Cottage holiday rentals in Kissimmee

An aerial view showcases a vibrant villa complex surrounded by lush greenery and palm trees. A serene lake is visible at the center, with a sparkling pool area reflecting the sunlight in the foreground. The buildings display an array of colors, contributing to a lively ambiance.

4.95 out of 5 average rating, 211 reviews

Runaway Beach Club | Disney | Epic Universe

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.

A themed kitchenette features a bamboo bar with high seating and colorful pendant lighting. The walls are adorned with tribal art and shelves hold various artifacts. Kitchen appliances, including a refrigerator and counter space, reflect a blend of modern convenience and cultural decor.

4.99 out of 5 average rating, 189 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!!

An open living space showcases a comfortable sofa and a TV facing the kitchen area, which features modern appliances. Bright yellow curtains complement the neutral decor. A dining table with chairs and a small vase of flowers is visible, enhancing the inviting atmosphere.

4.92 out of 5 average rating, 194 reviews

Modern Cottage Near Disney World | Top Rated

Our cozy, modern vacation cottage is tucked away in a quiet, private community just 4 miles from Walt Disney World and close to everything Orlando has to offer. Highly rated by past guests, (nearly 200 five star reviews) it’s known for its cleanliness, comfort, and thoughtful details. The cottage features a queen bedroom, comfortable living area, full bath, and a fully stocked kitchen with new appliances—an inviting, reliable home base to enjoy the magic and sunshine of Central Florida.

A charming two-story cottage is set within a vibrant neighborhood, featuring a pastel green exterior and a welcoming balcony. Lush palm trees line the front, while well-maintained landscape provides an inviting approach to the entrance. Additional colorful homes can be seen in the background.

4.98 out of 5 average rating, 171 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".

A living area features a light-colored sofa with accent pillows, complemented by a circular coffee table. A patterned rug in shades of red and beige adds warmth. Natural light enters through two windows with yellow curtains, and a front door is prominently displayed.

4.97 out of 5 average rating, 144 reviews

Cozy Orlando Area Cottage - 4 Miles to Disney

With Disney, popular attractions, restaurants, shops, and famous southern sunshine just minutes from your doorstep, we welcome guests to our cozy cottage for your vacation getaway. Our 1 bedroom, 1 bath cottage boasts modern amenities and entertainment options to help you relax during your stay. The cottage is located in a quiet, gated, resort community. Community amenities include an outdoor pool, hot tub, mini golf, game room, fitness center, planned activities, and tennis court.

4.84 out of 5 average rating, 116 reviews

Chic Cottage near Disney - Lots of Amenities!

A stylish experience at this centrally-located place. Enjoy the comfort of a boutique little house and not be worried about paying a lot of money, then this is perfect for you! You'll be staying in a Cottage that's been decorated and equipped for you to unwind after a long day in the parks or doing shopping. Tasteful, cozy, practical, and fully equipped, ideal for couples or small families. The Complex has a pool, a Mini Golf course, and a gym.

The cottage features a charming exterior with bright yellow siding and a classic gabled roof. Lush palm trees and manicured hedges frame the entrance, which includes a welcoming porch with yellow chairs. Large windows allow natural light to enhance the inviting facade.

4.98 out of 5 average rating, 125 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 :)

A yellow cottage is featured, with a welcoming entrance that includes a set of wooden steps leading to a covered porch. White railings frame the porch, while a ceiling fan hangs above. Lush greenery and flowering plants are positioned near the entrance, enhancing the overall charm.

4.95 out of 5 average rating, 513 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.

A single-story park model home is shown, featuring a stone-accented exterior. A large tree provides shade, while a shed stands nearby. The driveway is paved, and bright greenery surrounds the property, contributing to a welcoming environment.

4.74 out of 5 average rating, 155 reviews

Sherwood Forest Vacation Home Near Disney

Beautiful park model, located in Sherwood Forest, just 5 miles from Disney. The home sits on the end of the street, with a large yard and lakefront. It's close to the laundry facility, bath house, pool and hot tubs. Enjoy the beautiful view of the pond from the large rear deck and the new pond on the side of the home. There is an abundance of wildlife and the home is quiet and serene, yet close to everything.

