Kissimmee Vacation Rentals

(336 rentals)
Formosa Gardens Paradise | Fantastic Lake Views

$270

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

This magnificent 7 bedroom estate vacation home is located in Formosa Gardens, a gated community just 3 miles from the magic of Disney!Featuring a breathtaking lake view, this vacation home features 5 king bedroom/bathroom suites, a very large screened private pool and spa, 2 kids’ bedroom, ...

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Property Type

Kissimmee House

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Just updated in June 2019! Only 4 miles to Disney World!

6 BR | 4 BA | Sleeps 14 | Quick View

1

Distance to park: 7 miles to Disney World

$250

per night

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Key Amenities

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

About this property

Wishes & Dreams Villa is a perfect Disney area retreat! This home offers all the comforts your family expects and goes much further: beautiful new flooring throughout; well appointed, yet inviting kitchen; all new beds & bedding. Every spacious area professionally decorated & furnished--your ...

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Property Type

Kissimmee House

"Beautiful Home!"
Reviewed August 27, 2019

We had such a great time! This home is spacious, comfortable, beautifully decorated, and clean! It is also conveniently located for all things Disney and beyond! We highly recommend this home for any ...

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Luxury Legacy Dunes condo close to Disney, Golf and Orlando Fun!

4 BR | 2 BA | Sleeps 10 | Quick View

1

Distance to park: 5 miles to Disney World

$69

per night

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Key Amenities

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

About this property

Superb Remodeled 4 bedroom condo at 2 bedroom price! Legacy Dunes Resort. 4 bedroom/2 bathroom 1400 sq ft condo with screened balcony and children's playground & lake view. Easily accessible for the entire family so you can bring Grandma and Granddad. Or two couples each with two children, or groups ...

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Property Type

Kissimmee Condo

"Recently renovated 4 bedroom condo in a great complex, close to everything."
Reviewed January 29, 2019

This is our third extended stay in this unit. We enjoy the closeness to Disny as well as the closeness to grocery shopping and most of the chain restaurants. This gated complex is set back from Route 192 ...

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Minutes From Mickey - 3Bed 3Bath Townhome with South Facing Pool

3 BR | 3 BA | Sleeps 6 | Quick View

7

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

$110

per night

View Details

Key Amenities

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

About this property

“Minutes-From-Mickey” is our beautiful townhome, situated in the 5-Star Windsor Palms Resort community less than 4 miles from Walt Disney World in sunny Central Florida, giving quick and easy access to the area’s many theme and water parks, golf courses, restaurants, shopping and other ...

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Property Type

Kissimmee Townhome

"We loved the townhome"
Reviewed May 17, 2019

We arrived on May 5, 2019 and for the next 10 days we totally felt at home in Jane's lovely, clean townhome. All the amenities were there for us - a fully ready-to live in environment (we just had to add ...

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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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From $90/nt,4br/3ba TownHome /Hot Tub,Near Disney,Convention Center

4 BR | 3 BA | Sleeps 10 | Quick View

2
Owner special: Last minutes deal from $90/NT

Distance to park: 6 miles to Disney,Seworld

$85

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

"Vacation 2020"
Reviewed April 2, 2020

Great townhouse for families, clean, very well equipped and in a safe-secure-quiet community. Location is close to all theme parks, shopping and golf courses. Truly enjoyed the facilities available at ...

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6BR/5.5Bath/4Miles to DisneyAK/$99 Specials/FreeSpa/Lanai

6 BR | 5.5 BA | Sleeps 18 | Quick View

28

Distance to park: 4 miles to Animal Kingdom

$99

per night

View Details

Key Amenities

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

About this property

Super Sale Price of $99 per night. Beautiful 6 Bedroom House less than 4 miles to Disney’s Animal Kingdom. All open dates up to October 3, 2020 are just $99 per night. ********************************************************** We recently upgraded the pool surface of our private pool at the back ...

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Property Type

Kissimmee House

"Excellent experience I highly recommend renting this house the cleanest and had every thing you need."
Reviewed July 18, 2020

I am going to rent this again the owner was is a great guy and very good to deal with.The pool is beautiful and house is amazing .It has everything you need to have a feel at home but Florida experience ...

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First Floor 3 Bed 2 Bath Condo near Disney

3 BR | 2 BA | Sleeps 6 | Quick View

1

Distance to park: 3 miles to Walt Disney World

$95

per night

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Key Amenities

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

About this property

You will love this recently updated oversized 1,465 square foot, 3 bed, 2 bath condo. Situated on the first floor for easy access, this condo boasts an amazing location with easy access to the clubhouse, splash park, and pool in the fantastic Windsor Hills Resort. Location is everything, we are just 2.5 ...

