Kissimmee Vacation Rentals

(340 rentals)
Dolphin Villa - Doral Woods

4 BR | 3 BA | Sleeps 8 | Quick View

$180

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

Our minimum stay period is 7 nights, (except Easter & Christmas/New Year when its 14 nights minimum charge), but please feel free to request a period shorter if available.Over 12 Years listed with Holiday Lettings/ Trip Advisor. 5 STAR Trip Advisor Reviews, please read them, we hope you find ...

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Property Type

Kissimmee Villa

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Luxury Windsor Hills home: 10 minutes to Disney and steps to the waterpark !

$139

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool
  • Rentals by Owner

About this property

Don't let our lack of reviews fool you. We are new to but are 5 star rated and reviewed on other platforms. Check out just some of our reviews in the photos!!Summer is booking up FAST. The only available dates left include: Aug 8-17 and Aug 23-31. Don't miss out!!This is definitely the vacation ...

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Property Type

Kissimmee Townhome

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6br/4ba pool house from $130/nt,Near Disney,SeaWorld,Convention Center

6 BR | 4 BA | Sleeps 12 | Quick View

1

Distance to park: 6 miles to Disney kingdom

$134

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Pool
  • Private Pool
  • Rentals by Owner

About this property

Our spacious 2900 Sqft pool home is situated in beautiful community of The Hamlets which is a quiet, gated community. The Hamlets is conveniently located close to shopping and dining (less than 0.5 mile away). Disney - 5 Miles; SeaWorld and Convention Center - 7 Miles; Universal Studios - 12 Miles.Our ...

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Property Type

Kissimmee House

"Festival resort"
Reviewed December 31, 2018

Great stay House was beautiful and very roomy had big 4K TVs throughout the house only thing I didn’t agree with is kids room not having a tv. But other then that great n price was great as well

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South facing heated pool and spa

6 BR | 4 BA | Sleeps 12 | Quick View

2

Distance to park: 3 miles to Disney World

$175

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

Situated in the Window Hills resort community about 2 miles from Disney, this 6-bedroom, 4-bath vacation rental home specializes in providing fantastic Florida vacations! With 2,812 square feet and accommodations for 14, guests can enjoy not only the private pool and spa in the enclosed lanai but also ...

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Property Type

Kissimmee House

"Ramsey condo"
Reviewed August 1, 2019

Reddington beach is amazing. Felt safe and family oriented. Right on the beach and close to many restaurants. Amazing sunsets, will come back again.

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5 bedrooms - 3 Miles From Disney - Pet Friendly - Free Wifi - Games Room

5 BR | 4 BA | Sleeps 12 | Quick View

Owner special: Bookings made for dates between September 1 and October 31, 2019 will get an automatic 25% off.

$235

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool
  • Rentals by Owner

About this property

Enjoy your sunny Florida vacation in this newly remodeled, beautifully decorated, executive home, complete with a private, optionally heated, pool and spa with a 6 foot privacy fenced rear yard.This beautiful villa has 5 Bedrooms & 4 full Bathrooms, including 2 Master (king size beds) suites, ...

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Property Type

Kissimmee House

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Stylishly Florida Design Southfacing Villa Near Disney

4 BR | 3 BA | Sleeps 8 | Quick View

4

Distance to park: 10 miles to Disney Theme Parks

$99

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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

"Great time"
Reviewed August 10, 2019

We had a great time in Orlando. The home was a beautiful place to come to after a long day at the parks and shopping. Will book again.

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ULTRA LUXURY 6 BR VILLA MARGAUX W POOL NEAR DISNEY

6 BR | 5.5 BA | Sleeps 12 | Quick View

Distance to park: 10 miles to Disney

$225

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool

About this property

Look no further for your family vacation getaway, introducing Villa Margaux! This gorgeous Spanish style villa located in the well known gated community of Bella Vida is truly one of a kind, boasting luxurious coastal interiors. This gem of a villa boasts 6 spacious bedrooms complete with en suite bathrooms, ...

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Property Type

Kissimmee Villa

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Modern Perfection - Ultimate Modern Luxury Pool Home in Reunion Resort

$275

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

This exceptionally beautiful, 4 bedroom 3,300 sq. ft. luxury villa is located in ‘Homestead’ - the most desirable area in Reunion. This home features second floor front and rear facing balconies. The expansive rear balcony overlooks the private sparkling pool and paved travertine deck and ...

