Vacation Rentals & House Rentals in Kissimmee

Updating...

age 0-16
1224 Results

Relevance

Price: low to high

Price: high to low

Reviews

1,224 house rentals

Fantasy Pool Home

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 2 minutes

Match: Garden

All filters match

Price per night from

$144

5Br/3Ba townhome with hot tub/ lake View,Close Disney,Seaworld,Convention Center

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

“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 27 minutes

Match: Garden

All filters match

Price per night from

$149

Spacious 4-bed lakeside pool villa near Disney

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Great Location” We stayed from Saturday to Saturday. Overall the house was good. Pros: Clean, spacious, close to Disney Parks, close to stores, very quite place, easy access, comfortable furnitures, Cons: master bedroom was hot, internet service went down mostly at night time like it has a timer at night, and odd times during day time only for few minutes, the pool only the first day when we arrived pool was with cloudy water and water very hot all the time, we think the heater was on. Cable TV, we had two afternoons that we had no signal. The house has two blenders both not working. No raw meat knife, we had to buy our own for cooking. We wanted to use the garage to place our car, it has many objects we could not use it.

Responds fast! avg. 1 hour 57 minutes

Match: Garden

All filters match

Price per night from

$162

Luxury 4 Bedroom Villa with Private Pool, 2 Miles from Disney

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great Stay” The house was a better option than hotel rooms. The house was very clean and they had everything necessary for a pleasant stay. They also provided pool towels for the pool or jacuzzi. The jacuzzi was nice and hot and a good option in the evening. Each bedroom had a TV and they had a pool table in the garage. It's a quiet neighborhood. It's not far from Disney or Walmart for groceries.

Responds fast! avg. 2 hours 44 minutes

Match: Garden

All filters match

Price per night from

$121

Close to Disney,Seaworld,Convention Center,4br Townhome with Hot Tub

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Great Family Friendly Home” We had a blast. It felt safe and secure. It was clean and spacious. I have a large family of 9 and everyone had plenty of space. Quiet but friendly neighbors. Amenities were awesome. Hot tub was so relaxing. We had a great time.

Responds fast! avg. 1 hour 27 minutes

Match: Garden

All filters match

Price per night from

$132

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.

Match: Garden

All filters match

Price per night from

$92

5br/3ba townhome with hot tub,Near Disney,Seaworld,Convention center

Kissimmee apartment

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

“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 27 minutes

Match: Garden

All filters match

Price per night from

$138

From $110/nt,4br/3ba townhome with lake view,Near Disney,Seaworld

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 27 minutes

Match: Garden

All filters match

Price per night from

$132

9 Br/6 Ba luxurious Pool House from $380/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. 1 hour 27 minutes

Match: Garden

All filters match

Price per night from

$345

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 27 minutes

Match: Garden

All filters match

Price per night from

$345

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: Garden

All filters match

Price per night from

$253

“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 27 minutes

Match: Garden

All filters match

Price per night from

$150

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

Match: Garden

All filters match

Price per night from

$160

From $100/NT,1.5 Mile to Disney ,1808 sq ft 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 27 minutes

Match: Garden

All filters match

Price per night from

$121

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

Match: Garden

All filters match

Price per night from

$193

Big and Beautiful 9Bed/6Bath Home, Minutes Drive to Disney

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 22

Match: Garden

All filters match

Price per night from

$1,144

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.

Match: Garden

All filters match

Price per night from

$195

5*Modern Hidden Treasure Pool Villa

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 4 minutes

Match: Garden

All filters match

Price per night from

$166

9br/6ba pool villa from $380/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 27 minutes

Match: Garden

All filters match

Price per night from

$402

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.

Match: Garden

All filters match

Price per night from

$241

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!

Match: Garden

All filters match

Price per night from

$189

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

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Garden

All filters match

Price per night from

$207

⭐⭐⭐Disney Contemporary 3 ⭐⭐⭐

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

“Cheerleading Comp” We had a great time and the house was more then we could ask for. There was so much room the beds were all very comfortable . The house was clean it ready for our stay on time. The pool was clean large area to sit and relax. The rooms were large and had lots of room for your things. The area is very quiet and close to everything. I will for sure rent this home again in the future and would recommend to friends and family.

Match: Garden

All filters match

Price per night from

$281

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

Match: Garden

All filters match

Price per night from

$132

“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.

