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Kissimmee Vacation Rentals (page 1 of 21)

519 Kissimmee Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the optional search criteria box to refine your search within Kissimmee.
Listings 1 - 25 are shown below. Page ( 1 2 3 4 5 .. 21 ) Next »
Disney Tropical Hideout

Kissimmee Vacation Rental Home - Property 10796
  Home:  7 Bedroom, 4.5 Bathroom, Sleeps 16
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Pool (private), Pool (access), Sauna (access), Spa/Hot Tub (private), Spa/Hot Tub (access), Jacuzzi, Deck, Patio, Lanai, BBQ Grill, Air Conditioning, Garage, High-Speed I...(more)
Description: This house locate in Emerald Island, which is only 2-3 miles from Disney World. It is surrounded by tropical plants and flowers. Relaxing, quiet, and yet conveniently close to supermarket, shops, cine...(more)
Price Range: 150 - 299 /night  :  1400 - 2000 /week (in US $)
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World Theme Home with Private Pool, Pool & Hockey Tables+++

Kissimmee Vacation Rental Villa - Property 7326
  Villa:  7 Bedroom, 5.5 Bathroom, Sleeps 14
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Crib, Deck, Fitness Center, Full Kitchen, Games, Garage, Garden, Gas Grill, Gated Complex, High-Speed Internet, Jacuzzi, Lanai, Linens Provided, Lounge/...(more)
Description: Spectacular is the only word to describe Emerald Sunshine, with . Exclusive, beautiful gated Emerald Island Resort location . Community facilities . Fantastic 7 bedroom home...(more)
Price Range: 199 - 319 /night  :  1392 - 2233 /week (in US $)
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Golfer's Dream opposite Wyndham Mystic Dunes Golf Florida

Kissimmee Vacation Rental Home - Property 7938
  Home:  3 Bedroom, 3 Bathroom, Sleeps 6
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Cooking Utensils Provided, Crib, Deck, Fitness Center, Full Kitchen, Games, Garden, Gated Complex, High Chair, High-Speed Internet, Lanai, Linens Provid...(more)
Description: Planning a golfing break. Our spacious 3 bedroom 3 bath townhouse comfortably sleeps 6 persons and is opposite the Wyndham Mystic Dunes Resort and Club, Kissimme, Florida. Discount fees apply. Thi...(more)
Price Range: 95 - 115 /night (in US $)
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Tinkerbelle’s Retreat a Huge!!! 7 Bed 5.5 emerald Isle villa

Kissimmee Vacation Rental Villa - Property 1903
  Villa:  7 Bedroom, 5.5 Bathroom, Sleeps 16
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Charcoal Grill, Cooking Utensils Provided, Crib, Deck, Fitness Center, Full Kitchen, Games, Garage, Garden, Gas Grill, Gated Complex, High Chair, High-S...(more)
Description: Welcome to Tinkerbelle’s Retreat a Huge!!! 7 Bed 5.5 bath exclusive home for the ultimate luxury Villa Located on the exclusive resort of Emerald Island, this brand-new, outstanding villa will slee...(more)
Price Range: 220 - 380 /night  :  1600 - 2800 /week (in US $)
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Lakeside Villa

Kissimmee Vacation Rental Villa - Property 32314
  Villa:  3 Bedroom, 2 Bathroom, Sleeps 6
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Cooking Utensils Provided, Covered Parking, Fitness Center, Full Kitchen, Games, Gated Complex, Lanai, Linens Provided, Pool (access), Sauna (access), S...(more)
Description: Beatifully maintained 3 bedroom lakeside villa in the popular community of Vista Del Lago, only 4 miles from Disney and within easy reach of all of Orlando's attractions. Our home has everything you...(more)
Price Range: 500 - 500 /week (in US $)
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4 Star Apartment Free Disney Shuttle

Kissimmee Vacation Rental Home - Property 38919
  Home:  2 Bedroom, 2 Bathroom, Sleeps 6
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Cooking Utensils Provided, Fitness Center, Full Kitchen, Gated Complex, High-Speed Internet, Jacuzzi, Linens Provided, Pool (access), Spa/Hot Tub (acces...(more)
Description: Free Shuttle to Disney Included 2 Bedrooms 2 Bathrooms Sleeps 6 We also have 3 bedrooms available for an extra $10 per night A recent client from the USA said that I should shout about the gr...(more)
Price Range: 78 - 85 /night  :  546 - 595 /week (in US $)
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The Captiva, Strafford Park

Kissimmee Vacation Rental Home - Property 30547
  Home:  4 Bedroom, 3 Bathroom, Sleeps 8
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Cooking Utensils Provided, Full Kitchen, Garage, Linens Provided, Maid Service Available, Patio, Pool (private)
Description: Single storey 4 bedroom, 3 bathroom home with private pool.
Price Range: 120 - 145 /night  :  840 - 1015 /week (in US $)
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Goofy's Getaway - 3 Kings, Pool, Game Room, WiFi, 55" TV

