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Vacation Rentals & House Rentals in Kissimmee

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320 house rentals

New Opening 5Br/3Ba Hot Tub/Lake View,Close Disney,Seaworld,Convention Center

Kissimmee townhouse

5 bedrooms / 3 bathrooms / sleeps 12

“Ok” Overall it was fine..checkout was at 11 and at 10 cleaners knocked on door and then preceded to sit in driveway waiting for us to leave. There was no dish soap or soap in bathrooms which would have been nice.

Responds fast! avg. 1 hour 40 minutes

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$117

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. 1 hour 32 minutes

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$266

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

Kissimmee villa

6 bedrooms / 5 bathrooms / sleeps 14

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$148

From $80/nt,4br/3ba townhome with hot tub/lake view,Near Disney,Seaworld

Kissimmee apartment

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 40 minutes

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$106

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

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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$117

From $80/nt,1.5 Mile to Disney ,1808 sqft 4br/3ba townhome with lake view

Kissimmee apartment

4 bedrooms / 3 bathrooms / sleeps 8

“Great location” We had great times in Oakwater, all was perfect! The house is fully equipped, all is clean, new and works perfect!It is an ideal location, close to everything. Near the home are so many great restaurants such as: Bonefish, Longhorn, Golden Corral, Ihop, Bahama Breeze, Buffalo Wild Wings, Flippers Pizza*, Red Lobster and lots more! The super target is within 2 min as well as the Publix.It is also located in very quiet area. There are great sports facilities, tennis court, and the pool area itself is fantastic. We enjoyed it very much and the pool s huge and warm !!! We loved it and will definitely recommend to our friends and family!

Responds fast! avg. 1 hour 40 minutes

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$106

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

From $90/nt,Near Disney,Seaworld,Convention Center,4br/3ba townhome With HotTub

Kissimmee apartment

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 40 minutes

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$106

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. 1 hour 32 minutes

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$266

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.

Responds fast! avg. 3 hours 21 minutes

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$172

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

Kissimmee villa

7 bedrooms / 5 bathrooms / sleeps 18

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$146

DEAL! 4BR Pool Home,2 King Masters,ROKU Apps, HBO,GameRm,WiFi,BBQ-Orlando/Disney

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 9

“great home” great time was had by all, house was spacious and comfortable. the pool was great fun for the kids. would rent again

Responds fast! avg. 1 hour 37 minutes

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$155

5 Star Rated Disney Adventure Villa at Windsor Hills Luxury Villa New Water Park

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 16

“Perfect localtion and great house with a perfect pool.” I'm a rookie at time sharing, but the owner helped me all the way. We saved money by staying here instead of inside Disney. The location was only 10 to 15 minutes for all of the Parks.

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$259

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 37 minutes

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$144

Brand New 9br/6ba pool villa from $300/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. 1 hour 32 minutes

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$332

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. 30 minutes

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$141

❤️ 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

NEW 2016 Vacation rental home near Disney

Kissimmee villa

8 bedrooms / 6 bathrooms / sleeps 16

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$378

Amazing - Lakeside Orlando Pool Home! (Pool Heat included from Nov 1 to Mar 31)

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 49 minutes

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$149

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

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

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$82

Disney World Area, Pet-Friendly, Vacation Home

Kissimmee villa

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 46 minutes

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$101

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

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 7

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$76

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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$111

1.5 Miles to Disney, Luxury Villa at the Oakwater Resort

Kissimmee villa

2 bedrooms / 2 bathrooms / sleeps 5

“Loved our trip!” Great place, very convenient to Disney parks. Owner was always very quick to respond to messages. Would definitely recommend to anyone traveling to the area. Thank you!

Responds fast! avg. 13 minutes

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$88

FloridaNearDisney from $89 per night/$623 per Week

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

“Villas at Seven Dwarfs Lane” This gated community offers a wide range of activities including Tennis volleyball and netball courts a children's water play area, paddleboats and fishing on the lake a lare pool and Clubhouse. A small poolside bar serving drinks and snacks completes the amenities. The staff in the Clubhouse and on the gate were friendly and helpful. My only complaint would be the complete lack of recycling facilities which would be so easy to implement. A horrific amount of garbage is just compacted and obviously goes to landfill. Other than this I would thoroughly recommend Flipkey and this venue.

