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Kissimmee Florida Vacation Rentals - Home
1 / 17

Kissimmee Home
6 BR / 4 BA / Sleeps 12 6 12 Min stay varies
Home / 6 Bedrooms / Sleeps 12
6 bedrooms 4 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
Veranda Palms Resort- Kissimmee, Florida is an upscale gated community located just 5 miles from Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the mos...
(1) Excellent (1 review)
Kissimmee Florida Vacation Rentals - Home
1 / 43

Kissimmee Home
3 BR / 2 BA / Sleeps 8 3 8 Min stay varies
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Safari Lodge is a 3 bedroom home tucked away in the quiet, residential neighborhood of Indian Ridge Oaks. Some families focus on high quality accommodations when looking for a vacation home, and others focus on a great...
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 - Home
1 / 39

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
Our lovely 3 bed, 2 bathroom home, with private screened in pool is located in the peaceful community of Creekside only minutes to shopping and restaurants off the famous 192 and Bass Rd, also very close to Disney. ...
Kissimmee Florida Vacation Rentals - Villa
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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 - Home
1 / 6

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 • Dishwasher • Microwave
Splendid 3 bedrooms and 2 baths villa located at Seven Dwarfs resort, a gated community with 24 hour security so your family and you can feel safe and leave all your belongings absolutely secured inside the villa withou...
Kissimmee Florida Vacation Rentals - Villa
1 / 52

Kissimmee Villa
7 BR / 7 BA / Sleeps 16 7 16 Min stay varies
Villa / 7 Bedrooms / Sleeps 16
7 bedrooms 7 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
This is a beautiful 7 bedrooms / 5 full and 2 half bathrooms. The home is perfectly located in the quiet gated community of Cumbrian Lakes. The home has a fabulous view of one of the lakes in the community which is south...
(4) Excellent (4 reviews)
Kissimmee Florida Vacation Rentals - Condo
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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
It's called "The Lion Kings! " and WOW, will you and your family absolutely fall in love with this Disney World area home, This spectacular, newly re- designed and newly furnished Disney World area home has TWO k...
Kissimmee Florida Vacation Rentals - Villa
1 / 17

Kissimmee Villa
5 BR / 4 BA / Sleeps 12 5 12 No min stay
Villa / 5 Bedrooms / Sleeps 12
5 bedrooms 4 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
You would never describe our villa as is "minimalist" or "simplistic". Unique ornaments and carefully selected picture collections in a thematic unity are on full display in this stylish home. Subtle design details add...
(8) Excellent (8 reviews)
amazing views from pool deck
1 / 40

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 • Dishwasher • Microwave
Outstanding 4 Bedroom, 3 Bathroom Private Pool Home with stunning views over a forested conservation area - newly decorated to appeal to all the family with two gorgeous Master Bedrooms, a Princess bedroom and a Super...
Front view of the house
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Kissimmee Home
7 BR / 4.5 BA / Sleeps 14 7 14 Min stay varies
Home / 7 Bedrooms / Sleeps 14
7 bedrooms 4.5 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
Welcome to this spacious seven bedroom luxurious home. Just 3 miles from Walt Disney World at the gated Emerald Island resort. This beautifully furnished and professionally decorated villa has 7 bedrooms (one master ...
(9) Excellent (9 reviews)
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Kissimmee Villa
6 BR / 4 BA / Sleeps 14 6 14 Min stay varies
Villa / 6 Bedrooms / Sleeps 14
6 bedrooms 4 bathrooms Sleeps 14
Dishwasher • Microwave • Washer/Dryer
[We also have another beautiful 5 bed, 3. 5 bath villa on Sunset Lakes ~ Please enquire about availabiliy if Sunset Lakes is booked ] Superior 6 bed, 4 bath Vacation Home ~ Sleeps 14 Guests Affordable Luxury ~ ...
(27) Excellent (27 reviews)
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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)
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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 / 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 - 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 - Villa
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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 - Villa
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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
A Beautiful 5 bedroom 3 bathroom villa, 3 Main Living areas, Large Master Bedroom on suites with A King size Bed. Second King Bedroom with King Size Bed. First Floor Bedroom with Queen size Bed. 2 Twin Bedrooms...
(2) Excellent (2 reviews)
Kissimmee Florida Vacation Rentals - Home
1 / 26

Kissimmee Home
3 BR / 2 BA / Sleeps 8 3 8 Min stay varies
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Washer/Dryer • Air Conditioning
Located in the busy resort community of Tuscana, this quaint 3 Bedroom 2 Bath condo is just right for your weekend getaways or a week in Central Florida ! The Gated Tuscana Resort boasts a large Swimming Pool Complex w...
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Kissimmee Villa
6 BR / 5 BA / Sleeps 16 6 16 Min stay varies
Villa / 6 Bedrooms / Sleeps 16
6 bedrooms 5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
Brand new luxury 3, 300 sqft, two- story single family home located on an exclusive gated resort. It is only 10 minutes away from Disney theme parks. 6 bedrooms, 5 bath, loft, and game room. Spacious kitchen...
(3) Excellent (3 reviews)
Kissimmee Florida Vacation Rentals - Townhouse
1 / 26

Kissimmee Townhouse
3 BR / 2 BA / Sleeps 6 3 6 3 night min stay
Townhouse / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
Dishwasher • Microwave • Washer/Dryer
3Bedroom & 2 Bath Townhouse in gated community. The house is very well kept & clean. The house and complex offer a great place for families to stay and enjoy your vacation. LOCATION, LOCATION, LOCATION! The ho...
(24) Excellent (24 reviews)
Kitchen
1 / 21

Kissimmee Home
4 BR / 2 BA / Sleeps 10 4 10 No min stay
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 2 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Welcome to Sunset Vista Court enjoy this 4 bedroom, 2 bath vacation home, which easily accommodates 1 or 2 families, with a maximum sleeping capacity of 10. For your enjoyment the home has its own private screened in ...
(7) Excellent (7 reviews)
Luxury Resort Townhouse
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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 - Villa
1 / 32

Kissimmee Villa
7 BR / 4.5 BA / Sleeps 18 7 18 Min stay varies
Villa / 7 Bedrooms / Sleeps 18
7 bedrooms 4.5 bathrooms Sleeps 18
High Speed Internet • Dishwasher • Microwave
The spacious 2900 square ft highly furnished and fully air conditioned villa has been tastefully renovated & decorated to feature your all vacation needs . Brand new & high standard beddings & linens to ensure you comfor...
(8) Excellent (8 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 / 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 - 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 • Dishwasher • Microwave
(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)
The Luxury 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 • Dishwasher • Microwave
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 - 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 - Home
1 / 22

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 • Dishwasher • Microwave
This 4 bedroom vacation house has it ALL. It can fit two families (8- 10 people) This model features a spacious single story open floor plan, and a screened- in private pool With beautiful ceramic tile throughout the ho...
(18) Excellent (18 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

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.