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Kissimmee Florida Vacation Rentals - Townhouse
1 / 18

Kissimmee Townhouse
3 BR / 2 BA / Sleeps 8 3 8 No min stay
Townhouse / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Microwave • Dishwasher
Gorgeous Newer Townhome With All The Features Of Home In A Private Gated Resort- like Community - You Wont Want To Leave! ! ! 5- star Resort Townhouse Features 3 Bedrooms, 2 Bathrooms, Full Kitchen, Dining And Livin...
(3) Excellent (3 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 • Microwave • Dishwasher
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 - Villa
1 / 16

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
The Villa Living Room Sunset Villa provides a spacious, light and airy open plan living area with two large comfortable sofas. The living room overlooks the swimming pool and has a large sliding patio door allowing ...
(8) Excellent (8 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 • Microwave • Dishwasher
Thanks for considering our properties. We would be happy to call you or receive your call to discuss any aspect of the rental. You can find us on you tube by looking for Premier Vacations Florida - Kissimmee Pool Ho...
(13) Excellent (13 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 - Condo
1 / 13

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
Our modern spacious two- bedroom, two bathroom villa will give you the best in comfort and convenience during your vacation. Sleeping four adults in comfort and equipped with an additional double sofa- bed, our villa p...
(9) Excellent (9 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 • 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 - Townhouse
1 / 24

Kissimmee Townhouse
5 BR / 4.5 BA / Sleeps 12 5 12 Min stay varies
Townhouse / 5 Bedrooms / Sleeps 12
5 bedrooms 4.5 bathrooms Sleeps 12
High Speed Internet • Microwave • Dishwasher
The 5- bedroom, 4. 5- bathroom Town House is professionally designed and decorated. It has two king sized master bedrooms, a queen sized master suite, a loft, kitchen, dining room, living room, private lanai, and...
Kissimmee Florida Vacation Rentals - Home
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 • Microwave • Dishwasher
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 - Home
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 • Microwave • Dishwasher
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 - Home
1 / 32

Kissimmee Home
8 BR / 7 BA / Sleeps 18 8 18 Min stay varies
Home / 8 Bedrooms / Sleeps 18
8 bedrooms 7 bathrooms Sleeps 18
High Speed Internet • Microwave • Dishwasher
This BRAND NEW 8 bedroom 7 bath encore reunion luxury home is 6 miles away from Disney World. Situated in a highly sought after Liberty Bluff neighborhood and it is perfect for families wanting a comfortable and relaxing...
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 - Townhouse
1 / 16

Kissimmee Townhouse
3 BR / 2 BA / Sleeps 8 3 8 4 night min stay
Townhouse / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
Microwave • Dishwasher • Air Conditioning
Venetian Bay Villages is a community full of white picket fences, friendly sidewalk trails, numerous pools and a clubhouse that rivals any major resort. It is located only minutes away from the restaurants and attracti...
(7) Excellent (7 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 70

Kissimmee Villa
6 BR / 5 BA / Sleeps 14 6 14 3 night min stay
Villa / 6 Bedrooms / Sleeps 14
6 bedrooms 5 bathrooms Sleeps 14
High Speed Internet • Microwave • Dishwasher
Welcome to our brand new luxurious villa located at the Paradise Palm Resort. If you are looking for an amazing vacation to enjoy the sun shine, this is the perfect place for you. This resort has one of the best ameniti...
(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
Microwave • Dishwasher • Air Conditioning
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...
(15) Excellent (15 reviews)
Front of Pauline's gorgeous home
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Kissimmee Home
5 BR / 3 BA / Sleeps 10 5 10 Min stay varies
Home / 5 Bedrooms / Sleeps 10
5 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Microwave • Dishwasher
Our professionally decorated 5 bedroom, 3 bath single story vacation home will surpass anyone?s needs, dreams or expectations. The kitchen is fully equipped with ice maker, microwave, coffee maker, dishes and all th...
(6) Very Good (6 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 58

Kissimmee Villa
8 BR / 6 BA / Sleeps 20 8 20 Min stay varies
Villa / 8 Bedrooms / Sleeps 20
8 bedrooms 6 bathrooms Sleeps 20
High Speed Internet • Microwave • Dishwasher
Windsor at Westside Resort is one of the newest and most luxurious resort communities in the Orlando/Kissimmee, Developed by one of the nation's largest developer , the Pulte Homes. Just 8 miles from Disney, and withi...
(2) Excellent (2 reviews)
Kissimmee Florida Vacation Rentals - Townhouse
1 / 24

