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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 - 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 • Dishwasher • Microwave
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)
1 / 42

Kissimmee Townhouse
3 BR / 2.5 BA / Sleeps 8 3 8 Min stay varies
Townhouse / 3 Bedrooms / Sleeps 8
3 bedrooms 2.5 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
This fantastic townhouse is an ideal home- away- from- home for your next vacation! Located in the Regal Oak resort just behind Old Town and "Fun Spot" USA off Hwy 192 and I- 4, this vacation house is a perfect place t...
(3) Excellent (3 reviews)
Kissimmee Florida Vacation Rentals - Townhouse
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Kissimmee Townhouse
3 BR / 2.5 BA / Sleeps 8 3 8 Min stay varies
Townhouse / 3 Bedrooms / Sleeps 8
3 bedrooms 2.5 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Back overlooks woodland with a southerly aspect. Master bedroom has it's own balcony overlooking same woodland. All the homes are painted in vibrant Mediterranean colors. The home has fully equipped kitchen and seperate ...
(3) Excellent (3 reviews)
Kissimmee Florida Vacation Rentals - Home
1 / 31

Kissimmee Home
5 BR / 5.5 BA / Sleeps 12 5 12 Min stay varies
Home / 5 Bedrooms / Sleeps 12
5 bedrooms 5.5 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
Property Ref: RVH_088 This custom home, elegantly decorated to a French Country Style features a private pool and spa, separate guest suite, 4, 400 sq ft of spacious living areas, a Cinema room and stunning golf ...
Kissimmee Florida Vacation Rentals - Villa
1 / 37

Kissimmee Villa
4 BR / 2.5 BA / Sleeps 8 4 8 3 night min stay
Villa / 4 Bedrooms / Sleeps 8
4 bedrooms 2.5 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Extremely close to Walt Disney World! Our lovely Lakeside Villa is located in Oak Island Harbour in the Formosa Gardens Area. This two story home is situated on a quiet, tree lined street less than 1/2 mile to Highway ...
Kissimmee Florida Vacation Rentals - Villa
1 / 31

Kissimmee Villa
7 BR / 6 BA / Sleeps 19 7 19 Min stay varies
Villa / 7 Bedrooms / Sleeps 19
7 bedrooms 6 bathrooms Sleeps 19
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)
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
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Kissimmee Villa
8 BR / 4.5 BA / Sleeps 18 8 18 Min stay varies
Villa / 8 Bedrooms / Sleeps 18
8 bedrooms 4.5 bathrooms Sleeps 18
High Speed Internet • Dishwasher • Microwave
Our lovely 8 bedroom pool/spa home is located on the prestigious Emerald Island Resort, a gated community with 24/7 guard, it's only 3 miles away from World Disney. Emerald Island Resort featured with its own club hous...
(14) Excellent (14 reviews)
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 - Home
1 / 67

Kissimmee Home
7 BR / 7.5 BA / Sleeps 18 7 18 Min stay varies
Home / 7 Bedrooms / Sleeps 18
7 bedrooms 7.5 bathrooms Sleeps 18
High Speed Internet • Dishwasher • Microwave
Property Ref: RVH_080 One of the most sought after homes in the exclusive Reunion Resort! Enjoy the benefits of the stunning main home and added privacy of a guest home. The dream location for both small and large gr...
Kissimmee Florida Vacation Rentals - Townhouse
1 / 24

Kissimmee Townhouse
3 BR / 2 BA / Sleeps 8 3 8 Min stay varies
Townhouse / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Encantada Resort - Kissimmee, Florida is an upscale gated community located just 4 miles from Walt Disney World. This luxury resort sits nestled just off Hwy 192 in Kissimmee, Florida and is one of the most desired re...
Kissimmee Florida Vacation Rentals - Condo
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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 - 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
Just perfect for families who want to be close to the Theme parks but don't want to spend big $$$ on accommodation! This wonderful home is located in the highly popular gated resort community of Terra Verde. This ...
(9) Excellent (9 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 - Townhouse
1 / 20

