Cottage vacation rentals in Kissimmee

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Top-rated cottage rentals in Kissimmee

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Guest favorite

Cottage in Kissimmee

4.98 out of 5 average rating, 166 reviews

Runaway Beach Club- Lakeview, Patio, Near Disney!

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 favorite

Cottage in Kissimmee

4.9 out of 5 average rating, 110 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 favorite

Cottage in Kissimmee

4.9 out of 5 average rating, 232 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 favorite

Cottage in Kissimmee

4.99 out of 5 average rating, 150 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 Clermont

4.82 out of 5 average rating, 190 reviews

Charming Lakefront Cottage Near Disney

Newly renovated 800 sq ft Cottage located in South Clermont, less than 25 minutes to Downtown Orlando, Walt Disney World, and all Central Florida attractions. Lake Sawgrass is available for fishing, kayaking, boating, and other watersports activities. Our location is quiet and peaceful located in the countryside. We are located on the newly paved Schofield Road, with less than 1-mile of dirt road now on Cook Road. The unit is on well water, with water softening and filtration installed.

Guest favorite

Cottage in Kissimmee

4.99 out of 5 average rating, 135 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 favorite

Cottage in Kissimmee

4.91 out of 5 average rating, 99 reviews

Cozy Tropical Cottage - 4 Miles to Disney!

Experience true hospitality by staying at the Tropical Breeze cottage! This charming and cozy cottage is just minutes from major theme parks & attractions. This beautifully updated 2-bedroom +1 bath cottage with an outdoor living area is bright, spacious, and designed to maximize space while comfortably accommodating your group of up to 7. Discover amazing shops, dining options, and adventures just minutes away! We look forward to hosting you!

Guest favorite

Cottage in Kissimmee

4.98 out of 5 average rating, 107 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 :)

Superhost

Cottage in Kissimmee

4.83 out of 5 average rating, 246 reviews

Private Cottage. Only 5 miles from Disney.

Welcome to our private cottage on a 4 star resort only 5 miles from Disney World in Kissimmee, Florida. This home has some smart home features such as Alexa, smart thermostat that Alexa can control. It has a smart lock that makes it convenient for you when you stay your are given a confidential code for your stay only. The cottage is a one bedroom one bathroom with a queen size bed. Also the sectional couch turns into a full size bed.

Guest favorite

Cottage in Kissimmee

4.95 out of 5 average rating, 453 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.

Superhost

Cottage in Kissimmee

4.8 out of 5 average rating, 103 reviews

Cozy Cottage 5mins From Disney Parks!

Comfortable little cottage nestled in one of the nicest RV Resorts Kissimmee has to offer. Whether you're here for the Orlando Attractions (Disney, Universal, Sea World, etc.), random getaway, or escaping the Great White North, you will enjoy staying here. Lots of friendly people as well as activities galore. You will have access to all of the amenities of the RV park (Pool, Gym, Sport Facilities, Clubhouse, etc).

Guest favorite

Cottage in Kissimmee

4.95 out of 5 average rating, 438 reviews

Entire cottage for 5, close to Disney, Universal!

Great cottage for 5, come stay! One bedroom with a adjustable com-fee queen bed, and a 19" flat screen TV. Loft 1 queen, 1 twin, don't bump your head. Located only minutes from Disney and Universal. Heated pool! Our place is completely updated, new furniture , appliances etc. we also have on property three other cottages Bitty Bungalow. Bitty Bliss, and the Bitty blossom. All are Smoke free, pet free.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Kissimmee cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a pool

Guest favorite

Cottage in Kissimmee

4.88 out of 5 average rating, 8 reviews

The Cozy Porch

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Cottage in Davenport

4.86 out of 5 average rating, 7 reviews

Charming Cottage #1

Guest favorite

Cottage in Kissimmee

4.96 out of 5 average rating, 46 reviews

Mickey's Hideaway Cottage - 5 miles from Disney

Superhost

Cottage in Clermont

4.96 out of 5 average rating, 45 reviews

Lilac Loft- Lake, Pool, Pickle Ball, Disney, FUN!

