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Kissimmee Florida Vacation Rentals - Villa
1 / 38

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
Welcome to Villa by the Castle! If you are looking for vacation getaway, a family reunion, a golf retreat or shopping with the girls - you'll find this Villa will more than meet your needs. It's comfortable, ample...
(1) Excellent (1 review)
Kissimmee Florida Vacation Rentals - Villa
1 / 44

Kissimmee Villa
8 BR / 5 BA / Sleeps 18 8 18 Min stay varies
Villa / 8 Bedrooms / Sleeps 18
8 bedrooms 5 bathrooms Sleeps 18
High Speed Internet • Dishwasher • Microwave
Welcome to our brand new luxury finished 3600 Sqft pool home at beautiful Crystal Cove Resort. It is conveniently located close to shopping and dining (less than 1 mile away). Disney is only 6 miles away. Just minutes fr...
(12) Excellent (12 reviews)
Your little princess will sleep like royalty
1 / 14

Kissimmee Home
4 BR / 3 BA / Sleeps 10 4 10 No min stay
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Celebrate 2015/16 with a fantastic vacation at an affordable price! ! Please visit our guest comment section to hear what prior guests are saying about their vacation! IF THIS HOME IS BOOKED - PLEASE CONTACT US ANYWAY...
(7) Excellent (7 reviews)
Kissimmee Florida Vacation Rentals - Home
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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
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 / 41

Kissimmee Villa
5 BR / 3 BA / Sleeps 12 5 12 Min stay varies
Villa / 5 Bedrooms / Sleeps 12
5 bedrooms 3 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
Brand New! Beautiful 5 bed- room, 3 full bath villa in Emerald Island Resort, nestled within an area of protected wetland! Three miles to Walt Disney World and near a myriad of other attractions in Central Florida! ...
(19) Excellent (19 reviews)
Kissimmee Florida Vacation Rentals - Condo
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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 - Villa
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Kissimmee Villa
7 BR / 4.5 BA / Sleeps 14 7 14 3 night min stay
Villa / 7 Bedrooms / Sleeps 14
7 bedrooms 4.5 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
Welcome to Lake Berkley Resort, one of the most popular vacation home resort community just 6 miles to Disney World. This vacation home includes the following amenities: - Total of 7 bedrooms, 4. 5 bathrooms, slee...
(1) Excellent (1 review)
Kissimmee Florida Vacation Rentals - Villa
1 / 36

Kissimmee Villa
8 BR / 4.5 BA / Sleeps 20 8 20 Min stay varies
Villa / 8 Bedrooms / Sleeps 20
8 bedrooms 4.5 bathrooms Sleeps 20
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...
Kissimmee Florida Vacation Rentals - Townhouse
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Kissimmee Townhouse
4 BR / 3 BA / Sleeps 10 4 10 Min stay varies
Townhouse / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Enjoy a Frozen- themed retreat at Paradise Palms Resort near Disney World! Our family wanted a Beautiful Vacation Home that we could enjoy with our children, grandchildren, and friends that included fabulous Resort ...
(1) Excellent (1 review)
Kissimmee Florida Vacation Rentals - Townhouse
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Kissimmee Townhouse
3 BR / 3 BA / Sleeps 8 3 8 Min stay varies
Townhouse / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Welcome to 1 of my 2 vacation houses located on the same site, couple steps from each other. They are fully furnished the same way with free internet and free long distance calls to North America. This beautiful townhou...
(63) Excellent (63 reviews)
Kissimmee Florida Vacation Rentals - Villa
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Kissimmee Villa
7 BR / 4.5 BA / Sleeps 16 7 16 5 night min stay
Villa / 7 Bedrooms / Sleeps 16
7 bedrooms 4.5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
For those looking for the ultimate vacation rental experience, this is the right villa! Located in the tropical grounds of Emerald Island Resort near Disney World, this huge 7 bed villa offers outstanding amenities at...
(1) Excellent (1 review)
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)
Kissimmee Florida Vacation Rentals - Villa
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Kissimmee Villa
5 BR / 3.5 BA / Sleeps 10 5 10 Min stay varies
Villa / 5 Bedrooms / Sleeps 10
5 bedrooms 3.5 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
5 bdrm, 3. 5 baths, sleeps 10 - 2600+ sq ft. This luxurious and well appointed 5 bedroom villa features: On the main floor, 1 master bedroom with a King bed, a private sitting room with direct access to the poo...
Kissimmee Florida Vacation Rentals - Villa
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Kissimmee Villa
6 BR / 4 BA / Sleeps 12 6 12 Min stay varies
Villa / 6 Bedrooms / Sleeps 12
6 bedrooms 4 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
ALL RATES INCLUSIVE OF POOL HEAT AND TAXES Location, Location, Location, situated just 3 miles from Disneys Animal Kingdom and less than a mile from the Formosa gardens shopping area and restaurants on the US192 yo...
(15) Excellent (15 reviews)
Kissimmee Florida Vacation Rentals - Apartment
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Kissimmee Apartment
3 BR / 2 BA / Sleeps 8 3 8 7 night min stay
Apartment / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Ada
Kissimmee Florida Vacation Rentals - Villa
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Kissimmee Villa
5 BR / 5.5 BA / Sleeps 10 5 10 Min stay varies
Villa / 5 Bedrooms / Sleeps 10
5 bedrooms 5.5 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Property Ref: RVH_107 Situated in the highly sought after Liberty Bluff neighborhood of the Reunion Resort this luxurious 5 bedroom 5. 5 bath sits atop of the signature Legacy course, and boasts panoramic views of th...
Kissimmee Florida Vacation Rentals - Condo
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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
Our modern spacious two- bedroom, two bathroom villa will give you the best in comfort and convenience during your vacation. Sleeping four adults in comfort and equipped with an additional double sofa- bed, our villa p...
(9) Excellent (9 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 27

