Vacation Rentals in Kissimmee Area

$164 CAD
Per Night

Villa Sol Resort-3125ARLI0
Vacation Rental in Kissimmee, United States
4 Bedrooms · 8 Guests · #372931

$111 CAD
Per Night

Bella Vida Resort - 4571GALIE
Vacation Rental in Kissimmee, United States
3 Bedrooms · 6 Guests · #372911

$105 CAD
Per Night

Bella Vida Resort - 4569GALIE
Vacation Rental in Kissimmee, United States
3 Bedrooms · 6 Guests · #372910

$138 CAD
Per Night

Bella Vida Resort - 61GLFDIL
Vacation Rental in Kissimmee, United States
4 Bedrooms · 8 Guests · #372907

$204 CAD
Per Night

Champions Gate - 1457GMSIL
Vacation Rental in Kissimmee, United States
5 Bedrooms · 10 Guests · #372903

$132 CAD
Per Night

Cypress Palms, the Perfect Family Getaway
Condo Rental in Kissimmee, United States
1 Bedroom · 4 Guests · #426271

$165 CAD
Per Night

Beautiful Star Island Resort in Florida
Condo Rental in Kissimmee, United States
1 Bedroom · 4 Guests · #426261

$304 CAD
Per Night

Stay at Star Island for Your Disney Getaway!
Condo Rental in Kissimmee, United States
2 Bedrooms · 8 Guests · #426259

$152 CAD
Per Night

Discover the Magic of Disney with Star Island!
Condo Rental in Kissimmee, United States
1 Bedroom · 4 Guests · #426258

$165 CAD
Per Night

Star Island: A Perfect Paradise
Condo Rental in Kissimmee, United States
1 Bedroom · 4 Guests · #426256

$232 CAD
Per Night

Star Island: The Perfect Stay for Your Disney Trip
Condo Rental in Kissimmee, United States
2 Bedrooms · 8 Guests · #426255

$331 CAD
Per Night

Visit Disney, Stay at Star Island!
Condo Rental in Kissimmee, United States
3 Bedrooms · 10 Guests · #426245

$165 CAD
Per Night

Experience the Magic of Disney with Star Island
Condo Rental in Kissimmee, United States
1 Bedroom · 4 Guests · #426244

$232 CAD
Per Night

Star Island: The Adventure Starts Here!
Condo Rental in Kissimmee, United States
2 Bedrooms · 8 Guests · #426242

$146 CAD
Per Night

Enjoy Beautiful Cypress Palms in Florida!
Condo Rental in Kissimmee, United States
1 Bedroom · 4 Guests · #426238

$140 CAD
Per Night

Relaxing Home near Amusement Parks and Orlando Airport.
Vacation Rental in Kissimmee, United States
3 Bedrooms · 8 Guests · #388780

Save 5%


Sep 10 - Oct 20, 2017

$126 CAD
Per Night

Stunning 3bed Condo just minutes away from Disney!!
Vacation Rental in Kissimmee, United States
3 Bedrooms · 6 Guests · #370794

$112 CAD
Per Night

Vacation Villa Near Disney!!
Vacation Rental in Kissimmee, United States
3 Bedrooms · 6 Guests · #370798

$204 CAD
Per Night

Champions Gate-1452EMVDJGIL
Vacation Rental in Kissimmee, United States
5 Bedrooms · 10 Guests · #372961

$271 CAD
Per Night

Less than 8 miles from Disney! BV4564
Vacation Rental in Kissimmee, United States
6 Bedrooms · 12 Guests · #294071

$144 CAD
Per Night

Veranda Palms - 2507GDCJGIE
Vacation Rental in Kissimmee, United States
4 Bedrooms · 8 Guests · #372878

$144 CAD
Per Night

AVeranda Palms-2510GDCJGIE
Vacation Rental in Kissimmee, United States
4 Bedrooms · 8 Guests · #372926

$184 CAD
Per Night

Terra Verde Resort 211AHBLGIS
Vacation Rental in Kissimmee, United States
7 Bedrooms · 14 Guests · #372914

$144 CAD
Per Night

Storey Lake-4872VCTDI
Vacation Rental in Kissimmee, United States
4 Bedrooms · 8 Guests · #372993

$144 CAD
Per Night

Veranda Palms - 4452ANPGI
Vacation Rental in Kissimmee, United States
4 Bedrooms · 8 Guests · #372980

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Kissimmee Area Vacation Rentals, Cottages & More!

Located in Central Florida along the shores of Lake Tohopekaliga, Kissimmee and its vacation rentals are just minutes from Orlando and its amusement parks, but offer more than just Mickey Mouse-themed attractions. 

At the Kissimmee Prairie Preserve State Park, more than 160 kilometres of trails allow hikers, bicyclists, and horseback riders to experience prairies, wetlands, and shady hammocks, in addition to Florida’s night sky (its remoteness makes it one of the state’s premier locations for stargazing). Lake Tohopekaliga provides some of the country’s best big bass fishing for anglers, and bird watchers will be well served with the ornithological opportunities on the Great Florida Birding Trail. 

Kissimmee’s historic downtown features a quaint waterfront, art exhibits, concerts, and live theatre performances. The city regularly hosts classic car shows, rodeos, and cattle auctions, as well as the annual Silver Spurs Festival—the largest rodeo east of the Mississippi, and a Kissimmee favourite since the 1940s. 

Kissimmee offers a vast array of natural and cultural attractions, as well as a variety of facilities and rental accommodation options, and is less than a thirty minutes’ drive from Orlando.

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