Kissimmee Vacation Rentals

(378 rentals)
Affordable 4 Bedroom Southfacing Pool Vacation Home

$120

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Located just 4 miles west of Walt Disney World® off of Highway 192, Lindfields remains one of the most popular and sought after areas for holiday makers to central Florida. This sub division offers wide boulevards, tranquil lakes and peaceful cul-de-sacs, with little traffic.Established in the ...

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Property Type

Kissimmee Villa

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Affordable Comfortable 3BD 3BA Encantada Resort with Hot Tub

$108

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

The superb 3 bedroom townhouse newly furnished has all the comfort of a private home. It has a fully equipped kitchen, all linens including towels, a large living and dining areal, alarm clock with radio and television in all bedrooms, free wireless Internet (Wifi), free local and long distance calls ...

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Property Type

Kissimmee Townhome

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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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Affordable Disney Villa - just 5 minutes to Disney

$109

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

This Disney Villa is a fully furnished home and is one of the best kept turnkey properties you will find in Indian Creek ! Has an airy open floor plan, lots of light. Enjoy the crystal clear South facing pool and the covered lanai on your sunny and warm Florida holidays.This luxurious private home ...

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Property Type

Kissimmee Villa

"Comfortable, convenient and great communications!"
Reviewed November 27, 2019

We've been renting vacation homes in Florida every few years since 2003 and this one really rose to the top. Off the bat, Kim did an outstanding job with communications before and during our stay. Secondly, ...

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Designer 7BD 5BA Windsor at Westside Private Pool Spa TV Den/Loft Games Room

$315

per night

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Key Amenities

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

About this property

7 Bedrooms 5 Bathrooms Family Room with large HD Cable TV Upstairs TV Loft/Den 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 Villa

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Stylish 9BD 6BA Solara Pool/Spa. Games Room. Free use of Resort Facilities.

$290

per night

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Key Amenities

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

About this property

9 Bedrooms 6 Bathrooms Family Room with large HD Cable TV Upstairs Loft 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 10 plus breakfast bar for 12 and outdoor dining Private screened ...

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Property Type

Kissimmee Villa

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Large spacious home/Private pool/Close 2 Disney

$165

per night

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Key Amenities

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

About this property

Spacious, Clean family sized home with a fantastic open concept setting. Located within a gated resort community only 7 miles to Disney, and minutes to shops/restaurants makes the location ideal. The home has been freshly painted, decorated with brand new living room furniture. Perfect for social settings, ...

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Property Type

Kissimmee House

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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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The perfect Disney vacation home rental property! ATTENTION-ONLY WEEKLY RENTALS

3 BR | 2 BA | Sleeps 8 | Quick View

5

Distance to park: 12 miles to All Disney Theme Park

$89

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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

"Perfect Family Vacation Home"
Reviewed March 18, 2019

We rented this home for a week in early February. Everything was perfect. All of the amenities need for our stay were there. The pool was great. All of the restaurants and Theme parks were just a short ...

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

$275

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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*DISNEY* NEW Solara 5 bed Private Pool IHR 1027

$150

per night

View Details

Key Amenities

  • Air Conditioning
  • Pool
  • Private Pool

About this property

At the center of our state-of-the-art, 18-acre amenity complex is the 13,000 square foot Grand Clubhouse that brings together a unique combination of amenities and activities for guests enjoying all that the community has to offer.From the huge Resort-style, heated pool to the FlowRider® Surf ...

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Property Type

Kissimmee Townhome

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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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Highest Ranked Home Newly Renovated Lowest Weekly Rate Price includes all Fees

3 BR | 2 BA | Sleeps 8 | Quick View

5
Owner special: Save $100 on Feb 29 to March 6 for 6 nights and March 8 to 15 for 7 nights

$85

per night

View Details

Key Amenities

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

About this property

New Flooring New Air Conditioning ,New Mattresses, Gel Toppers , Keurig ,Our prices include everything! No hidden maid service fee or security fee or taxesOUR PRICES INCLUDE ALL TAXES AND FEESOur resort, is a Gated community  it is a 5 star resort only 5 minutes from the Disney Parks ...

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Property Type

Kissimmee Condo

"honest owner"
Reviewed March 7, 2019

unfortunately had to cancel last minute because of health to both my wife and I. owner was more than reasonable about problem. not everyone would have been more helpful as he was.