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Property Type

Kissimmee Condo

"Amazing location for Disney"
Reviewed October 23, 2019

This condo was simply amazing. The room were so clean and everything was so put together. The rooms were nicely decorated and the beds were super comfy! With the kitchen stocked with everything to cook ...

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Solana Retreat - Rare Large Corner Lot, Walk to the Clubhouse

$169

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

This beautiful 6-bed villa has lots of privacy with a screened-in pool & spillover spa surrounded by hedges and tropical plants. The back of the home also faces a large retention pond instead of neighboring lots and here you can get plenty of Florida sunshine. There are six sun loungers to share around ...

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Property Type

Kissimmee Villa

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Villa with Sun Facing Pool / Spa, with Lake view close to Disney and Universal

$121

per night

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Key Amenities

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

About this property

The villa is situated within Lake Berkley, Kissimmee, one of the most sought after locations for people wanting to rent a villa. For those visiting Disney it is just 5 miles away--approximately 10 minutes drive. All the other major theme parks are also very close by. For convenience and very cheap shopping ...

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Property Type

Kissimmee Villa

"Absolutely superb"
Reviewed September 16, 2019

What can I say this is the second time I have used the villa on the lake berkley resort and I will be doing so again in the future,everyone connected with the rental of this villa gives a first class service ...

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Lake Views! Summer Kitchen with Grill! Modern Design! Resort Facilities!

9 BR | 6 BA | Sleeps 18 | Quick View

Distance to park: 6 miles to Disney

$290

per night

View Details

Key Amenities

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

About this property

9 Bedrooms 6 Bathrooms Family Room with large HD Cable TV Giant Upstairs Loft Large HD Cable TV and recliner seating PLUS Full Wet Bar with Beer/Wine Fridge PLUS Pool Table 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

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

$235

per night

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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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Stunning Windsor at Westside Resort, Kissimmee 6 br / 4.5 ba w Pool & Spa

6 BR | 4.5 BA | Sleeps 12 | Quick View

Distance to park: 3 miles to WDW

$210

per night

View Details

Key Amenities

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

About this property

Windsor at Westridge Resort is one of the newest upscale resort communities in the Orlando / Kissimmee area. This location provides quick access to all of the Walt Disney Parks via just one exit up toll road 429 to the Western Way Blvd. Disney’s entrance is just 8 miles away and avoids the heavy ...

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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

5
Owner special: Last minutes deal from $90/NT

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 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

"Amazing experience"
Reviewed March 16, 2020

This home was wonderful!! A PERFECT location, close to stores and entertainment. The house was very clean and well kept. I would definitely stay here again. Thank you!

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Clean Luxurious Vacation home close to Disney World ( Florida Vacation Rentals )

$280

per night

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Key Amenities

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

About this property

This Luxurious Vacation home in Orlando is at the Encore Club by Reunion. Many visitors come to stay at our conveniently located house to enjoy many of the activities in the Orlando area.Surrounded by many attractions, you will never get bored. It is close to to numerous golf courses. It is a great ...

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Property Type

Kissimmee House

"Stunning property"
Reviewed September 11, 2019

This house was stunning and made our stay one to remember. The facilities and service on the property are great and you don’t have the leave. You can spend all day at the water park and the meals at ...

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Waldo's in Windsor Hills, 5 bedroom, All EnSuite, Pool/Spa Villa

$200

per night

View Details

Key Amenities

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

About this property

Waldo's Windsor Hideout is a Spacious Luxury Villa fully furnished modern open plan style, finished in a warm florida colour scheme. Find Waldo, he is hiding in every room!We offer all the faciities that you could want in this comprehensively equipped villa. We include Fully Air Conditioned rooms, ...

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Property Type

Kissimmee Villa

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Modern Stylish Home. Private Conservation Views from Pool & Hot Tub.

8 BR | 5 BA | Sleeps 17 | Quick View

Distance to park: 8 miles to Disney

$290

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Welcome home to Bellavida Resort, a GATED community, conveniently located approximately 8 miles from Walt Disney World! Enjoy nearby golf, restaurants, shopping, attractions, & much more!8 Bedrooms 5 Bathrooms Family Room with large HD Cable TV Large Upstairs Loft with HD Cable TV All bedrooms ...

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Property Type

Kissimmee House

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Goofy’s Getaway

5 BR | 5 BA | Sleeps 10 | Quick View

$229

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • 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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6 Bed 5.5 Bath 8464 SKC Conservation View South Facing Pool Home Emerald Island!

