Vacation Rentals in Kissimmee Area

$126 CAD
Per Night

3BR, 2.5BA T/Home w/ Al Fresco Patio Dining (135)
Vacation Rental in Kissimmee, United States
3 Bedrooms · 8 Guests · #388370

$105 CAD
Per Night

3BR, 2.5BA Townhome w/ Sunny Backyard (107)
Vacation Rental in Kissimmee, United States
3 Bedrooms · 6 Guests · #387302

$100 CAD
Per Night

Sunshine Awaits at Our 3BR, 2.5BA t/Home (114)
Vacation Rental in Kissimmee, United States
3 Bedrooms · 6 Guests · #387301

$172 CAD
Per Night

Paradise at 4BR, 2BA Villa w/ Patio Dining (1045)
Villa Rental in Kissimmee, United States
4 Bedrooms · 8 Guests · #387300

$164 CAD
Per Night

Spacious 5BR, 3.5BA Villa w/ 2 Living Areas (4601)
Vacation Rental in Kissimmee, United States
5 Bedrooms · 12 Guests · #387299

$172 CAD
Per Night

Tranquility at 4BR, 3BA Villa w/ Games Room (1203)
Villa Rental in Kissimmee, United States
4 Bedrooms · 8 Guests · #387298

$126 CAD
Per Night

Discover Disney from Our 3BR, 2BA Condo (2603)
Vacation Rental in Kissimmee, United States
3 Bedrooms · 8 Guests · #387296

$202 CAD
Per Night

4BR, 2BA Water View Villa w/ Game Room (4682)
Villa Rental in Kissimmee, United States
4 Bedrooms · 8 Guests · #387295

$149 CAD
Per Night

4BR, 3BA T/home w/ Screened-In Heated Pool (4722)
Vacation Rental in Kissimmee, United States
4 Bedrooms · 8 Guests · #387294

$164 CAD
Per Night

Find Paradise at Our 4BR, 3BA Townhome (4700)
Vacation Rental in Kissimmee, United States
4 Bedrooms · 8 Guests · #387293

$187 CAD
Per Night

Escape to Our Spacious 5BR, 3.5BA Villa (4696)
Vacation Rental in Kissimmee, United States
5 Bedrooms · 10 Guests · #387292

$134 CAD
Per Night

Escape to a 4BR, 3BA Villa w/Recreation Room (151)
Villa Rental in Kissimmee, United States
4 Bedrooms · 8 Guests · #387291

$167 CAD
Per Night

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

$187 CAD
Per Night

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

$113 CAD
Per Night

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

$106 CAD
Per Night

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

$140 CAD
Per Night

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

$207 CAD
Per Night

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

$180 CAD
Per Night

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

$200 CAD
Per Night

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

$221 CAD
Per Night

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

$230 CAD
Per Night

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

$230 CAD
Per Night

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

$230 CAD
Per Night

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

$200 CAD
Per Night

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

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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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