Superhost

Cottage in Kissimmee

4.68 out of 5 average rating, 79 reviews

Charming lakeside hideaway! Near Disney

Guest favorite

Cottage in Kissimmee

4.86 out of 5 average rating, 429 reviews

Yay! Cool Tiny Home Near All the Parks (98)

Cottage in Kissimmee

4.81 out of 5 average rating, 111 reviews

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

Cottage in Kissimmee

4.78 out of 5 average rating, 120 reviews

Hidden Lake View Cottage 4 miles from Disney!

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Cottage rentals with a hot tub

Guest favorite

Cottage in Kissimmee

4.9 out of 5 average rating, 188 reviews

Cozy Private Cottage 5 miles from Disney!

Guest favorite

Cottage in Kissimmee

4.82 out of 5 average rating, 78 reviews

Serenity Cottage come relax and enjoy

Guest favorite

Cottage in Kissimmee

5 out of 5 average rating, 11 reviews

Kiwi Cottage at Margaritaville Resort, near Disney

Guest favorite

Cottage in Orlando

4.96 out of 5 average rating, 121 reviews

Lake House

Guest favorite

Cottage in Polk City

4.94 out of 5 average rating, 33 reviews

Paradise Cottage & Tiki Hut at Bay Lake Resort

Guest favorite

Cottage in Orlando

4.94 out of 5 average rating, 122 reviews

Mills Lakeside

Cottage in Kissimmee

5 out of 5 average rating, 3 reviews

Flip Inn Paradise Cottage with Private Hot Tub

Cottage in Kissimmee

4.91 out of 5 average rating, 34 reviews

Sherwood - Disney Get'A'Way

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Pet-friendly cottage rentals

Cottage in Four Corners

4.64 out of 5 average rating, 28 reviews

Cottage Retreat! 2BR w Pvt Pool & Balcony near WDW

Guest favorite

Cottage in Kissimmee

4.96 out of 5 average rating, 45 reviews

2BD Cottage in Margaritaville w Playground in back

Superhost

Cottage in Kissimmee

4.86 out of 5 average rating, 179 reviews

Cozy Lakehouse Cottage - 4 Miles to Disney!

Guest favorite

Cottage in Kissimmee

4.86 out of 5 average rating, 14 reviews

Mickey&Minie Honey moon cottage house10 min.Disney

Guest favorite

Cottage in Four Corners

4.98 out of 5 average rating, 82 reviews

2BD Cottage in Margaritaville Resort near Disney

Guest favorite

Cottage in Kissimmee

4.98 out of 5 average rating, 63 reviews

3 Bed Pool/Spa w/ Sunset Water in Margaritaville

Superhost

Cottage in Davenport

4.59 out of 5 average rating, 17 reviews

Free parking Full house lake view and king Bed

Superhost

Cottage in Orlando

4.75 out of 5 average rating, 71 reviews

Twigy's Cozy Studio in Downtown Orlando

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Quick stats about cottage rentals in Kissimmee

Total rentals
10 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
2.8K reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Star Island Resort & Club, Silver Spurs Arena, and FantasyWorld Resort

Cottage vacation rentals in Kissimmee

Top-rated cottage rentals in Kissimmee

Vacation rentals for every style

Apartments

Houses

Villas

Popular amenities for Kissimmee cottage rentals

Cottage rentals with a pool

Cottage in Kissimmee

Cottage in Davenport

Cottage in Kissimmee

Cottage in Clermont

Cottage in Kissimmee

Cottage in Kissimmee

Cottage in Kissimmee

Cottage in Kissimmee

Cottage rentals with a hot tub

Cottage in Kissimmee

Cottage in Kissimmee

Cottage in Kissimmee

Cottage in Orlando

Cottage in Polk City

Cottage in Orlando

Cottage in Kissimmee

Cottage in Kissimmee

Pet-friendly cottage rentals

Cottage in Four Corners

Cottage in Kissimmee

Cottage in Kissimmee

Cottage in Kissimmee

Cottage in Four Corners

Cottage in Kissimmee

Cottage in Davenport

Cottage in Orlando

Quick stats about cottage rentals in Kissimmee

Total rentals

Nightly prices starting at

Total number of reviews

Wifi availability

Popular amenities

Local attractions

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