Kissimmee Vacation Rentals

(292 rentals)
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$354

avg/night

View Details

Key Amenities

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

About this property

LOOK AT THE AMAZING PHOTO ALBUM OF THIS OUTSTANDING AFFORDABLE HOME!9 Bedrooms 6 Bathrooms Great Room with large HD Cable TV Upstairs Den with Cinema Screen and Games Room with Pool Table All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless ...

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Property Type

Kissimmee House

"Awesome"

Very nice clean and very well maintained , we loved it! the area was close to parks and close to main roads. We will be back.

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6 BR | 3 BA | Sleeps 12 | Quick View

1

Distance to park: 15 miles to Disney World Orlando

$240

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Superb Large South-Facing Villa with 6 Bedrooms & 3 Bathrooms, Large Swimming Pool & Jacuzzi that overlooks a beautiful fishing lake!Thank you taking the time to look at our beautiful 6 bedroom fully air conditioned villa. Our Villa is situated in the beautiful area of Crescent Lakes which ...

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Property Type

Kissimmee Villa

"Fabulous Villa!"

We booked just after December for a family vacation in this beautiful Villa. We definitely made the right choice! The Villa itself is gorgeous, tons of space inside and the owners have gone the extra mile ...

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3 BR | 3.5 BA | Sleeps 8 | Quick View

1

Distance to park: 8 miles to Disney

$179

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

THIS AMAZING TOWN HOME IS STEPS AWAY FROM THE CLUB HOUSE AND RESORT FACILITIES. ONE OF THE PRIME LOCATIONS ON SOLARA!3 Bedrooms 3.5 Bathrooms Family Room with large HD Cable TV Upstairs Loft with wall mounted large screen HD cable TV All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet ...

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Property Type

Kissimmee Townhome

"Family Graduation Celebration"

SOLARA resort facilities were outstanding. The townhouse was furnished very nice and it was comfortable and clean. The private pool was a added benefit. There were great places to eat nearby. The Disney ...

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$152

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

This condo is located in the neighborhood Villas South in Reunion Resort near the many world-class entertainments and theme parks Orlando is notorious for. It has everything you need for an Orlando vacation, including a fully equipped kitchen with stainless steel appliances and a beautiful granite countertop. ...

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Property Type

Kissimmee Condo

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9 BR | 6 BA | Sleeps 20 | Quick View

Distance to park: 8 miles to Disney

$352

avg/night

View Details

Key Amenities

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

About this property

9 Bedrooms 6 Bathrooms Family Room with large HD Cable TV Second family room / nook with built in fireplace and comfortable seating - ideal for relaxation Upstairs Loft with HD Cable TV and Pool Table All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and ...

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Property Type

Kissimmee House

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$289

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Private pool

About this property

This luxurious and comfortable home is located in Reunion Resort and has 3,203 square feet of living space, complete with a pool and balcony. The location of this property allows you to enjoy the resort’s many amenities and attractions that central Florida has to offer.This vacation home is ...

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Property Type

Kissimmee Villa

"WOW! YOUR HOUSE IS JUST WHAT I,VE BEEN LOOKING FOR WOW!"

I LOVE THE WAY YOUR HOUSE LOOKS FROM THE OUTSIDE ITS BEAUTIFUL AND IT SEEMS VERY SPACEOUS ALSO AND I LOVE THE WAY YOUR HOUSE LOOKS VERY CLEAN AND VERY SPACEOUS ,I SURE HOPE MY FAMILY WILL ENJOY THEIR STAY.THANK ...

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4 BR | 3 BA | Sleeps 8 | Quick View

12

Distance to park: 10 miles to Disney Theme Parks

$94

avg/night

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Key Amenities

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

About this property

A brilliant family home for a Florida holidayQuiet and peaceful, Stylishly furnished with granite countertops in kitchen and bathrooms, the open-plan accommodation offers both formal and informal dining inside, as well as al fresco dining in the lanai by the sparkling, South-facing private pool. The ...

