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Kissimmee Vacation Rentals (page 1 of 17)

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404 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 .. 17 ) Next »
2526 Hamlet Lane

Kissimmee Vacation Rental Home - Property 18036
  Home:  4 Bedroom, 3 Bathroom, Sleeps 10
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Pool (private), Garage
Description: Ideal for families and perfect for your next Disney vacation. Come and stay in this fully furnished and well equipped 4 bedroom 3 baths house with private screened in pool. Located in the Hamlets comm...(more)
Price Range: 125 - 150 /night  :  875 - 1050 /week (in US $)
    View Details & Book Online | Send Inquiry |  Add to Favorites
2758 Lido Key Dr

Kissimmee Vacation Rental Home - Property 25099
  Home:  7 Bedroom, 4 Bathroom, Sleeps 16
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Pool (private)
Description: Beautiful 7 bedroom 4.5 bath home located in a gated Resort Community. Has a theme paint in every bedroom. Large screened in pool area with heated pool and spa. Very elegant furniture through out home...(more)
Price Range: 300 - 400 /night  :  2100 - 2800 /week (in US $)
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Fiesta Key

Kissimmee Vacation Rental Home - Property 115544
  Home:  3 Bedroom, 2.5 Bathroom, Sleeps 8
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Description: Fiesta Key Resort is located in a secure, gated community conveniently located on Poinciana Boulevard just south of the Tourist Strip Highway 192 in Kissimmee. With Disney World, Sea World and Univers...(more)
Price Range: 109 - 159 /night  :  763 - 1113 /week (in US $)
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The Valencia, Villa Sol **hi Speed Internet + Games Room**

Kissimmee Vacation Rental Home - Property 46767
  Home:  5 Bedroom, 4.5 Bathroom, Sleeps 10
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: 4200 sq ft of luxury! Pamper yourself when you stay in this beautifully furnished two storey 5 bedroom, 4.5 bathroom home located in the gated community of Villa Sol. Besides your own private pool, ...(more)
Price Range: 160 - 180 /night  :  1120 - 1260 /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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4 Bedroom Townhouse Near Disney / sleeps up to 10

Kissimmee Vacation Rental Villa - Property 8526
  Villa:  4 Bedroom, 3 Bathroom, Sleeps 10
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Charcoal Grill, Cooking Utensils Provided, Fitness Center, Full Kitchen, Games, Gated Complex, High-Speed Internet, Jacuzzi, Linens Provided, Lounge/Com...(more)
Description: 4 Bedroom/3 Bath Venetian Bay Village Townhouse

(Now With Free Wireless Internet In The Townhouse)
Gated Resort Community with Private Lake, Recreation/Fitness Center, 4 Pools, Pl...(more)
Price Range: 92 - 115 /night  :  644 - 805 /week (in US $)
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2536 Hamlet Lane

Kissimmee Vacation Rental Villa - Property 18042
  Villa:  5 Bedroom, 3 Bathroom, Sleeps 10
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Pool (private), Garage
Description: This outstanding brand new 5 bedroom villa is situated in the Hamlets gated community, Kissimmee. It has a large living room, family room, kitchen, dining room and south facing pool which gets all day...(more)
Price Range: 135 - 175 /night  :  945 - 1225 /week (in US $)
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8619 Primrose Dr

Kissimmee Vacation Rental Home - Property 15073
  Home:  5 Bedroom, 3 Bathroom, Sleeps 10
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Cooking Utensils Provided, Crib, Full Kitchen, Garden, High Chair, High-Speed Internet, Linens Provided, Pool (access), Pool (private)
Description: Bedrooms: 5 Bathrooms: 3 Occupancy: 10 Type: Gold Pool Home Area: Lindfields City: KISSIMMEE  Amenities Cable TV VCR/ DVD Central Heat/Air Cooking Range Dishwasher Telephone Coffee Maker Microwav...(more)
Price Range: 149 - 189 /night  :  1043 - 1323 /week (in US $)
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Awesome Emerald Island Home, Pool & Spa - 3 Miles to Disney

Kissimmee Vacation Rental Villa - Property 6244
  Villa:  4 Bedroom, 3 Bathroom, Sleeps 10
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Pool (private), Pool (access), Sauna (private), Sauna (access), Spa/Hot Tub (private), Spa/Hot Tub (access), Jacuzzi, Deck, Patio, Lanai, Garden, BBQ Grill, Air Condition...(more)
Description: Emerald Island Resort, Kissimmee, Florida. This prestigious, five star, 24 hour manned, gated community is the closest to Disney World and yet just 30 minutes from Orlando International Airport, five ...(more)
Price Range: 130 - 175 /night  :  840 - 1100 /week (in US $)
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2311 Silver Palm Drive

