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Cottage vacation rentals in Orlando

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Top-rated cottage rentals in Orlando

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A collage of images showcases the private cottage's inviting interior and outdoor amenities. The cozy bedroom features a spacious bed, the pool area is lined with lounge chairs, and the game room displays a pool table and bar. The kitchen is fully equipped for convenience.

Cottage in Orlando

4.94 out of 5 average rating, 176 reviews

Mills Cottage

Beautiful private upstairs cottage with deck overlooking the lake. It’s near other lakes and dog friendly parks are close. Comfort was the number one reason when choosing furniture and mattresses. Kitchen fully equipped: coffee maker, toaster, microwave, cook top oven, refrigerator, washer/dryer, iron & flat screen TV. Wifi, cable tv, Amazon & Netflix. A dedicated professional work space and desk. Includes light breakfast and snacks. Please note there is an additional charge to use the pool.

Top guest favorite

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.

Cottage in Kissimmee

4.97 out of 5 average rating, 185 reviews

2/2 Villa with Patio | 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 bright living area showcases a modern sectional sofa adorned with various cushions. A light rug is positioned on tiled flooring. Nearby, a dining area is visible with a window allowing natural light, complementing a simple table set for four. Wall art adds a touch of decor.

Cottage in Kissimmee

4.95 out of 5 average rating, 331 reviews

Bitty Bliss Entire Cottage for 4!

Welcome to Bitty Bliss, your cozy Tiny Cottage escape! Located just 20 minutes from Disney and Universal, with shopping and restaurants only 5 minutes away, it's perfect for relaxation and adventure. Enjoy fantastic amenities like pickleball, mini golf, a new gym, and a rec room—all smoke-free pet-free, and hassle-free with no resort or parking fees! Sleep comfy in the one-bedroom queen bed or the super cozy sleeper sofa, accommodating up to four guests. Charm, comfort, and fun all in one place

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.

Cottage in Kissimmee

4.91 out of 5 average rating, 163 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.

Cottage in Kissimmee

4.91 out of 5 average rating, 211 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

Top guest favorite

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.

Cottage in Kissimmee

4.99 out of 5 average rating, 165 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!!

Top guest favorite

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.

Cottage in Kissimmee

4.98 out of 5 average rating, 159 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".

Top guest favorite

A charming lakefront cottage is viewed from across the water, showcasing its blue exterior. The porch area includes a deck with seating, and two light-colored lounge chairs are positioned on the grassy lawn, surrounded by lush greenery and trees.

Cottage in Altamonte Springs

4.98 out of 5 average rating, 129 reviews

Incredible Private Lakefront Cottage Retreat

You can fully relax in this adorable lakefront cottage. We're sure you'll enjoy all of the wonderful amenities this peaceful property has to offer. Our incredibly unique cottage is nestled under a large grand oak tree and tucked away behind climbing jasmine vine clad fencing and security gates. Inside, you will find a new remodeled fully stocked kitchen and luxury bathroom. Our cozy cottage has all the comforts of home and more. Reserve your stay today and enjoy this special property.

Top guest favorite

The exterior of a renovated cottage is showcased, featuring a welcoming front porch with two wooden chairs. Potted plants are placed on the porch and along the walkway, while a wooden fence stands in the background, enhancing privacy.

Cottage in Winter Garden

4.99 out of 5 average rating, 155 reviews

The Heart of Winter Garden: Walk to shops & dining

Stay in a completely renovated 1937 cottage that's located in the heart of historic downtown Winter Garden. It's walking distance from all of the shops, restaurants, and events (including the #1 rated farmers market in the nation every Saturday) that make Winter Garden one of the most desirable cities in Florida. Sit on the front porch and watch as people bike and jog on the famous West Orange Trail, or rent a bike from the corner and join them. The home is close to all major highways.

Top guest favorite

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.

Cottage in Kissimmee

4.96 out of 5 average rating, 114 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 living area features original hardwood flooring, showcasing a comfortable seating arrangement. A large map decorates one wall, while a 50-inch TV is mounted above a modern console. Natural light enters through a nearby window, enhancing the cozy ambiance of the space.

Cottage in Winter Park

4.94 out of 5 average rating, 405 reviews

Winter Park Pearl 6 min drive to historic Park Ave

This Winter Park cottage was built in 1954 with original hardwood flooring. Take a 5 min drive to and through historical Winter Park to access shops and restaurants on the coveted Park Ave. It is the perfect central location to access beaches, Universities, Orlandos events, and the best restaurants. The house is tucked away into a quiet neighborhood with lots of sleepy old big oaks. If you have any questions I am always available, so please ask. My response time is immediate!

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.

Cottage in Kissimmee

4.98 out of 5 average rating, 113 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 :)

Vacation rentals for every style

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Popular amenities for Orlando cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a pool

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.

