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Kissimmee Florida Vacation Rentals - Townhouse
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Kissimmee Townhouse
3 BR / 2 BA / Sleeps 8 3 8 No min stay
Townhouse / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Microwave • Dishwasher
Gorgeous Newer Townhome With All The Features Of Home In A Private Gated Resort- like Community - You Wont Want To Leave! ! ! 5- star Resort Townhouse Features 3 Bedrooms, 2 Bathrooms, Full Kitchen, Dining And Livin...
(3) Excellent (3 reviews)
Beautiful Villa at Emerals Island Resort
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Kissimmee Villa
8 BR / 4.5 BA / Sleeps 18 8 18 Min stay varies
Villa / 8 Bedrooms / Sleeps 18
8 bedrooms 4.5 bathrooms Sleeps 18
High Speed Internet • Microwave • Dishwasher
Our lovely 8 bedroom pool/spa home is located on the prestigious Emerald Island Resort, a gated community with 24/7 guard, it's only 3 miles away from World Disney. Emerald Island Resort featured with its own club hous...
(14) Excellent (14 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 25

Kissimmee Villa
6 BR / 5 BA / Sleeps 14 6 14 Min stay varies
Villa / 6 Bedrooms / Sleeps 14
6 bedrooms 5 bathrooms Sleeps 14
High Speed Internet • Microwave • Dishwasher
The brand new 6- bedroom, 5- bathroom villa is professionally designed and decorated and has an amazing conservation view. It has three king sized master bedrooms, a loft, kitchen, dining room, living room, private...
Private Home Cinema
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Kissimmee Villa
7 BR / 4.5 BA / Sleeps 16 7 16 Min stay varies
Villa / 7 Bedrooms / Sleeps 16
7 bedrooms 4.5 bathrooms Sleeps 16
High Speed Internet • Microwave • Dishwasher
This is an exquisite home which will leave you, your family or guests with warm memories in a home styled, furnished and decorated with no expense spared! This home was purchased in August 2012 and has been compl...
(5) Excellent (5 reviews)
Brand New 40" LCD TV
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Kissimmee Villa
5 BR / 4 BA / Sleeps 12 5 12 3 night min stay
Villa / 5 Bedrooms / Sleeps 12
5 bedrooms 4 bathrooms Sleeps 12
High Speed Internet • Microwave • Dishwasher
Beautiful Vacation Villa by the name Tree House is highly furnished and decorated with up scale furnishings, attractive amenities, new beddings and lot of upgrades. Situated about 3 miles away from the Disney’s e...
(27) Excellent (27 reviews)
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Kissimmee Villa
5 BR / 3 BA / Sleeps 12 5 12 5 night min stay
Villa / 5 Bedrooms / Sleeps 12
5 bedrooms 3 bathrooms Sleeps 12
High Speed Internet • Microwave • Dishwasher
Fully Furnished with Two Master Size Sites bedrooms, Pool/Spa, High Speed Wi Fi, 6 TV, Games Area and Gated Resort . Villa Beaulieu, the luxurious house in top rated Solana Resort features 5BR (2 Masters) includ...
(30) Excellent (30 reviews)
Kissimmee Florida Vacation Rentals - Home
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Kissimmee Home
3 BR / 3 BA / Sleeps 8 3 8 2 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • DVD Player • TV (Cable/Satellite)
Welcome to the Lindfields Estates- your private, luxury two- floor home with its' own private enclosed pool! This popular neighborhood among tourists worldwide is your alternative to expensive hotels that don't offer ...
Kissimmee Florida Vacation Rentals - Home
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Kissimmee Home
4 BR / 3 BA / Sleeps 8 4 8 No min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Microwave • Dishwasher
Outstanding 4 Bedroom, 3 Bathroom Private Pool Home with stunning views over a forested conservation area - newly decorated to appeal to all the family with two gorgeous Master Bedrooms, a Princess bedroom and a Super...
Kissimmee Florida Vacation Rentals - Home
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Kissimmee Home
6 BR / 5.5 BA / Sleeps 12 6 12 Min stay varies
Home / 6 Bedrooms / Sleeps 12
6 bedrooms 5.5 bathrooms Sleeps 12
High Speed Internet • Microwave • Dishwasher
Villa, 6 Bedrooms, 6 Baths, (sleeps 12- 14) Brand New High End Furniture And Bedding Through Out. All Photos Are Up To Date And Personally Taken In October 2014. Our 5 Star Orlando Vacation Villa Is Centrally L...
(2) Excellent (2 reviews)
1 / 13

