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Featured Cottages in Kissimmee

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5 Star Private Apartment, Reunion Resort and Spa, Orlando Apartment 2781

5 Star Private Apartment, Reunion Resort and Spa, Orlando Apartment 2781

7516 Gathering Drive, Kissimmee, FL
A restaurant and a poolside bar are featured at this cottage. Free self parking and WiFi in public areas are also offered on site.
 
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Private Cottage 10 Minutes To Disney And 15 To Universal! Resort Style!

Private Cottage 10 Minutes To Disney And 15 To Universal! Resort Style!

Kissimmee, FL
A fitness center is available at this cottage.
 
$59
Cozy Cottage by Disney

Cozy Cottage by Disney

Kissimmee, FL
Situated in Kissimmee, this cottage is 1.6 mi (2.6 km) from Fun Spot America and 1.8 mi (3 km) from Old Town. Congo River Golf and Lake Buena Vista Factory Stores are also within 3 mi (5 km).
 
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Looking to Snow Bird Close to Disney, Sea World, & Epcot. This is the Place!

Looking to Snow Bird Close to Disney, Sea World, & Epcot. This is the Place!

Kissimmee, FL
This cottage features a fitness center and a spa tub.
 
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Orlando Vacation Cottage Near Disney

Orlando Vacation Cottage Near Disney

Kissimmee, FL
This cottage features a fitness center and a spa tub.
 
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Villa Kiana Westside-luxury 8BD Pool Home #8ws690

Villa Kiana Westside-luxury 8BD Pool Home #8ws690

4.0 out of 5.0 Lima Boulevard, Kissimmee, FL
An outdoor pool is featured at this cottage, along with self parking. WiFi in public areas is free. A garden is also provided.
 
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Emerald Island - 7bd/4.5ba Pool Home - #7ei565

Emerald Island - 7bd/4.5ba Pool Home - #7ei565

3.5 out of 5.0 2640 Emerald Island Boulevard, Kissimmee, FL
This cottage features an outdoor pool and a fitness center. Business travelers can take advantage of the free WiFi in public areas. Take advantage of the self parking.
 
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1952cy

1952cy

4.0 out of 5.0 3187 Tocoa Circle, Kissimmee, FL
A fitness center is featured at this cottage, along with free WiFi in public areas and barbecue grills.
 
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Cozy Lakeside Cottage 10 Minutes From Disney World

Cozy Lakeside Cottage 10 Minutes From Disney World

Kissimmee, FL
A spa tub is featured at this cottage, along with a garden and a library. Laundry facilities are provided for your convenience.
 
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20% Fall Discount Disney Resort 2 Bedroom Kitchen Laundry Sc87

20% Fall Discount Disney Resort 2 Bedroom Kitchen Laundry Sc87

Kissimmee, FL
Situated in Kissimmee, this cottage is within 1 mi (2 km) of Fun Spot America and Old Town. Falcon's Fire Golf Club and Celebration Golf Club are also within 3 mi (5 km).
 
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5 Star Private Villa, Windsor Hills Resort, Orlando Villa 1701

5 Star Private Villa, Windsor Hills Resort, Orlando Villa 1701

7728 Comrow Street, Kissimmee, FL
Located in West Kissimmee, this cottage is within 6 mi (10 km) of Disney's Animal Kingdom® Theme Park, ESPN Wide World of Sports, and Old Town. Disney's Boardwalk and Disney's Blizzard Beach Water Park are also within 6 mi (10 km).
 
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Paradise Palms- 4 Bed Townhome w/Splashpool-3021PP

Paradise Palms- 4 Bed Townhome w/Splashpool-3021PP

3.5 out of 5.0 3035 Beach Palm Avenue, Kissimmee, FL
This cottage features an outdoor pool and a fitness center. WiFi in public areas is free. Barbecue grills are provided for your convenience.
 
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Kissimmee Cottages For Rent

Dreaming of a getaway that’s reminiscent of a fairytale? Travelocity doesn’t have magic wands or talking animals in our inventory—at least, none that we can find—but we do have holiday cottages in Kissimmee that will make you feel like you’ve stepped inside your vacation dreams.

The word “cottage” may make you think of whitewashed walls, flower print curtains, and sprawling views of rolling green hills—lucky for you, we do offer tons of country cottages that were furnished with a rustic feel in mind. Appreciate the vase of daffodils on your dining room table, and peek out the window onto the private patio that surrounds yours and other rustic cottages in the area.

These charming “home away from homes” have long been a beacon for those who love the outdoors, so pick a spot peppered with hiking trails and spend lazy afternoons meandering through the gorgeous scenery Kissimmee is known for. Snap some pictures while you’re at it—you’ll want to remember sunset over this waterfall for the rest of your life. When the sun goes down, cuddle up in front of a cheerful fire, or head into town to explore the shops, restaurants, and art galleries that have sprung up over the years. Ah, it’s nice to return to civilization every once in a while, isn’t it?

Whether you select cottages minutes away from the bustling city center, or coastal cottages that are footsteps from the sand and surf, you’ll find the accommodation you’re looking for here on Travelocity. Just because you’re booking a place that reminds you of a fairytale doesn’t mean you need a fairy godmother to find the best deal around! Just a gnome…

Top Trending Hotels in Kissimmee

See all 23,182 Properties in Kissimmee
The Grand Orlando Resort at Celebration $55
The Grand Orlando Resort at Celebration

The Grand Orlando Resort at Celebration

2900 Parkway Blvd, Kissimmee, FL
     
    3.5 out of 5.0 Stars

    This family-friendly Kissimmee resort is located in the suburbs, within 2 mi (3 km) of Old Town, Fun Spot America, and Celebration Golf Club. ESPN Wide World of Sports and Disney's Hollywood Studios® are also within 6 mi (10 km).

    Red Lion Hotel Orlando Lake Buena Vista South $75
    Red Lion Hotel Orlando Lake Buena Vista South

    Red Lion Hotel Orlando Lake Buena Vista South

    5150 West Irlo Bronson Memorial Highway, Kissimmee, FL
       
      3.5 out of 5.0 Stars

      This family-friendly Kissimmee hotel is located on a lake, within 2 mi (3 km) of Capone's Dinner Show and Old Town. Fun Spot America and Lake Buena Vista Factory Stores are also within 2 mi (3 km).

      Maingate Lakeside Resort $42
      Maingate Lakeside Resort

      Maingate Lakeside Resort

      7769 W Irlo Bronson Memorial Hwy, Kissimmee, FL
         
        3.0 out of 5.0 Stars

        Located in Kissimmee, this family-friendly hotel is 2.4 mi (3.9 km) from Disney's Animal Kingdom® Theme Park, and within 6 mi (10 km) of Disney's Hollywood Studios® and Disney's Blizzard Beach Water Park. Fun Spot America and Old Town are also within 6 mi (10 km).

        Flamingo Waterpark Resort $50
        Flamingo Waterpark Resort

        Flamingo Waterpark Resort

        2261 E. Irlo Bronson Memorial Hwy, Kissimmee, FL
           
          3.0 out of 5.0 Stars

          This family-friendly Kissimmee resort is located in the entertainment district, within 2 mi (3 km) of Osceola Heritage Park and Silver Spurs Arena. Lake Tohopekaliga and Kissimmee Lakefront Park are also within 6 mi (10 km).

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          *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.