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Kissimmee Florida Vacation Rentals - Townhouse
1 / 26

Kissimmee Townhouse
3 BR / 2 BA / Sleeps 6 3 6 3 night min stay
Townhouse / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
Dishwasher • Microwave • Washer/Dryer
3Bedroom & 2 Bath Townhouse in gated community. The house is very well kept & clean. The house and complex offer a great place for families to stay and enjoy your vacation. LOCATION, LOCATION, LOCATION! The ho...
(24) Excellent (24 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 16

Kissimmee Villa
4 BR / 3 BA / Sleeps 8 4 8 7 night min stay
Villa / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
The Villa Living Room Sunset Villa provides a spacious, light and airy open plan living area with two large comfortable sofas. The living room overlooks the swimming pool and has a large sliding patio door allowing ...
(8) Excellent (8 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 40

Kissimmee Villa
4 BR / 3 BA / Sleeps 8 4 8 3 night min stay
Villa / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Welcome to Sun Palm Disney Villa ! Located less than a 10 minute drive from Walt Disney World in Orlando, Florida and within the fabulous Windsor Palms Resort community. Sun Palm Disney Villa has everything! ...
(3) Excellent (3 reviews)
Kissimmee Florida Vacation Rentals - Home
1 / 52

Kissimmee Home
4 BR / 3 BA / Sleeps 10 4 10 Min stay varies
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Please be our Guest at the amazing “Disney Lillian House”, newly updated just for you! GRANITE KITCHEN not pictured (pics coming first week of May) Perfect for large families and groups, accommodating up to 10 gue...
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 / 37

Kissimmee Home
3 BR / 3 BA / Sleeps 6 3 6 Min stay varies
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 3 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Thanks for considering our properties. We would be happy to call you or receive your call to discuss any aspect of the rental. Choice of a Splash Pool home or an identical Spa/jacuzzi home on the same street. Or book...
(13) Excellent (13 reviews)
Kissimmee Florida Vacation Rentals - Apartment
1 / 11

Kissimmee Apartment
Studio / 1 BA / Sleeps 4 0 4 No min stay
Apartment / Studio / Sleeps 4
Studio 1 bathroom Sleeps 4
High Speed Internet • Microwave • Air Conditioning
Enter into the tropical environment of Magical Dreams, mystical Adventures and Family Fun while staying at this amazing Hotel. As the closest resort to Walt Disney World and the Wide World of Sports, the Resort offers ...
(1) Excellent (1 review)
Kissimmee Florida Vacation Rentals - Condo
1 / 18

Kissimmee Condo
3 BR / 2 BA / Sleeps 6 3 6 Min stay varies
Condo / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
Dishwasher • Microwave • Washer/Dryer
Windsor Hills is one of 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. Windsor Hi...
(14) Excellent (14 reviews)
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
1 / 31

Kissimmee Home
7 BR / 4 BA / Sleeps 20 7 20 Min stay varies
Home / 7 Bedrooms / Sleeps 20
7 bedrooms 4 bathrooms Sleeps 20
High Speed Internet • Dishwasher • Microwave
As a recent guest stated, we have the "BEST HOUSES FOR KIDS IN ALL OF ORLANDO"! ! ! After all your hours of searching properties for the perfect stay by Disney, this is it! You can stop looking; even our guests who ...
(4) Excellent (4 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 23

Kissimmee Villa
6 BR / 4 BA / Sleeps 14 6 14 Min stay varies
Villa / 6 Bedrooms / Sleeps 14
6 bedrooms 4 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
Located just 3 miles from the gates of Walt Disney, this fully air conditioned home away from home offers comfort and style throughout. To make your stay an extra special one, spread out, relax and enjoy a great night...
Kissimmee Florida Vacation Rentals - Condo
1 / 40

Kissimmee Condo
2 BR / 2 BA / Sleeps 6 2 6 7 night min stay
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Watch Walt Disney World Fireworks EVERY NIGHT off of your Screened Balcony. See Magic Kingdom, EPCOT, Hollywood Studios, and Sea World / Universal Studios Fireworks too! This is an AMAZING Windsor Hills 2 Bedroom...
(4) Excellent (4 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 25

Kissimmee Villa
6 BR / 5.5 BA / Sleeps 14 6 14 Min stay varies
Villa / 6 Bedrooms / Sleeps 14
6 bedrooms 5.5 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
Our Luxury Villas are located in the 5 Star Gated Community at Solana Resort. This HIgh End Villa is very spacious and are ideal for a two party groups or extended families. The nightly rate starts at $175 to $265 pe...
(6) Excellent (6 reviews)
Kissimmee Florida Vacation Rentals - Home
1 / 10

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 • Dishwasher • Microwave
This is a nice three bedroom homes personally decorated, furnished and maintained well. It is located in Crestwynd Bay a gated community which is peaceful and safe as well as closest to shopping, Disney and restaurants...
The Luxury Villa
1 / 16