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
BEST LOCATION! Only 1. 5 miles from Disney World, we are in the 2nd closest resort in entire Disney Vacation Home Rental Area! ! Close to everywhere - Supermarket, Restaurant, Golf Course, Shopping Center, etc. W...
(32) Excellent (32 reviews)
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Kissimmee Villa
8 BR / 4.5 BA / Sleeps 18 8 18 Min stay varies
Villa / 8 Bedrooms / Sleeps 18
8 bedrooms 4.5 bathrooms Sleeps 18
High Speed Internet • Dishwasher • Microwave
Luxury 8 bedroom villa accommodates up to 18. Upgraded 8- Bedroom Villa, whole home tastefully decorated by designer. On- site property manager just a phone call away. 2 Spacious KING rooms both Ensuite 3 QUEEN...
(10) Excellent (10 reviews)
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 / 26

Kissimmee Villa
10 BR / 10 BA / Sleeps 24 10 24 1 night min stay
Villa / 10 Bedrooms / Sleeps 24
10 bedrooms 10 bathrooms Sleeps 24
High Speed Internet • Dishwasher • Microwave
This 4800sq/ft villa includes the following amenities: - 10 Luxurious Bedrooms (7 King Rooms suites and 3 Twins Room) - 10 Full Bathrooms - 9 Bedrooms With Private En- Suite Bath - Loft with Big Screen TV and g...
Kissimmee Florida Vacation Rentals - Villa
1 / 27

Kissimmee Villa
5 BR / 4 BA / Sleeps 10 5 10 No 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)
1 / 12

Kissimmee Villa
4 BR / 2.5 BA / Sleeps 9 4 9 No min stay
Villa / 4 Bedrooms / Sleeps 9
4 bedrooms 2.5 bathrooms Sleeps 9
High Speed Internet • Dishwasher • Microwave
Take a "Palm" Escape and still be close to everything. Located behind the Super Walmart... in Popular Indian Point Subdivision that features - tennis - a play ground - community pool and recreation center. Relax at th...
(21) Excellent (21 reviews)
1 / 78

Kissimmee Home
5 BR / 5 BA / Sleeps 10 5 10 Min stay varies
Home / 5 Bedrooms / Sleeps 10
5 bedrooms 5 bathrooms Sleeps 10
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 ...
(1) Poor (1 review)
Kissimmee Florida Vacation Rentals - Villa
1 / 27

Kissimmee Villa
4 BR / 3 BA / Sleeps 8 4 8 4 night min stay
Villa / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Lovely, fully furnished home is one of the best kept turnkey properties you will find in Indian Creek ! Has an airy open floor plan, lots of light. Enjoy the crystal clear South facing pool and the covered lanai on yo...
(14) Excellent (14 reviews)
1 / 24

Kissimmee Condo
4 BR / 3 BA / Sleeps 10 4 10 Min stay varies
Condo / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
This huge 1650 sqft condo has 4 bedrooms and 3 full bathrooms. It is located at Sun Lake Resort, just 2 Miles to Disney world Florida. sleeping accommodations for 10. King- size Master bedroom with bathroom O...
(4) Excellent (4 reviews)
Kissimmee Florida Vacation Rentals - Home
1 / 32

Kissimmee Home
4 BR / 4 BA / Sleeps 8 4 8 Min stay varies
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 4 bathrooms Sleeps 8
Washer/Dryer • DVD Player • Air Conditioning
Located on the Regal Palms resort in Davenport this is a pretty end of terrace 2 storey town home with 4 bedrooms and 3. 5 bathrooms. The downstairs has been newly tiled and the whole villa is tastefully decorated and fu...
Kissimmee Florida Vacation Rentals - Villa
1 / 22

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
The villa, an exquisitely furnished property offers 2881 s. f. of air- conditioned flexible living & play space for up to 16 people, is located in the prestigious Emerald Island Resort, the closest gated vacation comm...
Kissimmee Florida Vacation Rentals - Condo
1 / 25

Kissimmee Condo
3 BR / 2 BA / Sleeps 8 3 8 7 night min stay
Condo / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Best Priced 3 Bedroom Condo For Rent At Windsor Hills. Disney Fireworks View Building - Watch Disney Fireworks, Never Leave Building. Closest To Disney - Be On Property In Two Minutes. - king Master Bed ...
(67) Excellent (67 reviews)
Kissimmee Florida Vacation Rentals - Home
1 / 15

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
"Welcome To Our Tropical Oasis"- "my Orlando Vacation Home"- Want To Escape The Noise But Still Be Close To Everything? Come To The "my Orlando" Vacation Home - A Genuine Tree- Shaded, Quiet Neighborhood Just Minutes...
(58) Excellent (58 reviews)
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)
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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.