Responds fast! avg. 1 hour 45 minutes

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$100

GATED RESORT Heated Pool/Jacuzzi, TIKI Bar, GYM, 4 BR with private pool, WiFi

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 37 minutes

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$126

Beautiful Lake Marion 2-bed in Palm Tree Paradise

Kissimmee villa

2 bedrooms / 2 bathrooms / sleeps 4

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$89

To Infinity & Beyond - Wonderful family vacation home just 1.5 miles to Disney!!

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 8

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$107

❤️ Harry Potter Theme room Muggles will Love! Minutes to Disney ❤️

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 8

“Birthday Trip!” I do believe this might have been the funnest trip I've ever taken in my life. Having every single thing just minutes away from you was such a delight and such a pleasure to not have to drive around constantly in the car. This community is gated and seems like a really fun place to actually buy a vacation home. Actually, while we were there we looked into it and might be doing the same thing that this particular person is offering on TripAdvisor as well! First of all, the house was just absolutely amazing... Bigger than my own home even. It was just me, my son and my husband and our house was absolutely humongous. We actually had thought we would have another family with us but it fell through. Everything was clean and perfect. There were many things like dishwasher, laptop, printer, hair dryer, straightener, toiletries, food! When we arrived, we already had some basic needs that were furnished To Us by the owners. It was such a treat to see that they really cared about us to furnish those things! There was a perfect screened in porch out the back over looking a little bit of a water marsh where we got to watch the birds everyday. The wildlife in our particular yard was extremely delightful. From frogs to lizards two birds two cranes we had an amazing time when we were relaxing at home. To my delight, there were also three swimming pools in the complex. One of the pools were in the middle of the community which was right down the street from our home, then there were two others inside the clubhouse which were also fantastic. We really enjoyed the hot tub and sitting underneath the shelter when it started to rain. Since I knew it would be very hot and we would be extremely exhausted, I asked for a maid service halfway through our vacation and I'm so happy I did. It was nice to come home after dinner to a 100% clean house with clean towels and everything perfect. I recommend that you get the service as the cleaning lady does an excellent job! The next time we booked our Walt Disney World vacation I will be using this home again without a doubt. Even though we stayed 7 days, we still did not get to see everything that we wanted to. Next time we come down we are doing 10 to 12 days for sure and cannot wait to come back to Vista Del Lago. I was really surprised on how many friends we made while we were there!! If you are looking for a family home that could easily sleep 7 people, please do yourself a favor and book this, you will be so glad that you did!!

Responds fast! avg. 1 hour 20 minutes

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$189

Sunset Lake View with private pool-Less then 8 minutes away from Disney

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 14 minutes

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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

***NEWLY RENOVATED 2020 - Private Pool - Gated Resort - Free WIFI - Near DISNEY!

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

“Great family rental with plenty of space!” Great rental! Lots of space for our family to spread out and our kids loved the private pool! We will never stay in a hotel again!! We stayed during Hurricane Matthew and felt very safe! Super close to any store/restaurant you could ever want and less than 10 minutes to Disney! The owner Manuel was super easy to work with and very accommodating! I can't say enough about him! My only "negative" comments would be we were not aware toilet paper, garbage bags and paper towel were not unlimited. We ran out during Hurricane Matthew when stores were closed but with a quick email to Manuel, the Clubhouse had some on our doorstep in 10 minutes! Also, the pack n play at the home for our son was not quite as sturdy as what we have at home. But again, after speaking to Manuel I was told he has an actual crib to rent as well.

Responds fast! avg. 1 hour 56 minutes

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$181

⭐Simple Town Home - Best Deal - Nearby Walt Disney World, Universal, Seaworld⭐

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 8

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$83

Venetian Bay Village 3 Bedroom Townhouse

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 8

“MAGICAL EXPERIENCE.” Our stay at the Venetian Bay Townhouse was a wonderful experience everyone should experience. It feels like Home away from home. It was secure the amenities were great. And the check-in process was seamless. Everything from the workout facility to the swimming pool was amazing. This should be apart of everyone's Florida experience.

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$89

Magical Ears Villa - Just Minutes From Disney!!

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 8

“Just magical” This home was amazing very clean and the home owners Kristi and Mario very nice and get back to you really fast with any question you have. The kitchen and the rest of the house has everything thing you need to enjoy your vacations. I really enjoyed my stay here and would recommend it to anyone.

Responds fast! avg. 2 hours 3 minutes

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$132

✿Secret Home of Love+Fun | Charming & Beautiful Retreat | Everything Pleasing!✿

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

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$83

$500.00 Weekly !!!! 5 Minutes from Disney !!!!

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 23 minutes

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$94

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