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Cottage holiday rentals in Orlando

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Quick stats about cottage rentals in Orlando

  • Total holiday rentals

    Explore 20 holiday rentals in Orlando

  • Nightly prices starting at

    Orlando holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,930 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Orlando holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Orlando rentals

  • 4.9 Average rating

    Orlando stays are highly rated by guests – averaging 4.9 out of 5!

  • Nearby attractions

    Orlando’s top spots include Universal CityWalk, International Drive and Dr. Phillips Center for the Performing Arts

Top-rated cottage rentals in Orlando

Guests agree: these cottages are highly rated for location, cleanliness and more.

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Superhost
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

Lake House

Beautiful 2 bedroom 2 bathroom cottage overlooking lake. It is close to several other lakes & dog friendly parks. Comfort was the number one reason when choosing the furniture & mattress. Kitchen is fully equipped with coffee maker, keurig, toaster, microwave, cook top oven, refrigerator, washer, dryer and flat screen TV. Free wifi, cable TV, Max, Amazon & Neflix. You have one off street parking spot. Snacks & light breakfast provided. Please note there is an additional charge to use pool.

4.91 out of 5 average rating, 150 reviews
Guest favourite
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

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

4.89 out of 5 average rating, 251 reviews
Top guest favourite
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.
Cottage in Kissimmee

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!!

4.99 out of 5 average rating, 204 reviews
Top guest favourite
Cottage in Kissimmee

Cottage of Charms

Step into the magic and reconnect with nature at this charming Cottage. This cozy Tiny Home is only 4 miles from the enchanting gates of Disney World and just minutes to all atracctions. World-Class Shopping and Dining: Endless restaurants and premier shopping hotspots are right outside your doorstep. 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.

4.97 out of 5 average rating, 150 reviews
Guest favourite
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

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.

4.91 out of 5 average rating, 210 reviews
Top guest favourite
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

Charming 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.

4.99 out of 5 average rating, 156 reviews
Top guest favourite
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

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.

4.97 out of 5 average rating, 156 reviews
Top guest favourite
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

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.

4.99 out of 5 average rating, 200 reviews
Top guest favourite
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

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!

4.95 out of 5 average rating, 469 reviews
Top guest favourite
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.
Cottage in Kissimmee

3 Bed Pool/Spa w/ Sunset Water in Margaritaville

Welcome to Sol Oasis Cove! This amazing pool / spa cottage has one bedroom on the first floor and 2 bedrooms upstairs with a balcony positioned perfect for the sunset over the lake! This property 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.

4.99 out of 5 average rating, 103 reviews
Top guest favourite
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

Family Friendly Resort:2/2 Private Patio - Disney!

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 requests - strollers, high chairs, pack and play, etc.

4.96 out of 5 average rating, 234 reviews
Top guest favourite
Cottage in Clermont

Private Country House | 16 Guests | Gatherings

Bring the whole family to this private 5-acre retreat, situated in one of the few hilly regions of Florida. Enjoy privacy, nature, spectacular sunsets, and starry nights—perfect for relaxing or enjoying outdoor activities. ⚠️ Gatherings require prior approval—please contact us before booking. Note: There is another house on the property that may be rented by other guests. Both are completely private, with no shared areas or parking.

4.93 out of 5 average rating, 151 reviews

Popular amenities for cottage rentals in Orlando

KitchenWifiPoolFree parking on premisesAir conditioning

Cottage rentals with a hot tub

Guest favourite
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.
Cottage in Kissimmee

Cozy Cottage 5mins From Disney Parks!

4.8 out of 5 average rating, 142 reviews
Superhost
Cottage in Kissimmee

Chic Cottage near Disney - Lots of Amenities!

4.84 out of 5 average rating, 140 reviews
Top guest favourite
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

Disney Cottage • 5 Miles to Parks • Full Kitchen

4.95 out of 5 average rating, 38 reviews
Guest favourite
Cottage in Altamonte Springs

Garden Cottage 2/2, Swim/Spa, Ctrl Orlando, Disney

4.93 out of 5 average rating, 28 reviews
Superhost
Cottage in Kissimmee

Cozy Tiny Home Getaway minutes from Disney

4.88 out of 5 average rating, 33 reviews
Guest favourite
Cottage in Kissimmee

5 miles from Disney!

