Cottage holiday rentals in Orlando

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Top-rated cottage rentals in Orlando

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

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Guest favourite

Cottage in Kissimmee

4.98 out of 5 average rating, 140 reviews

Runaway Beach Resort Pet Friendly: Magic Kingdom

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.

5–12 Nov

$186 SGD per night

Guest favourite

Cottage in Kissimmee

4.9 out of 5 average rating, 213 reviews

Be Our Guest Sandcastle Cottage 81

Located-Encore Tropical Palms RV Resort 5 min to Disney property and minutes away from various restaurants. Old Town and Fun Spot are right next to the property. New renovated floors just installed! (May 2023) Has private bedroom with queen bed and upstairs loft with 2 twin beds for the kids. Newer sofa and recliner and washer/dryer. Stainless Steel Appliances and granite tile counter tops in kitchen. Smart TV in living room. Resort style pool with kiddie area. Miniature Golf area. Free WiFi

5–12 Oct

$135 SGD per night

Guest favourite

Cottage in Kissimmee

4.92 out of 5 average rating, 170 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

9–16 Aug

$125 SGD per night

Guest favourite

Cottage in Kissimmee

4.98 out of 5 average rating, 122 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".

18–25 Jan

$320 SGD per night

Guest favourite

Cottage in Kissimmee

4.95 out of 5 average rating, 300 reviews

Entire tiny cottage close to Disney - Bitty Bliss

If you've ever wanted to experience a Tiny House, this is the one! Bitty Bliss is side by side our other cottage Bitty Bungalow. Located just 20 minutes from Disney and Universal. Shopping and Restaurants are less than 5 minutes from the cottages. All new linens! Privately owned. No resort fees or parking fees. Smoke free, pet free. One bedroom, queen bed, Super comfy queen sleeper in living area. This is one of our best cottages. Cottage sleeps four! New Gym and REC Room in Office.

7–14 Oct

$121 SGD per night

Guest favourite

Cottage in Winter Garden

4.99 out of 5 average rating, 109 reviews

Come Stay In The Heart Of Winter Garden

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.

10–17 Sep

$241 SGD per night

Guest favourite

Cottage in Orlando

4.91 out of 5 average rating, 137 reviews

Thornton Park Historic Neighborhood-Top Rated!

Stay in this beautifully decorated new loft located in the heart of downtown Orlando. A comfy full size bed w/memory foam mattress, and full size sofa bed can comfortably sleep 4. Open concept loft has a well equipped modern kitchen that allows guests to cook their favorite meal or enjoy take-out from one of the areas top rated restaurants. A separate dining area gives you plenty of room to relax and enjoy your morning coffee, or watch Netflix on the 55" wall mounted tv.

10–17 Dec

$174 SGD per night

Guest favourite

Cottage in Saint Cloud

4.93 out of 5 average rating, 261 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. A list of some of the local favorites along with directions and numbers is provided.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.

11–18 Aug

$137 SGD per night

Guest favourite

Cottage in Orlando

4.98 out of 5 average rating, 104 reviews

Mills Lakeside

Beautiful over-sized private 1 bedroom cottage, overlooking the lake. We are close to several other lakes and dog friendly parks to explore. Comfort was our number one focus when choosing furniture, and there is even a king sleep number mattress in the bedroom . The kitchen is fully equipped with a dedicated dining area, living area, desk/office space, washer, dryer, flat screen TV. wifi, cable TV with HBO, Showtime, Netflix & Amazon. Light breakfast & snacks.

2–9 Oct

$272 SGD per night

Guest favourite

Cottage in Davenport

4.92 out of 5 average rating, 130 reviews

$79! Cozy Cottage + Outdoor Fun -Close to Disney!

Book with us now and receive access to all of these amenities✨: •Lightning Fast Internet ⚡️ •Outdoor Movie Theater 🎥 •Ping Ping Table/Pool Table 🏓🎱 •Complimentary Coffee & Breakfast ☕️ •Safe Gated Location •Large Enclosed Covered Patio •Comfortable Queen Sized Bed •Cable TV (Adjustable) •Modernized Brand New Full Bathroom •Nearby All Major Attractions •Outdoor Dining Area •Kitchen, Fridge/Freezer, & Breakfast Nook •And Much More! Book with us now!

18–25 Jul

$131 SGD per night

Guest favourite

Cottage in Kissimmee

4.86 out of 5 average rating, 396 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.

27 Sep – 4 Oct

$112 SGD per night

Guest favourite

Cottage in Kissimmee

4.98 out of 5 average rating, 101 reviews

Margaritaville 1BD Cottage "Limoncello" nr. Disney

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 :)

14–21 Jul

$248 SGD per night