$165

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

This superb six bedroom family vacation home is located in a prime position in this prestigious gated resort community.Only minutes from the Disney attractions,shopping and restaurants this interior designed home caters for the whole family with delightful Disney themed childrens bedrooms and sports themed ...

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Property Type

Kissimmee Villa

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Disney Vacation Rental/heated pool - call for Specials now

4 BR | 3 BA | Sleeps 8 | Quick View

3

Distance to park: 3 miles to Mgm

$119

per night

View Details

Key Amenities

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

About this property

Beautiful 4 bedroom /3 bath private villa only 3 miles to Disney and other parks. Including heated pool/jacuzzi and game room. Free wifi and phone use in USA and Canada and PR. Fully furnished with all kitchen needs . Greatest location to shopping , all major restaurants and stores including supermarkets ...

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Property Type

Kissimmee Villa

"Great vacation"
Reviewed July 30, 2020

we rented the property for my daughter's 6th birthday everything was perfect. From the house itself to the location.

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

$143

per night

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

6 BR | 4 BA | Sleeps 12 | Quick View

1
Owner special: Last minutes deal from $120/NT

Distance to park: 6 miles to Disney kingdom

$120

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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Indian Creek Disney Retreat

4 BR | 3 BA | Sleeps 8 | Quick View

8

$115

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.COVID-19 Precaution Implementations: We have installed ...

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Property Type

Kissimmee Villa

"Second time staying here"
Reviewed November 18, 2019

Once again this home did not disappoint. Beautiful home, the owners are wonderful and we enjoyed every moment of our stay there. Will for sure stay here again. 100 stars

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2 bedroom Resort Luxury Condo. 4721C

$89

per night

View Details

Key Amenities

  • Air Conditioning
  • Kid Friendly
  • Pool
  • Private Pool

About this property

Welcome to this brand new luxury 2 bedroom Resort Condo in the fabulous Storey Lake Resort community close to the parks. This Condo features a King suite and a bedroom with bunk beds for the kids.(1 King, 1 bunk bed (Full over Full)Only minutes to Disney, Seaworld, Universal Orlando, Premium Outlets ...

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Property Type

Kissimmee House

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9025 PP at Calabria at Westside. Calabria 5BDR/4.5BATH pool home close to Disney

$170

per night

View Details

Key Amenities

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

About this property

This luxury home sits in the prestigious Calabria community. During your stay you will enjoy this well appointed home that has been designed and decorated to provide you and your family an abundance of luxury amenities and leaves you well equipped to vacation with all the usual items you would expect ...

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Property Type

Kissimmee Villa

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Dory's Magic - Luxury villa with theater room, lake view and south-facing pool

7 BR | 5.5 BA | Sleeps 16 | Quick View

Distance to park: 3 miles to Disney World

$225

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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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Kissimmee, Florida, 4 Bedrooms

4 BR | 2 BA | Sleeps 8 | Quick View

1

$171

per night

View Details

Key Amenities

  • Kid Friendly

About this property

Come and enjoy this exquisite four bedroom home which is beautifully furnished. The ground floor consists of a grand entrance leading onto the private lounge and dining room, which then lead on to a large diner kitchen and on to a large family TV lounge. There are 2 full bathrooms and 4 toilets.From ...

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Property Type

Kissimmee House

"Best stay ever"
Reviewed January 14, 2019

My family and I loved the house and would book with you and recommend you to out family and friends

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Any Closer to Disney and You'll Need a Park Pass! Southfacing Pool

$175

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

Less than 2 miles and only 5 minutes to Disney! Located in the new and most upscale location, the Emerald Island Resort, just 3 traffic signals from Disney off of Hwy 192 in Kissimmee. We feature concierge & shuttle service, so you are never "on your own" unless you want to be! Tennis and ...

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Property Type

Kissimmee Villa

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Classic Condo | 3 Bed 3 Bath for 6 in Reunion Resort

$110

per night

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Key Amenities

  • Air Conditioning
  • Full 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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RECOVERY SPECIAL! RATES and CLEANING REDUCED until January 31st, 2021

5 BR | 4 BA | Sleeps 11 | Quick View

12

Distance to park: 4 miles to Disney World

$134

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

Florida State License DWE5910390 (Near Disney) As a result of the 2020 pandemic, to survive the loss of business we have reduced our rates from August thru January. Guests placing reservations during these dates will find we have lowered the daily rate by $20 each night. We have also reduced the cleaning ...

