Kissimmee (805) Filter Cancel
Loading...
Kissimmee Florida Vacation Rentals - Home
1 / 32

Kissimmee Home
3 BR / 3 BA / Sleeps 1 3 1 Min stay varies
Home / 3 Bedrooms / Sleeps 1
3 bedrooms 3 bathrooms Sleeps 1
High Speed Internet • Dishwasher • Microwave
Come and fall in love with this beautiful contemporary- styled Windsor Wonderland townhouse. The bright and airy fully equipped kitchen with upgraded granite counters is perfect for preparing a quick snack or a family fe...
Kissimmee Florida Vacation Rentals - Villa
1 / 19

Kissimmee Villa
5 BR / 4 BA / Sleeps 12 5 12 7 night min stay
Villa / 5 Bedrooms / Sleeps 12
5 bedrooms 4 bathrooms Sleeps 12
Dishwasher • Microwave • Washer/Dryer
Welcome to our luxury 5 bedroom 4 bathroom pool/spa villa situated on the much sought after Indian Creek community just 4 minutes from the gates of Disney. Each bedroom is complete with ceiling fans, air conditionin...
(26) Excellent (26 reviews)
Kissimmee Florida Vacation Rentals - Home
1 / 44

Kissimmee Home
5 BR / 4.5 BA / Sleeps 16 5 16 2 night min stay
Home / 5 Bedrooms / Sleeps 16
5 bedrooms 4.5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
The house is located in the prestigious Reunion Resort. In less than 10 minutes you are at the gates of Disney World. It is newly built and modern with luxury designer furniture. The house is very spacious and has two la...
Kissimmee Florida Vacation Rentals - Home
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 / 20

Kissimmee Home
3 BR / 2 BA / Sleeps 8 3 8 4 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
The Pocahontas Villa Retreat is a beautiful 3 bedroom 2 bath modern home with all tile. It has a sparkling private pool - under umbrella table & chairs and BBQ Grill. Enjoy the modern eat in Kitchen that overlooks The f...
(9) Excellent (9 reviews)
Resort pool - Free to use for guests
1 / 32

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
This private, luxurious and spacious home is one of the very few lake view 6 bedrooms Home at Windsor Hills, with no rear neighbors. Less than 5 Minutes walking to Club House, Community Pool and Playground. ...
(5) Excellent (5 reviews)
King Bedroom
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 • Dishwasher • Microwave
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)
Kissimmee Florida Vacation Rentals - Condo
1 / 12

Kissimmee Condo
3 BR / 3 BA / Sleeps 6 3 6 3 night min stay
Condo / 3 Bedrooms / Sleeps 6
3 bedrooms 3 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Welcome to our Condominium in Sunny Florida . Our unit is located at Center Court ridge in Reunion Resort , the only seven star facility in Orlando. It is conveniently located in the midst of all action with Disney Worl...
Kissimmee Florida Vacation Rentals - Villa
1 / 39

Kissimmee Villa
8 BR / 8 BA / Sleeps 22 8 22 Min stay varies
Villa / 8 Bedrooms / Sleeps 22
8 bedrooms 8 bathrooms Sleeps 22
High Speed Internet • Air Conditioning • Parking Included
Take the vacation of your dreams at Muirfield 431. Part of the Reunion Resort and close to theme parks from Disney to Universal, this luxury Florida vacation rental makes it easy to chase the thrills Orlando has to offe...
Kissimmee Florida Vacation Rentals - Villa
1 / 24

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
Our south- west facing, corner lot, conservation view, provides a very serene and private ambience for our guests. The interior of the home was completely renovated by an interior designer who achieved a very unique, ...
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 / 19

Kissimmee Villa
6 BR / 5.5 BA / Sleeps 12 6 12 Min stay varies
Villa / 6 Bedrooms / Sleeps 12
6 bedrooms 5.5 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
The Villa is ideal to stay and enjoy your memorable Disney Vacation. This luxurious 6 bedroom villa is located within the exclusive gated community at Terra Verde Resort which provides 24/7 front gate security. The villa...
Kissimmee Florida Vacation Rentals - Villa
1 / 64

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
Attention shoppers ! If your inquiry to this listing or any listing results in an email response that does not provide a contact name and phone number or if they are asking for payment by wire transfer your inquiry has ...
(3) Excellent (3 reviews)
Kissimmee Florida Vacation Rentals - Townhouse
1 / 22

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
By renting our home, you will be renting DIRECT with the property owners - not an agent or management company acting on behalf of many owners at Regal Oaks. The photos on this page are your accommodation. We take pride...
(3) Excellent (3 reviews)
Kissimmee Florida Vacation Rentals - Home
1 / 56

Kissimmee Home
9 BR / 6 BA / Sleeps 20 9 20 3 night min stay
Home / 9 Bedrooms / Sleeps 20
9 bedrooms 6 bathrooms Sleeps 20
High Speed Internet • Dishwasher • Microwave
This brand new, upscale, luxury vacation home is located in the Windsor at Westside upscale resort community - A perfect destination for DISNEY WORLD (10 minutes away), golf, and relaxing and celebrating with family...
(5) Excellent (5 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 21

