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Kissimmee Florida Vacation Rentals - Villa
1 / 14

Kissimmee Villa
4 BR / 2.5 BA / Sleeps 10 4 10 Min stay varies
Villa / 4 Bedrooms / Sleeps 10
4 bedrooms 2.5 bathrooms Sleeps 10
High Speed Internet • Microwave • Dishwasher
Note: If This House Is Booked For Your Desired Days, Feel Free To Send Us An Inquiry Because We Have Several Vacation Homes In The Disney Area And May Have One Available For Your Desired Days. Hi And Thank You For...
(15) Excellent (15 reviews)
Home theater with 71-inch Samsung TV, Bose surround sound, Wii
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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 • Microwave • Dishwasher
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, ...
(13) Excellent (13 reviews)
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 • Microwave • Dishwasher
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...
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 • Microwave • Dishwasher
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 - 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 • Microwave • Dishwasher
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 - 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 • Microwave • Dishwasher
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...
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 • Microwave • Dishwasher
'Every Day with Rachael Ray' Magazine recommended vacation home, on page 162, Dec. 2010/Jan. 2011 issue! ! ! Minutes to parks. Affordable luxury. Free Wireless Internet. Charming four- bedroom villas in the heart ...
(49) Excellent (49 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 • Microwave • Dishwasher
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 - Villa
1 / 34

Kissimmee Villa
8 BR / 4.5 BA / Sleeps 19 8 19 No min stay
Villa / 8 Bedrooms / Sleeps 19
8 bedrooms 4.5 bathrooms Sleeps 19
High Speed Internet • Microwave • Dishwasher
Located in the guarded resort community of Terra Verde, our home is only 8 miles from Disney and offers over 3200 sq. feet of fully air conditioned flexible living & play space.  Terra Verde Resort is one of ...
(10) Excellent (10 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 / 40

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 - Condo
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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 • Microwave • Dishwasher
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 - Home
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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 • Microwave • Dishwasher
Within the most desired gated community of Windsor Palms this fantastic 4 bedroom 3 bathroom vacation home with private pool is furnished with two master suites and is nicely decorated with comfort and relaxation in mind...
(10) Excellent (10 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 25

Kissimmee Villa
6 BR / 4.5 BA / Sleeps 13 6 13 3 night min stay
Villa / 6 Bedrooms / Sleeps 13
6 bedrooms 4.5 bathrooms Sleeps 13
High Speed Internet • Microwave • Dishwasher
'Penny Lane' is perfectly located on the exclusive Emerald Island gated resort community, less than 3 miles from Walt Disney World in Kissimmee, Florida. With 6 bedrooms and 4. 5 bathrooms, this fully air- conditioned...
220 Magical Way
1 / 14

Kissimmee Villa
4 BR / 3 BA / Sleeps 8 4 8 No min stay
Villa / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Microwave • Dishwasher
Gated community, private screened pool, 4 BR, 3 BA, living room, dining room, kitchen, washer/dryer. Living Room- This spacious, comfortable room is beautifully furnished and looks directly out onto the swi...
(17) Excellent (17 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 - Condo
1 / 32

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
Condominium: It is a professionally decorated and furnished and spacious 3- bedroom/2- bathroom condominium offering space, style, luxury and privacy. It is nestled in Villas at Island Club Resort. This beautiful, gat...
(8) Excellent (8 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 25

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 • Microwave • Dishwasher
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 - Villa
1 / 44

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 • Microwave • Dishwasher
Welcome to the latest additions to our Emerald Island Resort collection, Emerald Island #2 and Emerald Island #3. With its luxurious decor and prime location only 4 miles to Disney, this is our very best of the best! ...
(4) Excellent (4 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 41

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 • Microwave • Dishwasher
Luxurious and Beautiful Villa is ideally located at exclusive Seasons Community , about 5. 5 miles short distance from Disney World & about minutes distance from the best restaurants and shops of the Central FL. Close t...
(27) Excellent (27 reviews)
Kissimmee Florida Vacation Rentals - Home
1 / 42

Kissimmee Home
6 BR / 3.5 BA / Sleeps 14 6 14 Min stay varies
Home / 6 Bedrooms / Sleeps 14
6 bedrooms 3.5 bathrooms Sleeps 14
High Speed Internet • Microwave • Dishwasher
2 Story Luxury 6 Bedroom 3. 5 Bath, Private Pool&spa, BBQ Grill, Game room with Billiard Pool Table, pingpang table, Highchair, Baby playpen and Stroller Gated community with Playground, Tennis Court, 10 Minut...
(16) Excellent (16 reviews)
Kissimmee Florida Vacation Rentals - Townhouse
1 / 13

Kissimmee Townhouse
3 BR / 3 BA / Sleeps 8 3 8 30 night min stay
Townhouse / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Microwave • Dishwasher
Welcome to 1 of my 2 gorgeous vacation houses located on the same site, couple steps from each other. They are located on the quiet and beautiful Crestwynd Bay in Kissimmee, which has the definition of "convenience"....
(103) Excellent (103 reviews)
Front
1 / 31

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 • Microwave • Dishwasher
Windsor Hills villa description Located in the 24/7 guarded and gated community of Windsor Hills, the Disney area's #1 Vacation Resort! Only 2 Miles from Disney. South facing pool/SPA for all day Sun exposure AND Ex...
(7) Excellent (7 reviews)
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 - Villa
1 / 49

Kissimmee Villa
6 BR / 4 BA / Sleeps 12 6 12 Min stay varies
Villa / 6 Bedrooms / Sleeps 12
6 bedrooms 4 bathrooms Sleeps 12
Microwave • Dishwasher • Air Conditioning
1. 'RATED EXCELLENT' by Tripadvisor 2. 'Top Rental Property - Winner 2011, ' awarded by Flipkey Congratulations ! Based at exceptional guests reviews and impressive listings . Kissimmee Vacation Rentals Wit...
(30) Excellent (30 reviews)
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 • Microwave • Dishwasher
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 - 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 • Microwave • Dishwasher
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 / 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 • 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)
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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.