A welcoming porch area features two white rocking chairs adorned with red cushions, positioned around a small round table. A colorful rug lies beneath, while natural light illuminates the space, providing a calm setting for relaxation.

4.94 out of 5 average rating, 517 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.

The interior features light green walls and wooden cabinetry, creating a cheerful atmosphere. A small dining area with a round table and chairs is visible. A television is positioned on a cabinet, while a loft area is accessible by wooden railings above.

4.93 out of 5 average rating, 295 reviews

Tiny house, BIG FUN! Close to parks and shopping

Tiny House, BIG fun!!! Experience tiny house living in this super cute, newly re-decorated cottage. This tiny house has everything you need to enjoy your vacation - even a full kitchen!! Relax on your own private porch or take a dip in the heated saltwater pool after a day at the parks. This tiny house is conveniently located close to parks, airport and shopping!!!

A charming cabin exterior presents a light blue façade and a metal roof. Two white chairs are positioned on a small patio, surrounded by manicured landscaping and gravel. Lush greenery and a clear sky are visible in the background, enhancing the setting.

4.81 out of 5 average rating, 343 reviews

Vacation Rental

<p>Our vacation rentals are newly renovated fully appointed one bedroom cabins perfect for a relaxing get-away. Each cabin is equipped with 2 queen beds, mini-fridge, microwave, and coffeemaker. All cabins offer A/C, full bathrooms, and parking. Access to the boat ramp is included, boat parking is available by the cabin.</p>

Popular amenities for Kissimmee cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

A cozy living area features a light-colored sofa with coordinating cushions, positioned beside large windows that allow natural light to flood in. A colorful area rug depicting Mickey Mouse adds playfulness, while a glass coffee table sits in front. An open kitchen area is visible in the background.

4.96 out of 5 average rating, 27 reviews

Mickey's Hideaway Cottage - 5 miles from Disney!

The exterior of the cottage is surrounded by lush greenery and decorative plants. A covered porch provides outdoor seating, while the building's light-colored siding complements the blue sky and scattered clouds above.

4.7 out of 5 average rating, 46 reviews

The Cozy Porch

The exterior of a brightly colored cottage features vibrant green siding with white shutters and a spacious front porch. A decorative balcony, flanked by palm trees and landscaped shrubs, enhances the inviting appearance. The neighboring orange cottage complements the cheerful ambiance.

5 out of 5 average rating, 14 reviews

Kiwi Cottage at Margaritaville Resort, near Disney

A spacious deck is furnished with comfortable seating, including two armchairs and a glass-top table. The serene view overlooks a tranquil body of water surrounded by lush greenery and trees, creating a peaceful outdoor gathering space.

4.65 out of 5 average rating, 181 reviews

Sunset Lake House

A red sofa with decorative cushions is positioned against a wall of large windows, allowing natural light to fill the space. A small dining table and various indoor plants are visible, enhancing the cozy atmosphere of the living area.

4.9 out of 5 average rating, 39 reviews

Sherwood - Disney Get'A'Way

4.84 out of 5 average rating, 19 reviews

Cozy Tiny Home Getaway minutes from Disney

The exterior of the cottage features a light blue facade, complemented by a white door and multiple windows. A screened-in sunroom extends from the front, providing a bright and airy space. Potted plants decorate the entryway, enhancing the cottage's welcoming appearance.

4.79 out of 5 average rating, 127 reviews

Cozy Cottage 5mins From Disney Parks!

The exterior of the cottage is shown, featuring a welcoming porch area with a round table and six chairs surrounded by decorative gravel. Large windows are present, allowing natural light to enter the interior. Nearby trees provide shade and a sense of openness.

4.8 out of 5 average rating, 81 reviews

Cozy Orlando Area Cottage Near Disney - 5 miles

Pet-friendly cottage rentals

4.72 out of 5 average rating, 43 reviews

A private pool area is framed by a black fence, with lounge chairs positioned nearby for relaxation. The pool is surrounded by palm trees and colorful cottages in the background, reflecting a vibrant and inviting atmosphere.

Cottage in Four Corners

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

A charming blue cottage is depicted, showcasing a combination of large windows and decorative greenery. The entrance is framed by a small garden, with a stone border and a variety of plants, creating an inviting outdoor space. A covered porch area is also visible.

4.88 out of 5 average rating, 226 reviews

Cozy Private Cottage 5 miles from Disney!