Kissimmee Vacation Rental Villa - Property 37103
  Villa:  5 Bedroom, 3 Bathroom, Sleeps 12
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Charcoal Grill, Cooking Utensils Provided, Crib, Fitness Center, Garage, Gated Complex, High Chair, High-Speed Internet, Lanai, Linens Provided, Lounge/...(more)
Description: 5 Star Executive Villa featuring 3 Kings, Game Room, Wireless Internet - Minutes From Disney and Universal! Beautifully newly decorated & renovated 5 bedroom villa with 3 Kings, 1 Queen and 2 Fulls-- ...(more)
Price Range: 1050 - 1400 /night (in US $)
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The San Lorenzo, Villa Sol **Hi Speed Internet Access**

Kissimmee Vacation Rental Home - Property 44495
  Home:  4 Bedroom, 2 Bathroom, Sleeps 8
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Cooking Utensils Provided, Covered Parking, Crib, Fitness Center, Full Kitchen, Garage, Gated Complex, Linens Provided, Maid Service Available, Pool (pr...(more)
Description: Single storey 4 bedroom 2 bathroom waterfront property with private pool in the gated community of Villa Sol. TV's in all bedrooms as well as the family room, VCR and DVD player, plus complimentary h...(more)
Price Range: 130 - 155 /night  :  910 - 1085 /week (in US $)
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Windsor Hills/Disney 3BR/2BA Luxury Condo near Disney

Kissimmee Vacation Rental Condo - Property 5761
  Condo:  3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Deck, Elevator, Full Kitchen, Gated Complex, High Chair, Lanai, Pool (access), Spa/Hot Tub (access)
Description: Windsor Hills is the newest and 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....(more)
Price Range: 65 - 175 /night  :  455 - 1225 /week (in US $)
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2 BR Furnished Vacation Townhome with Pool, near Disney

Kissimmee Vacation Rental Condo - Property 28922
  Condo:  2 Bedroom, 2.5 Bathroom, Sleeps 8
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Charcoal Grill, Cooking Utensils Provided, Deck, Full Kitchen, Gas Grill, Jacuzzi, Linens Provided, Lounge/Common Area, Pool (access), Spa/Hot Tub (acce...(more)
Description: THIS 2 STORY 1300 SF 2BR 2.5 BATH TOWNHOUSE IS FULLY FURNISHED AND EQUIPPED AS A VACATION CONDOMINIUM WHICH IS LOCATED 15 MINUTES FROM ORLANDO, AND 10 MINUTES FROM DISNEY WORLD. THE UNIT CAN ACCOMMODA...(more)
Price Range: 65 - 85 /night  :  550 - 755 /week (in US $)
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New large town house with private hot tub

Kissimmee Vacation Rental Home - Property 69086
  Home:  3 Bedroom, 3 Bathroom, Sleeps 8
Location: kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Full Kitchen, Games, High Chair, High-Speed Internet, Jacuzzi, Linens Provided, Lounge/Common Area, Pool (access), Spa/Hot Tub (private)
Description: This new townhouse has three large bedrooms plus three full size bathrooms two of them ensuite , one of the bed rooms ensuite is on the ground floor ( ie would suit grandparents or person with mobi...(more)
Price Range: 100 - 130 /night  :  650 - 910 /week (in US $)
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The Kensington, Windsor Park **Hi Speed Internet Access**

Kissimmee Vacation Rental Home - Property 69845
  Home:  5 Bedroom, 3.5 Bathroom, Sleeps 10
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Cooking Utensils Provided, Covered Parking, Full Kitchen, Garage, High-Speed Internet, Linens Provided, Maid Service Available, Pool (private)
Description: Stunning waterfront property perfectly located in the golfing community of Windsor Park @ Remington, this lavishly furnished home offers 5 bedrooms and 3.5 bathrooms, 2 living areas, dining room and f...(more)
Price Range: 160 - 180 /night  :  1120 - 1260 /week (in US $)
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Magical Pool Home near Disney, Universal, Sea World

Kissimmee Vacation Rental Home - Property 18238
  Home:  4 Bedroom, 2 Bathroom, Sleeps 10
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Continental Breakfast, Cooking Utensils Provided, Crib, Full Kitchen, Games, Garage, Garden, Gas Grill, High-Speed Internet, Lounge/Common Area, Maid Se...(more)
Description: Hablo espanol tambien. Why stay in a hotel during your Florida Vacation when you can relax with the whole family in this Magical Vacation Rental Home. Come enjoy the beautiful private pool of this 4 b...(more)
Price Range: 99 - 160 /night  :  750 - 1100 /week (in US $)
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Lakeview "The Jewel in the Crown"

Kissimmee Vacation Rental Villa - Property 8478
  Villa:  5 Bedroom, 4 Bathroom, Sleeps 10
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Pool (private), Deck, Patio, Lanai, Garden, BBQ Grill, Air Conditioning, High-Speed Internet, Lounge/Common Area
Description: Lakeview is located on the prestigious gated community of Cumbrian Lakes. We are only a few minutes away from Highway 192 with its array of shops, restaurants and attractions. Lakeview is the perfect ...(more)
Price Range: 600 - 850 /week (in UK £)
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Get the Full Deal: Luxurious Comfort & Affordability!

