Cottage holiday rentals in Kissimmee

An aerial view of the pool area features two pools surrounded by lush greenery and palm trees. The shallow pool has a unique shape with lounging areas, while the larger pool offers numerous sunbed arrangements. Gazebos are visible near the water's edge.

4.95 out of 5 average rating, 197 reviews

Magical Family Escape | 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.

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.

4.91 out of 5 average rating, 173 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!

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.

4.91 out of 5 average rating, 216 reviews

Cozy Private Cottage 5 miles from Disney!

This cottage is located on a 4 star resort. There is a shared pool & two hot tubs you have access to. The community is very safe & quiet neighborhood. 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

A cozy living area showcases a rattan sofa adorned with patterned cushions. The walls are decorated with unique artwork, native artifacts, and framed pictures. Lush tropical accents and colorful lighting fixtures create a vibrant yet tranquil atmosphere. Natural light filters through decorative window panes.

4.99 out of 5 average rating, 174 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!!

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, 164 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, 126 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.

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.

4.93 out of 5 average rating, 417 reviews

Bungalow cottage close to Disney Universal, for 4!

A full cottage for 4! The perfect place. Located just 20 minutes from Disney and Universal. Shopping and Restaurants are less than 5 minutes from the cottages. All new furnishings, fresh linens, fresh paint! Privately owned. This cottage is our favorite!!! We also just updated the A/C. Check our unit. We also have three other cottages on property, the Bitty Bungalow, Bitty Bliss, and the Bitty Blossom. All cottages are within 70 yards of each other

Colorful cottages with light-colored exteriors are framed by palm trees, situated along a paved road. Each cottage features a porch with white railings, creating a charming, welcoming appearance. The bright sky is dotted with clouds, enhancing the visibility of the well-maintained grounds.

4.86 out of 5 average rating, 478 reviews

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

Located in the middle of it all. Hundreds of restaurants/shopping/grocery stores/pharmacies. You will love our great porch and the quiet atmosphere. One awesome thing about our neighborhood is that even though it is centrally located, you cannot hear any noise. 15 minutes from Disney, Sea World and Universal!! Deer, raccoons, and large water birds walk down the streets. Our cottage is great for families, couples, solo adventurers or business travel.

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, 120 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, 498 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.

4.96 out of 5 average rating, 102 reviews

Cottage of Charms

Step into the magic and reconnect with nature at this charming Cottages, This cozy Tiny Home is only 4 miles from the enchanting gates of Disney World. Surrounded by shops, dining, and pixie-dusted fun all within walking distance, you’ll feel like you’re in your own fairytale. When resting from your adventures, create magical moments right at home with the amazing amenities, and don't forget to visit our stunning pool.

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.

4.78 out of 5 average rating, 122 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).

Popular amenities for Kissimmee cottage rentals

Kitchen

Wi-Fi

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.

5 out of 5 average rating, 11 reviews

Mickey's Hideaway Cottage - 5 miles from Disney!

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

The exterior of the cottage is highlighted by a palm tree adorned with string lights. The inviting porch features a screened enclosure, while the surrounding grassy area adds greenery. A paved driveway is visible, leading to additional outdoor seating areas.

4.99 out of 5 average rating, 82 reviews

Getaway Cottage Near Disney

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, 152 reviews

Sherwood Forest Vacation Home Near Disney

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

4.8 out of 5 average rating, 15 reviews

Cozy Tiny Home Getaway minutes from Disney

A serene deck overlooks a peaceful lake, framed by lush greenery and trees. The setting sun casts a warm glow over the landscape, highlighting the vibrant grass and scenic views. A small round table with chairs sits on the deck, inviting relaxation.

4.77 out of 5 average rating, 151 reviews

Hidden Lake View Cottage 4 miles from Disney!

A comfortable living area is highlighted by a dark leather sofa with decorative pillows. A wooden coffee table sits on a patterned rug, while a round dining table and chairs are positioned by large windows allowing natural light to fill the space.

4.84 out of 5 average rating, 97 reviews

Chic Cottage near Disney - Lots of Amenities!

Pet-friendly cottage rentals

A charming two-story cottage with light-colored siding and bright blue shutters stands between two neighboring homes. Lush landscaping featuring palm trees and colorful flowers frames the entrance, which is sheltered by an inviting awning. Clear skies and gentle clouds create a pleasant backdrop.

4.84 out of 5 average rating, 45 reviews

Amazing! 4BD Cottage in Margaritaville near Disney

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.

4.69 out of 5 average rating, 35 reviews

10% OFF | Charming 2BR Cottage with Private Pool

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.

4.96 out of 5 average rating, 54 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

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.

4.94 out of 5 average rating, 94 reviews

2BD Cottage in Margaritaville Resort near Disney

A bright, airy living area is showcased with large windows covered by sheer curtains. A cozy sectional couch is paired with a circular table, accented by a patterned rug. Decorative plants and vibrant yellow textiles add warmth to the space, creating a comfortable atmosphere.

4.83 out of 5 average rating, 289 reviews

Private Cottage. Only 5 miles from Disney.

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, 41 reviews

Tropical 4BD Cottage in Margaritaville nr 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, 84 reviews

3 Bed Pool/Spa w/ Sunset Water in Margaritaville

Private cottage rentals

The cottage exterior is characterized by light-colored siding and charming architectural features. Lush greenery lines the front, with palm trees and colorful plants providing a tropical backdrop. A paved walkway leads to the entrance, while ample parking space is visible in front of the home.

4.64 out of 5 average rating, 28 reviews

5 Bed Cottage Close to Disney Parks

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.

4.95 out of 5 average rating, 78 reviews

Rare 2 Bed + Hot Tub nr Disney in Margaritaville

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.

4.95 out of 5 average rating, 492 reviews

Entire cottage for 5, close to Disney, Universal!

A cozy living area features a gray sofa adorned with yellow accent pillows and playful cushions. A dining table set for four is visible, accompanied by a wall art piece displaying a Mickey Mouse theme. Bright curtains frame the window, allowing natural light to enter.

4.85 out of 5 average rating, 53 reviews

Beautiful Cottage 2 Bedroom

4.87 out of 5 average rating, 77 reviews

The Garage

4.93 out of 5 average rating, 338 reviews

Entire Cottage for 4 Near Disney - Bliss Bitty

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.

4.98 out of 5 average rating, 57 reviews

3BD Pool/Spa Water view in Margaritaville

A private pool is framed by a stone patio and surrounded by landscaped gardens. Colorful houses are visible in the background, highlighting the vibrant atmosphere of the area. Palm trees add to the tropical ambiance, creating a relaxed setting for guests.