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Kissimmee Florida Vacation Rentals - Villa
1 / 43

Kissimmee Villa
4 BR / 2 BA / Sleeps 9 4 9 Min stay varies
Villa / 4 Bedrooms / Sleeps 9
4 bedrooms 2 bathrooms Sleeps 9
High Speed Internet • Microwave • Dishwasher
GRAND OPENING! Brand New Luxurious Waterfront Mansion YEAR 2013! Enjoy the grandeur in this resort- like sanctuary. Gourmet kitchen delightfully designed with custom cabinets and high- end stainless appliances. The Kit...
(1) Very Good (1 review)
Kissimmee Florida Vacation Rentals - Home
1 / 25

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 • Microwave • Dishwasher
Property Ref: RVH_081 This beautiful home has everything you need to create your dream stay in Reunion Resort. A large pool and spa, luxurious decor that creates a homely ambiance, over 5, 000 sq. ft of spacious li...
(1) Excellent (1 review)
Kissimmee Florida Vacation Rentals - Townhouse
1 / 10

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
High Speed Internet • Microwave • Dishwasher
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...
(6) Excellent (6 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 16

Kissimmee Villa
7 BR / 4.5 BA / Sleeps 16 7 16 7 night min stay
Villa / 7 Bedrooms / Sleeps 16
7 bedrooms 4.5 bathrooms Sleeps 16
High Speed Internet • Microwave • Dishwasher
An extremely popular vacation home Located less than three miles from Walt Disney World, 3000+ sq ft spacious living space, 7 bedrooms & 4. 5 bathrooms, fully equipped kitchen & laundry, beautifully decorated living...
(15) Excellent (15 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 • Microwave • Dishwasher
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)
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...
Windsor Palms Resort Club House
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Kissimmee Home
6 BR / 3.5 BA / Sleeps 12 6 12 3 night min stay
Home / 6 Bedrooms / Sleeps 12
6 bedrooms 3.5 bathrooms Sleeps 12
Microwave • Dishwasher • Air Conditioning
This luxury vacation home is located in the top- rated popular Windsor Palms resort, which is a 24x7 securely gated community with just 3 miles (5 mins drive) to Disney. This home was equipped with all solid wood high q...
(5) Excellent (5 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 - Villa
1 / 23

Kissimmee Villa
8 BR / 4.5 BA / Sleeps 19 8 19 Min stay varies
Villa / 8 Bedrooms / Sleeps 19
8 bedrooms 4.5 bathrooms Sleeps 19
High Speed Internet • Microwave • Dishwasher
(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...
(2) Excellent (2 reviews)
Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
3 BR / 3 BA / Sleeps 8 3 8 Min stay varies
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Microwave • Dishwasher
This is a 3 Bedroom 3 Bath Town House Located In Crestwynd Bay And Just A Mile From Disney Gates. The Home Consists Of 1 KING Bed With Attached Bathroom, 1 QUEEN Bed With Bathroom On The Side, 1 Kids Bedroom With 2 Twi...
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 - 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 • Microwave • Dishwasher
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 - 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 • Microwave • Dishwasher
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 - Villa
1 / 14

Kissimmee Villa
3 BR / 2 BA / Sleeps 8 3 8 7 night min stay
Villa / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Microwave • Dishwasher
Rent a Vacation Home Near Disney with it's heated Pool for the same price of a standard hotel room Located near Disney, this modern 1400 square foot bungalow holds all the amenities that you would expect to have a wo...
(4) Excellent (4 reviews)
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 • Microwave • Dishwasher
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)
Home Theater
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 • Microwave • Dishwasher
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 - Villa
1 / 31

Kissimmee Villa
3 BR / 2 BA / Sleeps 7 3 7 Min stay varies
Villa / 3 Bedrooms / Sleeps 7
3 bedrooms 2 bathrooms Sleeps 7
High Speed Internet • Microwave • Dishwasher
GRAND OPENING! Brand New Luxurious Water view Castle YEAR 2013 ! The owner has created this home with incredible attention to details. It has an open floor plan with a living- dining great room, and a fully stocked ki...
Kissimmee Florida Vacation Rentals - Villa
1 / 18

Kissimmee Villa
5 BR / 4 BA / Sleeps 12 5 12 3 night min stay
Villa / 5 Bedrooms / Sleeps 12
5 bedrooms 4 bathrooms Sleeps 12
High Speed Internet • Microwave • Dishwasher
Beautiful Vacation Villa by the name Tree House is highly furnished and decorated with up scale furnishings, attractive amenities, new beddings and lot of upgrades. Situated about 3 miles away from the Disney’s e...
(27) Excellent (27 reviews)
Kissimmee Florida Vacation Rentals - Villa
1 / 15