Kissimmee Home
5 BR / 3.5 BA / Sleeps 10 5 10 Min stay varies
Home / 5 Bedrooms / Sleeps 10
5 bedrooms 3.5 bathrooms Sleeps 10
High Speed Internet • Microwave • Dishwasher
5 Bedroom / 3. 5 Bath luxury vacation home in Orlando close to Disney. Private swimming pool, outdoor hot tub, and free wireless internet included on all reservations. This villa has two master bedrooms, each with a p...
(1) Excellent (1 review)
Kissimmee Florida Vacation Rentals - Villa
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Kissimmee Villa
3 BR / 2 BA / Sleeps 8 3 8 Min stay varies
Villa / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Microwave • Dishwasher
Our charming sweet home is conveniently located , in a dead- end and a small, quiet gated community called :Windward cay. The villa is fully furnished in a comtemporay style. This 3 bedrooms 2 bathrooms, can put off 8...
(37) Excellent (37 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 14

Kissimmee Villa
3 BR / 2 BA / Sleeps 8 3 8 7 night min stay
Villa / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Microwave • Dishwasher
Rent a Vacation Home Near Disney with it's heated Pool for the same price of a standard hotel room Located near Disney, this modern 1400 square foot bungalow holds all the amenities that you would expect to have a wo...
(3) Excellent (3 reviews)
Kissimmee Florida Vacation Rentals - Home
1 / 18

Kissimmee Home
4 BR / 2 BA / Sleeps 10 4 10 4 night min stay
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 2 bathrooms Sleeps 10
High Speed Internet • Microwave • Dishwasher
The Pirates Retreat has 4 bedrooms, 2 and bathrooms, Sunny Pool, and it is on the WATER with a beautiful view. It has a Game Room with a Pool Table, Ping Pong Table, Foose Ball Table & Dart Board and other games. Th...
(53) Excellent (53 reviews)
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Kissimmee Villa
5 BR / 4 BA / Sleeps 12 5 12 7 night min stay
Villa / 5 Bedrooms / Sleeps 12
5 bedrooms 4 bathrooms Sleeps 12
High Speed Internet • Microwave • Dishwasher
Our luxurious 5 bedroom and 4 bathroom vacation home provides spacious accommodation for up to 12 people. It is located on the Hampton Lakes community on Hwy27, with convenient access to I- 4 and just a 15- 20 minute dr...
(5) Excellent (5 reviews)
Kissimmee Florida Vacation Rentals - Home
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Kissimmee Home
4 BR / 3 BA / Sleeps 8 4 8 Min stay varies
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Microwave • Dishwasher
Luxurious house at Rolling Hills. 3 miles to Disney. Excellent location next to Disney. Bedding arrangements are TWO King master suites. Two twin beds in bedrooms three and four. TV's in Family Room and ALL bedro...
(45) Excellent (45 reviews)
Kissimmee Florida Vacation Rentals - Home
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Kissimmee Home
4 BR / 4 BA / Sleeps 11 4 11 Min stay varies
Home / 4 Bedrooms / Sleeps 11
4 bedrooms 4 bathrooms Sleeps 11
Air Conditioning • Washer/Dryer • Private Pool
Exciting Lakeview 4 Bedroom 3 Bath Town Home in Festival Orlando! Enjoy a family vacation or a family reunion in the community of Festival. Your immediate family will enjoy the luxury and style of this brand new home. Y...
Kissimmee Florida Vacation Rentals - Home
1 / 17