A charming two-story cottage is set amidst tropical landscaping, featuring a teal metal roof. In another scene, a private hot tub glows with blue-lit water, surrounded by paved pathways. Colorful decor is displayed in the living area and kitchen, emphasizing a welcoming beach theme.

4.93 out of 5 average rating, 87 reviews

Rare 2 Bed + Hot Tub nr Disney in Margaritaville

A vibrant yellow cottage is framed by tropical landscaping, featuring palm trees and lush green plants. Bright blue accents complement the exterior, which is highlighted by large windows and an inviting porch area. A well-maintained pathway leads to the front door, enhancing the welcoming feel.

4.97 out of 5 average rating, 60 reviews

2BD Cottage in Margaritaville w Playground in back

The exterior view showcases two cottages side by side, featuring porches with railings. The light yellow cottage has steps leading to its entrance. Lush greenery and a paved driveway enhance the surroundings, while a serene body of water can be seen in the background.

Cottage in Davenport

4.86 out of 5 average rating, 7 reviews

Charming Cottage #1

4.92 out of 5 average rating, 96 reviews

A charming two-story cottage is depicted, featuring light blue siding and vibrant blue shutters. The entrance is framed by palm trees and lush greenery. A concrete pathway leads to the front door, providing a welcoming entryway to the home.

Cottage in Four Corners

2BD Cottage in Margaritaville Resort near Disney

A hot tub is situated on a patio with a view of a lake at sunset. The vibrant sky features hues of orange, pink, and purple, while a railing surrounds the space, enhancing the scenic atmosphere. The tranquil water reflects the colors of the sky.

4.99 out of 5 average rating, 93 reviews

3 Bed Pool/Spa w/ Sunset Water in Margaritaville

A vibrant, two-story cottage is showcased, painted in a cheerful yellow hue with blue accents. Tropical landscaping features palm trees and shrubs, creating a relaxing outdoor setting. The front porch is adorned with decorative railings, inviting guests to enjoy the warm Florida weather.

5 out of 5 average rating, 44 reviews

Tropical 4BD Cottage in Margaritaville nr Disney!

Private cottage rentals

A well-lit living area features a modern television mounted on a textured wall. A comfortable sofa and sleek coffee table invite relaxation. Natural light enters through a window with light-filtering shades. Decorative elements such as a small plant and art pieces enhance the space.

4.83 out of 5 average rating, 286 reviews

15min away from Disney- Family home and pool

4.83 out of 5 average rating, 48 reviews

A private patio features a rectangular pool surrounded by tropical landscaping and palm trees. Lounge chairs are positioned on the patio, offering a place to relax under the sun. Colorful cottages are visible in the background, contributing to a vibrant atmosphere.

Cottage in Four Corners

Private Pool Oasis 3BR Cottage near Disney

4.97 out of 5 average rating, 120 reviews

Cottage of Charms

A comfortable living area features a gray sofa with decorative throw pillows, a round mirror, and a colorful artwork on the wall. A flat-screen TV is positioned on a light-toned cabinet. Natural light streams in through large windows, enhancing the open ambiance.

4.9 out of 5 average rating, 52 reviews

Cottage Retreat 3BR w Free Parking near WDW

A sleeping area is equipped with a spacious bed adorned with navy and white accents. Neutral wall colors complement decorative framed wall art. A bedside table and lamp are positioned beside the bed, with a welcoming pillow displayed prominently. The entry to a well-lit kitchen is visible in the background.

4.92 out of 5 average rating, 428 reviews

Bungalow cottage close to Disney Universal, for 4!

A private jacuzzi is shown, surrounded by tropical landscaping and community buildings in vibrant colors. Two lounge chairs are positioned nearby, inviting relaxation. The scene is brightened by clear blue skies and palm trees, creating a serene outdoor retreat.

4.8 out of 5 average rating, 54 reviews

Disney near: 2BR Cottage w/ Balcony & Jacuzzi Joy

4.93 out of 5 average rating, 341 reviews

Entire Cottage for 4 Near Disney - Bitty Bliss

The outdoor area features a private heated pool and hot tub surrounded by a gated patio. Palm trees are visible in the background, adding a tropical feel. The cottage's exterior showcases a light blue color, with spacious views of the adjacent community.