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Dec 19 - Dec 21
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Dec 26 - Dec 28
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Feb 6 - Feb 8

Our top choices for Southwest Orlando cottages

Exterior
The Blue Loft-Cozy Style Guest House · Close to UCF, Downtown & Theme Parks

The Blue Loft-Cozy Style Guest House · Close to UCF, Downtown & Theme Parks

The Blue Loft-Cozy Style Guest House · Close to UCF, Downtown & Theme Parks
2.0 star property
Orlando
The price is ￥12,420
￥25,047 total
includes taxes & fees
Dec 16 - Dec 17
The Blue Loft-Cozy Style Guest House · Close to UCF, Downtown & Theme Parks
Exterior
Home for the holidays! Cozy new cottage in fantastic St. Cloud with WiFi, AC.

Home for the holidays! Cozy new cottage in fantastic St. Cloud with WiFi, AC.

Home for the holidays! Cozy new cottage in fantastic St. Cloud with WiFi, AC.
St. Cloud
10.0 out of 10, Exceptional, (21)
"Nice spot and set up inside. Would stay again."
United States
Kevin O.
The price is ￥12,389
￥21,648 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Home for the holidays! Cozy new cottage in fantastic St. Cloud with WiFi, AC.
Exterior
Orlando Lakefront Tiny House Community

Orlando Lakefront Tiny House Community

Orlando Lakefront Tiny House Community
3.0 star property
Orlando
9.4 out of 10, Exceptional, (331)
"We enjoyed our stay."
United States
Ardeeh
The price is ￥10,966
￥23,805 total
includes taxes & fees
Dec 14 - Dec 15
Orlando Lakefront Tiny House Community
Exterior
The Little Lake Mary Guest House • Warm, Cozy & Inviting

The Little Lake Mary Guest House • Warm, Cozy & Inviting

The Little Lake Mary Guest House • Warm, Cozy & Inviting
Lake Mary
9.8 out of 10, Exceptional, (43)
"Absolutely perfect location! It was truly one of the best places we have stayed at!"
United States
Jaelyn M.
The price is ￥19,603
￥42,656 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Little Lake Mary Guest House • Warm, Cozy & Inviting
Property grounds
Sweetheart Cottage Near Downtown Lake Mary•Queen Bed, Fire Pit & Private Lanai

Sweetheart Cottage Near Downtown Lake Mary•Queen Bed, Fire Pit & Private Lanai

Sweetheart Cottage Near Downtown Lake Mary•Queen Bed, Fire Pit & Private Lanai
Lake Mary
10.0 out of 10, Exceptional, (17)
"Great place and exactly as described. "
United States
Kanzeda C.
The price is ￥14,819
￥38,083 total
includes taxes & fees
Dec 14 - Dec 15
Sweetheart Cottage Near Downtown Lake Mary•Queen Bed, Fire Pit & Private Lanai
Interior
Downtown Cottage

Downtown Cottage

Downtown Cottage
Colonialtown North
8.4 out of 10, Very Good, (6)
"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!"
United States
Josh L.
The price is ￥8,468
￥25,895 total
includes taxes & fees
Dec 14 - Dec 15
Downtown Cottage
Beach
Tiny Hidden Cottage

Tiny Hidden Cottage

Tiny Hidden Cottage
Longwood
9.2 out of 10, Wonderful, (58)
"Check in process and house were both great. "
United States
Marc H.
The price is ￥12,389
￥24,038 total
includes taxes & fees
Dec 16 - Dec 17
Tiny Hidden Cottage
Exterior
Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat
Altamonte Springs
10.0 out of 10, Exceptional, (29)
"One of our best stays. "
United States
matthew m.
The price is ￥26,503
￥62,051 total
includes taxes & fees
Dec 16 - Dec 17
Incredible Private Lakefront Cottage Retreat
Exterior
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