Kissimmee Home
6 BR / 4 BA / Sleeps 12 6 12 Min stay varies
Home / 6 Bedrooms / Sleeps 12
6 bedrooms 4 bathrooms Sleeps 12
High Speed Internet • Microwave • Dishwasher
Veranda Palms Resort- Kissimmee, Florida is an upscale gated community located just 5 miles from Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the mos...
(1) Excellent (1 review)
Kissimmee Florida Vacation Rentals - Villa
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Kissimmee Villa
4 BR / 3.5 BA / Sleeps 8 4 8 Min stay varies
Villa / 4 Bedrooms / Sleeps 8
4 bedrooms 3.5 bathrooms Sleeps 8
High Speed Internet • Microwave • Dishwasher
Fairways at Remington luxury holiday accommodation has a spacious and open- plan family room with ceiling fan, 2 over- stuffed sofas, plus occasional and coffee tables with lamps, a LCD flat screen HDTV, Digital HD V...
(2) Excellent (2 reviews)
Kissimmee Florida Vacation Rentals - Home
1 / 34

Kissimmee Home
7 BR / 4.5 BA / Sleeps 16 7 16 Min stay varies
Home / 7 Bedrooms / Sleeps 16
7 bedrooms 4.5 bathrooms Sleeps 16
High Speed Internet • Microwave • Dishwasher
Excecutive 7 bedroom pool home in the prestigious guard gated Emerald Island Resort community! Oversized covered lanai overlooks the screen enclosed pool and whirlpool Game room with a pool table and airhocky table ...
(2) Excellent (2 reviews)
Kissimmee Florida Vacation Rentals - Condo
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Kissimmee Condo
3 BR / 2 BA / Sleeps 8 3 8 Min stay varies
Condo / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Microwave • Dishwasher
"Welcome To Potter's Castle! WOW! ! Our new spectacular home called "Welcome to Potter's Castle! " may be available for your Disney/Orlando vacation dates and if it is, you and your children are in store for ...
(2) Excellent (2 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 30

Kissimmee Villa
4 BR / 2 BA / Sleeps 8 4 8 4 night min stay
Villa / 4 Bedrooms / Sleeps 8
4 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Microwave • Dishwasher
Located in the 5 star gated (guarded) resort of Windsor Palms, this 4 bedroom home is minutes away from Disney World, Universal Studios, and other major attractions. Keyless entry for easy access. You'll find all ...
(24) Excellent (24 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 16

Kissimmee Villa
4 BR / 2 BA / Sleeps 8 4 8 Min stay varies
Villa / 4 Bedrooms / Sleeps 8
4 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Microwave • Dishwasher
Come enjoy the peace and serenity of ''Ariels Cove''. Our three bedroom home is located on a quiet cul- de- sac in the popular ''Indian Point'' community. Out the front door you'll find an expanse of grassland that's hom...
(11) Excellent (11 reviews)
Kissimmee Florida Vacation Rentals - Home
1 / 22

Kissimmee Home
6 BR / 4.5 BA / Sleeps 12 6 12 Min stay varies
Home / 6 Bedrooms / Sleeps 12
6 bedrooms 4.5 bathrooms Sleeps 12
High Speed Internet • Microwave • Dishwasher
This family friendly luxury 6 bed, 4. 5 bath home sleeps 12(plus infant) and has its own 30ft south facing pool with spa. The vacation home is equipped to executive standard and includes games room, PS2 and computer wi...
(1) Excellent (1 review)
Kissimmee Florida Vacation Rentals - Villa
1 / 9

Kissimmee Villa
6 BR / 5 BA / Sleeps 14 6 14 2 night min stay
Villa / 6 Bedrooms / Sleeps 14
6 bedrooms 5 bathrooms Sleeps 14
High Speed Internet • Microwave • Dishwasher
Luxury 6Br/5Bt Villa with Pool/Spa, Games, Wireless High Speed Internet, Gas BBQ Grill. Beautiful Villa in breathtaking, highly maintained resort community. Professionally decorated 6 bedrooms, 5 full bathrooms with...
(1) Excellent (1 review)
Kissimmee Florida Vacation Rentals - Townhouse
1 / 10

