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Kissimmee Florida Vacation Rentals - Villa
1 / 29

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_211 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 paste...
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)
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)
Legacy Park
1 / 16

Kissimmee Villa
7 BR / 4.5 BA / Sleeps 16 7 16 No min stay
Villa / 7 Bedrooms / Sleeps 16
7 bedrooms 4.5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
Two Luxury Private Villas: within 5 minutes walking distance to each other, each house 3500 s. f - 7 Bedrooms - 4. 5 Bathrooms - Oversized private Heated Pool/Spa - Game Room - 10 min. to Disney World; can be rent...
(1) Excellent (1 review)
Kissimmee Florida Vacation Rentals - Condo
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...
Dinning Area
1 / 28

Kissimmee Villa
7 BR / 5.5 BA / Sleeps 20 7 20 Min stay varies
Villa / 7 Bedrooms / Sleeps 20
7 bedrooms 5.5 bathrooms Sleeps 20
Dishwasher • Microwave • Washer/Dryer
First class furnished house is waiting for you! It's newly renovated keeping your class, comfort, privacy, fashion, modernization in mind. Best floor plans for the best five star community resort which is very s...
(30) Excellent (30 reviews)
Kissimmee Florida Vacation Rentals - Apartment
1 / 9

Kissimmee Apartment
7 BR / 5.5 BA / Sleeps 16 7 16 3 night min stay
Apartment / 7 Bedrooms / Sleeps 16
7 bedrooms 5.5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
Our vacation home is a perfect example of a Luxury rental which is beautifully furnished with ceramic tile and quality bedding with very spacious living rooms. 3123 S/F Please call or email us for availability. SP...
1 / 29

Kissimmee Home
4 BR / 2.5 BA / Sleeps 8 4 8 4 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 2.5 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Rolling Hills, Kissimmee, Florida. Great vacation home just three miles from the gates of Disney! Flat screen TV's in living room and all 4 bedrooms. Free wireless hi- speed internet and cable TV. Watch Netflix movies...
(9) Excellent (9 reviews)
Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
3 BR / 3 BA / Sleeps 6 3 6 3 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 3 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
located just off Hwy 192 and is within 3 miles to Disney. It is a gated resort with a large pool and sun terrace area, along with children's playgroundThe home, located less than a minute's walk from the pool area, ha...
Kissimmee Florida Vacation Rentals - Condo
1 / 44

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
"HEMINGWAY'S ANIMAL KINGDOM! " WOW! ! ! ! Imagine you and your family staying in this NEW, spacious home for your Disney World vacation at nightly rates that are typically LESS than those of a small local Disney ...
(2) Excellent (2 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 - Villa
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 / 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
Dishwasher • Microwave • Washer/Dryer
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 / 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 - 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 - 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)
Kissimmee Florida Vacation Rentals - Home
1 / 16

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
DVD Player • TV (Antenna) • Private Pool
Spacious 2 Story Towne Home idealy located in the upscale Compass Bay community just off of US- 192 in Kissimmee. This 3 bed / 3 bath home has Wifi and is a fully equipped home that sleeps 8 people in comfort and is perf...
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)
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 • Dishwasher • Microwave
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...
(7) Excellent (7 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 • Dishwasher • Microwave
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)
Kissimmee Florida Vacation Rentals - Villa
1 / 41

Kissimmee Villa
4 BR / 2 BA / Sleeps 10 4 10 3 night min stay
Villa / 4 Bedrooms / Sleeps 10
4 bedrooms 2 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Welcome to Indian Point Villa, our Villa is fully air- conditioned has four bedrooms two bath rooms a dinning area, kitchen and breakfast area, a double garage/games room its own very large private pool with toddlers ...
(19) Excellent (19 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 - 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 • Dishwasher • Microwave
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)
Private Pool and whirlpool
1 / 23

Kissimmee Home
5 BR / 4.5 BA / Sleeps 12 5 12 4 night min stay
Home / 5 Bedrooms / Sleeps 12
5 bedrooms 4.5 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
Welcome to the "Jewell" - Our beautiful 5 bedroom home with three master bedrooms and 4. 5 bathrooms is perfect for multiple families to share. There is a large, VERY PRIVATE swimming pool with a whirlpool and a seclud...
(2) Excellent (2 reviews)
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 - Condo
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
Please note that we don't maintain the availability calendar on this site because we have 14 other spectacular homes as well. Therefore, in the event this home is sold out we may have others available, so just send the...
(7) Excellent (7 reviews)
Kissimmee Florida Vacation Rentals - Home
1 / 20

Kissimmee Home
4 BR / 2 BA / Sleeps 8 4 8 6 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Large, private backyard with NO rear neighbors! NOT a condo! Game Room, WIFI, Private Pool, Four bedrooms, Two baths, More! Private backyard. Unlike most homes in the developments near Disney, there is NO walki...
(5) Excellent (5 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 • 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 - 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...
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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.