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Check prices for these dates

In two weeks
26 Sept - 28 Sept
In one month
10 Oct - 12 Oct
In two months
7 Nov - 9 Nov
In three months
5 Dec - 7 Dec

Featured Cottages in Southwest Orlando

Cozy new cottage in fantastic St. Cloud with WiFi, AC
Exterior

Cozy new cottage in fantastic St. Cloud with WiFi, AC

10.0 out of 10, Exceptional, (14)
"Quiet, quaint & surrounded by a lovely garden. The hosts were lovely & very responsive. "
The price is AU$189
includes taxes & fees
9 Sept - 10 Sept
Cozy new cottage in fantastic St. Cloud with WiFi, AC
Orlando Lakefront Tiny House Community
The Sunshine Lake Shake

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (329)
"We enjoyed our stay."
The price is AU$268
includes taxes & fees
9 Sept - 10 Sept
Orlando Lakefront Tiny House Community
Charming 2-bedroom Country Cottage in Kissimmee with private parking
Exterior

Charming 2-bedroom Country Cottage in Kissimmee with private parking

10.0 out of 10, Exceptional, (2)
"The house was exactly as shown. It was very clean and really nice. Great space for parking my large trailer. The neighborhood was nice and very quiet. We would definitely stay again."
The price is AU$203
includes taxes & fees
15 Sept - 16 Sept
Charming 2-bedroom Country Cottage in Kissimmee with private parking
Cozy Cottage with queen bed & nearby pickleball courts
Property grounds

Cozy Cottage with queen bed & nearby pickleball courts

10.0 out of 10, Exceptional, (15)
"Great place, will stay again"
The price is AU$367
includes taxes & fees
18 Sept - 19 Sept
Cozy Cottage with queen bed & nearby pickleball courts
Downtown Cottage
1 bedroom, desk, iron/ironing board, free WiFi

Downtown Cottage

9.6 out of 10, Exceptional, (4)
"Thank you for a wonderful stay. This gem of a guest house is in a perfect location in the Mills50 area of downtown Orlando. A perfectly cozy little home with comfortable beds and a welcoming environment. We look forward to staying again next time we are in Orlando!"
The price is AU$247
includes taxes & fees
9 Sept - 10 Sept
Downtown Cottage
Incredible Private Lakefront Cottage Retreat
Exterior

Incredible Private Lakefront Cottage Retreat

10.0 out of 10, Exceptional, (27)
"One of our best stays. "
The price is AU$496
includes taxes & fees
9 Sept - 10 Sept
Incredible Private Lakefront Cottage Retreat
Tiny Hidden Cottage
Interior

Tiny Hidden Cottage

9.4 out of 10, Exceptional, (50)
"Great location, quiet area & friendly hosts. Could use some updated kitchenware and pans, toaster didnt seem to work. Otherwise was a nice place."
The price is AU$223
includes taxes & fees
9 Sept - 10 Sept
Tiny Hidden Cottage
Hidden Garden Cottage-Swim&Spa, Ctrl Orlando Disney Universal Sea World Beaches,
Fridge, microwave, oven, stovetop

Hidden Garden Cottage-Swim&Spa, Ctrl Orlando Disney Universal Sea World Beaches,

8.4 out of 10, Very good, (15)
"This was a cute place in a nice neighborhood "
The price is AU$496
includes taxes & fees
1 Oct - 2 Oct
Hidden Garden Cottage-Swim&Spa, Ctrl Orlando Disney Universal Sea World Beaches,
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
Exterior

The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

10.0 out of 10, Exceptional, (26)
"Easy and convenient in a nice place "
The price is AU$466
includes taxes & fees
9 Sept - 10 Sept
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
Jedi cottage 4 miles from Disney! Mins from universal!
Exterior

Jedi cottage 4 miles from Disney! Mins from universal!

9.4 out of 10, Exceptional, (21)
"We loved staying here! "
The price is AU$336
includes taxes & fees
12 Sept - 13 Sept
Jedi cottage 4 miles from Disney! Mins from universal!
Disney, Universal and Legoland Getaway
Exterior

Disney, Universal and Legoland Getaway

9.2 out of 10, Wonderful, (9)
"I love the place ! It was beautiful! Enough room for everyone "
The price is AU$336
includes taxes & fees
9 Sept - 10 Sept
Disney, Universal and Legoland Getaway
Charming 2-bedroom cottage in Kissimmee
Children's area

Charming 2-bedroom cottage in Kissimmee

2.0 star property
10.0 out of 10, Exceptional, (1)
"Kudos to the hosts. A seamless experience. My first ever vacation rental and I was very impressed. The cottage was super clean and was equipped with everything and then some. "
The price is AU$345
includes taxes & fees
22 Sept - 23 Sept
Charming 2-bedroom cottage in Kissimmee
Hidden Lake View Cottage 5 miles from Disney!
Property grounds

Hidden Lake View Cottage 5 miles from Disney!

9.0 out of 10, Wonderful, (2)
"Awesome"
The price is AU$345
includes taxes & fees
9 Sept - 10 Sept
Hidden Lake View Cottage 5 miles from Disney!
161 - 4 bed Gem at Terraverde Resort
House (4 Bedrooms) | Interior

161 - 4 bed Gem at Terraverde Resort

The price is AU$773
includes taxes & fees
14 Sept - 15 Sept
161 - 4 bed Gem at Terraverde Resort
Perfect Place for a Perfect Vacation
Exterior

Perfect Place for a Perfect Vacation

3.0 star property
10.0 out of 10, Exceptional, (1)
The price is AU$298
includes taxes & fees
9 Sept - 10 Sept
Perfect Place for a Perfect Vacation
Beautiful, family-friendly cottage just 4 miles from Disney World
Exterior

Beautiful, family-friendly cottage just 4 miles from Disney World

9.4 out of 10, Exceptional, (11)
"Perfect for our stay in Orlando/Kissimmee. Close to everything we were attending, quiet, clean, and well supplied with the basics."
The price is AU$336
includes taxes & fees
9 Sept - 10 Sept
Beautiful, family-friendly cottage just 4 miles from Disney World
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
Exterior

Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee

10.0 out of 10, Exceptional, (2)
"We stayed and visited universal snd drove to Jacksonville it was a cute cottage"
The price is AU$354
includes taxes & fees
10 Sept - 11 Sept
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
1209-9-b -mansion Themed With Pool Near Disney
Interior

1209-9-b -mansion Themed With Pool Near Disney

The price is AU$1,426
includes taxes & fees
22 Sept - 23 Sept
1209-9-b -mansion Themed With Pool Near Disney
MID CENTURY TINY FOREST HOME CLOSE TO DISNEY WORLD
Exterior

MID CENTURY TINY FOREST HOME CLOSE TO DISNEY WORLD

4.0 out of 10, (1)
The price is AU$234
includes taxes & fees
9 Sept - 10 Sept
MID CENTURY TINY FOREST HOME CLOSE TO DISNEY WORLD
411 Wanderlust Heaven 5bed/pool
House (6 Bedrooms) | Interior

411 Wanderlust Heaven 5bed/pool

The price is AU$1,012
includes taxes & fees
1 Oct - 2 Oct
411 Wanderlust Heaven 5bed/pool
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southwest Orlando Hotel Reviews

Find out more about Southwest Orlando

Find out more about Southwest Orlando

Southwest Orlando Cottages information

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