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Property Type

Kissimmee Villa

"Amazing Vacation Home"

My daughter and I loved this home. It was beyond beautiful. Every room was comfortable and spacious. Oh and let’s not forget about that amazing pool outside. It was used everyday!! My daughters a fish ...

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6 BR | 5 BA | Sleeps 13 | Quick View

1

Distance to park: 8 miles to Disney

$239

avg/night

View Details

Key Amenities

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

About this property

6 Bedrooms 5 Bathrooms Family Room with large HD Cable TV Large Upstairs Loft with HD Cable TV and Games Room with foosball. Great teen/tween or adult hang out space All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal ...

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Property Type

Kissimmee House

"Beautiful House"

I stayed at this property on vacation....this house is beautiful, exactly like the pictures....we had an awesome time and the kids were delighted that the pool was right out the back door. BEAUTIFUL PROPERTY

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4 BR | 4 BA | Sleeps 9 | Quick View

2

Distance to park: 6 miles to Disney

$184

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

4 Bedrooms 4 Bathrooms Family Room with large HD Cable TV Upstairs Loft HD Cable TV and Foosball All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 8 plus breakfast bar and outdoor dining Private ...

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Property Type

Kissimmee House

"Family Vacation"

My family had a great time! The location is convenient. The house was very clean, organized and well equipped (although the water pressure in the shower is very low). The only issue we had was no cellular ...

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6 BR | 5 BA | Sleeps 12 | Quick View

2

$253

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

Storey Lake - Kissimmee is a brand new vacation community located just 4 miles from the magical world of Disney and just minutes to Universal, Sea World, and the many water parks in the area. Central Florida is also home to some of the nation's top-rated golf courses and many are within a 10-minute drive ...

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Property Type

Kissimmee House

"Wonderfull Home!!"

The home was nice, clean and location was perfect.

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9 BR | 6 BA | Sleeps 22 | Quick View

Distance to park: 4 miles to Disney

$355

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Private pool

About this property

9 Bedrooms 6 Bathrooms Designer furnishings throughout Family Room with large HD Cable TV Upstairs Movie Cinema Loft Indoor Air conditioned Game Room with Pool Table, Air Hockey, Foosball and basketball All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters ...

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Property Type

Kissimmee House

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4 BR | 3 BA | Sleeps 8 | Quick View

Distance to park: 2 miles to Disney's Animal Kingdom

$170

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

4 Bedroom /3 Bath / Pool & Spa Vacation HomeCONTACT US AND REQUEST A DETAILED QUOTE !! No Booking Fees - Book Direct with the HomeownerCheck our Reviews on VRBO - Property #284051

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Property Type

Kissimmee House

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3 BR | 2 BA | Sleeps 8 | Quick View

8

Distance to park: 12 miles to All Disney Theme Park

$135

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

If you will be visiting Orlando Florida for all of the great attractions including Walt Disney World, Universal Studios, Sea World theme parks, and all of the other major attractions? You can stay in our beautifully decorated 3 bedroom private villa, which boasts it's own private pool for less than it ...

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Property Type

Kissimmee Villa

"Vacation"

our stay her was nice. It had all our basic needs and a nice private pool. We plan to return to this home on our next trip. The only thing we haven't received our deposit yet. But I'm sure it will be soon.

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5 BR | 4 BA | Sleeps 12 | Quick View

1

Distance to park: 3 miles to Disney World

$199

avg/night

View Details

Key Amenities

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

About this property

A luxurious 5 bedroom 4 bath villa with south-facing pool situated in luxury Emerald Island Resort Orlando. Located a short distance from the popular destinations such as Disney World, Sea World and Universal Studios and accommodates 10-12 guests.This tastefully-decorated 5 bedroom/4 bath vacation ...

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Property Type

Kissimmee Villa

"Tigger's Magic"

It was a pleasure renting this house in Emerald Island Resort, Florida. It was exactly what posted on the website and surpassed our expectations once we got there. The house was very spacious, clean, ...

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$247

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Windsor at Westside is a gated vacation rental community close to Disney featuring an 8,000 sq.ft. clubhouse with the Tu Casa Bar & lounge, market & deli, video arcade, sundries shop & fitness center. Other fantastic amenities such as a playground, volleyball court & multi-purpose sports ...

