Kissimmee (860) Filter Cancel
Loading...
Kissimmee Florida Vacation Rentals - Villa
1 / 11

Kissimmee Villa
3 BR / 2 BA / Sleeps 8 3 8 No min stay
Villa / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Microwave • Washer/Dryer
Our privately owned second floor, spacious, luxury, 3 bed 2 bath villa sleeps 8 and is perfect for your family vacation to the Disney area. Centrally located near all the attractions and restaurants. Our beautiful 1, ...
(17) Excellent (17 reviews)
Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
8 BR / 5.5 BA / Sleeps 18 8 18 Min stay varies
Home / 8 Bedrooms / Sleeps 18
8 bedrooms 5.5 bathrooms Sleeps 18
High Speed Internet • Dishwasher • Microwave
Our emerald island villa with luxury furnished 8 bedrooms / 5. 5 baths 4 Master bedrooms ( 3 master suite, 2 family suite ) and private pool/spa is situated in the magnificent 24- hour gated security resort, just 3 mil...
(6) Excellent (6 reviews)
Kissimmee Florida Vacation Rentals - Home
1 / 14

Kissimmee Home
4 BR / 3 BA / Sleeps 10 4 10 Min stay varies
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
Washer/Dryer • DVD Player • Air Conditioning
A beautiful, spacious, bright and tastefully furnished and decorated house located on the Windwood Bay development, close to the shops of Champions Gate and Interstate 4 for easy access to Disney. Upon entry there is ...
Kissimmee Florida Vacation Rentals - Villa
1 / 24

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 • Dishwasher • Microwave
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, ...
(12) Excellent (12 reviews)
Kissimmee Florida Vacation Rentals - Home
1 / 9

Kissimmee Home
3 BR / 2 BA / Sleeps 6 3 6 Min stay varies
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Lovely 3 bedroom 2 bathroom villa with private screened in pool, only minutes to Disney and all other major attractions located in Kissimmee, Florida in the most sought out community of Chatham Park. Our Beautiful ho...
(15) Excellent (15 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 13

Kissimmee Villa
4 BR / 3.5 BA / Sleeps 8 4 8 Min stay varies
Villa / 4 Bedrooms / Sleeps 8
4 bedrooms 3.5 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Fairways at Remington luxury holiday accommodation has a spacious and open- plan family room with ceiling fan, 2 over- stuffed sofas, plus occasional and coffee tables with lamps, a LCD flat screen HDTV, Digital HD V...
(2) Excellent (2 reviews)
Kissimmee Florida Vacation Rentals - Home
1 / 19

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
Located just 3. 5 miles to Disney. The Private Pool two story town home has 3 Bedrooms / 3 Baths. The home has a King bedroom with ensuite and Twin bedroom with ensuite on the second floor as well as a Queen bedroom with...
Kissimmee Florida Vacation Rentals - Home
1 / 25

Kissimmee Home
3 BR / 3 BA / Sleeps 7 3 7 Min stay varies
Home / 3 Bedrooms / Sleeps 7
3 bedrooms 3 bathrooms Sleeps 7
Washer/Dryer • Air Conditioning • Private Pool
Quiet end unit 3 bed 3 bath town home with splash pool and balconyThese new Serenity town houses are unlike anything else in the Disney rental market. This home was furnished with the guidance of the owners to be an exce...
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 / 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 • Dishwasher • Microwave
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 ...
(9) Excellent (9 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 38

Kissimmee Villa
6 BR / 5.5 BA / Sleeps 14 6 14 3 night min stay
Villa / 6 Bedrooms / Sleeps 14
6 bedrooms 5.5 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
Welcome to Disney Sunshine Villa! The gorgeous and luxury villa has distinguished privacy and unbeatable views! This gated resort community is only 15 minutes from Disney, 20 minutes south of Sea World and Universal S...
(6) Excellent (6 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 30

Kissimmee Villa
4 BR / 2 BA / Sleeps 8 4 8 4 night min stay
Villa / 4 Bedrooms / Sleeps 8
4 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Located in the 5 star gated (guarded) resort of Windsor Palms, this 4 bedroom home is minutes away from Disney World, Universal Studios, and other major attractions. Keyless entry for easy access. You'll find all ...
(24) Excellent (24 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 - Condo
1 / 20