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Property Type

Kissimmee Villa

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CLOSE TO DISNEY BUT NOT EXPENSIVE

$70

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Nice 3/2 condo. Granite counters, new cupboards, tile floors except for bedrooms. patio with table & chairs. Pool, hot tub, workout area, playground, grills, Close to the Attractions, and less than 10 minutes from 24 hour Walmart, fast food, fine dining, shopping. You can be at Disney Springs or ...

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Property Type

Kissimmee Condo

"Response time to inquiry"
Reviewed August 6, 2019

I did not rent the home, I inquired about staying there the same day and the owner got back to me in a matter of hours. I was surprised it was even within the same day as I contacted last minute. Great ...

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Tropical Oasis - Windsor at Westside

7 BR | 5.5 BA | Sleeps 18 | Quick View

Distance to park: 8 miles to Disney

$226

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool
  • Rentals by Owner

About this property

This remarkable seven bedroom pool and spa home located in the popular Windsor Westside Resort - ideally located for a memorable family or pool of friends. It is a beautifully designed Tropical Oasis getaway to the theme parks and attractions of Orlando, including Walt Disney World®,Universal Studios, ...

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Property Type

Kissimmee Villa

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*Fabulous South Facing Lake View 6 Bed Villa*

$228

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool
  • Rentals by Owner

About this property

Sunset Villa, located in the ideally situated community of Sunset Lakes, offers you and your party the unique opportunity to spend your Florida vacation in a quiet rural setting, yet only a short drive away from the theme parks, restaurants, shopping malls and all the many attractions Orlando has to offer.Sunset ...

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Property Type

Kissimmee Villa

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From $90/nt,5BR/3BA with hot tub,Near Disney,Seaworld and Convention Center

5 BR | 3 BA | Sleeps 12 | Quick View

3

Distance to park: 6 miles to Disney,Seaworld

$90

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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....."
Reviewed February 12, 2019

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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6 bed luxury villa, SOUTH facing pool/hot tub, Themed Rooms, 2 miles to Disney

6 BR | 4 BA | Sleeps 13 | Quick View

1

Distance to park: 3 miles to Animal Kingdom

$200

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool

About this property

This Villa has been beautifully refurbished . The property is Located just 2 miles from Disney World with a large SOUTH facing pool (heating extra) , kids paddling pool, stand alone hot tub (extra charge to use $15 per night)and large deck that is not overlooked and backs onto a lake with sun loungers ...

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Property Type

Kissimmee Villa

"Awesome vacation home"
Reviewed August 15, 2019

This villa is just as described. There was grandparents, grown children, grandchildren and great grandchildren with plenty of room for everyone A Disney princess room my great granddaughters loved dressing ...

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Enchanted Disney Villa Oasis

6 BR | 5 BA | Sleeps 12 | Quick View

Distance to park: 3 miles to Disneyworld

$245

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

Welcome to your own private Oasis on the outskirts of Disneyworld! Enjoy your own 6 bedroom Villa with room for all your family while you visit some of the happiest places on Earth!Our Vacation Home is situated only 3 miles to the Disney theme parks entrance, in a Private, Gated Estate Community that ...

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Property Type

Kissimmee Villa

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Toy Story Tower

6 BR | 4 BA | Sleeps 14 | Quick View

Distance to park: 5 miles to Disney World

$243

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

Toy Story Tower is an imposing, six bedroom vacation home located within the prestigious gated community of Windsor Hills Resort. Here, you can enjoy the very best in luxurious accommodation all while being located just minutes from Walt Disney World Resort as well as many other great attractions. As ...

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Property Type

Kissimmee House

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Close to Disney,Seaworld,Convention Center,4br/3ba Townhome with hot tub

4 BR | 3 BA | Sleeps 10 | Quick View

4

Distance to park: 6 miles to Disney,Seaworld

$80

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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 Kissimee/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 1500 sqft ...

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Property Type

Kissimmee Townhome

"My stayed"
Reviewed November 1, 2018

We had a great time! Place was clean, private, spacious and close to everything. We will stay there again.

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The House at Reunion - 8,200 Sq.Ft inc balconies, 40 Ft. South Facing Pool

$729

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

The Most Exclusive Home in Reunion Resort This unique, one of a kind, beautiful, private custom Estate Home features over 8,200 sq/ft of luxury accommodation and balconies. This ‘WOW!’ factor home is private, quiet and not overlooked. Huge south facing rear deck, over 4000 sq ft!the house ...

