Vacation Rentals in Kissimmee Area

$176 CAD
Per Night

(4TVT47OB60) Amazing 4 bedroom Terra Verde vacation home!!
Vacation Rental in Kissimmee, United States
4 Bedrooms · 8 Guests · #345068

$195 CAD
Per Night

(4LVT29LH62) Amazing 4 bedroom Lucaya Village vacation home!!
Vacation Rental in Kissimmee, United States
4 Bedrooms · 8 Guests · #345027

$215 CAD
Per Night

(4CCS47RR23) Amazing 4 bedroom Crystal Cove vacation home!!
Vacation Rental in Kissimmee, United States
4 Bedrooms · 8 Guests · #345022

$224 CAD
Per Night

(4CCS47BD66) Amazing 4 bedroom Crystal Cove vacation home!!
Vacation Rental in Kissimmee, United States
4 Bedrooms · 8 Guests · #344989

$224 CAD
Per Night

(4BVT05LF51) Amazing 4 bedroom Bella Vida Resort vacation home!!
Vacation Rental in Kissimmee, United States
4 Bedrooms · 10 Guests · #344987

$224 CAD
Per Night

(4BVT04LF91) Amazing 4 bedroom Bellavida Resort vacation home!!
Vacation Rental in Kissimmee, United States
3 Bedrooms · 10 Guests · #344986

$176 CAD
Per Night

(3VLT29LH66) Amazing 3 bedroom Lucaya Village vacation home!!
Vacation Rental in Kissimmee, United States
3 Bedrooms · 8 Guests · #344782

$195 CAD
Per Night

(4LVT29LH66) Amazing 4 bedroom Lucaya Village vacation home!!
Vacation Rental in Kissimmee, United States
4 Bedrooms · 6 Guests · #344725

$176 CAD
Per Night

(4CCT10TD85) Amazing 4 bedroom Crystal Cove vacation home!!
Vacation Rental in Kissimmee, United States
4 Bedrooms · 8 Guests · #344449

$176 CAD
Per Night

(4CCS47BD62) Amazing 4 bedroom Crystal Cove vacation home!
Vacation Rental in Kissimmee, United States
4 Bedrooms · 8 Guests · #344443

$176 CAD
Per Night

(3LVT29LH54) Amazing 3 bedroom Lucaya Village vacation home!
Vacation Rental in Kissimmee, United States
3 Bedrooms · 6 Guests · #344386

$176 CAD
Per Night

(4BVT45BA56) Amazing 4 bedroom vacation home at the Bellavida Resort!
Vacation Rental in Kissimmee, United States
4 Bedrooms · 8 Guests · #344382

$282 CAD
Per Night

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

$138 CAD
Per Night

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

$209 CAD
Per Night

Jerry - Terra Verde - Tv138
Vacation Rental in Kissimmee, United States
3 Bedrooms · 8 Guests · #345195

$245 CAD
Per Night

Fred - Crystal Cove - Cc4764
Vacation Rental in Kissimmee, United States
4 Bedrooms · 8 Guests · #344873

$143 CAD
Per Night

Cozy - 2 Bedroom Condo - Close To Disney - Orbit 1 Vacation Villas
Vacation Rental in Kissimmee, United States
2 Bedrooms · 6 Guests · #307351

$104 CAD
Per Night

Mystic Dunes - 1 Bdrm - A Fantastic Family Resort - Close To Disney With Great Amenities!
Vacation Rental in Kissimmee, United States
1 Bedroom · 4 Guests · #306565

$175 CAD
Per Night

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

$190 CAD
Per Night

Alice - Venetian Bay - Vb4000
Vacation Rental in Kissimmee, United States
4 Bedrooms · 8 Guests · #299039

$198 CAD
Per Night

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

$381 CAD
Per Night

Wolverine - Storey Lake - Sl4835
Vacation Rental in Kissimmee, United States
6 Bedrooms · 13 Guests · #294121

$310 CAD
Per Night

Wonder Woman - Sonoma - Sn2690
Vacation Rental in Kissimmee, United States
5 Bedrooms · 10 Guests · #294122

$214 CAD
Per Night

Triton - Storey Lake - Sl3153
Vacation Rental in Kissimmee, United States
4 Bedrooms · 10 Guests · #294117

$270 CAD
Per Night

Thunder - Sonoma - Sn2680
Vacation Rental in Kissimmee, United States
4 Bedrooms · 8 Guests · #294115

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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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