Match: Garden

All filters match

Price per night from

$1,032

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.

Match: Garden

All filters match

Price per night from

$201

❤️ 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!!

Match: Garden

All filters match

Price per night from

$253

4BR/3BA 1650 sqft Condo from $100/nt, 2 Miles to Disney

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Excellent Location” THis place was great for our family we stayed for 12 days and have no complaints. We will try to stay next year as well. Thank you

Responds fast! avg. 1 hour 27 minutes

Match: Garden

All filters match

Price per night from

$115

Disney Pool Home - Pet Friendly

Kissimmee house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 7

“EXCELLENT Property, location and Owner!!” We can highly recommend this Vacation rental property, the location is perfect, very close to the Disney parks, restaurants with varied cuisines, major freeways, etc. The home and pool were EVERYTHING we'd hoped for, it was a very well maintained property, it lacked nothing as everything we required was provided including FREE WiFi! The communication with the owner, Joan, was FIRST CLASS! From the booking thru the rental period and followup afterwards was a very pleasurable experience, we are VERY PLEASED!! We looked at quiet a few PET FRIENDLY properties (we have 3 small dogs) before deciding on this property, mainly due to amenities, location, etc and are pleased to further recommend this property and owner for your vacation property needs! Additionally, we plan on booking this property again if available during out next vacation in the Kissimmee/Orlando area, why look anywhere else?? Our many thanks to the owner Joan and the Property Management for making our stay very memorable!! Thank you Joan!! Mike and Karen Ford

Match: Garden

All filters match

Price per night from

$167

Roughtallys Villa

Kissimmee villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

“HOME away from HOME” This property has everything you need for your stay just take your clothes. Property is spacious and well kept. I highly recommend it.

Match: Garden

All filters match

Price per night from

$316

Windsor Palms Resort/southwestPool/GamesRoom/Gated

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Cozy and great location” Stayed for wife's birthday and it was great. Cozy home with all the extras. Big screen TV to watch the games, gameroom to keep the kids entertained, pool was nice size.10 to 15 mins away from the mouse named Mickey. I Will come again. Recommend 100%. Owner communication is superb...

Match: Garden

All filters match

Price per night from

$401

“Budget friendly, spacious home” We loved staying only a few short miles from Disney in a home that could accommodate our large family. Parking was very tight, but we managed. The home offered plenty towels, bedding, dishes, flatware, etc. for our large crew. I was, however, glad I packed some cookware as it would have taken a much longer time to feed a large group with the small cookware provided. I was impressed with how no one had to take cold showers as the hot water heater was able to keep up with everyone taking showers for church on Sunday morning. The air conditioning worked perfectly & the owner had recently purchased a brand new grill. We did have difficulty getting some of the electric outlets to work and one of the overhead lights did not work at all in one of the bedrooms. There were a few issues with ants and roaches when we first arrived, but we purchased bait plus the exterminator came on her regularly monthly visit while we were there & took care of the issue. I guess the biggest inconvenience was that there were no shelves on the refrigerator door. The house would have been perfect had refrigerator had those shelves or there had been a second refrigerator in the garage/game room. It was inconvenient to have to go grocery shopping every 2-3 days because the refrigerator would not hold enough food for a large group. The washer & dryer, however, were huge & plenty big! There were a few other minor issues, but we decided we would rather live with them than have to stay at the house & wait for the management company to come & deal with them. Overall, I would recommend this home to anyone. The owner is obviously trying to keep the house up.

Responds fast! avg. 1 hour 27 minutes

Match: Garden

All filters match

Price per night from

$264

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.

Match: Garden

All filters match

Price per night from

$149

Disney Memories. Beautiful 4 Bedroom, 3 Bath,

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 57 minutes

Match: Garden

All filters match

Price per night from

$172

5 DAY MINIMUM STAY *Lakeside Retreat Near Disney, Orlando and Beaches*

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Garden

All filters match

Price per night from

$161

Family Friendly 4Bd PV Pool * Storey L Resort 4896

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Garden

All filters match

Price per night from

$144

Amazing 4 Bedroom Close to Disney *Compass Bay Resort 5161

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Garden

All filters match

Price per night from

$101

Family Friendly 5 Bedrooms Home Close to Disney 4849

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 13

Match: Garden

All filters match

Price per night from

$155

Viewing 38 of 1,224
rentals in Kissimmee

×

Also consider