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

$571

per night

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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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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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DISNEY FAMILY VACATION / 4 Miles To Disney / Lakefront Townhome / New Bedding

4 BR | 3 BA | Sleeps 8 | Quick View

Distance to park: 4 miles to Disney Parks

$99

per night

View Details

Key Amenities

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

About this property

Your Dream Family Vacation....Close to Every Major Attraction...Disney's Magic Kingdom, Universal Studios, Epcot. Sea World, Animal Kingdom, etc. Secure ...Gated Resort.....Very SAFE! Our Totally Re Modeled....4 Bedroom Town-home Looks Brand NEW! Our View from the Balcony, is the BEST in The Club ...

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Property Type

Kissimmee Townhome

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Gino's Vacation Home

5 BR | 5 BA | Sleeps 10 | Quick View

1

$143

per night

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Key Amenities

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

About this property

Vacation Home 5.6 miles from Disney.This beautiful fully furnished with open floor plan, mediterranean style 5 bedroom 5.5 bathroom house is located just 5 miles from Walt Disney World and is only a 30 minute drive from Orlando International Airport. Not only is this home open and spacious, but private ...

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Property Type

Kissimmee Villa

"Excellent Orlando Villa"
Reviewed April 15, 2018

Hi Gino & Eva Just wanted you to know we had a fantastic time in your fabulous Villa/Home We all enjoyed every part of it Ideally positioned Large double bedrooms with comfy beds Excellent pool ...

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Beautiful lakeside villa with private pool.

$74

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Beautiful south facing lakeside villa with solar and electric heated pool. Great location for all the theme parks, Disney 20 mins, Seaworld 15mins, Universal 30 mins and Cocoa Beach/Kennedy Space Centre 45 mins. Local English management contact and fully inspected/licensed by the Florida Hotels Board. ...

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Property Type

Kissimmee Villa

"Beautiful House"
Reviewed February 17, 2020

Wow!! This house is perfect! We had an amazing time in Florida and this house was great for our family. We had 6 people and the house had plenty of room. The set up is very welcoming! We paid extra to have ...

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Champions Estate

8 BR | 5 BA | Sleeps 16 | Quick View

$305

per night

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Key Amenities

  • Air Conditioning
  • Full 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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Beautiful Family Home Close to Everything.

$120

per night

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Key Amenities

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

About this property

Enjoy a magical vacation just 3 miles from all the Disney parks at the Pineapple Vacation Villa situated in the elegant Windsor Palms Resort. -Our holiday home offers all of the latest features in vacation rentals. With four bedrooms including two master-en-suites with private bathrooms plus two twin ...

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Property Type

Kissimmee Villa

"Lovely place"
Reviewed February 16, 2020

My family just stayed here with family friends this past week. We couldnt have asked for such a wonderful place to stay. It had everything we needed to be more than comfortable for the week. The neighborhood ...

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Fabulous Oakwater Resort in Kissimmee near Mystic Dunes Golf

3 BR | 2 BA | Sleeps 6 | Quick View

Distance to park: 2 miles to Walt Disney World

$99

per night

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Key Amenities

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

About this property

Welcome to this gorgous condo with your own balcony overlooking the conservation and pond. With 3 bedrooms and affordable rates this will be the best place in Oakwater Resort, Kissimme, for your family to unwind after hopping around Orlando parks. This resort is just 1.5 miles to Walt Disney World!!Sleeps ...

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Property Type

Kissimmee Condo

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Encantada 3116

4 BR | 3 BA | Sleeps 10 | Quick View

$105

per night

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Key Amenities

  • Kid Friendly
  • Pool
  • Private Pool

About this property

Townhome - ENCANTADA RESORT Lovely 4 bedroom, 3 bathroom townhome with private pool located in a gated resort community of Encatada. Located in Kissimmee just a few minutes from Disney theme parks.Cable and high speed internet Our spacious townhome has a lounge area which seats 8-10 guests. Dining ...

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Property Type

Kissimmee Townhome

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Enjoy this Disney Villa, in Emerald Island with Heated community Pool

$90

per night

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Key Amenities

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

About this property

***NO PETS***3 Bedroom /2 Bathroom (1,168 sqft) Single Story Guarded Community West Facing Private Pool with additional cost for Electric Pool Heat.Living Room: TV / VCR / DVD Playroom in Garage with TV and furniture Dining Area - Seats 6 Breakfast Table - Seats 4Master Bedroom 1 : ...

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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

View Details

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

$239

per night

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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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Affordable Home Near Disney World

$100

per night

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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

"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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Fantastic 5BD 4BA Private pool/spa PLUS Windsor at Westside Resort Facilities!

$193

per night

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Key Amenities

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

About this property

5 Bedrooms 4 Bathrooms 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 6 plus breakfast bar and outdoor dining Very Private screened Pool and Spa with Lanai with ...

