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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, 175 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

Pet Friendly Resort | Magic Kingdom | Universal

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.

Cottage in Kissimmee

4.91 out of 5 average rating, 161 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 bright kitchen with white cabinetry and a modern stove is visible. Red floral curtains frame the windows, providing a cheerful ambiance. A dining area with a wooden table and chairs is present, along with open shelving displaying dishes and decorative items.

Cottage in St. Cloud

4.93 out of 5 average rating, 296 reviews

Country Gem, Horses, Close to theme parks

Our place is good for couples, solo adventurers, business travelers, and families (with kids). The cottage is handicapped friendly. We have available two ramps, elevated toilet and toilet chair, and hand bars. The shower has a shower chair, and pedestal sink. There are two sliding barn doors which will make the common areas into two semi private rooms. Check in is 3pm, check out is 11am. Canaveral National Seashore is 44 miles away. An island on the Atlantic Ocean, is a National Park.

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, 158 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

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, 113 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, 403 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 :)

Top guest favorite

A swing adorned with vibrant flowers hangs from a large tree beside a modern, light-colored house. Sunny skies illuminate the patio area, where potted plants are arranged neatly. The lawn is well-maintained, featuring a mix of grass and decorative stone pathways.

Cottage in Clermont

4.9 out of 5 average rating, 113 reviews

Beautiful country house

Take the whole family to this fantastic place with many areas for fun. we have 5 acres of land just for you, beautiful country house in the only hills of the state of Florida, you will enjoy the tranquility, privacy, connection with nature and witness a beautiful sunset unparalleled, stay and observe the stars, spaces suitable for unique souvenir photos. Ideal area for cycling and walking. NOTE: if you want an event check our rates first

Vacation rentals for every style

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A space thats all yours, with room for everyone

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

4.68 out of 5 average rating, 34 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, 267 reviews

15min away from Disney- Family home and pool

Cottage in Clermont

4.85 out of 5 average rating, 68 reviews

A-Frame Cottage Near Lake Louisa, NTC & 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.

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.

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, 46 reviews

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

Cottage in Kissimmee

4.76 out of 5 average rating, 140 reviews

Hidden Lake View Cottage 4 miles from Disney!

Family-friendly cottage rentals

A collection of decorative pillows adorns a neatly made bed. The pillows feature various patterns, including blue and white geometric designs. A central pillow with the word 'WELCOME' is prominently displayed, complementing the overall cozy ambiance of the sleeping area.

Cottage in Kissimmee

4.93 out of 5 average rating, 407 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, 293 reviews

Cute Sandcastle Cottage near Disney

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, 463 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, 256 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 Orlando

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

The image showcases a charming cottage exterior with a well-maintained facade featuring light yellow siding. Lush palm trees and greenery enhance the tropical vibe. A hot tub is visible in the foreground, surrounded by a stone walkway, while vibrant decor sign captures the laid-back spirit of the area.

Cottage in Kissimmee

5 out of 5 average rating, 71 reviews

2BD Cottage w/spa near Disney! in Margaritaville

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, 134 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 charming three-story cottage features light mint green siding with coral accents. Palm trees are positioned in front, complemented by a well-kept garden. A covered porch and multiple balconies enhance the inviting facade, all set against a backdrop of a bright blue sky.

Cottage in Kissimmee

5 out of 5 average rating, 3 reviews

Paradise Cove Cottage near Disney+Waterpark Access

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, 128 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, 276 reviews

Private Cottage. Only 5 miles from Disney.

Quick stats about cottage rentals in Orlando

Total rentals
20 properties
Nightly prices starting at
R704 ZAR 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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