Kissimmee Villa
5 BR / 3.5 BA / Sleeps 12 5 12 Min stay varies
Villa / 5 Bedrooms / Sleeps 12
5 bedrooms 3.5 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
This wonderful 5 bedroom vacation home features 2 king masters, 2 queen bedrooms and a children's twin bedroom. All bedrooms are equipped with a 32 inch flat screen TV and DVD player. Total of 3 full bathrooms and a h...
Kissimmee Florida Vacation Rentals - Home
1 / 34

Kissimmee Home
3 BR / 3 BA / Sleeps 6 3 6 Min stay varies
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 3 bathrooms Sleeps 6
Washer/Dryer • Air Conditioning • Private Pool
Large end unit, beautiful and modern 3 bed 3 bath home with splash pool and private back yard. Right across the street from the clubhouse and community pool. Serenity town houses are unlike anything else in the Disney r...
Hotel View
1 / 9

Kissimmee Apartment
Studio / 1 BA / Sleeps 4 0 4 1 night min stay
Apartment / Studio / Sleeps 4
Studio 1 bathroom Sleeps 4
Dishwasher • Microwave • Washer/Dryer
Situated just 5 miles from Walt Disney World's massive theme park complex, this comfortable holiday resort provides the perfect base for a fun- filled family holiday. Epcot, Hollywood Studios, the Typhoon Lagoon water...
Kissimmee Florida Vacation Rentals - Home
1 / 46

Kissimmee Home
6 BR / 4 BA / Sleeps 16 6 16 Min stay varies
Home / 6 Bedrooms / Sleeps 16
6 bedrooms 4 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
Our spacious family villa features 3500 square feet of luxury living space with 6 bedrooms and 4 bathrooms which can accommodate 16 comfortably. Our South facing screened in swimming pool with hot tub and a covered patio...
Kissimmee Florida Vacation Rentals - Condo
1 / 15

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
Reunion is a world class golf resort community located in Central Florida. Less than 10 minutes from Walt Disney World and 25 minutes from the Orlando Intl Airport. Just fifteen minutes to Universal and Sea World and clo...
Kissimmee Florida Vacation Rentals - Home
1 / 27

Kissimmee Home
6 BR / 3.5 BA / Sleeps 14 6 14 5 night min stay
Home / 6 Bedrooms / Sleeps 14
6 bedrooms 3.5 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
SPECIALS: Please ask about last minute vacancy rates or see our Specials page on our site below. Early booking and long stay offers also available- book early for the best rates and availability! ! ! Great home for ...
(1) Excellent (1 review)
Kissimmee Florida Vacation Rentals - Villa
1 / 25

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
This brand new contemporary villa has 7 bedrooms (2 master king suites, 2 queen bedrooms, 2 double twin bedrooms, and one bunk bedroom) and 4. 5 bathrooms, it can accommodate 14- 16 people comfortably. The house ...
Kissimmee Florida Vacation Rentals - Home
1 / 37

Kissimmee Home
7 BR / 5 BA / Sleeps 14 7 14 Min stay varies
Home / 7 Bedrooms / Sleeps 14
7 bedrooms 5 bathrooms Sleeps 14
DVD Player
Welcome to luxury! This 3, 648 sq. ft. home is located in the Liberty Bluff area of Reunion Resort and offers 7 bedrooms, 5 bathrooms, an awesome games room with 70" movie projector screen, upgraded electronics with...
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 • Dishwasher • Microwave
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 - Home
1 / 13

Kissimmee Home
4 BR / 3 BA / Sleeps 8 4 8 3 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Cedar Key is a very spacious executive home overlooking the woodland conservation area in the high quality, resort community Emerald Island which is only a few minutes drive from Disney World. It has 4 bedrooms, 3 bath...
Kissimmee Florida Vacation Rentals - Villa
1 / 23

Kissimmee Villa
6 BR / 5 BA / Sleeps 12 6 12 Min stay varies
Villa / 6 Bedrooms / Sleeps 12
6 bedrooms 5 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
Luxurious 6 bedroom and 4. 5 bathroom villa with large private pool and spa, fully equiped games room, fitness area and high speed internet access. Less than 10 minutes from Disney World. This elegant vacation villa...
Outside Pool
1 / 7

Kissimmee Apartment
Studio / 1 BA / Sleeps 4 0 4 1 night min stay
Apartment / Studio / Sleeps 4
Studio 1 bathroom Sleeps 4
Dishwasher • Microwave • Washer/Dryer
Overlooking an excellent golf course, this attractive hotel is surrounded by rolling hills, beautiful tropical gardens, offering a perfect retreat and ideal location to enjoy the famous theme parks of Orlando to the f...
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", recently updated just for you! Perfect for large families and groups, accommodating up to 10 guests in the gated Terra Verde Resort Community! Situated steps...
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 - Apartment
1 / 17

Kissimmee Apartment
1 BR / 1 BA / Sleeps 4 1 4 1 night min stay
Apartment / 1 Bedroom / Sleeps 4
1 bedrooms 1 bathroom Sleeps 4
High Speed Internet • Dishwasher • Microwave
Surrounded by a lush tropical garden landscape with palm trees, this modern resort is situated in a quiet area yet only minutes from the major attractions of the Orlando area. Several excellent golf courses are within e...
1  2  3  4  5 
12345
page 1 of 27
LoadingLoading...

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.


----

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.