Kissimmee Townhouse
3 BR / 2 BA / Sleeps 8 3 8 4 night min stay
Townhouse / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Microwave • Dishwasher
Venetian Bay Villages is a community full of white picket fences, friendly sidewalk trails, numerous pools and a clubhouse that rivals any major resort. It is located only minutes away from the restaurants and attracti...
(6) Excellent (6 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 31

Kissimmee Villa
3 BR / 2 BA / Sleeps 7 3 7 Min stay varies
Villa / 3 Bedrooms / Sleeps 7
3 bedrooms 2 bathrooms Sleeps 7
High Speed Internet • Microwave • Dishwasher
GRAND OPENING! Brand New Luxurious Water view Castle YEAR 2013 ! The owner has created this home with incredible attention to details. It has an open floor plan with a living- dining great room, and a fully stocked ki...
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Kissimmee Villa
5 BR / 3.5 BA / Sleeps 12 5 12 Min stay varies
Villa / 5 Bedrooms / Sleeps 12
5 bedrooms 3.5 bathrooms Sleeps 12
High Speed Internet • Microwave • Dishwasher
This wonderful 5 bedroom vacation home features 2 king masters, 2 queen bedrooms and a children's twin bedroom. All bedrooms are equipped with a 32 inch flat screen TV and DVD player. Total of 3 full bathrooms and a h...
Kissimmee Florida Vacation Rentals - Villa
1 / 16

Kissimmee Villa
5 BR / 3 BA / Sleeps 12 5 12 No min stay
Villa / 5 Bedrooms / Sleeps 12
5 bedrooms 3 bathrooms Sleeps 12
High Speed Internet • Microwave • Dishwasher
This beautiful 5- bedroom and 3- full bathroom pool home with a beautiful water view is waiting for you and your family to enjoy your vacation in sunshine Central Florida. This home is located right off Highway 27, Nort...
(29) Excellent (29 reviews)
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Kissimmee Home
6 BR / 4 BA / Sleeps 15 6 15 Min stay varies
Home / 6 Bedrooms / Sleeps 15
6 bedrooms 4 bathrooms Sleeps 15
High Speed Internet • Microwave • Dishwasher
Located In Rolling Hills (which Is Near Emerald Island, Windsor Hills) 3 Miles To Disney 4 King Bedrooms (6 Total Bedrooms) 1 Queen Bedroom Kids Room Has 2 Queen Beds 4 Full Bathrooms Huge Gigantic Pool And...
(4) Excellent (4 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 68

Kissimmee Villa
7 BR / 5.5 BA / Sleeps 16 7 16 3 night min stay
Villa / 7 Bedrooms / Sleeps 16
7 bedrooms 5.5 bathrooms Sleeps 16
High Speed Internet • Microwave • Dishwasher
This 3500sq/ft villa includes the following amenities: - 7 Luxurious Bedrooms (2 King, 3 Queen, 2 kids room) - Loft with Queen Sleeper sofa - 5 Bathrooms - Fully equipped kitchen - Spacious sitting and dini...
(2) Excellent (2 reviews)
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About Kissimmee

Whether you want to visit theme parks or nature preserves, Kissimmee is the place to be in Central Florida. Take your pick from dozens of luxurious Kissimmee villas, and enjoy a dip in the pool and plenty of fun in the Florida sun.

Introduction to Kissimmee

Located just a short hop away from Orlando, Kissimmee is a small city that offers quick and convenient access to a whole range of family friendly activities. When you want to take the kids on a trip to Central Florida but don’t want the stress or expense of vacationing at the theme parks, consider staying at one of the affordable Kissimmee villas. Vacation properties in Kissimmee give you the space to have a good time without breaking the bank.

Kissimmee Climate

Like most of Central Florida, Kissimmee enjoys hot, humid summers followed by mild winters. If you visit in December or January, you’ll find temperatures around 60 degrees, while temperatures top out around 90 in July and August.

How to Get Around Kissimmee

If you’re flying to Kissimmee, Orlando International Airport is an easy 25-minute drive away. Public busses and private shuttles can transport visitors around the Kissimmee area, but if you want to explore on your own, renting a car is your best bet. You can easily get from your vacation home to the theme parks, or to the natural attractions, on your own schedule with a car.