Kissimmee Villa
7 BR / 4.5 BA / Sleeps 16 7 16 7 night min stay
Villa / 7 Bedrooms / Sleeps 16
7 bedrooms 4.5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
An extremely popular vacation home Located less than three miles from Walt Disney World, 3000+ sq ft spacious living space, 7 bedrooms & 4. 5 bathrooms, fully equipped kitchen & laundry, beautifully decorated living...
(15) Excellent (15 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 29

Kissimmee Villa
6 BR / 3.5 BA / Sleeps 12 6 12 Min stay varies
Villa / 6 Bedrooms / Sleeps 12
6 bedrooms 3.5 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
Luxurious 6 Bedrooms 3. 5 Bathroom Vacation Home w/ Heated Pool, Hot Tub, Surround Sound HD TV and Internet. Situated 10 min. from Disney. Vacation in the comfort and safety of Lake Berkley Resort - a gated resort...
(2) Excellent (2 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 / 20

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 - Townhouse
1 / 42

Kissimmee Townhouse
3 BR / 3 BA / Sleeps 6 3 6 4 night min stay
Townhouse / 3 Bedrooms / Sleeps 6
3 bedrooms 3 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Luxury, comfort, security and convience is what you will find when you are a guest at this beautifully decorated Town Home. All the comforts of home, and then some, are at your finger tips when staying at R- Disney P...
(8) Excellent (8 reviews)
Kissimmee Florida Vacation Rentals - Condo
1 / 47

Kissimmee Condo
3 BR / 1 BA / Sleeps 8 3 8 3 night min stay
Condo / 3 Bedrooms / Sleeps 8
3 bedrooms 1 bathroom Sleeps 8
High Speed Internet • Dishwasher • Microwave
3 Bedrooms, 3 Bathrooms, Sleep 8, Free Wifi, Nintendo Wii, Baby Ready! Welcome to Sun Lake condo, just 1 of 3 identical units that we have available in this wonderful resort, is the perfect place for your nex...
(4) Excellent (4 reviews)
Kissimmee Florida Vacation Rentals - Home
1 / 19

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 • Dishwasher • Microwave
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 - Villa
1 / 49

Kissimmee Villa
7 BR / 4.5 BA / Sleeps 14 7 14 Min stay varies
Villa / 7 Bedrooms / Sleeps 14
7 bedrooms 4.5 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
Lake view private swimming pool and 6 miles away from Disney with excellent access to all of Orlando's Disney theme parks and golf courses, Harmony Villa is the perfect place for your vacation in Florida. Located on the...
(5) Excellent (5 reviews)
Kissimmee Florida Vacation Rentals - Condo
1 / 30

Kissimmee Condo
3 BR / 3 BA / Sleeps 8 3 8 Min stay varies
Condo / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
It's called "The Lion Kings! " and WOW, will you and your family absolutely fall in love with this Disney World area home, This spectacular, newly re- designed and newly furnished Disney World area home has TWO k...
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 - Condo
1 / 30

Kissimmee Condo
3 BR / 2 BA / Sleeps 10 3 10 Min stay varies
Condo / 3 Bedrooms / Sleeps 10
3 bedrooms 2 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
King in master, queen in 2nd bedroom and 2 twins in the 3rd bedroom Converted den area has additional 2 twin beds. Sleeper in living area. Game room. Free high- speed wireless internet access are provided. With such...
(2) Excellent (2 reviews)
1 / 21

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 • Dishwasher • Microwave
3 Br condo close to 192, A UK favorite. Sleeps 8. 6 in beds, 2 on a pull out couch. Just 5 miles to Disney World and central Florida's major attractions, you will find our beautiful three- bedroom, two- bath, co...
Sunset across the Lake
1 / 48

Kissimmee Villa
5 BR / 3.5 BA / Sleeps 12 5 12 7 night min stay
Villa / 5 Bedrooms / Sleeps 12
5 bedrooms 3.5 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
A WARM & INVITING WELCOME awaits you at our idyllic LAKESIDE family home ... THE PRESIDENTIAL LODGE. As the name suggests, we've spared no expense in creating a luxurious yet comfortable home where you and your fami...
(8) Excellent (8 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 18

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 • Dishwasher • Microwave
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)
Kissimmee Florida Vacation Rentals - Townhouse
1 / 18

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 • Dishwasher • Microwave
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)
Kissimmee Florida Vacation Rentals - Home
1 / 31

Kissimmee Home
5 BR / 5.5 BA / Sleeps 12 5 12 Min stay varies
Home / 5 Bedrooms / Sleeps 12
5 bedrooms 5.5 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
Property Ref: RVH_088 This custom home, elegantly decorated to a French Country Style features a private pool and spa, separate guest suite, 4, 400 sq ft of spacious living areas, a Cinema room and stunning golf ...
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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.