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Kissimmee Florida Vacation Rentals - Villa
1 / 29

Kissimmee Villa
6 BR / 4 BA / Sleeps 14 6 14 2 night min stay
Villa / 6 Bedrooms / Sleeps 14
6 bedrooms 4 bathrooms Sleeps 14
High Speed Internet • Microwave • Washer/Dryer
Welcome to our luxury villa, which is just 2 miles from Disney Orlando. Luxury villa has 6 bedrooms, 4 baths with Private Pool & Spa, and sleeps up to 14 people. It covers more than 3000 square feet of living spac...
(2) Excellent (2 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 65

Kissimmee Villa
9 BR / 6 BA / Sleeps 20 9 20 Min stay varies
Villa / 9 Bedrooms / Sleeps 20
9 bedrooms 6 bathrooms Sleeps 20
High Speed Internet • Dishwasher • Microwave
Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee, Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and withi...
(4) Excellent (4 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 • Dishwasher • Microwave
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 / 23

Kissimmee Villa
8 BR / 4.5 BA / Sleeps 19 8 19 Min stay varies
Villa / 8 Bedrooms / Sleeps 19
8 bedrooms 4.5 bathrooms Sleeps 19
High Speed Internet • Dishwasher • Microwave
(Please also check out my similar 8 bedroom in Emerald Island Resort, property 77602, property 77717 and property 154310) This Executive vacation home near Disney located in Emerald Island Resort is tastefully decor...
(2) Excellent (2 reviews)
Kissimmee Florida Vacation Rentals - Apartment
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Kissimmee Apartment
3 BR / 2 BA / Sleeps 6 3 6 Min stay varies
Apartment / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
3 Bedroom Orlando Vacation Rental Pool View Condo close to Walt Disney World in Florida. Nemo's Nest Luxurious 3 Bedroom Pool View Condo with Balcony minutes from Disney Terrace Ridge Condo Resort features a tranquil and...
Front view of the house
1 / 26

Kissimmee Home
7 BR / 4.5 BA / Sleeps 14 7 14 Min stay varies
Home / 7 Bedrooms / Sleeps 14
7 bedrooms 4.5 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
Welcome to this spacious seven bedroom luxurious home. Just 3 miles from Walt Disney World at the gated Emerald Island resort. This beautifully furnished and professionally decorated villa has 7 bedrooms (one master ...
(9) Excellent (9 reviews)
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 • Dishwasher • Microwave
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 - Apartment
1 / 9

Kissimmee Apartment
Studio / 1 BA / Sleeps 4 0 4 No min stay
Apartment / Studio / Sleeps 4
Studio 1 bathroom Sleeps 4
Air Conditioning • TV (Cable/Satellite) • TV (Antenna)
For Faster Service, Please Include Your Phone Number In Your Email Inquiry To Us. Call Us Now! Call Us Now! Call Us Now! Use The Toll Free Number On Right Of Your Screen To Book Now! Rates Are Based On A...
Kissimmee Florida Vacation Rentals - Villa
1 / 25

Kissimmee Villa
5 BR / 5.5 BA / Sleeps 10 5 10 4 night min stay
Villa / 5 Bedrooms / Sleeps 10
5 bedrooms 5.5 bathrooms Sleeps 10
Property Reference # RVH_198 This large 3, 045 sq. ft pool home is located within the Patriots Landing neighborhood of the exclusive Reunion Resort. Patriot`s Landing offers Key West- style luxury homes with past...
Kissimmee Florida Vacation Rentals - Villa
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Kissimmee Villa
6 BR / 5 BA / Sleeps 14 6 14 3 night min stay
Villa / 6 Bedrooms / Sleeps 14
6 bedrooms 5 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
Welcome to our brand new luxurious villa located at the Paradise Palm Resort. If you are looking for an amazing vacation to enjoy the sun shine, this is the perfect place for you. This resort has one of the best ameniti...
(1) Excellent (1 review)
Kissimmee Florida Vacation Rentals - Villa
1 / 33