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Property Type

Kissimmee House

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2 Miles to Disney,1808 sqft 4BR/3BA Townhome

4 BR | 3 BA | Sleeps 8 | Quick View

Distance to park: 2 miles to Disney

$80

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid 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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7 BR pool home located in Terra Verde Resort

7 BR | 4.5 BA | Sleeps 14 | Quick View

Distance to park: 10 miles to Walt Disney World

$210

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

Enjoy plenty of room for your family and friends in this Orlando vacation home in one of the best locations in the area, Terra Verde Resort in Kissimmee. This 7-bedroom with 4.5 baths sleeps up to 14. Your fun begins the minute you open the door!  All ...

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Property Type

Kissimmee House

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Mad Men Magic Kingdom House *Pool&Spa* 6mi to Disney*Dog and Family Friendly*

$125

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

As you step through the front door of this 2800-square-foot home, you are immediately drawn to the unique geometric wall design and mid-century modern decor throughout the house. The lighting is spectacular as you enter the great room and look through the two sliding glass doors onto the patio where the ...

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Property Type

Kissimmee Villa

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$100/night through Sept 30! Four Bedroom Family Vacation Home Close to Disney!

4 BR | 2.5 BA | Sleeps 8 | Quick View

3
LAST MINUTE DEAL 8/19 - 9/30: Stay from now through the end of September for $100/night!

Distance to park: 4 miles to Disney World

$120

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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

"Excellent Stay"
Reviewed August 15, 2019

Kay’s Retreat was the perfect destination for our recent vacation! Everything was perfect. She thought of everything we might need during our stay. The house was clean and comfortable. Will absolutely ...

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DEAL
The Princess Villa in Emerald Island Close to Disney World

$200

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool
  • Rentals by Owner

About this property

Welcome to our beautiful villa close to Disney World . Our home fully is fully furnished and all the amenities to make your stay very enjoyable and comfortable. We have 2 kids theme rooms that little kids will enjoy sleeping in. We have 3 bunk beds in each of the theme rooms. In the garage has been ...

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Property Type

Kissimmee Villa

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4 Bed 8541LI Emerald Island Resort

$130

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

Cedar Key is a very spacious executive home overlooking the woodland conservation area in the high quality, resort community Emerald Island which is only a few minutes drive from Disney World. It has 4 bedrooms, 3 bathrooms and a brilliant games room.Emerald Island is a unique resort style gated community ...

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Property Type

Kissimmee House

"Amazing house and outstanding hosts"
Reviewed August 27, 2018

Had an amazing time at this beautiful villa, could not have wished for better. Hosts were extremely helpful and responded so speedily I couldn’t believe it! We will be back!

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Stunning home with private South facing pool. gated Resort close to Disney,

$115

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool
  • Rentals by Owner

About this property

A stunning, larger than average, 4 Bed 3 Bathroom townhouse with a beautiful view of the conservation area at the rear as backdrop to our private pool. Unlike many other properties our pool is totally private and NOT overlooked by any neighbours. Situated on safe secure Bella Vida Resort. Close to shops ...

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Property Type

Kissimmee House

"WONDERFUL STAY"
Reviewed August 21, 2019

I enjoyed this place along with my family, husband, wife, and 4 kids. Wish to visit again. The owner responds quickly to any query or complaint. Very pleasant person. Thank you.

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The Five Star Villa (Near Disney)

5 BR | 4 BA | Sleeps 10 | Quick View

27

$139

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool

About this property

FIVE STAR VILLA Near DISNEY! Florida License DWE5918319Welcome to a piece of paradise in the heart of Florida just minutes from the Walt Disney World theme parks !This comfortable and spacious five bedroom vacation home can accommodate a family or group of ten! Two master suites with adjoining ...

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Property Type

Kissimmee Villa

"“Another Amazing Stay”"
Reviewed July 24, 2019

We have stayed several times in the Five Star Villa and again it was great. The home was clean and beautiful as usual. The home even had a few upgrades from last year. Can’t wait for next year. Already ...

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Riva del Lago 4 bedroom villa with Lake View

$130

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Our superb 4 bedroom executive villa offers everything you need for a perfect vacation in Florida. Our aim is to ensure 'Riva Del Lago' provides our guests with everything they need to make their stay in our home a truly memorable one!Situated at Lake Berkley Resort, a much sought after, tranquil, ...