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Property Type

Kissimmee House

"A great vacation destination."
Reviewed April 26, 2020

There were five adults in our group and each one of us had a great time at Mickey's Villa. When we needed extra lounge chairs for the pool area, Bob came right away with the extra chairs. The house is ...

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5Br/3Ba Hot Tub/Lake View from $100/nt,Close Disney,Seaworld

5 BR | 3 BA | Sleeps 12 | Quick View

2
Owner special: Last minutes deal from $99/NT

Distance to park: 6 miles to Disney,Seworld

$100

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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New 9Br/6Ba Pool Villa from $280/nt, Close To Disney

9 BR | 6 BA | Sleeps 20 | Quick View

2
Owner special: Last minutes deal from $300/NT

Distance to park: 8 miles to Disney World

$280

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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Refinished/Painted S. Facing Pool/Spa, Updated Decor, Near Disney, Sleeps 8

4 BR | 3 BA | Sleeps 8 | Quick View

9

Distance to park: 4 miles to Disney

$115

per night

View Details

Key Amenities

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

About this property

Magical Dreams come true in our elegant private 4 bedroom villa, 3 bathroom, all located on one floor, Quiet upgraded comforts of home and luxuries of an exceptionally rated vacation resort/hotel. Newly resurfaced and freshly painted pool and spa is sure to impress. There will be no waiting in line ...

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Property Type

Kissimmee House

"Family Vacay 2020"
Reviewed July 7, 2020

We enjoyed our family vacay 2020. A great getaway family was able to relax and enjoy themselves on the beach

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Four Bedroom Family Vacation Home Close to Disney!

4 BR | 2.5 BA | Sleeps 8 | Quick View

3

Distance to park: 4 miles to Disney World

$130

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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HOME AWAY FROM HOME- ENJOY THE VIEW

$99

per night

View Details

Key Amenities

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

About this property

4/15/20 PLEASE CALL FOR DEALS THAT ARE NOT LISTED. SUPER RATES FOR SENIORS RENTING A PRIVATE HOME IS THE BEST WAY TO VACATION. YOU ARE WITH YOUR FAMILY AND DO NOT HAVE TO MINGLE WITH OTHERS.Close to the Attractions but away from the crowds. 4 bedroom/3 bath single story home on "lake". ...

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Property Type

Kissimmee House

"Family stay"
Reviewed May 7, 2020

Great stay with my family for 5 nights. Everything was great. The pool and spa was nice. A nice getaway. The beds were comfortable. Enough cookware and utensils for everyone. We really enjoyed it.

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Fairway Comfort | 6 Bedroom 6.5 Bath Pool Villa with Movie Room!

$335

per night

View Details

About this property

Welcome to Fairway Comfort. Located on the Westside of the incredible Reunion Resort within the Fairway Ridge community, and situated on the Jack Nicklaus-designed Tradition Golf Course. Fairway Elegance will fulfill all your vacation wants and needs. The home is located close to all the attractions of ...

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Property Type

Kissimmee House

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Resort living while visiting the theme parks and next door to Margaritaville

$150

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Our beautiful FOUR-BEDROOM, THREE-BATHROOM, luxury home is located at the gated community of Emerald Island Resort, surrounded by lush Florida vegetation, is the one of the latest full-facility resort in the Disney area. The winding, palm-lined road that leads to the impressive entry to the resort gives ...

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Property Type

Kissimmee House

"Covit-19"
Reviewed May 31, 2020

Unfortunately due to the current pandemic we were in lockdown in the U.K for the period we should have been in beautiful Florida.The owners of this villa were extremely helpful all through the period ...

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2 miles to Disney,1650 sqft 4BR/3BA big Condo from $90/nt

4 BR | 3 BA | Sleeps 8 | Quick View

4
Owner special: Last minutes deal from $85/NT

Distance to park: 2 miles to Disney’s Animal Kingdom Park

$80

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

Welcome to the Sun Lake Resort. We have 4 identical units of 4 bedroom 3 bath 1650 sqft on first floor and 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 ...

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Property Type

Kissimmee Condo

"Excellent trip"
Reviewed July 6, 2020

Excellent trip and the home owner and his staff was awesome and everything went as plan. Love the location and we will be coming back

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Luxury Windsor Hills 3/2 Condo

3 BR | 2 BA | Sleeps 6 | Quick View

5

Distance to park: 2 miles to Disney

$69

per night

View Details

Key Amenities

  • Air Conditioning
  • Full 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"
Reviewed March 24, 2020

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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Palm Tree Villa Florida, 5 Star Review Rating with Pool Lift & Wheel in Shower

$125

per night

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Key Amenities

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

About this property

Palm Tree Villa Florida, is tucked away in the much sought after location of Doral Woods. This large 4 Bedroom, 3 Bathroom villa, is ideal for making the perfect vacation.This is our own holiday home, so the furnishings are to a high standard, as you can see from the pictures and video. Fully Air ...