Visit the Parks

The rides and attractions at Disney World are just a short drive away, but Kissimmee also boasts several of its own parks. Right on Lake Tohopekaliga, Kissimmee Lakefront Park features a playground and splash park for kids, BBQ grills for family get togethers, and fishing piers for everyone. If you time your visit right, you can even catch one of the many festivals or events on the park’s outdoor stage.

If you’re looking for something more outdoorsy, visit Shingle Creek Regional Park, which encompasses over 1,000 acres. Canoe along the creek, hike the trails, and enjoy a picnic near the park’s historic pioneer homes. Even more impressive is the Disney Wilderness Preserve, which includes 11,500 acres and over 1,000 plant and animal species. Explore wetlands, swamps, and a freshwater marsh while spotting bats, snakes, and even panthers.

Shop and Dine in Old Town

When you’re ready to do some shopping or grab a bite to eat, head straight for Kissimme’s Old Town neighborhood. Here you’ll find everything from souvenir shops to places to stock up on warm weather gear. To fuel up for more adventures, dig into pizza, Tex-Mex, or pub grub. You can even enjoy a night out at one of the live music venues or nightclubs in Old Town.

Just a few miles from Disney, Kissimmee offers the best of everything. With parks and preserves that will keep everyone entertained, Kissimmee villas that comfortably fit the whole family, and easy access to all the fun at Disney World, Kissimmee is a great vacation destination.


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Kissimmee, Florida Travel Tips

Families looking for vacation rentals in Kissimmee, FL have many accommodations to choose from, but renting a home is the best bang for your buck while on a Kissimmee vacation. Rentals by owner offer much more space and privacy than a hotel room, and ensures that homes are very well maintained and updated. Keep reading to learn more tips about how to have a memorable vacation in Kissimmee.

Beaches and Parks

St. Cloud Lakefront Park and Beach offers a fishing pier, splash pad, family picnic area, volleyball court, and playground. Located along the breathtaking Lake Tohopekaliga, this park is a great place to spend a relaxing afternoon.
Cocoa Beach, located just an hour's drive from Kissimmee, features beautiful weather, whale watching, fine dining, and golf.

Theme Parks

What probably comes to mind when looking for houses for rent in Kissimmee, FL is the town's close proximity to world-famous theme parks. The magic of Disney World, Universal Orlando, and SeaWorld are only a short drive away while staying at this delightful vacation spot.
Walt Disney World needs no introduction. As the most visited entertainment complex in the world, this beloved attraction boasts four theme parks and two water parks.
Universal Orlando consists of Universal Studios, Islands of Adventure, and Wet N' Wild Orlando. Visitors can enjoy a variety of shows, dining, and events right within the borders of the park.
SeaWorld is another favorite of those visiting the Orlando area. With tons of shows, exhibits, dining, and shopping, there is surely to be something for everyone to enjoy. Kids will adore seeing killer whales, dolphins, manatees, sharks, polar bears, flamingoes, and penguins up close.

Outdoor Adventures

Golf is a popular sport in Florida because of its year-round sunny weather. If you're a seasoned pro looking for challenging courses or just want to play mini-golf with the kids, Kissimmee has you covered.
Hot Air Balloon Rides are a great way to top off your Kissimmee vacation. Take a sunrise balloon ride over Central Florida's beautiful landscape and check out the wildlife from high above.

Fun With Kids

The kids will have no shortage of things to do while enjoying their time in Kissimmee. Kids and parents will have a blast exploring the nearby attractions. In addition to the great outdoors and amazing theme parks, the Kissimmee area also features lots of relaxing, family-friendly activities.
Medieval Times Dinner & Tournament is guaranteed to always be a fun time. Have dinner while being entertained by a live-action jousting tournament.
Osceola County Pioneer Village and Museum features many exhibits depicting life in the 19th century. Located in northwestern Osceola County, the Pioneer Village has a general store, blacksmith shop, one room schoolhouse, and nature preserve.
Green Meadows Petting Farm , located just minutes from Orlando, teaches kids about a variety of farm animals and even allows them to milk a cow. The farm also has a train ride and offers pony rides.