Cottage holiday rentals in Kissimmee

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Top-rated cottage rentals in Kissimmee

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Guest favourite

Cottage in Kissimmee

4.98 out of 5 average rating, 160 reviews

2/2 Condo with Patio- Magic Kingdom, Universal

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, 106 reviews

Modern Vacation Cottage near Walt Disney World

Our cozy, modern vacation cottage is nestled in a quiet, private community just 4 miles from Walt Disney World and convenient to all the fun that Orlando has to offer. The cottage features 1 bedroom with a high-quality queen bed, a living room, a full bathroom, and a fully-stocked kitchen with a new dishwasher, refrigerator, microwave, and oven. Centrally located to all of the Orlando attractions, our cottage is a very comfortable and special place to enjoy all of the magic and sunshine of FL!

Guest favourite

Cottage in Kissimmee

4.95 out of 5 average rating, 316 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

4.9 out of 5 average rating, 230 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

4.91 out of 5 average rating, 183 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, 147 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, 173 reviews

Cozy Lakehouse 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, 132 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".

Superhost

Cottage in Kissimmee

4.8 out of 5 average rating, 107 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, 105 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, 446 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.

Guest favourite

Cottage in Kissimmee

4.95 out of 5 average rating, 495 reviews

JU Super Duper Tiny House, 15 minutes to Disney

Our tiny house has everything you need for a couples retreat or a family fun get-a-way! Private master bedroom with a queen bed and a separate loft with a double and single mattress (it's so cute!). Full kitchen with dishwasher, stove/oven, refrigerator and a table & chairs. The living room has a recliner, couch with a vaulted ceiling. Out front is a covered patio with table and chairs.