Kissimmee Villa
4 BR / 3 BA / Sleeps 8 4 8 Min stay varies
Villa / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Air Conditioning • TV (Cable/Satellite)
This spacious four bedroom, 3 bath luxury villa with optionally heated private pool is situated on the exclusive Emerald Island Resort (the nearest to Disney). It is located just minutes from Disney World and within two...
(1) Excellent (1 review)
Kissimmee Florida Vacation Rentals - Villa
1 / 27

Kissimmee Villa
7 BR / 5.5 BA / Sleeps 16 7 16 Min stay varies
Villa / 7 Bedrooms / Sleeps 16
7 bedrooms 5.5 bathrooms Sleeps 16
High Speed Internet • Microwave • Dishwasher
This executive vacation home is located in the prestigious Emerald Island Resort. It is close to Disney and convenient to all amenities. The villa has 4 King master suites and 1 Queen master bedroom so is perfect for lar...
(1) Excellent (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 • Microwave • Dishwasher
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...
(15) Excellent (15 reviews)
Kissimmee Florida Vacation Rentals - Home
1 / 35

Kissimmee Home
4 BR / 3 BA / Sleeps 10 4 10 3 night min stay
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Microwave • Dishwasher
This luxurious 4 bedroom, 3 bath resort pool home has it all: A game room with a pool table, air hockey table and foosball table, a private screen enclosed swimming pool with build in whirlpool overlooking a conservat...
Kissimmee Florida Vacation Rentals - Villa
1 / 9

Kissimmee Villa
6 BR / 5 BA / Sleeps 14 6 14 2 night min stay
Villa / 6 Bedrooms / Sleeps 14
6 bedrooms 5 bathrooms Sleeps 14
High Speed Internet • Microwave • Dishwasher
Luxury 6Br/5Bt Villa with Pool/Spa, Games, Wireless High Speed Internet, Gas BBQ Grill. Beautiful Villa in breathtaking, highly maintained resort community. Professionally decorated 6 bedrooms, 5 full bathrooms with...
(1) Excellent (1 review)
Private Pool with Lake View and Sunset Watching
1 / 27

Kissimmee Villa
7 BR / 5.5 BA / Sleeps 16 7 16 Min stay varies
Villa / 7 Bedrooms / Sleeps 16
7 bedrooms 5.5 bathrooms Sleeps 16
High Speed Internet • Microwave • Dishwasher
Welcome to Clyde's Cove! This stunning villa is a bright and spacious vacation home with 3000 sq/ft, 7 bedrooms including 4 Master Suites with private full bathrooms. Comfort and convenience are the hallmarks of this h...
(4) Excellent (4 reviews)
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 16 6 16 Min stay varies
Home / 6 Bedrooms / Sleeps 16
6 bedrooms 5.5 bathrooms Sleeps 16
High Speed Internet • Microwave • Dishwasher
Located in Emerald Island which is one of the most desirable Resort Communities in the area and it is less than 3 miles to Disney World. This home offers, 6- 7 bedrooms 5 1/2 bathrooms, 4 Master Suites all fit for a Ki...
Kissimmee Florida Vacation Rentals - Condo
1 / 30

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 • Microwave • Dishwasher
Condominium: It is a reasonably priced, professionally decorated and furnished 3- bedroom/2- bathroom condominium offering comfort, space, style, luxury and privacy. It is located at a luxurious and upscale gated Can...
(5) Excellent (5 reviews)
Kissimmee Florida Vacation Rentals - Home
1 / 30

Kissimmee Home
4 BR / 3 BA / Sleeps 8 4 8 Min stay varies
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Microwave • Dishwasher
Fully furnished and equipped with quality and tasteful furniture this 4 bedroom 3 bathroom home is just perfectly located in the beautiful Emerald Island Resort, the perfect community to base your Florida vacation. ...
Kissimmee Florida Vacation Rentals - Villa
1 / 41

Kissimmee Villa
5 BR / 3 BA / Sleeps 12 5 12 Min stay varies
Villa / 5 Bedrooms / Sleeps 12
5 bedrooms 3 bathrooms Sleeps 12
High Speed Internet • Microwave • Dishwasher
Brand New! Beautiful 5 bed- room, 3 full bath villa in Emerald Island Resort, nestled within an area of protected wetland! Three miles to Walt Disney World and near a myriad of other attractions in Central Florida! ...
(19) Excellent (19 reviews)
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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.