4.87 out of 5 average rating, 84 reviews
Guest favourite
A welcoming living area features a gray loveseat adorned with colorful throw pillows and a blue tufted ottoman. A dining table with gray chairs stands nearby, complemented by soft curtains in pastel colors. Natural light filters through the windows, enhancing the wood-tone flooring.
Cottage in Kissimmee

Beautiful Cottage 1 Bedroom

4.9 out of 5 average rating, 126 reviews
Guest favourite
The exterior of the cottage is showcased, featuring light grey siding and white trim. Large windows are adorned with horizontal slats, allowing natural light to enter. The surrounding landscaping includes potted plants and stone edging, complementing the natural setting.
Cottage in Kissimmee

Cozy cottage close to Theme parks and shopping.

4.82 out of 5 average rating, 203 reviews

Pet-friendly cottage rentals

Guest favourite
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

4.73 out of 5 average rating, 51 reviews
Superhost
A winding stone pathway is bordered by lush greenery leading to a charming fountain surrounded by tropical plants. The property features wooden fencing, providing privacy, while the mailboxes at the front offer welcoming touches. A large oak tree provides shade in the serene outdoor space.
Cottage in College Park

The Hideaway At College Park

4.74 out of 5 average rating, 27 reviews
Top guest favourite
A contemporary living area features a mix of seating options, including a velvet sofa and an armchair. A wooden coffee table is centered in the room. Wall art and a modern lamp add visual interest, while a workspace with a chair is positioned near the entrance.
Cottage in Winter Garden

The Swift House

4.88 out of 5 average rating, 42 reviews
Top guest favourite
Cottage in Kissimmee

Mickey & Friends House

4.96 out of 5 average rating, 26 reviews
Guest favourite
Cottage in Kissimmee

Sunsetville +2 MasterSuites +Walk to Fun & Eats

5.0 out of 5 average rating, 9 reviews
Top guest favourite
Cottage in Kissimmee

This must be the place

4.9 out of 5 average rating, 30 reviews
Cottage in Winter Garden

~ 12 Mi to Disney: Downtown Winter Garden Cottage!

4.88 out of 5 average rating, 125 reviews
Guest favourite
Cottage in Orlando

Cozy Studio in Downtown Orlando

4.74 out of 5 average rating, 207 reviews

Private cottage rentals

Guest favourite
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

Entire cottage for 5, close to Disney, Universal!

4.94 out of 5 average rating, 548 reviews
Guest favourite
A cozy living area is highlighted by a deep blue sofa positioned against a light-colored wall. Colorful artwork adorns the walls, with a vibrant floral piece and a nature scene featuring birds. Natural light filters in through the window, creating a warm ambiance.
Cottage in Clermont

Charming Lakefront Cottage Near Disney

4.84 out of 5 average rating, 261 reviews
Top guest favourite
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.
Cottage in Kissimmee

Tiny house, BIG FUN! Close to parks and shopping

4.92 out of 5 average rating, 326 reviews
Guest favourite
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

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

4.86 out of 5 average rating, 512 reviews
Superhost
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.
Cottage in Kissimmee

*Cozy Tiny Home - Fall FUN! -resort fees waved!

4.82 out of 5 average rating, 119 reviews
Top guest favourite
A modern kitchen area features a sleek black countertop complemented by stylish swivel stools. The space is brightened by natural light streaming through large windows, while colorful decor accents a cozy living area with a vibrant rug and a mix of furnishings.
Cottage in Orlando

Guest Favorite Da Comfy House

5.0 out of 5 average rating, 57 reviews
Guest favourite
A comfortable living area is featuring a light-colored couch adorned with decorative pillows, positioned near a large window. Natural light brightens the space, highlighting a wooden coffee table and a television stand with a TV. A wall clock adds a touch of functionality.
Cottage in College Park

Cottage Retreat in the City

4.91 out of 5 average rating, 82 reviews
Guest favourite
Cottage in Clermont

Gorgeous Cottage near Lake Louisa & mins 2 Disney.

4.73 out of 5 average rating, 165 reviews

When is the best time to visit Orlando?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$143 SGD$148 SGD$147 SGD$143 SGD$139 SGD$147 SGD$148 SGD$148 SGD$131 SGD$128 SGD$141 SGD$148 SGD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

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