Vacation Rentals in Kissimmee Area

$230 CAD
Per Night

Sweet Memories, 7 Beds/7 Baths,South Facing Pool With Water View
Vacation Rental in Kissimmee Area, US
7 Bedrooms · 16 Guests · #286440

Save 10% on travel between Oct 7 - Dec 31, 2016!

$120 CAD
Per Night

Regal Resort 3 Bedroom Home, Kissimmee, Florida
Vacation Rental in Kissimmee, US
3 Bedrooms · 6 Guests · #340676

$108 CAD
Per Night

Great Value 3 Bed Condo Close To Attractions
Condo Rental in Kissimmee, US
3 Bedrooms · 6 Guests · #341686

$108 CAD
Per Night

3 Miles From Disney, Newly Refurbished Condo
Condo Rental in Kissimmee, US
3 Bedrooms · 6 Guests · #341683

Inquire

Spacious 5 Bed Pool Home In Gated Resort
Villa Rental in Kissimmee, US
5 Bedrooms · 12 Guests · #341678

$149 CAD
Per Night

3 Bed Pool Home In Great Location
Villa Rental in Kissimmee, US
3 Bedrooms · 6 Guests · #341675

$162 CAD
Per Night

Spacious And Charming 3 Bed Pool Home
Villa Rental in Kissimmee, US
3 Bedrooms · 6 Guests · #341674

$149 CAD
Per Night

3 Bedroom Pool Home Close To Attractions
Villa Rental in Kissimmee, US
3 Bedrooms · 6 Guests · #341673

$217 CAD
Per Night

Orlando Tropical Breeze
Vacation Rental in Kissimmee, US
5 Bedrooms · 10 Guests · #341476

$217 CAD
Per Night

Dream Florida Vacation
Vacation Rental in Kissimmee, US
5 Bedrooms · 10 Guests · #341475

$217 CAD
Per Night

Luxury Disney Retreat
Vacation Rental in Kissimmee, US
5 Bedrooms · 10 Guests · #341470

$249 CAD
Per Night

New 4 Bedroom Villa At Storey Lake
Vacation Rental in Kissimmee, US
4 Bedrooms · 8 Guests · #341062

$389 CAD
Per Night

Luxury 5 Bedroom Home With Private Pool
Vacation Rental in Kissimmee, US
5 Bedrooms · 12 Guests · #341061

$170 CAD
Per Night

Santa Maria Holiday Home
Vacation Rental in Kissimmee, US
4 Bedrooms · 10 Guests · #340649

$139 CAD
Per Night

Fairweather Pool Villa
Villa Rental in Kissimmee, US
3 Bedrooms · 6 Guests · #340647

$170 CAD
Per Night

San Vittorino Holiday Home
Vacation Rental in Kissimmee, US
4 Bedrooms · 10 Guests · #340646

$151 CAD
Per Night

4757 Ormond Beach - 3 Rooms - Kissimmee, Florida
Vacation Rental in Kissimmee, US
3 Bedrooms · 6 Guests · #340320

$184 CAD
Per Night

4834 Cumbrian Lakes - 4 Rooms - Kissimmee, Fl
Vacation Rental in Kissimmee, US
4 Bedrooms · 8 Guests · #340318

$184 CAD
Per Night

550 Las Fuentes - 4 Rooms - Kissimmee, Florida
Vacation Rental in Kissimmee, US
4 Bedrooms · 8 Guests · #340317

$182 CAD
Per Night

3223 Tocoa - 4 Rooms - Kissimmee, Florida
Vacation Rental in Kissimmee, US
4 Bedrooms · 8 Guests · #340316

$184 CAD
Per Night

Storey Place - 4 Rooms - Kissimmee, Florida
Vacation Rental in Kissimmee, US
4 Bedrooms · 12 Guests · #340315

$182 CAD
Per Night

3191 Tocoa Circle - 4 Rooms - Kissimmee, Florida
Vacation Rental in Kissimmee, US
4 Bedrooms · 9 Guests · #340314

$182 CAD
Per Night

Lake Front Escape - 4 Rooms - Kissimmee, Florida
Vacation Rental in Kissimmee, US
4 Bedrooms · 8 Guests · #340313

$184 CAD
Per Night

Lakeside Retreat - 4 Rooms - Kissimmee, Florida
Vacation Rental in Kissimmee, US
4 Bedrooms · 8 Guests · #340309

$151 CAD
Per Night

8-106 Lucayan - 3 Rooms - Kissimmee, Florida
Vacation Rental in Kissimmee, US
3 Bedrooms · 6 Guests · #340302

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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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