Kissimmee Vacation Rental Home - Property 32068
  Home:  3 Bedroom, 3 Bathroom, Sleeps 8
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Pool (private), High-Speed Internet
Description: 3 bedroom 3 bathroom town house. Home has TV's in all bedrooms and well as a high speed internet connection. Additional Features: Private Pool, Community Pool, High Speed Internet, DVD, VCR, S...(more)
Price Range: 119 - 145 /night  :  833 - 1015 /week (in US $)
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2399 Silver Palm Drive

Kissimmee Vacation Rental Home - Property 15737
  Home:  3 Bedroom, 3 Bathroom, Sleeps 8
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Description: Have the family vacation you always dreamed of in this 3 bed 3 bath townhome. Very child friendly with baby gate, booster chair and more. TV’s in all bedrooms. Perfect location for all theme parks, m...(more)
Price Range: 99 - 135 /night  :  693 - 945 /week (in US $)
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A Luxury three bedroom villa in Lindfields.

Kissimmee Vacation Rental Villa - Property 16953
  Villa:  3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Cooking Utensils Provided, Deck, Full Kitchen, Garage, Linens Provided, Lounge/Common Area, Patio, Pool (access), Pool (private)
Description: A gorgeous three bedroom/two bathroom villa on the popular development of lindfields situated only minutes away from Disney theme parks. This prime location is ideal to reach shops, bars, supermar...(more)
Price Range: 90 - 110 /night  :  630 - 770 /week (in US $)
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5546 Private Executive Villa

Kissimmee Vacation Rental Villa - Property 23158
  Villa:  4 Bedroom, 3 Bathroom, Sleeps 10
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Cooking Utensils Provided, Crib, Full Kitchen, High Chair, Jacuzzi, Linens Provided, Pool (private)
Description: 4 Bed/3 Bath    -Superb Quality, Private Executive Villa- Pleasantly relaxing, just 15 mins from Disney. 30ft Screened Swimming Pool with Jacuzzi. (more)
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The Orchid, Formosa Gardens **wireless Internet access**

Kissimmee Vacation Rental Home - Property 73760
  Home:  5 Bedroom, 3 Bathroom, Sleeps 10
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 single storey 5 bedroom, 3 bathroom home located in the gated community of Formosa Gardens. Besides your own private pool and spa, you will...(more)
Price Range: 160 - 195 /night  :  1120 - 1365 /week (in US $)
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The Catalonia, Villa Sol **hi Speed Internet Access**

Kissimmee Vacation Rental Home - Property 44497
  Home:  4 Bedroom, 2 Bathroom, Sleeps 8
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Covered Parking, Crib, Fitness Center, Full Kitchen, Garage, Gated Complex, High-Speed Internet, Linens Provided, Lounge/Common Area, Maid Service Avail...(more)
Description: Located in the gated community of Villa Sol, this contemporary style single storey home offers 4 bedrooms, 2 bathrooms, living room, dining room, separate family room with leather seating, fully equip...(more)
Price Range: 130 - 155 /night  :  910 - 1085 /week (in US $)
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The Bermuda, Cypress Lakes

Kissimmee Vacation Rental Home - Property 30200
  Home:  3 Bedroom, 2 Bathroom, Sleeps 7
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: You will find everything you need at The Bermuda for your next Disney vacation. This is a cute single storey 3 bedroom, 2 bathroom home with private pool - ideal for the smaller family. Ceramic tile...(more)
Price Range: 90 - 110 /night  :  630 - 770 /week (in US $)
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2427 Crescent Lakes

Kissimmee Vacation Rental Home - Property 69350
  Home:  3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Cooking Utensils Provided, Full Kitchen, Linens Provided, Pool (private)
Description: Lovely 3 bed 2 bath home with a wonderful lake view to the rear. Situated at Crescent Lakes, a quiet residential area with children's play areas, basket ball net and BBQ area. Bedrooms consist of quee...(more)
Price Range: 100 - 124 /night  :  700 - 868 /week (in US $)
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Serendipity Villa - Fabulous Home Minutes from Disney

Kissimmee Vacation Rental Villa - Property 6861
  Villa:  5 Bedroom, 4 Bathroom, Sleeps 12
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Cooking Utensils Provided, Crib, Deck, Full Kitchen, Games, Garage, Garden, Gas Grill, High Chair, High-Speed Internet, Jacuzzi, Lanai, Linens Provided,...(more)
Description: We offer the ultimate in home comforts in luxurious surroundings. We don't aim to beat prices but we do strive to provide a high quality, exceptional value vacation home for those looking for somethin...(more)
Price Range: 206 - 265 /night  :  1445 - 1850 /week (in US $)
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4 BRs/4 BAs means each BR is an ensuite! Garage game room...