Kissimmee Vacation Rental Villa - Property 7468
  Villa:  6 Bedroom, 5.5 Bathroom, Sleeps 14
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Cooking Utensils Provided, Crib, Deck, Fitness Center, Full Kitchen, Games, Garage, Garden, Gas Grill, Gated Complex, High-Speed Internet, Jacuzzi, Lana...(more)
Description: . Exclusive Terra Verde Resort location . Community facilities . Fantastic new 6 bedroom home . Fully screened heatable pool . Close to all Disney attractions Looking for an executive Or...(more)
Price Range: 189 - 269 /night  :  1323 - 1883 /week (in US $)
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Wonderful 5 Bedroom Villa on Windsor Hills Kissimmee

Kissimmee Vacation Rental Villa - Property 26200
  Villa:  5 Bedroom, 5 Bathroom, Sleeps 12
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Continental Breakfast, Cooking Utensils Provided, Covered Parking, Crib, Deck, Fitness Center, Full Kitchen, Garage, Gas Grill, Gated Complex, High Chai...(more)
Description: Relax in our luxurious villa and treat our house as yours. This villa is tastefully decorated and furnished to a high standard and it has all of the comforts of home. Relax on our south facing ext...(more)
Price Range: 175 - 250 /night  :  1200 - 1700 /week (in US $)
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Fabulous Lake View 5 Bed Villa closest development to Disney

Kissimmee Vacation Rental Villa - Property 16484
  Villa:  5 Bedroom, 3.5 Bathroom, Sleeps 12
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Cooking Utensils Provided, Full Kitchen, Garage, Garden, High Chair, High-Speed Internet, Lanai, Linens Provided, Lounge/Common Area, Maid Service Avail...(more)
Description: This spacious, 5 bedroom rental villa is designed to accommodate up to ten people in elegant surroundings, furnished, decorated and equipped throughout to the very highest standards. 5 minutes from D...(more)
Price Range: 100 - 150 /night  :  700 - 1050 /week (in US $)
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Luxury Disney Condo

Kissimmee Vacation Rental Condo - Property 24086
  Condo:  3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Cooking Utensils Provided, Fitness Center, Games, Gated Complex, Lanai, Linens Provided, Lounge/Common Area, Pool (access), Spa/Hot Tub (access)
Description: Welcome to our wonderful 3 bedroom, 2 bathroom top floor condo which allows you an opportunity to enjoy you Disney holiday in comfortable and tasteful surroundings, while experiencing all the comforts...(more)
Price Range: 500 - 800 /week (in US $)
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The "Berry" Best Florida Vacation Homes - Oak Hill

Kissimmee Vacation Rental Home - Property 7517
  Home:  3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Pool (private), Pool (access), Deck, Patio, Terrace, Lanai, Garden, BBQ Grill, Air Conditioning, Garage, Lounge/Common Area
Description: Beautiful, fully furnished, 3 bedroom / 2 bath vacation home with private pool overlooking a natural preserve. Everything you need is supplied for in the home. From cooking utencils to bath and bed ...(more)
Price Range: 110 - 110 /night  :  770 - 770 /week (in US $)
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Affordable Home Near Disney/Universal Studios

Kissimmee Vacation Rental Home - Property 46173
  Home:  2 Bedroom, 2 Bathroom, Sleeps 4
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Charcoal Grill, Cooking Utensils Provided, Full Kitchen, Games, Garage, High-Speed Internet, Linens Provided, Lounge/Common Area, Patio, Terrace
Description: Beautiful west facing villa Cozy and comfortable. Great location to all the theme parks, Disney 20 mins, Seaworld 15mins, Universal 20 mins and Cocoa Beach/Kennedy Space Centre 45 mins. Local Englis...(more)
Price Range: 500 - 500 /week (in US $)
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The Madrid, Villa Sol **Hi Speed Internet + Games Room**

Kissimmee Vacation Rental Home - Property 30550
  Home:  6 Bedroom, 4 Bathroom, Sleeps 12
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Cooking Utensils Provided, Fitness Center, Full Kitchen, Games, Garage, Gated Complex, High-Speed Internet, Linens Provided, Maid Service Available, Pat...(more)
Description: Pamper yourself when you stay in this beautifully furnished two storey 6 bedroom, 4 bathroom home located in the gated community of Villa Sol. Besides your own private pool and spa, you will find eve...(more)
Price Range: 150 - 180 /night  :  1050 - 1260 /week (in US $)
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Inexpensive Florida Fun Pad