Kissimmee Villa
5 BR / 4 BA / Sleeps 10 5 10 3 night min stay
Villa / 5 Bedrooms / Sleeps 10
5 bedrooms 4 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Paradise House is a Single Story Detached Property that Sleeps up to 10 people at any one time! This is a five star rated villa with Pool that was completely refurbished in 2009. This is a beautiful property with Fi...
(3) Excellent (3 reviews)
Kissimmee Florida Vacation Rentals - Townhouse
1 / 35

Kissimmee Townhouse
4 BR / 3 BA / Sleeps 10 4 10 3 night min stay
Townhouse / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Welcome to your "home away from home! " You'll be greeted by a spacious and inviting interior when you step inside your vacation townhome at Coral Cay Resort . You will enjoy watching your favorite shows and DVD movies ...
(36) Excellent (36 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 • Dishwasher • Microwave
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...
Kissimmee Florida Vacation Rentals - Villa
1 / 32

Kissimmee Villa
7 BR / 4.5 BA / Sleeps 18 7 18 Min stay varies
Villa / 7 Bedrooms / Sleeps 18
7 bedrooms 4.5 bathrooms Sleeps 18
High Speed Internet • Dishwasher • Microwave
The spacious 2900 square ft highly furnished and fully air conditioned villa has been tastefully renovated & decorated to feature your all vacation needs . Brand new & high standard beddings & linens to ensure you comfor...
(8) Excellent (8 reviews)
Kissimmee Florida Vacation Rentals - Home
1 / 24

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

Kissimmee Villa
5 BR / 2.5 BA / Sleeps 11 5 11 7 night min stay
Villa / 5 Bedrooms / Sleeps 11
5 bedrooms 2.5 bathrooms Sleeps 11
High Speed Internet • Dishwasher • Microwave
Our home is a gorgeous fully air conditioned, 2 storey, 5 bedroom home ideal for 2 or more families to share and still have plenty of privacy. The master bedroom has a King size bed, tray ceiling, cable tv, dvd ...
(26) Excellent (26 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 - Home
1 / 20

Kissimmee Home
6 BR / 5 BA / Sleeps 14 6 14 2 night min stay
Home / 6 Bedrooms / Sleeps 14
6 bedrooms 5 bathrooms Sleeps 14
DVD Player • TV (Antenna) • Hot Tub
- Minimum of 5 night stay requiredSpacious 2 story Private Pool home in a gated community with a unique layout. This home has a standard pool with a spa and a kiddie splash pool. The home has 6 bedroom, 4. 5 Bath, 3 M...
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 / 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)
Luxury Disney Villa - Front of Villa
1 / 30

Kissimmee Home
6 BR / 4 BA / Sleeps 14 6 14 Min stay varies
Home / 6 Bedrooms / Sleeps 14
6 bedrooms 4 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
Our luxury, 5- star Disney vacation villa, 2 Kings, 2 Queens & 4 Twins, is located in the # 1 overall rated Vacation Resort of Windsor Hills. Windsor Hills Resort is considered by many guests and travelers to be the ...
(1) Excellent (1 review)
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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.