Cottage in Kissimmee

4.66 out of 5 average rating, 35 reviews

The Cozy Porch

A community pool area is surrounded by tall trees, providing a sense of calm. A gazebo and lounge chairs are visible near the pool, which features a curved shape and stair access. The sunny sky adds to the inviting atmosphere.

Cottage in Kissimmee

4.83 out of 5 average rating, 268 reviews

15min away from Disney- Family home and pool

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.

Cottage in Kissimmee

4.74 out of 5 average rating, 151 reviews

Sherwood Forest Vacation Home Near Disney

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

4.7 out of 5 average rating, 143 reviews

Gorgeous Cottage near Lake Louisa & mins 2 Disney.

A dining area is showcased with a round table surrounded by four teal chairs. A light fixture hangs overhead, while green patterned curtains frame a window allowing natural light. Decorative shelves adorn the wall, displaying various items, and a pink accent wall provides a vibrant backdrop.

Cottage in Kissimmee

4.91 out of 5 average rating, 80 reviews

Cozy Tiny Home Getaway minutes from Disney

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.

Cottage in Kissimmee

4.89 out of 5 average rating, 19 reviews

Mickey&Minie Honey moon cottage house10 min.Disney

A spacious living area is shown, featuring a plush sectional sofa adorned with colorful cushions. Nearby, a cozy sleeping area with twin beds is visible, complemented by soft bedding and shelves for storage. Light floods in, creating a warm environment that invites relaxation.

Cottage in Clermont

4.96 out of 5 average rating, 47 reviews

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

A bright dining area features a round white table surrounded by four green chairs. Decorated with leafy curtains, the space is enhanced by a pink accent wall and shelves displaying decorative items. Natural light enters through the window, creating a cheerful atmosphere.

Cottage in Kissimmee

4.75 out of 5 average rating, 12 reviews

Cozy Tiny Home Getaway minutes from Disney

Family-friendly cottage rentals

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.

Cottage in Kissimmee

4.93 out of 5 average rating, 409 reviews

Bungalow cottage close to Disney Universal, for 4!

A charming cottage exterior features a covered porch with seating arrangements, including white chairs and a table. The light blue facade is complemented by well-maintained landscaping, including a decorative plant near the entrance. A driveway accommodates parked vehicles.

Cottage in Kissimmee

4.73 out of 5 average rating, 295 reviews

Cute Sandcastle Cottage near 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.

Cottage in Kissimmee

4.95 out of 5 average rating, 476 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.

Cottage in Kissimmee

4.86 out of 5 average rating, 464 reviews

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

The entrance of the house is framed by white railings and steps leading up to a covered porch. Large windows allow natural light to fill the space, while tropical landscaping adds a refreshing touch to the front yard.

Cottage in Kissimmee

4.9 out of 5 average rating, 257 reviews

Be Our Guest Sandcastle Cottage 81

A quaint cottage features a bright blue exterior complemented by a cheerful yellow door. Surrounding greenery and well-maintained landscaping enhance the charm. A gravel path leads to the entrance, while nearby trees provide shade, contributing to a serene outdoor setting.

Cottage in Colonialtown South

4.98 out of 5 average rating, 80 reviews

Cosy & Convenient Guest Cottage in Thornton Park

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.

Cottage in Kissimmee

New place to stay

Mickey's Hideaway Cottage - 5 miles from Disney!

A charming cottage in soft peach color is surrounded by lush greenery and vibrant landscaping. The exterior features a small balcony on the upper level, while palm trees add to the tropical atmosphere. The pathway leads to a well-maintained entrance, showcasing the inviting nature of the property.

Cottage in Kissimmee

5 out of 5 average rating, 3 reviews

Comfy Cottage near Disney + Waterpark Access

The kitchen features natural wood cabinets and stainless steel appliances, including a dishwasher and oven. An open shelving unit displays various kitchen items. A cozy entertainment area is equipped with a pool table. The sleeping area showcases a dark wood bed frame with a neatly made bed.

Cottage in Orlando

4.92 out of 5 average rating, 135 reviews

Lake House

A cozy living area features comfortable seating and a flat-screen TV, complemented by light streaming in through white blinds. A well-equipped kitchen is visible in the background, and an inviting bedroom with a king bed is seen alongside a detached private sauna, surrounded by lush greenery.

Cottage in Orlando

4.94 out of 5 average rating, 141 reviews

Mills Lakeside

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.

Cottage in Kissimmee

4.64 out of 5 average rating, 129 reviews

Lake View Peaceful House! 10 mins from 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.

Cottage in Kissimmee

4.9 out of 5 average rating, 39 reviews

Sherwood - Disney Get'A'Way

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.

Cottage in Kissimmee

4.83 out of 5 average rating, 277 reviews

Private Cottage. Only 5 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.

Cottage in Kissimmee

4.82 out of 5 average rating, 78 reviews

Cozy Orlando Area Cottage Near Disney - 5 miles

Quick stats about cottage rentals in Orlando

Total rentals
20 properties
Nightly prices starting at
G$8,364 GYD before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi

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