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Property Type

Kissimmee House

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Disney! Brand New 4 bed Private Pool IHR1041

$120

per night

View Details

Key Amenities

  • Air Conditioning
  • Pool
  • Private Pool

About this property

At the center of our state-of-the-art, 18-acre amenity complex is the 13,000 square foot Grand Clubhouse that brings together a unique combination of amenities and activities for guests enjoying all that the community has to offer.From the huge Resort-style, heated pool to the FlowRider® Surf ...

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Property Type

Kissimmee Townhome

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Modern Private Pool Home with Amazing Golf View. 733

$189

per night

View Details

Key Amenities

  • Air Conditioning
  • Kid Friendly
  • Pool
  • Private Pool

About this property

Welcome to our newest addition to Reunion Resort. Enter this luxurious 5 bedroom 4 bath pool home in the prestigious Reunion Golf Resort. (3 Kings, 2 Full, 1 Bunk Full over Twin)This brand new home has just been newly finished and furnished and is now ready to reserve today.Enjoy the magnificent ...

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Property Type

Kissimmee House

"This house is simply amazing."
Reviewed October 24, 2019

I will be coming back again! The high ceilings & big rooms are just enough for your family. I completely love this property and neighborhood! Thank you!

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My Disney Townhouse

4 BR | 3.5 BA | Sleeps 10 | Quick View

3

Distance to park: 5 miles to Animal Kingdom

$100

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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

"Excellent place to stay."
Reviewed December 3, 2019

The location is amazing-everything was close every one was friendly pool was great hot tub was amazing. I love it so much that I will like to buy a property there.Can some one tell me how I can buy ...

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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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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

View Details

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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Perfect 9 Bed Resort Vacation Home. 8899

$189

per night

View Details

Key Amenities

  • Air Conditioning
  • Kid Friendly
  • Pool
  • Private Pool

About this property

Introducing our newest 9 bedroom luxury Resort home in the fantastic Windsor at Westside Resort. (6 kings, 2 full, 2 twin, 1 bunk with trundle)No expense has been spared to furnish this 9 bedroom home with 2 bedrooms on the main floor and an additional 7 bedrooms on the second floor.You will ...

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Property Type

Kissimmee House

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♥Disney Area♥☆24hrs gated☆CornerTownHouse PrvtPool

4 BR | 3 BA | Sleeps 8 | Quick View

1

Distance to park: 18 miles to Magic Kingdom

$119

per night

View Details

Key Amenities

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

About this property

☆ Bella Vida Resort ☆ Walmart Walk-in distance ☆ All Lines/Towels Provided ☆ 24hrs Gated Community ☆ Private Pool ☆ Cable TV ☆ Free UNLIMITED Wireless Internet ☆ Easy Self Checkin-Personalized door coded ☆ Smart NEST Thermostat ☆ Complete Kitchen ☆ In Unit Washer&Dryer ☆ ...

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Property Type

Kissimmee Townhome

"Excellent location, amazing pool!"
Reviewed February 24, 2019

Everything was perfect!!! Righlights: reception, furniture, cleaning, accommodations, location, pool.. I´m definitively coming back!

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Fable Haven | New in Storey Lake! 9 Bedroom Pool Home with Amazing Games Room!

$325

per night

View Details

Key Amenities

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

About this property

The Storey Lake clubhouse features a fitness center, sauna, game room, internet cafe, and a 50-seat movie theater. Additional amenities include Tennis, basketball, volleyball courts, and a golfing area at this fabulous vacation rental resort community.You're sure to enjoy your time at this vacation ...

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Property Type

Kissimmee House

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3 Miles From Disney - Pet Friendly - Free Wifi - Grill - AC - Baby Equipment

$186

per night

View Details

Key Amenities

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

About this property

Sleeps 8-10. Beachy decor. 2 master suites (one king / one queen) both with private bathrooms. 2 twin bedrooms / 2 twin beds each share the 3rd bathroom. Queen sofa sleeper in the living room. Private pool and free standing hot tub. Extra large fenced rear yard. Great for kids and pets (2-3 pet with paid ...

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Property Type

Kissimmee House

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Fairway Joy | 5 Bedroom Pool Home with Extended Pool Deck and Conservation Views

$209

per night

View Details

Key Amenities

  • Air Conditioning
  • Full 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

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Westside Escape

5 BR | 4 BA | Sleeps 10 | Quick View

$175

per night

View Details

Key Amenities

  • Air Conditioning
  • Private Pool

About this property

New in 2016, 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 ...

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Property Type

Kissimmee Townhome

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Golden Villa | 6 Bed 4 Bath Pool Home with Golf Course Views in Reunion Resort

$235

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Enjoy comfort during your next vacation in this gorgeous 6 bedroom 4.5 bath, the perfect home for you and your family to stay in. Located in the Reunion Resort allows for you to easily access world-famous theme parks and attractions.As soon as you pull into the driveway of your new vacation home you’ll ...

