Kissimmee City Rentals

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1,013 Houses

Vacation Village at Parkway: 1-bedroom Type B, Sleeps 4, Kitchen

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 26 minutes

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$178

8164 Windsor Palms Resort

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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$150

Great rentals within 20 miles that match your search

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$194

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$171

Wyndham Bonnet Creek Resort

Orlando hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 53 minutes

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$339

“Great Family Memories” We give this home an A+!! Everything about it from the appearance, to the owner (Liz), to the location, and the management company combine to give you unprecedented good customer service that insures a great experience. Everything is geared towards you! The house is actually even nicer than the pictures depict!! We had 5 adults and one child stay and there was plenty of room for everyone. We loved the layout. Our granddaughter squealed with delight when she saw the Mickey Mouse room. She even asked to go to bed several nights!! We enjoyed going to nearby outlet malls, Disney, Disney Springs, restaurants close by, and even grilling out on the patio while family members swam in the pool. The game tables in the garage provided some lively competition. The greatest compliment you can give a place is to say you would return again. When we come back to this area again, Pilgrim's Paradise will be at the top of our list to stay at again! Liz made everything run smooth and was a delight to work with!! Thanks for sharing your beautiful villa with our family!!

Responds fast! avg. 1 hour 56 minutes

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$190

Updated Villa with Pool & Spa Near Disney!

Clermont house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Awesome” My wife and I stayed here and loved it. The house was clean and comfortable and had all the amenities needed for a vacation home that truly was a home away from home. The pool and spa were the perfect way to start and end the day after the parks and were very private with fencing and shrubs surrounding them. I've rented other homes in the area this was the best and I will definitely be coming back with the whole family. Excellent 5 stars

Responds fast! avg. 1 hour 17 minutes

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Price per night from

$155

Cozy One Bedroom Villa in Gorgeous Resort & Spa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$181

Two-Bedroom Villa

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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$493

Responds fast! avg. 2 hours 21 minutes

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$345

3 bedroom Townhouse close to Disney

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$339

Orlando Florida - Westgate Lakes Resort!

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$152

Responds fast! avg. 30 minutes

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$114

Windsor Palms 4/3 Pr. Pl., Hot Tub, Jacuzzi/Games

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Amazing house!” We have amazing family time! This house is excellent with great location! We'll be back soon! I recommend

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$177

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$144

2 BD Bonnet Creek in Gates of DisneyWorld

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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$287

The Haven Emerald Island close to Disney Parks

Emerald Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 13 minutes

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Price per night from

$173

The Fabulous SKC Villa

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$173

LUXURY 3BR 3BA WINDSOR HILLS POOL TOWNHOME 2 mi to DISNEY - Sleeps 8

Kissimmee villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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$161

Luxurious 3 Bedroom with Pool and Jacuzzi, near Disney

Kissimmee hotel apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Clean and secure.” Close to everything that we had planned. Loved the security. Nice pool and grounds. Quiet area ,well maintained.

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$98

Regal Oaks at Old Towne

Kissimmee villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$127

AWARD WINNER, 5 STAR VILLA. Space, Luxury, Unique private sunny corner

Reunion villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Fabulous Location” From my initial contact with David I found that he responded promptly with any queries that I had and provided me with information on the Reunion Resort and the Kissimmee area. Arriving late on the Saturday evening, welcoming lights had been left on within the villa revealing a superbly decorated and immaculately clean home. The villa was suited to our family needs with 4 ensuite bedrooms. The provision of free wifi was a bonus for the younger family members. During our stay the well equipped kitchen with high quality utensils, including a kettle, was used to cook numerous meals. Our family did make use of items provided for guests such as sat-nav, beach towels and Tommy Bahama beach chairs which proved useful when we visited Clear Water beach. Craig from the Jeeves management team welcomed us on our first day and provided us with information on the Reunion Resort pointing out the community pools etc. The gym appealed to the enthusiastic among us. The Reunion Resort was easy to find with the instructions provided by David, unlike the 192, we experienced no traffic delays from the Disney Parks using the i 4. Publix supermarkets are located nearby. I can now understand why 7720 Link Side Loop, Patriots Landing is named 5* Villa Orlando. It certainly deserves the awards it has received. In my opinion there is a highly professional combination with David the owner and Jeeves the management team offering a high quality service and accommodation to renters. I recommend this villa and the Reunion Resort to any family contemplating a vacation in Orlando. I hope that when I return to Florida that this accommodation will be available on our chosen dates as I doubt if we will be able to find better. David thank you for all your help and playing your part in making our vacation to Florida successful and enjoyable.

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$378

“Perfect Vacation Home” Great home, well laid out, perfect vacation home for the whole family. Clean, well equipped. Great location of Southern Dunes on a beautiful golf course. Had our family visit for two weeks and there was plenty of room for all our children and grand children. Would definitely recommend it to all my friends and would go back again.

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$155

Vacation Villa near Disney with Wireless Internet.

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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$115

❤️ Super Cozy Home 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!!

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$253

“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 :)

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$229

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. 3 hours 15 minutes

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$193

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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$224

From $110/nt,Near Disney,Seaworld,Convention Center,4br/3ba townhome with hottub

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 27 minutes

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$132

"HAROVIN" Disney-Family Vacation-Orlando-Florida

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$148

Two Bedroom condo in Windsor Hills close to Disney

Kissimmee apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

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$144

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$171

Orlando / Gated Golf Community / Ventura / 3 Bed/

Orlando condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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$96

Discount.. Waterview - 3BR Water View Villa

Davenport villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$103

Luxury Lakeside House with private solar heated pool and spa

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

“Very nice.” We had a great time. The house was clean, accommodations were very nice. The kitchen light started to burn out. One call & it was fixed quickly. We would go back.

Responds fast! avg. 3 hours 25 minutes

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$160

Rainbows End 3 bed & Bath - Florida Villa - Private Pool & Spa

Clermont villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Better than a hotel” The villa is located in a nice,quite environment but close enough to Disney and to shopping opportunities. It is fully equipped with everything you would need, a lot of entertainment facilities are available. Too bad that the little children costumes in the closet wouldn't fit any of us. We very much enjoyed the calm environment after a long day spent in Disney World. Thanks for the pleasant experience hope we can return some times!

Responds fast! avg. 1 hour 1 minutes

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Price per night from

$161

Jenny's Disney Escape 5 miles from Disney!!

Reunion house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

“Wonderful home!” We can not say enough great things about this rental! The home is gorgeous, even nicer than pictured, the area is very quiet and safe, the drive to Disney is very convenient and the owner is wonderful! Every email I sent was answered right away by Jenny and she even checked in on us during the visit to make sure everything was ok! She even thought to include "essentials" that I didn't remember to buy. Our family will be staying here again (as soon as we save up for Disney again)! :0)

Responds fast! avg. 43 minutes

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Price per night from

$138

Luxury Florida Villa (Pool, FREE Wi-Fi, Gameroom)

Davenport villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Fantastic place to stay!!!” The owner and property manager are courteous and prompt to our inquiries. The villa was in great shape.

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Price per night from

$144

Viewing 38 of 1,013
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