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Property Type

Kissimmee House

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6 BR | 5.5 BA | Sleeps 12 | Quick View

1

Distance to park: 8 miles to Disney

$290

avg/night

View Details

Key Amenities

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

About this property

6 Bedrooms 5.5 Bathrooms Family Room with large HD Cable TV Upstairs Hang out Den / TV Loft with large HD Cable TV Screen All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 8 plus breakfast bar and ...

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Property Type

Kissimmee House

"Summer vacation"

Property was great for my family the location was great and close to Disney world. The kids loved the indoor pool

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7 BR | 5.5 BA | Sleeps 16 | Quick View

Distance to park: 3 miles to Disney World

$299

avg/night

View Details

Key Amenities

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

About this property

"Dory's Magic" is our Emerald Island Resort 7 bed/5.5 bath vacation home offering a fully air-conditioned games room in addition to a south-facing pool/spa and multiple living areas. It offers several complimentary amenities such as BBQ grill, free full-size crib, pack 'n play, stroller, high ...

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Property Type

Kissimmee Villa

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$529

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Luxury Villa by DisneyContemporary Villa is located very close to Disney, a perfect choice for family and friends wanting an Orlando vacation. Movie room like you are in a theater. Game room with Arcade games!!! all the classic games!Nascar sit-drive, psp with big tv's and your own gym with treadmill, ...

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Property Type

Kissimmee House

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5 BR | 4.5 BA | Sleeps 10 | Quick View

Distance to park: 8 miles to Disney

$183

avg/night

View Details

Key Amenities

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

About this property

5 Bedrooms 4.5 Bathrooms Family Room with large HD Cable TV Upstairs TV Den / Loft with HD Cable TV All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 8 plus breakfast bar and outdoor dining Private ...

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Property Type

Kissimmee Townhome

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4 BR | 3 BA | Sleeps 8 | Quick View

1

Distance to park: 12 miles to Disney World

$157

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located just 12 miles from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and will quickly become one of the most desired locations in the Orlando area. During your stay, you will ...

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Property Type

Kissimmee House

"It was Awesome! Everything was in order and to my standards.. Love to come back"

Awesome.. Everything was in order and I'm most definitely coming back. Things were great. My family and I shall return

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4 BR | 3 BA | Sleeps 8 | Quick View

3

$157

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

Storey Lake - Kissimmee is a brand new vacation community located just 4 miles from the magical world of Disney and just minutes to Universal, Sea World, and the many water parks in the area. Central Florida is also home to some of the nation's top-rated golf courses and many are within a 10-minute drive ...

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Property Type

Kissimmee Townhome

"AWESOME PLACE wish it was mine."

Just loved the house it was perfect for our gang lots of room and clean clean clean. Thanks for making everyones stay awesome. We stayed at 364 Bonneville dr. Davenport.

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14 BR | 11 BA | Sleeps 28 | Quick View

2
Owner special: Special Deal $25 OFF our nightly rates!!! Prices below do reflect discount.

$690

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

Be sure to visit our website to check availability on all our homes!Visit us at lostinthemagic . comSolterra Resort - Davenport, Florida is a paradise located only 15 minutes from the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida ...

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Property Type

Kissimmee House

"Toya review"

The location was amazing. The house was super spacious, super clean. The pool was amazing. Everything was great Just awesome

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$375

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

This beautiful home has everything you need to create your dream stay in Reunion Resort - 6 Miles to Disney!Legends Villa includes a large pool with a spillover spa, luxurious decor that creates an elegant ambiance, over 5,000 sq.ft of spacious living areas & large inviting bedrooms, a cinema, ...

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Property Type

Kissimmee Villa

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4 BR | 3 BA | Sleeps 9 | Quick View

Distance to park: 8 miles to Disney

$181

avg/night

View Details

Key Amenities

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

About this property

4 Bedrooms 3 Bathrooms Designer furnishings throughout Family Room with large HD Cable TV All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 8 plus breakfast bar and outdoor dining Private screened ...