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Property Type

Kissimmee Villa

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Enjoy resort style living in this outstanding brand new lakeside home

$139

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

This two story 2 bedroom 2 & 1/2 bathroom townhome is located in Regal Oaks: the perfect location for your next Orlando getaway. Situated right behind Old Town with Fun Spot right next door, entertainment abounds. Take a stroll down the brick lined street of Old Town and wander into one of the specialty ...

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Property Type

Kissimmee Townhome

"Inquiry for rental for 2020 winter season"
Reviewed April 3, 2019

/we inquired to rent for February and March 2020 they wanted the full price paid now we expect to pay a deposit but not the full amount we have never encountered this before.

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Gigantic Pool 6 BR 4 BA, Two Themed Bedrooms, XBox/Games room

6 BR | 4 BA | Sleeps 13 | Quick View

Distance to park: 3 miles to Disney World Animal Kingdom

$249

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

Welcome to BigPoolVilla!Our 6 bed (3 en-suite masters) 4.2 bath villa (with a spectacular pool) is where you want to be - as close to Disney as it gets, only at 2 miles from Disney in the prestigious Rolling Hills at Formosa Gardens Estate on a QUIET street.The Pool is Gigantic it's in the top ...

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Property Type

Kissimmee Villa

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Family Friendly Golf View Home, South Facing Pool & Tiki Bar

5 BR | 4 BA | Sleeps 12 | Quick View

Owner special: Sept 4th - Sept 15th Any 7 nights $1100 inclusive of tax, departure clean and late checkout

$169

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

Our beautiful 5 Bed, 4 Bathroom home is located on a generous corner plot. With a south facing Pool and stunning views over the second tee of the Arnold Palmer Golf Course on Reunion ResortIncluded within the rental is a one bedroom Guest Suite, ideally used for extended family.4 Bedrooms are ...

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Property Type

Kissimmee House

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***At Disney's Door*** Just 5 minutes to Animal Kingdom!

4 BR | 3 BA | Sleeps 10 | Quick View

1

Distance to park: 3 miles to Animal Kingdom, DIsney World

$193

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

Enjoy a magical Disney-style vacation at this luxurious Emerald Island Resort house. This luxurious private home includes a custom-built over-sized south-facing pool with Jacuzzi/spa. Constructed in the elegant Emerald Island Resort, this house offers all the latest features in vacation rentals. With ...

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Property Type

Kissimmee House

"Excellent Experience"
Reviewed February 27, 2018

This was a last minute booking so we were very pleased that Nancy could accommodate us.Having stayed here before we knew the villa and the service that Nancy would provide and once again we were not disappointed. ...

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New Opening 5Br/3Ba Hot Tub/Lake View,Close Disney,Seaworld

5 BR | 3 BA | Sleeps 12 | Quick View

2

Distance to park: 6 miles to Disney,Seworld

$90

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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

"Great Rental"
Reviewed April 15, 2018

Stayed here for a week. Eight of us stayed comfortably in this quiet and clean gated community. Close to all the parks. Would defineately stay here again

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Beautiful, fully air conditioned 3 bedroom townhouse

$80

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

This beautiful, fully air conditioned, elegant townhouse sleeps 6. There is a large living and dining area. The luxury fitted kitchen with breakfast bar is fully equipped with all appliances and everything else you would expect making it a real home from home. This townhouse features a master suite with ...

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Property Type

Kissimmee Townhome

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LUXURY HOME WITH PRIVATE POOL, GAMING ROOM, CLUB HOUSE, FREE WIFI SLEEPS 12

6 BR | 7 BA | Sleeps 12 | Quick View

Owner special: Free BBQ included in the house and also 5% discount any time from now to December 15, 2019

$350

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

Orlando Vacation Home Rentals Florida – Encore Resort Kissimmee Villas – Orlando Vacation Rentals Near Disney Orlando Kissimmee Accommodation, Vacation Homes in Orlando Florida, Villas Near Disney World SLEEPS 12 GUESTS INCL POOL/SPA/RESORT FACILITIES/GYM/SHUTTLE BUS, RESTAURANTSThis ...

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Property Type

Kissimmee House

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The Formosa Grand Mansion! Lakefront! Infinity Pool & Spa! Cinema! Pure Luxury!

$575

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

Imagine a vacation like no other spent in a 9 bedroom, 10 bath custom luxury lakefront pool villa. The Formosa Grand is located in the exclusive gated community of Formosa Gardens Estates and one of the closest communities to Disney (less than 10 minutes!!) No expense was spared in the gorgeous estate ...