Kissimmee Villa
6 BR / 5.5 BA / Sleeps 15 6 15 Min stay varies
Villa / 6 Bedrooms / Sleeps 15
6 bedrooms 5.5 bathrooms Sleeps 15
High Speed Internet • Dishwasher • Microwave
Emerald Island Resort is one of the most prestigious vacation home communities. It is located less than 3 miles from Walt Disney World. This villa is the most private villa in the resort. It has a private pool and a heat...
Kissimmee Florida Vacation Rentals - Home
1 / 27

Kissimmee Home
6 BR / 5 BA / Sleeps 14 6 14 Min stay varies
Home / 6 Bedrooms / Sleeps 14
6 bedrooms 5 bathrooms Sleeps 14
High Speed Internet • Washer/Dryer • Air Conditioning
What' s not to love about this grand home, this is truly Vacation Heaven! Where to start… . Is it the Gourmet Kitchen, the Game Room or is it the Kid’ s Entertainment Area in the Loft upstairs featu...
Royal Palm Bay entrance
1 / 14

Kissimmee Condo
3 BR / 2 BA / Sleeps 8 3 8 5 night min stay
Condo / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
My Condo Sweet Condo is a great place to vacation. It has 3 bedrooms (master bedroom has queen sized bed, second bedroom has double bed, and third bedroom has 2 twin beds and the king sized sleeper sofa in the living r...
(6) Excellent (6 reviews)
Kissimmee Florida Vacation Rentals - Home
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Kissimmee Home
3 BR / 3 BA / Sleeps 8 3 8 Min stay varies
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Splendid 3 bedrooms and 2 baths villa located at Seven Dwarfs resort, a gated community with 24 hour security so your family and you can feel safe and leave all your belongings absolutely secured inside the villa withou...
Kissimmee Florida Vacation Rentals - Home
1 / 35

Kissimmee Home
6 BR / 6 BA / Sleeps 12 6 12 Min stay varies
Home / 6 Bedrooms / Sleeps 12
6 bedrooms 6 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
Spend your vacation relaxing in this stunning 6 bedroom 6 bath vacation villa, located in the beautiful Retreat at Champions Gate. Minutes from Walt Disney World Orlando, this remarkable home features a coastal inspire...
Kissimmee Florida Vacation Rentals - Home
1 / 15

Kissimmee Home
4 BR / 4 BA / Sleeps 10 4 10 Min stay varies
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 4 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Fully equipped, 4 bedrooms and 3 bathroom Villa, this Home is located at Seven Dwarfs resort. Being Just 7 miles from the Disney parks lets you get where you want faster and easier. The community is gated, with 24 hou...
Kissimmee Florida Vacation Rentals - Home
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Kissimmee Home
6 BR / 3 BA / Sleeps 13 6 13 5 night min stay
Home / 6 Bedrooms / Sleeps 13
6 bedrooms 3 bathrooms Sleeps 13
High Speed Internet • Dishwasher • Microwave
Pooh's Villa is a newer home with the most luxurious "top of the line" furnishings including "high tech" extras yet is has all the comforts of home. Pooh's Villa sits on a huge yard with lot's of privacy that backs up to...
(55) Excellent (55 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 27

Kissimmee Villa
7 BR / 5.5 BA / Sleeps 16 7 16 Min stay varies
Villa / 7 Bedrooms / Sleeps 16
7 bedrooms 5.5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
Welcome to Clyde's Cove! This stunning villa is a bright and spacious vacation home with 3000 sq/ft, 7 bedrooms including 4 Master Suites with private full bathrooms. Comfort and convenience are the hallmarks of this h...
(4) Excellent (4 reviews)
Kissimmee Florida Vacation Rentals - Townhouse
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Kissimmee Townhouse
3 BR / 3 BA / Sleeps 8 3 8 7 night min stay
Townhouse / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
New End Unit! Our Most Private And Best Priced 3 Bedroom, 3 Bath Townhouse With Private South Facing Pool For Rent At Windsor Hills. It Features A Large Yard Out Back, A Screened In Lanai, And South Facing Pool W...
(17) Excellent (17 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 22

