Vacation Rentals in Kissimmee Area

$280 CAD
Per Night

Orlando Family Getaway
Vacation Rental in Kissimmee, United States
3 Bedrooms · 10 Guests · #330863

$137 CAD
Per Night

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

$174 CAD
Per Night

Belle - Seven Dwarfs - Sd4551
Vacation Rental in Kissimmee, United States
3 Bedrooms · 8 Guests · #299040

$189 CAD
Per Night

Alice - Venetian Bay - Vb4000
Vacation Rental in Kissimmee, United States
4 Bedrooms · 10 Guests · #299039

$197 CAD
Per Night

Woodpecker - Bella Vida - Bv480
Vacation Rental in Kissimmee, United States
4 Bedrooms · 10 Guests · #294123

$268 CAD
Per Night

Spider Man - Veranda Palms - Vp2627
Vacation Rental in Kissimmee, United States
5 Bedrooms · 10 Guests · #294109

$189 CAD
Per Night

Snow White - Crystal Cove - Cc1012
Vacation Rental in Kissimmee, United States
4 Bedrooms · 8 Guests · #294108

$197 CAD
Per Night

Simpsons - Bella Vida - Bv1230
Vacation Rental in Kissimmee, United States
4 Bedrooms · 8 Guests · #294106

$174 CAD
Per Night

Simba - Lucaya Village - Lv14106
Vacation Rental in Kissimmee, United States
3 Bedrooms · 8 Guests · #294105

$189 CAD
Per Night

Pluto - Bella Vida - Bv4505
Vacation Rental in Kissimmee, United States
3 Bedrooms · 8 Guests · #294099

$268 CAD
Per Night

Peter Pan - Crystal Cove - Cc4747
Vacation Rental in Kissimmee, United States
4 Bedrooms · 9 Guests · #294096

$189 CAD
Per Night

Mulan - Bella Vida - Bv1011
Vacation Rental in Kissimmee, United States
3 Bedrooms · 8 Guests · #294091

$197 CAD
Per Night

Merida - Terra Verde - Tv143
Vacation Rental in Kissimmee, United States
4 Bedrooms · 10 Guests · #294089

$197 CAD
Per Night

Marge - Bella Vida - Bv871
Vacation Rental in Kissimmee, United States
4 Bedrooms · 8 Guests · #294085

$192 CAD
Per Night

Lunna - Bella Vida - Bv4552
Vacation Rental in Kissimmee, United States
4 Bedrooms · 10 Guests · #294084

$268 CAD
Per Night

Lisa - Bella Vida - Bv387
Vacation Rental in Kissimmee, United States
4 Bedrooms · 9 Guests · #294082

$174 CAD
Per Night

Lady - Seven Dwarfs - Sd4601
Vacation Rental in Kissimmee, United States
3 Bedrooms · 8 Guests · #294079

$189 CAD
Per Night

Kristoff - Terra Verde - Tv4775
Vacation Rental in Kissimmee, United States
3 Bedrooms · 8 Guests · #294078

$379 CAD
Per Night

Jose Carioca - Crystal Cove - Cc1019
Vacation Rental in Kissimmee, United States
6 Bedrooms · 14 Guests · #294077

$197 CAD
Per Night

Jessie - Bella Vida - Bv4572
Vacation Rental in Kissimmee, United States
4 Bedrooms · 8 Guests · #294076

$268 CAD
Per Night

Iron Man - Sonoma - Sn3860
Vacation Rental in Kissimmee, United States
4 Bedrooms · 10 Guests · #294074

$379 CAD
Per Night

Hommer - Bella Vida - Bv4564
Vacation Rental in Kissimmee, United States
6 Bedrooms · 12 Guests · #294071

$174 CAD
Per Night

Harry - Lucaya Village - Lv13107
Vacation Rental in Kissimmee, United States
3 Bedrooms · 8 Guests · #294061

$213 CAD
Per Night

Goofy - Storey Lake - Sl4786
Vacation Rental in Kissimmee, United States
4 Bedrooms · 9 Guests · #294059

$174 CAD
Per Night

Genie - Lucaya Village - Lv18102
Vacation Rental in Kissimmee, United States
3 Bedrooms · 8 Guests · #294058

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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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