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Property Type

Kissimmee Villa

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From $70/nt,Close to Disney.4br/3ba townhome

4 BR | 3 BA | Sleeps 8 | Quick View

3

Distance to park: 8 miles to Disney Animal Kingdom

$70

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Pool
  • Rentals by Owner

About this property

Welcome to Island Club West Resort which is only 8 miles from the Walt Disney World.The resort boosts many fantastic facilities including: -Heated outdoor pool with hot tub -Children pool -Steam room/sauna -Fitness center -Spa -Games room -Basketball court -Sand volleyball court -Tennis ...

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Property Type

Kissimmee Townhome

"Amazing Stay"
Reviewed August 20, 2019

We enjoyed our stay at this cozy place. Very clean, generous amount of Towels. The highlight is very centrally located to Disney, Universal, airport and restaurants Highly recommend! If I go back, that ...

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Family Disney villa pool/spa 5 bds 15 Mins to Disney

5 BR | 4 BA | Sleeps 12 | Quick View

3

Distance to park: 6 miles to Disney Animal Kingdom

$146

per night

View Details

Key Amenities

  • Air Conditioning
  • Full 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 oldAs you enter our lovely home, you will be impressed with the soaring 17ft high ceilings in the ...

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Property Type

Kissimmee House

"Amazing stay, no need to look anywhere else"
Reviewed July 8, 2019

We’ve stayed at this villa twice. The communication from Pam was always excellent, answering our queries but also providing really useful hints and tips for days out, places to eat and shop and so on. ...

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New opening 3br/2ba condo/lake view,2 miles to Disney

3 BR | 2 BA | Sleeps 6 | Quick View

1

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

$70

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Rentals by Owner

About this property

Welcome to the Sun Lake Resort. This 1500 sqft 3bedroom/2bathroom unit is on 2nd floor. The beautiful condo faces to sun lake and it has a spacious screened patio with an amazing view. It only takes 1 minute walk to a plaza for shopping and restaurants which is very convenient ! More importantly, you ...

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Property Type

Kissimmee Condo

"Vacation"
Reviewed July 21, 2018

Me and my family stayed at 8716 Rockingham Terrace,Kissimmee We were comfortable and pleased with the accommodations ,the manager Joanne Williams was very helpful with any questions that I had my family ...

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Affordable Home Near Disney World

$100

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

Indian Creek Disney Retreat is a beautiful 1800SF, well maintained home in the Indian Creek subdivision which is literally on Disney's doorstep and your home away from home. Indian Creek is not a gated community but has a lot of community amenities.In the 1st section of Indian Creek you will find ...

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Property Type

Kissimmee Villa

"Great Vacation"
Reviewed August 6, 2019

Attractions was good area was good everything about the trip was good my family and i had a good time we really enjoy our self cant wait for next year.

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3 Bedroom Home with Private Pool Area and Wireless Internet

$153

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Our home is perfect for your family vacation, and bring your friends too! You will find our home very relaxing and clean. We have re-carpeted the entire house, added porcelain tile in the baths, and new ceramic in the kitchen. TVs are in each of the three bedrooms and the family room. For added privacy, ...

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Property Type

Kissimmee House

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Pool View from balcony, just 4 miles from Disney, GATED resort

1 BR | 1 BA | Sleeps 4 | Quick View

Distance to park: 4 miles to Walt Disney World

$64

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

One Bedroom One Bathroom King Bed and Queen Sleeper Sofa Bed Living Room/Dining Room Fully Equipped Kitchen Washer and Dryer Free WiFi, Free Parking Heated Beach Style, Zero Entry PoolRelax and unwind in our one bedroom fully furnished condo located at Legacy Dunes Resort. Our condo is on the ...

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Property Type

Kissimmee Condo

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6 Bedroom Pool Home, minutes from Disneyworld

$200

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool
  • Rentals by Owner

About this property

Welcome to your dream vacation home located in Windsor at Westside! This 6 bedroom, 4.5 bathroom sleeps 12 perfectly and is pure luxury. This home has 3 king bedrooms, 2 rooms with a twin and double and then one room with twin bunkbeds. The bedrooms are really fun for the kids with a Harry Potter theme ...

