Monthly Rentals in Kissimmee

(63 rentals)
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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool
  • Rentals by owner

About this property

Welcome to our magical Disney-themed retreat! Nestled in the heart of the Westside at Windsor Resort, our cozy and charming home is the perfect place for you and your loved ones to experience all the wonders of the happiest place on earth. Whether you're planning a family vacation or a romantic getaway, ...

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Property Type

Kissimmee Villa

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5 BR | 3 BA | Sleeps 10 | Quick View

3

Distance to park: 6 miles to Disney,Seaworld

$137

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Rentals by owner

About this property

Welcome to the beautiful Coral Cay Resort. It is one of the most popular resort destinations in the Kissimmee/Orlando area for its proximity to the theme parks and other major attractions. Situated 6 miles from Disney World, 1 mile to Walmart and target. 8 miles to Seaworld and Convention center. Minutes ...

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Property Type

Kissimmee Townhome

"Comfortable place to stay....."

We stayed here while in Florida for my daughter's dance competition. It was so nice to come "home" after a long day of dance. I loved that the driveway was right up to the door. I also loved that it ...

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3 BR | 2.5 BA | Sleeps 8 | Quick View

$157

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Gorgeous 3 bedroom townhome in a gated resort community with many activities. The home is located right across the street from one of the pools and playground.

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Property Type

Kissimmee Townhome

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4 BR | 3 BA | Sleeps 12 | Quick View

Distance to park: 15 miles to Disney World

$181

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Experience this spacious 4 bed/3 bath Home and "Optional Private Heated Pool" with garage transformed into a sensational glow in the dark game room, where both kids and adults can revel in laughter and friendly competition. As if that's not enough, a dazzling LED screened-in pool tailor-made ...

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Property Type

Kissimmee House

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8 BR | 6 BA | Sleeps 16 | Quick View

8

Distance to park: 8 miles to Disney World

$340

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool

About this property

Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee,Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this ...

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Property Type

Kissimmee House

"GREAT"

Great home for large family .. home is located close to shops … it’s a great location to be at! Very nice

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3 BR | 2.5 BA | Sleeps 6 | Quick View

6

Distance to park: 2 miles to Disney

$116

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Rentals by owner

About this property

This town-home is located in the gated Crestwynd Bay Resort,This resort is adjacent to an outdoor 24 hours Walmart super market( 2 minutes walking distance). It's the biggest unit in community which locate the nearest to the Disney World (4 minutes drive). Why stay at a hotel when you can have the ...

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Property Type

Kissimmee Townhome

"Very nice property"

Excellent location. Very close to all Disney parks. Very private and quite unit. I found the unit to be clean and spacious . Close to shopping and many restaurants. I would definitively stay there in the ...

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8 BR | 5 BA | Sleeps 16 | Quick View

7

Distance to park: 6 miles to Disney world

$254

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool
  • Rentals by owner

About this property

Welcome to our luxury finished 3600 Sq ft pool home at beautiful Crystal Cove Resort. It is conveniently located close to shopping and dining (less than 1 mile away). Disney is only 6 miles away. Just minutes from major attractions like Sea World, Universal Studios, Aquatica and the Convention Center ...

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Property Type

Kissimmee House

"Pleasant Stay in Crystal Cove"

Large and spacious home in Kissimmee. Close to many attractions and restaurants. Bedrooms, kitchen and bathrooms. Pleasant and easy to maintain for extended stay. Washer and Dryer on site make vacation ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool

About this property

One of the closest possible communities to Walt Disney World (less than 3 miles away), Emerald Island is a quiet oasis in which to spend your vacation. Emerald Island is an exclusive gated community less than a mile from the world famous US Highway 192 where you will find shops, restaurants, and entertainment. ...

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Property Type

Kissimmee Townhome

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4 BR | 3 BA | Sleeps 8 | Quick View

Distance to park: 2 miles to Disney

$121

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Rentals by owner

About this property

Welcome to Oakwater resort (the nearest 4 stars Resort from Disney) which is only 5 minutes drive from Disney World! It is also close to many other fine shops and restaurants. No traffic congestion! This resort is adjacent to an outdoor 24 hours Walmart super market( 2 minutes walking distance) Our sweet ...

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Property Type

Kissimmee Townhome

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8 BR | 5 BA | Sleeps 16 | Quick View

5

Distance to park: 6 miles to Disney world

$254

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool
  • Rentals by owner

About this property

Welcome to our brand new luxury finished 3600 Sqft pool home at beautiful Crystal Cove Resort. It is conveniently located close to shopping and dining (less than 1 mile away). Disney is only 6 miles away. Just minutes from major attractions like Sea World, Universal Studios, Aquatica and the Convention ...

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Property Type

Kissimmee House

"Very good! Great Location!"

Really enjoyed our stay. Convenient location, spacious house, very clean. Close to Disney parks, grocery stores, restaurants, etc. We'd like to stay again for our next trip.

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5 BR | 3 BA | Sleeps 10 | Quick View

5

Distance to park: 6 miles to Disney,Seworld

$138

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Rentals by owner

About this property

Welcome to the beautiful Coral Cay Resort. It is one of the most popular resort destinations in the Kissimmee/Orlando area for its proximity to theme parks and other major attractions. Situated 6 miles from Disney,1 mile to Walmart and target, 8 miles to Seaworld and Convention Center.This gorgeous ...

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Property Type

Kissimmee Townhome

"Thank you"

The property my children and I stayed at for 6 months was amazing. Would definitely recommend this rental again. Five stars.

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8br/6ba pool villa with lake view from $250/NT,Close to Disney
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8 BR | 6 BA | Sleeps 16 | Quick View

5

Distance to park: 8 miles to Disney World

$342

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee,Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and within easy reach to all the attractions, shopping, and dining in the Disney area, this ...

View all property information

Property Type

Kissimmee House

"Very nice"

We really enjoyed our stay. Community was really nice and house was huge. Had some good amenities and was a real easy drive to all the parks. Pool was nice… wish we paid for heat but we didn’t. ...

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4 BR | 3 BA | Sleeps 8 | Quick View

1

Distance to park: 5 miles to Disney,Seworld

$120

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Welcome to our new opening 4 Bedroom/3 bathroom Townhouse in CLUB CORTILE,This gated-community is close to every major Orlando attraction: Disney's Magic Kingdom, Epcot, Animal Kingdom, Universal Studios (Harry Potter), Sea World, and many more. Club Cortile is also conveniently close to WalMart, ...

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Property Type

Kissimmee Townhome

"Well located safe townhouse on a lake with good club facilities"

We are a pensioned couple from the Netherlands and in Florida to play golf in the sunshine. We have rented from the owner on several occasions over the last 15 years. This was our first time in the Club ...

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Kissimmee Vacation Rentals