Cottage vacation 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.

4.96 out of 5 average rating, 201 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, 179 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, 222 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, 178 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, 165 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 round table is placed beneath a colorful, multi-striped umbrella, providing shade. Two chairs with patterned cushions are arranged around the table. A green hose is visible on the side of the tiny home, enhancing the outdoor space.

4.83 out of 5 average rating, 104 reviews

*Tiny Home - Holiday Special! Close to all parks!

Private tiny home just for you! Vacation rental centrally located 1/2 mile from Florida's Turnpike, and 20-25 minutes from Epic Universe, Disney, SeaWorld, Universal, and the Orlando International Airport! The tiny home sleeps two comfortably, but has two twin air mattresses for extra guests. The tiny home is located in a friendly, quiet community with a swimming pool, rec room, fitness center, playground, putting green, shuffleboard and pickle ball court. We look forward hosting you!!

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, 130 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.

4.92 out of 5 average rating, 421 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 Belle, Bitty Bliss, and the Bitty Blossom. All cottages are within 70 yards of each other

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, 123 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, 503 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, 107 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, 124 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

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.

5 out of 5 average rating, 16 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.

4.68 out of 5 average rating, 41 reviews

The Cozy Porch

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.

4.75 out of 5 average rating, 153 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

4.82 out of 5 average rating, 17 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.

4.76 out of 5 average rating, 154 reviews

Hidden Lake View Cottage 4 miles from Disney!

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.

4.82 out of 5 average rating, 78 reviews

Cozy Orlando Area Cottage Near Disney - 5 miles

4.85 out of 5 average rating, 105 reviews

Relax after the park: full home in Orlando

Pet-friendly cottage rentals

4.69 out of 5 average rating, 36 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

10% OFF | Charming 2BR Cottage with Private Pool

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 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.

4.66 out of 5 average rating, 164 reviews

Flexible Early Check ins / Late Check outs*

An inviting space features a small dining table surrounded by two red chairs, complemented by a unique Mickey Mouse wall design. Bright natural light fills the room through multiple windows, highlighting the modern cabinets in the kitchen area. A ceiling fan adds to the comfort of the space.

4.65 out of 5 average rating, 23 reviews

Mickey&Minie Honey moon cottage house10 min.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, 293 reviews

Private Cottage. Only 5 miles from Disney.

Cottage in St. Cloud

4.61 out of 5 average rating, 57 reviews

Beautiful Home Private Pool Close to Attractions

A modern kitchen is presented, featuring sleek white cabinetry and granite countertops. An island with bar seating is adorned with greenery. Natural light filters through window blinds, illuminating stainless steel appliances and open shelving. A coffee maker is positioned on the counter.

Cottage in Davenport

4.62 out of 5 average rating, 63 reviews

Entire house Close to Disney

A charming blue cottage presents a welcoming facade, featuring colorful floral decorations. A spacious driveway allows for parking, while a screened porch extends along one side. Lush greenery adorns the landscape, enhancing the property's inviting curb appeal.

4.91 out of 5 average rating, 11 reviews

This must be the place

Private cottage rentals

4.88 out of 5 average rating, 300 reviews

A living room features a navy blue sofa adorned with two light cushions, accompanied by a dark armchair. A small table holds a vase with flowers. Soft lighting is provided by a lamp next to the sofa, while a vibrant wall art piece brings color to the space.

Cottage in Orlando

Beautiful (AS SEEN on TV) Near Downtown & Airport

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.

Cottage in Four Corners

4.64 out of 5 average rating, 28 reviews

5 Bed Cottage Close to Disney Parks

4.72 out of 5 average rating, 153 reviews

A modern kitchen features stainless steel appliances, including a refrigerator and microwave. A spacious island with bar seating offers two stools, while a dining table is set with blue dishes. Bright, neutral cabinetry provides a fresh atmosphere, complemented by decorative wall art.

Cottage in Clermont

Gorgeous Cottage near Lake Louisa & mins 2 Disney.

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, 498 reviews

Entire cottage for 5, close to Disney, Universal!

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, 484 reviews

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

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, 87 reviews

3 Bed Pool/Spa w/ Sunset Water in Margaritaville

A comfortable living area features a dark blue sofa with matching accent pillows, paired with a coordinating ottoman. A green armchair is positioned nearby, and a small side table stands beside it. Natural light pours in through a window, illuminating the warm wood flooring.

4.76 out of 5 average rating, 139 reviews

Entire HAPPY HOME Near Disney and Universal Parks!

A coffee table with a natural wood finish holds a bowl of green decorative items, positioned in front of a wall-mounted television. Potted plants are placed on either side, contributing to a modern and inviting living space enhanced by natural light.