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 • Dishwasher • Microwave
The villa, an exquisitely furnished property offers 2881 s. f. of air- conditioned flexible living & play space for up to 16 people, is located in the prestigious Emerald Island Resort, the closest gated vacation comm...
Kissimmee Florida Vacation Rentals - Home
1 / 26

Kissimmee Home
2 BR / 2 BA / Sleeps 6 2 6 Min stay varies
Home / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
Washer/Dryer • Air Conditioning • TV (Antenna)
Cozy Condo with Customized Furniture & Accessories. Vacation has a new meaning when you stay at Bella Piazza. Book this pool view unit today and enjoy what this community and Orlando has to offer you! The unit features ...
Kissimmee Florida Vacation Rentals - Villa
1 / 34

Kissimmee Villa
4 BR / 2.5 BA / Sleeps 8 4 8 Min stay varies
Villa / 4 Bedrooms / Sleeps 8
4 bedrooms 2.5 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
This beautiful villa offers executive living at affordable prices. Just 2 miles from Disney yet within walking distance of numerous restaurants, shops and a 24 hr supermarket which can be reached without crossing a main...
Kissimmee Florida Vacation Rentals - Home
1 / 15

Kissimmee Home
4 BR / 4 BA / Sleeps 10 4 10 Min stay varies
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 4 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
4 bedrooms, 3 bathrooms and private pool villa at Bella Vida resort. This villa is perfect for your family holiday; it fits up to 8 persons. It’s a fully equipped home with A/C, heating system, laundry area with a ...
Kissimmee Florida Vacation Rentals - Home
1 / 15

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 • Dishwasher • Microwave
"Welcome To Our Tropical Oasis"- "my Orlando Vacation Home"- Want To Escape The Noise But Still Be Close To Everything? Come To The "my Orlando" Vacation Home - A Genuine Tree- Shaded, Quiet Neighborhood Just Minutes...
(58) Excellent (58 reviews)
Kissimmee Florida Vacation Rentals - Home
1 / 17

Kissimmee Home
5 BR / 4 BA / Sleeps 10 5 10 3 night min stay
Home / 5 Bedrooms / Sleeps 10
5 bedrooms 4 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Welcome to our Luxurious, five star, 5 Bedroom Vacation Villa, which was been completely renovated, decorated and refurnished in October 2009 using the services of an interior decorator. We have top quality, and bea...
(21) Excellent (21 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 • Dishwasher • Microwave
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)
Kissimmee Florida Vacation Rentals - Villa
1 / 24

Kissimmee Villa
6 BR / 4 BA / Sleeps 14 6 14 7 night min stay
Villa / 6 Bedrooms / Sleeps 14
6 bedrooms 4 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
Windsor Hills villa description 3 Miles to Disney - Windsor Hills Resort is the nearest gated community to Disney property. Our home has 6 bedrooms, and 4 bathrooms. There are 2 rolling twin beds in the closet, ...
(12) Excellent (12 reviews)
Kissimmee Florida Vacation Rentals - Home
1 / 49

Kissimmee Home
5 BR / 5 BA / Sleeps 12 5 12 7 night min stay
Home / 5 Bedrooms / Sleeps 12
5 bedrooms 5 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
Welcome to The Windsor Dream - The Ultimate Villa at Windsor Hills - A luxurious south- facing home with private pool and hot- tub, with no rear neighbors. The most important feature of our family retreat is that ...
(1) Excellent (1 review)
Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
5 BR / 4 BA / Sleeps 12 5 12 No min stay
Home / 5 Bedrooms / Sleeps 12
5 bedrooms 4 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
Dopey's Delight is a Disney vacation rental that is nestled in the popular Indian Creek community, less than 3 miles from Disney's doorstep in Kissimmee, Florida and is perfectly placed for the shops, restaurants, fu...
(17) Excellent (17 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

Airboat Tours are available via Aquatic Adventures Airboat Tours . Go bird watching, look out for alligators, or take a combination hiking tour/boat ride and learn all about the wildlife of the Florida wetlands.
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.