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Property Type

Kissimmee House

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7 BR | 7 BA | Sleeps 14 | Quick View

$465

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

Reunion Resort -Kissimmee, Florida is only 15 minutes to the area's main attraction... Walt Disney World. This gated luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. This home will provide you and your family with an ...

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Property Type

Kissimmee House

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5 BR | 5 BA | Sleeps 10 | Quick View

1

$272

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

Reunion Resort -Kissimmee, Florida is only 15 minutes to the area's main attraction... Walt Disney World. This gated luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. This home will provide you and your family with an ...

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Property Type

Kissimmee House

"Open space, perfect for entertaining and gathering."

Property is very nice and well maintained. Space is very accommodating for large families. Well enjoyed!

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5 BR | 5.5 BA | Sleeps 10 | Quick View

Distance to park: 8 miles to Disney

$291

avg/night

View Details

Key Amenities

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

About this property

5 Bedrooms 5 Bathrooms Family Room with large HD Cable TVAll bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 6 plus breakfast bar and outdoor dining Private screened Pool and Spa with Lanai Patio ...

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Property Type

Kissimmee House

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4 BR | 2 BA | Sleeps 6 | Quick View

3

$127

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

LARGEST POOL IN THE COMMUNITY! HUGE POOL AND DECK. ENJOY BREAKFAST AND MEALS IN THE SUNSHINE . TERRIFIC SOUTH FACING POOL AND BACKS TO CONSERVATION SO YOU ARE NOT OVERLOOKED. SPLIT PLAN BEDROOMS, KING AND 2TWINS IN BACK BY THE POOL, AND QUEEN AND 2TWINS IN FRONT. EAT-IN KITCHEN, BREAKFAST BAR, Q-LED ...

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Property Type

Kissimmee House

"Loving Memories"

My family and I enjoyed everything this home had to offer. The pool was great for endless fun. The deck was great for my my morning breakfast and coffee just so peacefully and beautiful. The bedrooms ...

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4 BR | 3 BA | Sleeps 8 | Quick View

4

$157

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

Storey Lake - Kissimmee is a brand new vacation community located just 4 miles from the magical world of Disney and just minutes to Universal, Sea World and the many water parks in the area. Central Florida is also home to some of the nation's top-rated golf courses and many are within a 10-minute drive ...

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Property Type

Kissimmee Townhome

"Beautiful, clean, great location!"

This townhouse was beautiful, clean, nicely decorated and in a great location in regards to DisneyWorld, SeaWorld, Discovery Cove, NASA etc. The community area (waterslides, pools etc) was fun, clean and ...

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7 BR | 5 BA | Sleeps 14 | Quick View

3

Distance to park: 7 miles to Disney Magic Kingdom

$250

avg/night

View Details

Key Amenities

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

About this property

SPECTACULAR VILLA for that Holiday of a Lifetime! So close to Disney you can feel the Magic! **Compliant with Government Cleaning Requirements against Covid 19.** *SAFE GATED 24 HOUR GUARDED RESORT: Shopping and Restaurants choice of buffets, takeaways or fine dining just 2 mins away, including 24/7 ...

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Property Type

Kissimmee Villa

"Pleasant Stay and Perfect Location"

The location was on point for all of the parks and amenities. The stay was pleasant and comfortable. My family and I had a great time. Thanks for being a valuable host.

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$380

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Private pool

About this property

Situated within the West-side of the exclusive Reunion Resort and Just 6 miles from the gates of Disney World!Pull up to your home away from home, and prepare to indulge in luxury. This home has been furnished with no expense spared. This beautiful home boasts a rare combination of characteristics ...

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Property Type

Kissimmee House

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3 BR | 2 BA | Sleeps 6 | Quick View

5

Distance to park: 2 miles to Disney

$119

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

About this property

Windsor Hills is one of the greatest gated community located within the heart of Orlando’s premier tourist attractions. Windsor Hills boasts the closest proximity to Central Florida's theme parks. Windsor Hills has all the amenities of a Five Star Hotel or Resort.Our 3 bed/2 bath (1 king, 1 ...

