Kissimmee City Rentals

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1,073 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

Match: Children's pool

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Price per night from

$178

8164 Windsor Palms Resort

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Children's pool

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Price per night from

$149

Great rentals within 20 miles that match your search

Cozy One Bedroom Villa in Gorgeous Resort & Spa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Children's pool

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Price per night from

$180

Two-Bedroom Villa

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Children's pool

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Price per night from

$492

Responds fast! avg. 2 hours 44 minutes

Match: Children's pool

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Price per night from

$344

Four Bedroom home near Disney/Orlando

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Children's pool

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Price per night from

$121

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 19 minutes

Match: Children's pool

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Price per night from

$344

Wyndham Bonnet Creek Florida at Disney

Buena Ventura Lakes condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 1 minutes

Match: Children's pool

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Price per night from

$101

Responds fast! avg. 30 minutes

Match: Children's pool

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Price per night from

$114

Responds fast! avg. 30 minutes

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Price per night from

$160

Lovely villa on Emerald Island-4 miles from Disney

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Children's pool

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Price per night from

$172

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

Match: Children's pool

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Price per night from

$177

$1250+fees sleep 6, available Dec 24-Dec 31, 2022 Resort Fantasy World II

Kissimmee villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Children's pool

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Price per night from

$194

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Price per night from

$189

2 BD Bonnet Creek in Gates of DisneyWorld

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Children's pool

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Price per night from

$287

*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. 43 minutes

Match: Children's pool

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Price per night from

$115

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Price per night from

$336

The Ultimate Florida Vacation

Poinciana villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great place” Very cozy, out in suburbs. Neighborhood clean and friendly. Pools and outdoor basketball courts and activities for the kids.

Match: Children's pool

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Price per night from

$110

WESTGATE LAKES RESORT & SPA-Orlando Florida

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 55 minutes

Match: Children's pool

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Price per night from

$217

Studio with an amazing terrace

International Drive hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 8 minutes

Match: Children's pool

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Price per night from

$109

Jenny's Disney Retreat 5 miles from Disney

Reunion townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 43 minutes

Match: Children's pool

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Price per night from

$115

Orange Lake Resort Kissimee FL

Kissimmee townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Children's pool

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Price per night from

$377

3br/2ba condo/lake view from $99/nt, 2 Miles to Disney

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 19 minutes

Match: Children's pool

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Price per night from

$115

Match: Children's pool

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Price per night from

$155

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 19 minutes

Match: Children's pool

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Price per night from

$132

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Price per night from

$164

Marriott's Royal Palms Resort Orlando Near Disney

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Children's pool

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Price per night from

$171

Marriott Grande Vista Resort and SPA

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Children's pool

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Price per night from

$295

Luxurious Penthouse

Vista Cay condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Children's pool

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Price per night from

$430

WESTGATE LAKES RESORT & SPA-Orlando Studio

Orlando apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 55 minutes

Match: Children's pool

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Price per night from

$129

Characters Corner Vacation Home

Kissimmee house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

Match: Children's pool

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Price per night from

$458

New 8br/6ba pool house, 8 miles to Disney

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

“My Family and myself really enjoyed our stay!” The house was very nice, I was impress with the house it was not brand new. My family and me really enjoyed our stay. The pool was a hit for the children. The upstairs game room was a hit for the men's. The ladies enjoy the kitchen. Our phones did not work in the house, but other than that we really enjoyed our stay, and will invite other members of the family to check it out. I will also recommend to my friends to rent this house. Thanks for such a wonderful 4 day vacation.! Mrs. Patricia Dixon

Match: Children's pool

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Price per night from

$298

Orlando Disney Vacation 1,2 & 3 Bedroom Condos at Orange Lake Resort

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Children's pool

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Price per night from

$287

Luxury 3 Bedroom Lock-Off Condo in Orlando

Orlando private room

  • 1 bedroom
  • 3 bathrooms
  • sleeps 12

Match: Children's pool

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Price per night from

$213

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 19 minutes

Match: Children's pool

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Price per night from

$149

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 19 minutes

Match: Children's pool

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Price per night from

$401

4br/3ba townhome,Lake view,Near Disney,Seaworld,Convention Center

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Great stay” The house was huge ,clean and came with everything we would need , my whole family enjoyed the house, and it was so close to all the great shops and parks , the community was nice and safe , the kids love the pool and the adults enjoyed the hot tub ,

Responds fast! avg. 1 hour 19 minutes

Match: Children's pool

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Price per night from

$126

The Fountains Resort

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Children's pool

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Price per night from

$888

Viewing 38 of 1,073
rentals in Kissimmee City

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