Cottage holiday rentals in Kissimmee

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Top-rated cottage rentals in Kissimmee

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Guest favourite

Cottage in Kissimmee

4.9 out of 5 average rating, 224 reviews

Be Our Guest Sandcastle Cottage 81

Located-Encore Tropical Palms RV Resort 5 min to Disney property and minutes away from various restaurants. Old Town and Fun Spot are right next to the property. New renovated floors just installed! (May 2023) Has private bedroom with queen bed and upstairs loft with 2 twin beds for the kids. Newer sofa and recliner and washer/dryer. Stainless Steel Appliances and granite tile counter tops in kitchen. Smart TV in living room. Resort style pool with kiddie area. Miniature Golf area. Free WiFi

Guest favourite

Cottage in Kissimmee

4.95 out of 5 average rating, 311 reviews

Entire Tiny cottage close to Disney - Bitty Bliss!

If you've ever wanted to experience a Tiny Cottage, this is the one! Bitty Bliss is side by side our other cottage Bitty Bungalow. Located just 20 minutes from Disney and Universal. Shopping and Restaurants are less than 5 minutes from the cottages. All new Pickleball Privately owned. No resort fees or parking fees. Smoke free, pet free. One bedroom, queen bed, Super comfy queen sleeper in living area. This is one of our best cottages. Cottage sleeps four! New Gym and REC Room in Office.

Guest favourite

Cottage in Kissimmee

4.98 out of 5 average rating, 150 reviews

Runaway Beach Club: Magic Kingdom, Disney Springs

Welcome to our 2/2 PET FRIENDLY villa just 8 minutes to Disney! Nearby you will find Lake Buena Vista Outlets, Universal Studios, Disney Springs, Old Town, restaurants and more! Stay includes: Disney Costumes Wi-Fi Washer/Dryer Free Parking Access to shuttle to Disney 4 pools including kids area/Calypso Cay Pools withTiki Bar 24 HR Gym, Volleyball/Basketball Court Mini Putt Putt Kids items available upon request. Strollers, etc. Small Pet Fee added for fur friends with complimentary pet food.

Guest favourite

Cottage in Kissimmee

4.9 out of 5 average rating, 176 reviews

Cozy Private Cottage 5 miles from Disney!

This cottage is located on a 4 star resort and has been freshly painted and completely renovated from top to bottom to enhance your experience and stay. This home has been completely decorated in a beach teme decor and has everything you will need for a short or long stay. And is conveniently located in the heart of Kissimmee, Florida. -4 miles to Disney World -4 miles to medieval times dinner -.2 miles to ALDI, Dollar Tree, CVS, Krispy Kreme -2 miles to Walmart & Old Twn -7 miles to Sea World

Guest favourite

Cottage in Kissimmee

4.99 out of 5 average rating, 143 reviews

Tahiti Gil’s Mananui: Disney Poly & Tiki Inspired!

Aloha Adventurers! Welcome to Faré Mananui. Your passport to a far away tropical hideaway awaits, so get ready to grab your favorite Aloha shirt! Mananui was made for the Disney/Tiki ADULT in mind! Imagined by artist @TahitiGil & designed by @TyphoonTommy (Former Disney/Universal creative team & designer of the Suffering Bastard Tiki Bar in Sanford, Fl. Experience your next Adventureland/ Enchanted Tiki Room “story dwelling” adventure from the moment you step thru the door! - Kungaloosh!!

Superhost

Cottage in Kissimmee

4.88 out of 5 average rating, 165 reviews

Lakehouse Cozy Cottage - 4 Miles to Disney!

Experience true hospitality by staying at the Savanna Lakehouse cottage! Complete with a lakefront patio, this cottage feels like summer year-round & is the perfect stay for your next trip. Feel as though there's no boundaries between indoors & outdoors which makes the space feel light, open & airy. “The place looks amazing! But how far away is it from where I want to go?" * Disney - 4 mi * SeaWorld - 6 mi * Universal - 10 mi * Orlando Tree Trek - 6 mi * Ripley's Believe it or Not! - 9 mi

Guest favourite

Cottage in Kissimmee

4.98 out of 5 average rating, 127 reviews

Margaritaville cottage minutes from Disney

Gorgeous 2 bedroom/2bath cottage located in gated Margaritaville Resort just 6 miles from the Magic Kingdom. This immaculate cottage sleeps six people and has everything you will need to enjoy your vacation. Sunset Walk is an easy 10 minute stroll with plenty of shopping and unique restaurants to choose from. Orlando's newest waterpark, Island H2O Live, is right next to Sunset Walk to enjoy on a hot day. It's time to waste away in Margaritaville, and come enjoy a little "Peace of Paradise".

Guest favourite

Cottage in Kissimmee

4.82 out of 5 average rating, 151 reviews

Cozy cottage close to Theme parks and shopping.

Our home is close to all area theme park attractions. 1 1/2 hrs. from each coast line. Outlet shopping near by. Our home is well kept cozy 2 bedroom place with an outdoor private patio with a gazebo with a great view of the pond. We are a short walk to outdoor pool and hot tub. Great restaurants just a short drive or walk away. Aldi's grocery store and C.V.S pharmacy close by. Disney World is 4.5 miles away Universal Studios is 13.6 miles away Sea World is 8.4 miles away

Guest favourite

Cottage in Saint Cloud

4.93 out of 5 average rating, 270 reviews

Country Gem, Horses, Close to theme parks

Our place is good for couples, solo adventurers, business travelers, and families (with kids). The cottage is handicapped friendly. We have available two ramps, elevated toilet and toilet chair, and hand bars. The shower has a shower chair, and pedestal sink. A list of some of the local favorites along with directions and numbers is provided.There are two sliding barn doors which will make the common areas into two semi private rooms. Check in is 3pm, check out is 11am.

Superhost

Cottage in Kissimmee

4.8 out of 5 average rating, 101 reviews

""Perfect Cottage Near Disney &Attractions!!!""

Your family will be close to everything when you stay at this centrally-located place. "Gorgeous 2 bedroom/1bath cottage located just minutes away from Disney World other attractions. This immaculate cottage sleeps Five people and has everything you will need to enjoy your vacation. Old Town is an easy 3-minute stroll with plenty of shopping and unique restaurants to choose from. Orlando's newest waterpark, Island H2O Live, is 15 minutes to enjoy on a hot day.

Guest favourite

Cottage in Kissimmee

4.98 out of 5 average rating, 104 reviews

1BD Cottage "Limoncello" in Margaritaville

Welcome to your own island-inspired oasis. Our charming cottage is the perfect home base for your next dream Orlando vacation. The unit comes with all the comforts from home but worlds away. Conveniently located minutes from the Disney parks, a state-of-the art water park and newly opened 196,000 square foot shopping and dining district with multiple dining food and beverage options & brand-new movie theater. All Pets Must Be Preapproved :)

Guest favourite

Cottage in Kissimmee

4.96 out of 5 average rating, 436 reviews

Bright & Cozy Cottage Near Disney

My place located within 10 miles of: Disney World, Celebration, Universal, Water Parks, Old Town & Fun Spot USA's More than 70 Restaurants and Dining, Gifts Shop. My place is good for couples, solo adventurers, business travelers, and families (with kids). You’ll love my place because of In Our Cozy and Comfortable Sand Castle Cottage You'll discover that perfect Mix of High-Energy Fun and Laid Back Florida Lifestyle Right Here.