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Property Type

Kissimmee Apartment

"Excellent resort facilities"

Resort was excellent with all the Disney attractions. Plus all the restaurants nearby and the Walmart store just one half mile away. The pool area was very large and accommodated all the guests. Very well ...

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$349

avg/night

View Details

Key Amenities

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

About this property

* LOCATED 3 miles from the Disney World Theme Parks*KEY-LESS entry with personalized access code is provided to each guest for enhanced security. Home Security Alarm with 24/7 monitoring for added security.* FREE Welcome starter items provided, including 1 roll of Paper Towels, Toilet Paper in ...

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Property Type

Kissimmee Villa

"Wonderful Time at My Disney Castle!!"

We cannot say enough great things about our stay at My Disney Castle! Wonderful themed rooms, great pool, and great experience with owner! Owner was ALWAYS available whenever we had any questions… We ...

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8 BR | 4.5 BA | Sleeps 16 | Quick View

7

Distance to park: 3 miles to Disney's Animal Kingdom

$258

avg/night

View Details

Key Amenities

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

About this property

Mickey's Mansion happily presents two of our newly updated, professionally hand painted, themed twin bedrooms sure to please Star Wars and Frozen fans of all ages. The Star Wars room gives the feel of being in a spaceship looking out into outer space surrounded by stars and planets while being watched ...

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Property Type

Kissimmee House

"Family Vacation"

I brought my family to Florida for a vacation. My 95 year old grandmother enjoyed the trip as well as everyone else. The house was just as it was stated on the site. The Wilson’s were very tentative to ...

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2 BR | 2 BA | Sleeps 4 | Quick View

2

Distance to park: 4 miles to Disney

$125

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

2 Bedrooms 2 Bathrooms Family Room with large HD Cable TV Both bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 6 plus patio dining Washer/DryerCentral Air Towels and Bed Linens provided Wireless ...

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Property Type

Kissimmee Condo

"Amazing apartment, well equipped"

We have spent 22 days in this amazing apartment. The kitchen was fully stocked and everything was very clean. Beds were comfortable and it fit myself and my two children very comfortably.We did not ...

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6 BR | 5 BA | Sleeps 14 | Quick View

1

Distance to park: 3 miles to Disneyworld

$348

avg/night

View Details

Key Amenities

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

About this property

Camellia Villa will appeal to the most discerning guest who requires the most luxurious villa available. It is most impressive and is situated on one-third acre of magnificent landscaped gardens, with 21 palm trees and 12 assorted citrus fruit trees - orange, lemon, lime, grapefruit. The enormous 40ft ...

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Property Type

Kissimmee Villa

"Beautiful Home!"

I rented this home for 2 weeks in June. The owners were fantastic! From making sure the WiFi was working properly after a severe storm to fixing a commode that continued to run, these wonderful people take ...

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4 BR | 2.5 BA | Sleeps 8 | Quick View

4

Distance to park: 4 miles to Disney World

$200

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Great vacation home just three miles from the gates of Disney! Flat screen TV's in living room and all 4 bedrooms. Free wireless hi-speed internet and cable TV. HD TV in living room and all bedrooms. King bedroom has a flat screen 50" TV and 2 additional bedrooms have a built in DVD player in the ...

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Property Type

Kissimmee House

"Perfections"

This lovely vacation home proved to be the perfect place for making and sharing vacation memories! The pool was wonderful on those days when we stayed home and a welcome respite after our return from the ...

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4 BR | 3.5 BA | Sleeps 10 | Quick View

4

Distance to park: 5 miles to Animal Kingdom

$104

avg/night

View Details

Key Amenities

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

About this property

Enjoy Orlando, Florida, home to Disney World, Sea World, Universal Studios, and Islands of Adventure, in style. Our home is within minutes of all the Orlando attractions, golf courses, shopping, and exciting night life. Our richly appointed vacation Townhouse will give you luxurious living and a vacation ...

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Property Type

Kissimmee Townhome

"Mydisneytownhouse"

The Emerald Isle resort was easily accessible. The checkin/checkout process was fast and convenient. The best pet was our unit. The owner/host Emery was fabulous. Answered questions quickly, gave us ...