Kissimmee Condo
3 BR / 2 BA / Sleeps 7 3 7 Min stay varies
Condo / 3 Bedrooms / Sleeps 7
3 bedrooms 2 bathrooms Sleeps 7
High Speed Internet • Dishwasher • Microwave
The Absolute Best Location within the Windsor Palms Community! ! The convenience of this location will save you Money and Time. Easy to get around the the Parks, Stores and Restaurants of your choice. Within the ...
Kissimmee Florida Vacation Rentals - Villa
1 / 16

Kissimmee Villa
5 BR / 3 BA / Sleeps 12 5 12 No min stay
Villa / 5 Bedrooms / Sleeps 12
5 bedrooms 3 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
This beautiful 5- bedroom and 3- full bathroom pool home with a beautiful water view is waiting for you and your family to enjoy your vacation in sunshine Central Florida. This home is located right off Highway 27, Nort...
(28) Excellent (28 reviews)
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 / 21

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
'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 ...
(48) Excellent (48 reviews)
Kissimmee Florida Vacation Rentals - Home
1 / 20

Kissimmee Home
2 BR / 2 BA / Sleeps 6 2 6 Min stay varies
Home / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
Washer/Dryer • DVD Player • Air Conditioning
Luxury ground floor condo very spacious, air conditioned, completely furnished. Brand new furniture and appliances throughout, free WiFi, 48” Flat screen TV with cable service in living room which includes a s...
Kissimmee Florida Vacation Rentals - Home
1 / 20

Kissimmee Home
4 BR / 2 BA / Sleeps 8 4 8 Min stay varies
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Tucked away in a quiet, family neighborhood, this 4 bedroom home is a perfect place for families looking for some peace and quiet. Located in a safe cul- de- sac, this home sees very little traffic, making it a great...
Kissimmee Florida Vacation Rentals - Villa
1 / 31

Kissimmee Villa
7 BR / 6 BA / Sleeps 22 7 22 Min stay varies
Villa / 7 Bedrooms / Sleeps 22
7 bedrooms 6 bathrooms Sleeps 22
High Speed Internet • Dishwasher • Microwave
This Home Has 56 - Up To Date, 5 Star, Trip Advisor Reviews, A Lot More, Than Just The One That Is Shown On The Photo. The Site Cannot Move Them Across, So I Have Placed Them In The Testimonials Page, Please View ...
(1) Excellent (1 review)
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 - 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 - Home
1 / 26

Kissimmee Home
4 BR / 3 BA / Sleeps 8 4 8 Min stay varies
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
Washer/Dryer • Air Conditioning • Private Pool
Lovely 4 Bedroom, 3 bath home in the popular community of Hampton Lakes on Hwy 27. Hampton Lakes is located only 11 Miles to Walt Disney World! This home has two master suites, both with queen sized bed, en suite bat...
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)
1 / 32

Kissimmee Villa
4 BR / 3 BA / Sleeps 10 4 10 Min stay varies
Villa / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
This 2, 100 Sqft 4BR/3BA new villa has south facing pool and hot spa, WiFi, cable TVs and the top quality luxury furniture. It is located in "Hamlet at West Haven", a very quiet, small, prestigious GATED community ...
(7) Excellent (7 reviews)
Kissimmee Florida Vacation Rentals - Townhouse
1 / 13

Kissimmee Townhouse
4 BR / 3.5 BA / Sleeps 10 4 10 Min stay varies
Townhouse / 4 Bedrooms / Sleeps 10
4 bedrooms 3.5 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Enjoy Orlando, Florida, home to Disney World, Sea World, Universal Studios, and Islands of Adventure, in style. Our home is within minutes of Florida attractions, golf courses, shopping, and exciting night life....
(20) Excellent (20 reviews)
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...
Kissimmee Florida Vacation Rentals - Home
1 / 9

Kissimmee Home
5 BR / 4 BA / Sleeps 10 5 10 Min stay varies
Home / 5 Bedrooms / Sleeps 10
5 bedrooms 4 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Spend your tropical Disney vacation in this 5 bedroom 4 bath home with access to exclusive amenities in the gated community of West Haven. This upgraded beach themed home has spacious living areas and three master bedroo...
(10) Excellent (10 reviews)
1  2  3  4  5 
12345
page 1 of 29
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

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.