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Property Type

Kissimmee Villa

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Discover newly refurbished 4 BR Windsor Palms Resort

4 BR | 3 BA | Sleeps 9 | Quick View

Distance to park: 10 miles to Walt Disney World

$159

per night

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Key Amenities

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

About this property

Enjoy Windsor Palms, featuring gated resort style living at its finest! This beautiful, Orlando vacation resort is just 3 miles (4.5 km) from the gates of Walt Disney World. The perfect location for families to enjoy Disney Magical Gatherings. Our totally remodeled and renovated home provides lots of ...

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Property Type

Kissimmee House

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4 BEDROOM IN Terra Verde Resort WITH PRIVATE POOL & Free Wi Fi

$112

per night

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Key Amenities

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

About this property

4 Bedroom / 3 Bathroom (1,940 sqft) Single Story Gated Community North Facing Private Pool and SPA Electric Pool Heat is an additional cost.Living Room 1: TV / DVD / Stereo Living Room 2: Seating Area Dining Area - Seats 6 Breakfast Table - Seats 4 Breakfast Bar - Seats 2Master Bedroom ...

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Property Type

Kissimmee Villa

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South facing heated pool and spa

6 BR | 4 BA | Sleeps 12 | Quick View

6

Distance to park: 3 miles to Disney World

$175

per night

View Details

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

"Girls Trip 2020"
Reviewed July 24, 2020

My friends and I absolutely loved this home ...it was perfect for the 8 of us. I WOULD DEFINITELY RENT AGAIN!!

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Westside Charm | 7 Bed Private Pool Home

$205

per night

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Key Amenities

  • Air Conditioning
  • Full 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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One mile from Disney, Celabration, family condo, gated, Free WI-FI

3 BR | 2 BA | Sleeps 6 | Quick View

Distance to park: 1 miles to Disney Animal Kingdom

$85

per night

View Details

Key Amenities

  • Air Conditioning
  • Full 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

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Fairway Family Getaway - Amazing Games Room and Kids Bedrooms!

$299

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Welcome to your Family Getaway! This beautiful 6 bedrooms 5.5 Bath is located in the Fairway Ridge community inside of the prestigious Reunion Resort with expansive, and breathtaking views of the sunset over the signature Jack Nicklaus course.Walk into your home away from home, and set your worries ...

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Property Type

Kissimmee House

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Fabulous 6 Bed villa with own pool/hot tub. South facing pool.

$148

per night

View Details

Key Amenities

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

About this property

Welcome to our stunning spacious six bedroom, six bathroom villa, perfect for a 2 family relaxing vacation. The villa can easily accommodate 12 guests.The villa is located in the 5 Star Terra Verde Resort just 15 minutes from Disney.The villa is fully air conditioned throughout and has WiFi in ...

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Property Type

Kissimmee Villa

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Encore Resort 6 Bedroom Vacation Home with Pool (1903)

$170

per night

View Details

Key Amenities

  • Air Conditioning
  • Private Pool

About this property

This house will make you feel at home while on vacation. Good for couples, business travelers, families (with kids), and big groups. The home has all you need for a relaxing stay. Modern interior design, new high-end furnishing. Our professionally decorated house has the equipment to provide your family ...

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Property Type

Kissimmee House

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3br/2ba condo with lake view from $80/NT,2 miles to Disney

3 BR | 2 BA | Sleeps 6 | Quick View

1
Owner special: Last minutes deal from $80/NT

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

$77

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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The Floridian : Ultra Luxuary 5BR Pool Home, 2 Master Suites, Sleeps 12!

$239

per night

View Details

Key Amenities

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

About this property

Enjoy our three-thousand square foot, custom luxury pool home, less than four miles from Disney World. We offer two master suites with king-size beds (one with Jacuzzi), two queen-bedrooms, one twin-bedroom, and queen size pullout-couch, all on one floor. This is not your typical Rolling Hills house. ...

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Property Type

Kissimmee House

"Our Dream Vacation"
Reviewed July 30, 2018

This home was PERFECT for my family! It was very spacious and had everything we needed to make us comfortable. Very close to Disney and close to a lot of nice eating places we could not have chosen a ...

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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!