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Property Type

Kissimmee House

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Private South Facing Pool w/ Jacuzzi & Kiddy pool - 4 bed, 3 bath

$164

per night

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Key Amenities

  • Air Conditioning
  • Private Pool

About this property

RECENTLY REFURBISHEDLuxurious Windsor Palms with an extra wide cul de sac lot and with a pool that is not overlooked. Our guests enjoy terrific privacy in one of the premier resorts in the Disney vicinity. We have a south facing pool with kiddy pool and stand alone hot tub. Numerous child friendly ...

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Property Type

Kissimmee Villa

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Cypress Pointe Private Gated Community Features 6 Bedrooms, Pool, Spa, Game Room

$139

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Location, Location, LocationThis luxurious private villa is situated on the private gated community of Cypress Pointe less than 20 minutes drive to the Disney Parks, and about 30 minutes drive to the Universal Studios Theme Parks.Free private parking is available on site, and the driving time ...

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Property Type

Kissimmee House

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Florida - Sunsations

3 BR | 2 BA | Sleeps 8 | Quick View

Distance to park: 5 miles to Disneyworld and Disney Springs

$89

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Pool
  • Rentals by Owner

About this property

Finally! You have arrived in the "Vacation Capital of the World" and you're going to love staying in our luxury, three bedroom, two bath, fully equipped vacation condo rental situated near DisneyWorld and all other theme park attractions. The property rental is located within the resort community ...

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Property Type

Kissimmee Condo

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Simbas'Pride Luxury Villa Emerald Island Resort

$184

per night

View Details

Key Amenities

  • Air Conditioning
  • Kid Friendly
  • Private Pool

About this property

This luxury 6 bed, 4.5 bath villa sleeps 12(plus infant) over 3,000sq.ft.of luxury and has its own 30 ft pool with spa. The villa is equipped to executive standard and features such as; Game room, Nintendo WII,, Playstation 2, I pod Dock, FREE broadband wireless internet access, DirecTV, D.V.D players ...

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Property Type

Kissimmee Villa

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Goofy’s Getaway

5 BR | 5 BA | Sleeps 10 | Quick View

$200

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Goofy’s Getaway is a stunning five bedroom vacation home located at Windsor Hills Resort in sunny Central Florida. Here, you and your family can enjoy the very best in luxurious and stylish living combined with the convenience of being located just minutes from Walt Disney World Resort and many ...

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Property Type

Kissimmee Villa

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HUGE POOL AND SPA

4 BR | 2 BA | Sleeps 7 | Quick View

$85

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool
  • Rentals by Owner

About this property

WELL CARED FOR HOME IN LOVELY COMMUNITY. HOME BACKS TO CONSERVATION SO YOU ARE NOT OVERLOOKED AND IS A FEW STEPS FROM RETENTION POND WITH POND VIEWS FROM THE POOL DECK. SHADED PATIO WITH TABLE AND CHAIRS AND BBQ GRILL.KING, KING AND 4 TWIN BEDS WITH THEMED TWIN BEDROOMS - LITTLE MERMAID AND DORY. ...

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Property Type

Kissimmee House

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HOME AWAY FROM HOME- ENJOY THE VIEW

$80

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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.Times are approximate: ...

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Property Type

Kissimmee House

"We booked again for next year we loved this house so much."
Reviewed June 4, 2019

We stayed in this villa 11th May to 1st June 2019. We loved it so much that we booked It straight away for next year. It has everything. The location is amazing so easy to get around. The pool is gorgeous ...

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New 9Br/6Ba Pool Villa from $300/nt, Close To Disney

9 BR | 6 BA | Sleeps 20 | Quick View

2

Distance to park: 8 miles to Disney World

$300

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool
  • Rentals by Owner

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 24 ...

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Property Type

Kissimmee House

"Absolutely Perfect!"
Reviewed June 17, 2019

Me and my family had an amazing time. There was plenty of room for all 18 of my family members. The house was clean, and tidy. The amusement park attractions, outlet mall, grocery stores, shopping were ...

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Gorgeous Modern Luxurious W/ pool, hot tub, fitness centre mins away from Disney

$143

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

Welcome to 7558 Sunville Avenue, your home away from home. This luxurious townhome at Summerville Resort features 3-bedroom, (plus a bonus room) and 3.5 bathrooms easily accommodating up to 8 guests comfortably. This brand new luxury townhome is perfect for a family or a big group who are coming to enjoy ...

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Property Type

Kissimmee Townhome

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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 20% over our competitors. Plus, we have a wide array of inventory appealing to any group size or traveler tastes. Book today!