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7 BR | 5.5 BA | Sleeps 18 | Quick View

1

Distance to park: 4 miles to Disney

$291

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

7 Bedrooms (Sleeps 18) 51/2 Bathrooms Family Room with large HD Cable TV Huge second floor TV loft with HD Cable TV All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 8 plus breakfast bar and outdoor ...

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Property Type

Kissimmee House

"Thanksgiving vacation"

My family had such a great time. Best trip so far. No complaint. Beautiful home ,very comfortable. Just perfect

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7 BR | 4.5 BA | Sleeps 14 | Quick View

1

Distance to park: 3 miles to Disney World Parks

$212

avg/night

View Details

Key Amenities

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

About this property

Huge Orlando vacation rental home has 7 bedrooms and 4.5 bathrooms. Great for a large Family with up to 14 guests! There are two King Master Suites, one on each floor. The master bathroom on the first floor has a walk-in shower and separate garden tub. Bedroom 3 & 4 King beds and Bedroom 5 One Queen ...

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Property Type

Kissimmee House

"Home away from Home"

I really liked the house, very comfortable, everything was very clean, wonderful and safe place. The property was equipped with everything you need, Feeling like home.

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$439

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Sonoma Resort - Kissimmee, Florida is only 15 minutes to the area's main attraction... Walt Disney World. This brand new resort community sits nestled just outside of Orlando, between W. Osceola and W. Irlo Bronson Memorial Hwy and conveniently located next to "The Loop", a premier shopping ...

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Property Type

Kissimmee House

"Awesome house!"

We held our annual Married Couples Retreat. It was above and beyond all of my expectations. More than enough room for everyone that no one was on top of each other. Definitely will yes again!

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4 BR | 3 BA | Sleeps 10 | Quick View

$163

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Our villa is beautifully furnished and airconditioned and has a heated swimming pool and spa for that morning swim and for you family’s personal enjoyment there is a security fence to protect the young ones. A covered lanai on an extended pool deck includes a large table with seating for four plus ...

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Property Type

Kissimmee Villa

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4 BR | 2 BA | Sleeps 10 | Quick View

1

Distance to park: 5 miles to Walt Disney World

$129

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

LOCATION, LOCATION, LOCATION this 4 bed/2bath vacation villa in the prestigious Lindfields Estate, one of the closest to Disney, the main gate of Walt Disney World being less than 6 miles and a ten minute drive away. Private sunny pool, computer with high speed internet and games room with pool table.Close ...

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Property Type

Kissimmee Villa

"The horton family"

Very nice home, clean and well kept. Loved the fact of how close it was to everything. Thanks again and we will definately be back

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8 BR | 5 BA | Sleeps 16 | Quick View

$408

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

Located in one of the most sought-after resorts in the Orlando area, welcome to Champions Estate. The newly built 8 bedroom, 5 bath pool home is the perfect destination for your family getaway. The home was designed to fit every need that you could have when visiting the area. This villa accommodates ...

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Property Type

Kissimmee Villa

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$144

avg/night

View Details

Key Amenities

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

About this property

Close to the Attractions but away from the crowds. 4 bedroom/3 bath single story home on "lake". Ducks, Sandhill Cranes, sometimes a falcon, turtles. King, king, and 4 twin beds, TV in all bedrooms, WiFi, FREE US, Canada and US Territory phone calls. Fully furnished. Not suitable for ...

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Property Type

Kissimmee House

"Our favourite place"

Two years we have not been able to get there we have rebooked for next May the couple that own the Villa have been so kind and patient with us and we really appreciate them we just can’t wait to get there

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3 BR | 2 BA | Sleeps 6 | Quick View

2

Distance to park: 1 miles to Disney Animal Kingdom

$102

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Come and enjoy your vacation in this comfortable condo, right by Disney. Yes Enjoy Three large screen TV's, DVD and free Wi-FI.Yes Beautiful/alluring condo, 1 mile from Disney world and minutes from other attractions, Such as sea world and Universal studio. In Celebration area Florida. Walking distance ...