Kissimmee Vacation Rental Home - Property 5173
  Home:  3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Garden, High-Speed Internet, Lanai, Lounge/Common Area, Pool (access), Sauna (access), Spa/Hot Tub (access)
Description: Our deceptively spacious cute and cozy Florida home is situated on the Vista Del Lago gated residential community on Hwy 192. It has recently been upgraded and contains everything and more - all you ...(more)
Price Range: 500 - 500 /week (in US $)
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3 bed Resort Townhome best location for Disney and Golf

Kissimmee Vacation Rental Home - Property 7928
  Home:  3 Bedroom, 3 Bathroom, Sleeps 6
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Cooking Utensils Provided, Crib, Deck, Fitness Center, Full Kitchen, Games, Garden, Gated Complex, High-Speed Internet, Lanai, Linens Provided, Lounge/C...(more)
Description: To make the perfect Disney Orlando Area vacation rental home. Pick a location 5 minutes from Disney and close to the Orlando Area atttractions. Mix one spacious townhome with 3 beds /3 baths, bed line...(more)
Price Range: 95 - 115 /night (in US $)
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Spacious***7-bedroom w/ 2 Masters*** 2Miles2Disney

Kissimmee Vacation Rental Villa - Property 7838
  Villa:  7 Bedroom, 4.5 Bathroom, Sleeps 18
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Pool (private), Sauna (access), Spa/Hot Tub (private), Jacuzzi, Deck, BBQ Grill, Air Conditioning, Garage, Lounge/Common Area
Description: Mirror, Mirror On the Wall Which house is the Fairest Of Them All? The DREAM HOME!!! Welcome to the Dream Home. A perfect retreat for a fun, relaxing vacation. Only 2 miles from DISNEY an...(more)
Price Range: 195 - 299 /night (in US $)
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Listings 1 - 25 are shown above. Page ( 1 2 3 4 5 .. 21 ) Next »

Destination Guide  Kissimmee

In Kissimmee, visitors can catch a glimpse of Florida as it was during the past two centuries.  The rail station is a “newcomer”, by those standards.  It still has the look and feel of a depot of the 1920s.  It is well served daily by Amtrak, and is a popular and convenient choice as a point of arrival and departure to the Disney area. 

Landscaping and renovations preserve the historic downtown district of this small Florida town.  Old Town, just east of I-4 on US 192, features 75 specialty shops as well as restaurants and amusement rides in a turn of the 20th century setting.  Hundreds of classic cars cruise the Old Town streets every Friday and Saturday night.

Kissimmee hosts the Houston Astros every March for spring training in the Osceola County Stadium and Sports Complex.  The arena in Osceola Heritage Park is the site of the Silver Spurs Rodeo and other sporting events. 

Welcome to the most magical place on Earth.  When Walt Disney was asked, “when will it be finished”, he replied, “as long as there is imagination ….never”.  This true visionary who embraced the childlike qualities in all of us, transformed this once cattle and citrus community into the most visited site on the planet.  Best of all, Kissimmee enjoys year round mild weather. 

What most visitors planning a Florida vacation think of as Orlando actually includes Kissimmee and Lake Buena Vista as well. If you are one of the lucky millions of people who will visit this fabulous “world”, get ready to have the ride of your life.  It has been said that if you were to visit every attraction in the area, by the time you finished, a new one will have been built.

Visitors from around the world flock to this destination to experience the magic that is not only Disney in the form of Animal Kingdom, Epcot, MGM Studios, and the park that started it all–the Magic Kingdom, but Universal Studios and SeaWorld, just to name a few.  Of course, Downtown Disney, a host of water parks, and Pleasure Island, golf courses, a racetrack and restaurants are all included.

There is no shortage of things to do in and around Kissimmee. While the Disney World Resort is a must see, Sea World, Wet ‘n Wild, and Universal are within an easy drive.  There are also a host of other attractions, fine food, museums, theatre, and virtually anything you can imagine within a 30 minute drive. 

Dinner theaters provide a unique form of entertainment. There are a variety of venues including a Pirate adventure, Medieval Times, Arabian Nights, (complete with Lipizzaner horses), a Dixie Stampede, and even a Sleuths’ Mystery.  What a great way to relax and unwind after an invigorating day at the parks.

At every Disney attraction, there is an opportunity to see the world through a child’s eyes. That look of amazement each and every time a Disney character makes an appearance or a child takes that exciting ride for their first time, is an experience to remember and to cherish.  The wonders of Orlando, Lake Buena Vista, and Kissimmee are magical, and in these enchanting places, everyone gets to be young and carefree.

 



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