Kissimmee Vacation Rental Home - Property 116030
  Home:  4 Bedroom, 4 Bathroom, Sleeps 8
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, High-Speed Internet, Pool (private), Games
Description: 4 bedrooms/4 bathrooms means each bedroom is an ensuite! Garage game room, high speed internet, screened pool with spa - free use of all resort amenities! The Palm House is decorated in rich r...(more)
Price Range: 1200 - 1650 /week (in US $)
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This home is probably one of the finest villas in Florida.

Kissimmee Vacation Rental Villa - Property 43254
  Villa:  6 Bedroom, 5.5 Bathroom, Sleeps 14
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Charcoal Grill, Cooking Utensils Provided, Covered Parking, Crib, Deck, Fitness Center, Full Kitchen, Games, Garage, Garden, Gated Complex, High Chair, ...(more)
Description: This home is probably one of the finest properties you will find in Florida, on many points. It is to be found on the exclusive enclave of Emerald Island which is, probably, the most sought after comm...(more)
Price Range: 190 - 260 /night  :  1300 - 1700 /week (in US $)
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2212 San VIttorino Cr # 108

Kissimmee Vacation Rental Villa - Property 112589
  Villa:  4 Bedroom, 3 Bathroom, Sleeps 8
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Fitness Center
Description: 4 bedroom 3 bath townhouse features a king size bed in downstairs master; a queen size bed in 2nd master and two rooms with 2 twin beds each. •Located in Kissimmee FL, just minutes from the major t...(more)
Price Range: 115 - 140 /night  :  805 - 980 /week (in US $)
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Fairytale Holiday Pool Villa near Disney,Universal,Sea World

Kissimmee Vacation Rental Home - Property 18239
  Home:  3 Bedroom, 2 Bathroom, Sleeps 11
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Cooking Utensils Provided, Crib, Full Kitchen, Games, Garage, Garden, Gas Grill, High Chair, High-Speed Internet, Linens Provided, Lounge/Common Area, P...(more)
Description: Hablo espanol tambien. Gracias por selecsionar mi casa! Esta bella casa para vacaciones esta cerquita a Disney. The Fairytale orlando vacation rental Home is located in the quiet and friendly subdivis...(more)
Price Range: 99 - 175 /night  :  600 - 800 /week (in US $)
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Windsor Palms Comfort and Convenience

Kissimmee Vacation Rental Home - Property 116480
  Home:  4 Bedroom, 3 Bathroom, Sleeps 10
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Cooking Utensils Provided, Fitness Center, Full Kitchen, Garage, Gated Complex, High-Speed Internet, Jacuzzi, Lanai, Linens Provided, Lounge/Common Area...(more)
Description: Do you want Orlando comfort? Come stay at this completely remodeled 4 bed, 3 bath luxury guest home in the gated Windsor Palms resort. Two master suites with baths, two other bedrooms with shared ba...(more)
Price Range: 150 - 160 /night  :  980 - 1050 /week (in US $)
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7809 Bassnett Circle

Kissimmee Vacation Rental Home - Property 16764
  Home:  6 Bedroom, 5 Bathroom, Sleeps 14
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Pool (private)
Description: Luxury 6B/4B home in Windsor Hills Community. Sleeping accomodations include 2 queen, 2 king and 2 sets of twin beds and sleeper sofa. High Speed Internet Included! Windsor Hills Resort is an e...(more)
Price Range: 250 - 375 /night  :  1750 - 2625 /week (in US $)
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4704 Alexis Drive

Kissimmee Vacation Rental Home - Property 18064
  Home:  3 Bedroom, 2 Bathroom, Sleeps 6
Location: Kissimmee, Central Florida-Orlando-Disney, Florida, United States
Features: Air Conditioning, Pool (private), Garage
Description: Would you enjoy a spacious Florida-style home situated in a quite rural backdrop only 5 miles east of the Walt Disney World Resort and in easy reach of Sea World and Universal Studios? This villa has ...(more)
Price Range: 95 - 130 /night  :  665 - 910 /week (in US $)
    View Details & Book Online | Send Inquiry |  Add to Favorites


Listings 1 - 25 are shown above. Page ( 1 2 3 4 5 .. 17 ) 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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