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Property Type

Kissimmee Condo

"Recommended"

This is a beautiful property to stay in. Very clean and neat. I truly recommend it to anyone who wants to be near the main attractions. Everything is very close. You have gift shops, souvenirs shops, target ...

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6 BR | 5 BA | Sleeps 12 | Quick View

5

$253

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

Solara Resort - Kissimmee, Florida is an upscale community currently under development just 7 miles from Walt Disney World. This gated resort community sits nestled just outside of Orlando, Florida. During your stay, you will enjoy this well-appointed home that has been designed and decorated to provide ...

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Property Type

Kissimmee House

"Perfect Family Reunion"

House was better than expected.. Excellent location. Pool was fantastic. Hope to go back next year. Close to all the attractions and restaurants.

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5 BR | 4 BA | Sleeps 12 | Quick View

5

Distance to park: 6 miles to Disney Animal Kingdom

$186

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Private pool

About this property

***FREE WIRELESS INTERNET JUST BRING YOUR MOBILE DEVICES** ***FREE NATIONAL AND INTERNATIONAL LANDLINE PHONE CALLS***Sleeps a maximum 12 guests, with a maximum of 8 guests over the age of 14 years oldIn these strange times we are doing all we can to ensure our home is safe for your stay. We ...

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Property Type

Kissimmee House

"Lovely home"

Lovely home will definitely recommend to others wish the pool and jacuzzi was heated though. Bring tissue and your own dish liquid and own laundry detergent if staying full week

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5 BR | 5 BA | Sleeps 10 | Quick View

Distance to park: 8 miles to Disney

$239

avg/night

View Details

Key Amenities

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

About this property

5 Bedrooms 5 Bathrooms Family Room with large HD Cable TV Upstairs Loft with large HD cable TV All bedrooms with Flat Screen TVs Fully Equipped Chefs Gourmet Kitchen with Granite Counters and Stainless Steel Appliances Formal Dining Room seating 8 plus breakfast bar and outdoor dining Private screened ...

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Property Type

Kissimmee House

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$143

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

Our property maintains a gap of 3 days between each booking for health safety measures during this crisis and we also follow stated mandated cleaning procedures and guidelines after each guest checks out.This Disney Villa is a fully furnished home and is one of the best kept turnkey properties you ...

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Property Type

Kissimmee Villa

"Perfection vacation getaway"

I rented this house for my 1 week vacation to Disney and Universal Studios and was truly impressed by all it offered. To start the location was perfect, as it was close to both theme parks (being minutes ...

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Kissimmee Vacation Rentals


Kissimmee Weather

 | 

7222°  489°
JANUARY
7323°  499°
FEBRUARY
7725°  5312°
MARCH
8228°  5814°
APRIL
8731°  6418°
MAY
9032°  7021°
JUNE
9233°  7222°
JULY
9233°  7222°
AUGUST
9032°  7122°
SEPTEMBER
8429°  6518°
OCTOBER
7926°  5714°
NOVEMBER
7323°  5010°
DECEMBER

Find your ideal Kissimmee vacation rental today
 
Aiming to take an incredible vacation to this year? Ditch the traditional hotel and opt for one of our Kissimmee vacation rentals instead. We have plenty of condos available in Kissimmee on FloridaRentals.com. Whether you’re looking for luxury Kissimmee villa rentals or kid-friendly mansions with an arcade, you can find it on our site.
 
Kissimmee, Florida travel advice
 
A short drive south of Orlando finds you in sunny, friendly Kissimmee. Here you’ll be near all the theme parks, but you’ll be away from the bustling crowds. Rentals will cost less than a stay in Orlando, so you’ll have extra cash to spend on park tickets and meals. This area also offers activities for those who love outdoor exploration, with exotic plants and animals in the local nature preserves.
 
Top attractions
 
The Florida theme parks are the major draw for visitors to the area. Walt Disney World, Universal Studios, SeaWorld, and the Wizarding World of Harry Potter draw millions of families every year. 
 