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
Enjoy a Frozen- themed retreat at Paradise Palms Resort near Disney World! Our family wanted a Beautiful Vacation Home that we could enjoy with our children, grandchildren, and friends that included fabulous Resort ...
(1) Excellent (1 review)
Kissimmee Florida Vacation Rentals - Villa
1 / 44

Kissimmee Villa
6 BR / 5.5 BA / Sleeps 14 6 14 No min stay
Villa / 6 Bedrooms / Sleeps 14
6 bedrooms 5.5 bathrooms Sleeps 14
High Speed Internet • Microwave • Dishwasher
Solana resort is a very popular Disney vacation community and one of best overall Disney vacation resort located 10 miles from Animal Kingdom and minutes from shops, restaurants. Solana is an exclusive man- guarded gate...
(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...
Kissimmee Florida Vacation Rentals - Home
1 / 20

Kissimmee Home
6 BR / 5 BA / Sleeps 14 6 14 1 night min stay
Home / 6 Bedrooms / Sleeps 14
6 bedrooms 5 bathrooms Sleeps 14
DVD Player • TV (Antenna) • Hot Tub
- Minimum of 5 night stay requiredSpacious 2 story Private Pool home in a gated community with a unique layout. This home has a standard pool with a spa and a kiddie splash pool. The home has 6 bedroom, 4. 5 Bath, 3 M...
Luxury Resort 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 • Microwave • Dishwasher
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....
(22) Excellent (22 reviews)
Kissimmee Florida Vacation Rentals - Home
1 / 42

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 • Microwave • Dishwasher
Terrace Ridge Condo resort features a tranquil and serene atmosphere boasting all the luxuries for a memorable family vacation. Spend all day enjoying the features of the resort, and come home to a luxurious 4 bedroom c...
1 / 23

Kissimmee Villa
8 BR / 6 BA / Sleeps 20 8 20 Min stay varies
Villa / 8 Bedrooms / Sleeps 20
8 bedrooms 6 bathrooms Sleeps 20
High Speed Internet • Microwave • Dishwasher
Rent Directly From The Owners And Save! No Booking Fees, No Admin Fees, No Per- Person Fees. Welcome To Our Luxurious 8 Br/6 Ba Home In The New Windsor At Westside Gated Community (sister Community To Windsor Hill...
Kissimmee Florida Vacation Rentals - Home
1 / 17

Kissimmee Home
7 BR / 4.5 BA / Sleeps 16 7 16 3 night min stay
Home / 7 Bedrooms / Sleeps 16
7 bedrooms 4.5 bathrooms Sleeps 16
High Speed Internet • Microwave • Dishwasher
Kirk Manor is a beautiful 7 bed/4. 5 bath home situated at the most prestigious vacation spot- Emerald Island Resort. Kirk Manor vacation home has a private pool and screen lanai with lots of patio furniture and is clos...
(6) Excellent (6 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 8

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 • Microwave • Dishwasher
Beautiful 4 bedroom Villa with Free Solar Pool Heating. Located in a quiet & private area of Crescent Lakes with a south facing pool backing on to forest. If you want a Sunny Private Pool area this is the one. Then aga...
Kissimmee Florida Vacation Rentals - Home
1 / 37

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
This beautiful 4 bedroom home backs up to the serenity of Star Lake! The views are spectacular, and the house is a comfortable retreat from a long hard day of having fun in Florida! You'll love relaxing by the pool af...
The Lovely Italian  \"Rowdy Joe\"  Home
1 / 21

Kissimmee Home
4 BR / 3.5 BA / Sleeps 10 4 10 4 night min stay
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 3.5 bathrooms Sleeps 10
High Speed Internet • Microwave • Dishwasher
$1200 Per Week In Month Of February , March, April ( Ask About May & June Specials ) (cleaning & Taxes Included ) Optional Pool Heat Is $140 Per Week No Animals & No Smoking No Animals & No Smoking This Luxuriously...
1 / 24

Kissimmee Home
5 BR / 3 BA / Sleeps 12 5 12 Min stay varies
Home / 5 Bedrooms / Sleeps 12
5 bedrooms 3 bathrooms Sleeps 12
High Speed Internet • Microwave • Dishwasher
This Luxuriously appointed home is presented with upgraded furniture and fittings throughout, and fully air conditioned to create a comfortable indoor climate. With1 bedroom and bathroom located on the ground floo...
(11) Excellent (11 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 15

Kissimmee Villa
3 BR / 3 BA / Sleeps 8 3 8 5 night min stay
Villa / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
Dishwasher • Air Conditioning • TV (Antenna)
This 3 bedroom 2. 5 bath Orlando Florida vacation home is located in the Sunset Lakes subdivision. This gem of a home has tile through out, colorful counter tops, and a screened in pool and patio. Close to Disney, Sea...
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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.