were relaxing by the lagoon pool! The added security of a gated community provided additional piece of mind even though you are only 5mins from Disney. The staff at the community became like family before we left. Friendly, cheerful, always willing to stop and talk about anything and everything! The home itself is exactly as pictured! Clean and comfortable made for it enjoyable to return home for afternoon breaks from the park. The Disney bedroom was the room of choice for our youngest! The downstairs bedroom provided a nice separation for our oldest to have her space when exhaustion took over:). We have rented homes before when traveling to Disney and Brandie's is at the top of the list! From location, ease of access, amenities, cleanliness, comfort and exceptional (what I will call) customer service and value, you won't find a better place to stay or person to work with then Brandie and her home!!! We will definitely be back again!!! Thanks Brandie :)

Responds fast! avg. 29 minutes

Match: Private outdoor pool (heated)

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Price per night from

$161

Fresh poolvilla with free WI-FI and BBQ

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

“Great stay!” When we got to the house it was very clean and felt cozy like you are in you own house. The pool was also great not to mention the kitchen was absolutely good they got everything we needed it to make a good mealfoe my family and save some money.

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Price per night from

$120

4/3 Private Lakefront Town Home at Storey Lake Resort-Near Disney Theme Parks

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 54 minutes

Match: Private outdoor pool (heated)

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Price per night from

$159

Disney Area 5 Bedroom Home at Veranda Palms

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 14

Responds fast! avg. 1 hour 21 minutes

Match: Private outdoor pool (heated)

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Price per night from

$229

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

Match: Private outdoor pool (heated)

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Price per night from

$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

Match: Private outdoor pool (heated)

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Price per night from

$284

Brand New 8br/6ba pool villa from $260/nt ,Close to Disney

Kissimmee house

8 bedrooms / 6 bathrooms / sleeps 18

“Mrs” Me and my family really enjoyed staying at the property rental it was ever thing we need in a vaction rental.

Responds fast! avg. 32 minutes

Match: Private outdoor pool (heated)

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Price per night from

$308

5 Bed Luxury Vacation Home in Kissimmee FL

Kissimmee house

5 bedrooms / 5 bathrooms / sleeps 10

“Great home & location.” Beautiful and private, with plenty of space. My family enjoyed our stay here. Loved the location and spaciousness of rooms as well as pool & backyard.

Match: Private outdoor pool (heated)

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Price per night from

$206

4678CLD. 4 Bed Pool Home In Cumbrian Lakes With Games Room

Kissimmee house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Private outdoor pool (heated)

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Price per night from

$169

“Wonderful, Relaxing, Well Worth it!” We loved this home it was larger than expected. The pool area was outstanding, we had warm sunshine all day and pool was very warm. We also saw alligators & birds almost everyday! Close to all amenities, we walked neighborhood daily and it was very safe, neighbors would wave hello. Robert was very helpful and truthful about everything he described about his home , we will definitely rent again!!

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$201

Luxury Lakeside House with private solar heated pool & spa

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 13

“Wonderful vacation home” I rented this house for 6 days for our family’s Disney vacation. The house was wonderful. Great location, very clean. Everything we needed was provided. Would definitely book again.

Responds fast! avg. 2 hours 52 minutes

Match: Private outdoor pool (heated)

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Price per night from

$143

Magnificent 5BR 4BA Villa in Seasons, Kissimmee

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 10

Match: Private outdoor pool (heated)

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Price per night from

$167

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

Match: Private outdoor pool (heated)

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Price per night from

$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

Match: Private outdoor pool (heated)

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Price per night from

$202

House of Views - Private SF Pool, Lakeview, GamesRm, WiFi

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 6

“Great Family Getaway” This was a beautiful well decorated house. The pictures really did not do it justice, but more than the house we fell in love with the Crescent Lakes community. We were really close to all of the major attractions and shops but out of the hustle and bustle of the city. It honestly felt as if we were in the country. There is wildlife everywhere you turn, from the resident alligator that came to welcome us the first day to the many species of birds. We even saw a deer come out the woods behind the house. The kids really enjoyed it. We took walks everyday from the house to each of Crescent Lakes two parks. There is also 24 security service that drives around. It makes you feel very secure. As for management, I must say they were quick to resolve any issues we had. This was one vacation that we will never forget and are sure to repeat.

Responds fast! avg. 1 hour 46 minutes

Match: Private outdoor pool (heated)

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Price per night from

$155

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Price per night from

$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.

Match: Private outdoor pool (heated)

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$172

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 amenities of Home.Close to Super Walmart, Publix and Restaurants. The only thing that could of been a little better was the pool, it needed to be vacuumed and the pool person never showed up for the 9 days that we were there, and all the management company said was they weren't sure what day they would be there. But other than that it was great! Very quiet gated community! Was very safe! I highly recommend staying at this home.

Match: Private outdoor pool (heated)

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Price per night from

$160

Stunning Home at Paradise Palms Resort

Kissimmee house

6 bedrooms / 5 bathrooms / sleeps 12

Match: Private outdoor pool (heated)

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Price per night from

$549

** The Beautiful Palm Oasis Villa at Emerald Island Resort **

Kissimmee villa

7 bedrooms / 6 bathrooms / sleeps 16

Match: Private outdoor pool (heated)

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Price per night from

$286

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

Match: Private outdoor pool (heated)

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Price per night from

$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

Match: Private outdoor pool (heated)

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Price per night from

$137

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

Match: Private outdoor pool (heated)

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Price per night from

$160

Scotman's Retreat

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 11

Match: Private outdoor pool (heated)

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Price per night from

$206

CDV4776 VILLA 6 BED/5 BA (SANITIZED)

Kissimmee villa

6 bedrooms / 5 bathrooms / sleeps 16

Responds fast! avg. 2 hours 8 minutes

Match: Private outdoor pool (heated)

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Price per night from

$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.

Match: Private outdoor pool (heated)

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Price per night from

$155

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

Match: Private outdoor pool (heated)

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Price per night from

$189

New 9br/6ba pool villa from $280/nt,Close to Disney

Kissimmee house

9 bedrooms / 6 bathrooms / sleeps 20

“Nice house for large family” The house itself is very attractive. The bedrooms were very well appointed. There were sufficient towels and plates, silverware, glassware, etc., for our party. Our major problem was the parking. It is a very over-crowded community and we had five cars (to be expected in a six master-bedroom house that fits 18+), and we often had trouble parking near the house. My only other complaint (if you could call it that) was the trash. We had one large trash can and it got picked up on Monday morning. We were there for six full days with 13 people, so we easily refilled it up and then had multiple loose bags with nowhere to put them through the end of our stay. No recyclable can was available, either, so recyclables had to go in trash bags. Owner was easy to work with. Thanks for a very nice home!

Responds fast! avg. 32 minutes

Match: Private outdoor pool (heated)

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Price per night from

$355

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

Paradise Found Kissimee Rental

Kissimmee house

4 bedrooms / 2 bathrooms / sleeps 8

“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 the kitchen which is where we played cards and games. It was also nice to have a large dining table so our whole group could eat together. The setting is beautiful, having the lake view out the back. This was a wonderful home base for our family while in Florida for our son’s wedding!

Responds fast! avg. 1 hour 44 minutes

Match: Private outdoor pool (heated)

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Price per night from

$126

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