The fun doesn’t stop as kids and adults alike can mingle with their favorite characters, feel the chills and thrills of amusement rides, and cool off in the area’s water parks. If the theme parks don’t meet your need for speed, spend an afternoon at Fun Spot America. With two unique go-kart tracks and 18 rides you’ll be dizzy with delight. 
 
The Museum of Military History offers exhibits that highlight the bravery and humanity of the men and women who have served in the armed forces. Genuine artifacts, military relics, photographs and memorable accounts by former soldiers are on display here.
 
For some Florida history, stop in to Osceola County Pioneer Village and Museum. This museum features many exhibits depicting life in the 19th century. The Pioneer Village has a general store, blacksmith shop, one room schoolhouse, and nature preserve.
 
Family-friendly activities
 
Strap on your hiking boots and take off on the Shingle Creek Regional Trail. The trail offers a beautiful, natural environment for cyclists, pedestrians, canoeists/kayakers, bird watchers and other nature lovers.  A wide variety of habitats on the trail include Lake Tohopekaliga waterfront and islands, a pristine cypress swamp, an orange grove and wild grasslands.
 
For a more cuddly experience, Green Meadows Petting Farm has over 50 acres of animals to greet and family rides. If you’re visiting during spring training, stop in to see the Houston Astros practice as Osceola County Stadium. 
 
Of course, the options for fun aren’t limited to the parks. For golfers, Central Florida is a veritable paradise. With dozens of award-winning courses within a few square miles, you should definitely pack your clubs when visiting. If your family prefers mini-golf you have plenty of options, too. 
 
Kissimmee Lakefront Park features a playground and splash park for kids, BBQ grills for a cookout, and fishing piers. For more along these lines, nearby St. Cloud Lakefront Park and Beach offers a family picnic area and volleyball court. Located along the breathtaking Lake Tohopekaliga, these parks are great options to spend a relaxing afternoon.
 
Spend your evenings in Old Town Kissimmee, where every Saturday night there is a classic car cruise through the city streets, accompanied by a live band. In Old Town you’ll also find everything from high end retailers to souvenir shops. There is live music playing almost every night, and restaurants offering pizza, Tex-Mex, or anything in between. 
 
Annual events
 
Osceola Heritage Park has a variety of world-class shows and sporting events. You'll find the Silver Spurs Rodeo here, too. It's a real crowd pleaser, offering a taste of the Wild West and reflective of the area's ranching heritage. You can watch bull riding, bronco bucking, barrel racing, steer wrestling, team roping, and even those funny rodeo clowns.
 
Kissimmee vacation home rentals on FloridaRentals.com
 
Booking one of our vacation homes in Kissimmee on FloridaRentals.com can save you 15% over our competitors. Plus, we have a wide array of inventory appealing to any group size or traveler tastes. Book today!


FAQ

How many vacation rentals are there in/around Kissimmee?

There are 292 Kissimmee vacation rentals available on FloridaRentals.com. From house rentals to cottage rentals to beach condos and beyond, find a unique vacation rental for you to enjoy a memorable vacation in Florida.

How much does it cost to rent a vacation rental in Kissimmee?

There are vacation rentals available in Kissimmee for as low as $68 per night with an average price per night of $186.

Can I rent a house in Kissimmee?

Yes, you can find house rentals in Kissimmee close to Lakefront Park, Monument of States, and Old Town. Don't forget to stop in to Shingle Creek Park or the nearby theme parks!

Do any vacation rentals in Kissimmee have a pool?

Yes, there are 244 vacation rentals in Kissimmee with a pool on FloridaRentals.com. Search using our filters and book one for your next vacation!

What are the best vacation rentals in Kissimmee?

Visitors give great reviews to these top-rated Kissimmee vacation rentals available on FloridaRentals.com:
Indian Creek Retreat: Well maintained home in the Indian Creek subdivision which is literally on Disney's doorstep and your home away from home.
Casa Bonita: 'Casa Bonita' which means 'Beautiful Home' is a beautifully furnished four bedroom, three bathroom home with a 26 ft x 14 ft swimming pool.
Mickey's Villa: This beautiful 5-Bed 4-Bath home located in the very popular community of Indian Creek is one of only three homes in the development with a Mickey Pool.