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Property Type

Kissimmee Villa

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5 Bedroom 3 Bathroom - South facing pool vacation rental Villa near Disney

$135

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Planning to visit Disney during 2020/21How would you like to rent our 5 bed 3 bath rental villa.It has its own south facing screened private swimming pool that is located on the exclusive Lake Berkley gated Resort in Kissimmee, Orlando, Florida.We are just minutes from the theme parks like ...

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Property Type

Kissimmee Villa

"Great visit"
Reviewed November 19, 2019

We had a lovely home and very relaxing holiday. Everyone was very helpful and a beautiful well kept grounds and area. Will be coming back.

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Hidden Oasis | 4 Bedroom 3 Bath Private Pool Villa

$275

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Are you looking for something exceptional for your vacation home in Orlando? Look no further - this beautiful home will be your Hidden Oasis providing you a chance to leave the 'everyday' behind. This home offers 3,600 square feet of tastefully appointed and light filled interiors, a secluded pool long ...

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Property Type

Kissimmee House

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Solterra Breeze | 6 Bedroom, 5.5 Bath | Themed Kids' Rooms

$195

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

Property SummaryGeneral 3,137 sq/ft of luxury accommodation Fully equipped kitchen and formal dining area Smoke-free and pet-free for your comfort Towels and linens are provided Complimentary wireless internet Outside SeatingBedroom/Bed Sizes King Master with Ensuite - First Floor King ...

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Property Type

Kissimmee House

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Special price for February, dont miss it !

$119

per night

View Details

Key Amenities

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

About this property

MAGIC HOUSE, is a beautifully furnished 4 bedrooms, 3 bathrooms home with a 26ft x 14ft swimming pool and Spa,. covered lanai. It is only a 3 mile drive to Walt Disney World Resort. It's in easy reach of all other major attractions.MAGIC HOUSE is a luxury villa located in the quiet friendly neighborhood ...

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Property Type

Kissimmee House

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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

"Excellent - everything we could ask for"
Reviewed October 6, 2019

The whole experience was absolutely excellent. The communication on booking, to receiving our travel documents was exactly as expected. Andrew’s communication left us confident of a legitimate and organised ...

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Modern Perfection - Ultimate Modern Luxury Pool Home in Reunion Resort

$275

per night

View Details

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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❤️New❤️ Windsor at Westside 9BR Luxury Pool Villa, Near Disney

$229

per night

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Key Amenities

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

About this property

Brand New luxury 9BR/6BA home in Windsor At WestSide!- 9 Luxurious Bedrooms (4 King, 1 Queen/Queen, 2 Twin/Full Room, 1 Twin/Twin, 1 Twin/Full Bunk Bed) , 1 Crib, sleep for 23 people - 6 Full Bathrooms - 3 Bedrooms With Private En-Suite Bath - Loft with Big Screen TV, game console, Pool Table, ...

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Property Type

Kissimmee House

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Fairway Elegance

6 BR | 5 BA | Sleeps 12 | Quick View

$279

per night

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Key Amenities

  • Air Conditioning
  • Private Pool

About this property

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 Orlando, including Disney ...

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Property Type

Kissimmee House

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Solterra Paradise Villa | Extended Pool Deck, Movie Room, Amazing Kids Bedrooms

$599

per night

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Key Amenities

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

About this property

Located just minutes from Orlando's theme parks, shopping, dining and other area attractions, this luxury villa is located in Solterra Resort. Solterra resort is just a 5 minute (2.5-mile) drive from a Publix supermarket and other stores. There is also an IMAX movie theater and many other stores such ...

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Property Type

Kissimmee Villa

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Solara Sanctuary - 7 Bedroom Home in Solara Resort

$250

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Located just minutes from Orlando’s theme parks, shopping, dining, and other area attractions, this luxury villa is located in Solara Resort. Solara Resort is just a 5 mEnjoy unlimited access to all the 8-acre resort has plenty to offer with a state of the art 13,000 sq.ft clubhouse, resort pool, ...

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Property Type

Kissimmee House

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CLOSE TO DISNEY BUT NOT EXPENSIVE

$75

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

"EXCELLENT PROPERTY"
Reviewed January 4, 2020

CONDO IS VERY ROOMY AND VERY COMFORTABLE. UP-TO-DATE APPLIANCES AND LARGE SCREEN TV. VERY REASONABLE PRICES,WILL DEFINITELY RECOMMEND TO FRIENDS AND FAMILY

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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!