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

The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
College Park
10.0 out of 10, Exceptional, (29)
"Absolutely beautiful place, fully equipped and close to everything. We very much enjoyed our stay."
United States
Sara R.
The price is ￥24,389
￥50,566 total
includes taxes & fees
Dec 20 - Dec 21
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
Property grounds
Romantic Lakefront Getaway with Balcony Unit A

Romantic Lakefront Getaway with Balcony Unit A

Romantic Lakefront Getaway with Balcony Unit A
2.0 star property
Orlando
The price is ￥18,066
￥37,456 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Romantic Lakefront Getaway with Balcony Unit A
Smart TV
Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,

Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,

Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,
Altamonte Springs
8.6 out of 10, Excellent, (17)
"Lots of room to spend time with family and friends. Great location, easy to move around Orlando from here."
United States
Rachael C.
The price is ￥21,484
￥49,787 total
includes taxes & fees
Dec 22 - Dec 23
Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,
Interior
Charming 2-bedroom cottage in Kissimmee

Charming 2-bedroom cottage in Kissimmee

Charming 2-bedroom cottage in Kissimmee
2.0 star property
Kissimmee
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. "
United States
Gail E.
The price is ￥10,512
￥31,995 total
includes taxes & fees
Dec 18 - Dec 19
Charming 2-bedroom cottage in Kissimmee
Property grounds
Hidden Lake View Cottage 5 miles from Disney!

Hidden Lake View Cottage 5 miles from Disney!

Hidden Lake View Cottage 5 miles from Disney!
Kissimmee
9.0 out of 10, Wonderful, (2)
"Awesome"
United States
Bulmaro S.
The price is ￥12,546
￥34,286 total
includes taxes & fees
Dec 12 - Dec 13
Hidden Lake View Cottage 5 miles from Disney!
Microwave, stovetop
Tiny house close to Disney KISSIMMEE

Tiny house close to Disney KISSIMMEE

Tiny house close to Disney KISSIMMEE
2.0 star property
Kissimmee
9.0 out of 10, Wonderful, (2)
"The location was great. We really just needed somewhere to sleep because we spent the day at the Disney Parks. The place had enough beds and was a great price."
United States
Christine M.
The price is ￥10,977
￥27,166 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Tiny house close to Disney KISSIMMEE
Interior
Solterra Swanky

Solterra Swanky

Solterra Swanky
3.0 star property
Solterra Resort
The price is ￥18,649
￥65,355 total
includes taxes & fees
Dec 15 - Dec 16
Solterra Swanky
Exterior
Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation
3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1)
The price is ￥12,702
￥30,170 total
includes taxes & fees
Dec 15 - Dec 16
Perfect Place for a Perfect Vacation
Exterior
Disney, Universal and Legoland Getaway

Disney, Universal and Legoland Getaway

Disney, Universal and Legoland Getaway
Kissimmee
9.2 out of 10, Wonderful, (9)
"I love the place ! It was beautiful! Enough room for everyone "
United States
Anthony M.
The price is ￥15,418
￥38,341 total
includes taxes & fees
Dec 18 - Dec 19
Disney, Universal and Legoland Getaway
Exterior
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee

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

Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
Kissimmee
10.0 out of 10, Exceptional, (2)
"We stayed and visited universal snd drove to Jacksonville it was a cute cottage"
United States
Jennifer b.
The price is ￥15,643
￥45,023 total
includes taxes & fees
Dec 17 - Dec 18
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
Smart TV, books
Family-Friendly Cottage Near Orlando’s Top Attractions

Family-Friendly Cottage Near Orlando’s Top Attractions

Family-Friendly Cottage Near Orlando’s Top Attractions
Kissimmee
10.0 out of 10, Exceptional, (1)
"Perfect location to enjoy Universal Epic and Islands of Adventure with only a 15 minute ride. The beds were very comfortable and the place is clean. We were welcomed with a cute sign, bottled water and cookies. Will definitely stay here again!"
United States
Joyce R.
The price is ￥15,212
￥32,862 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Family-Friendly Cottage Near Orlando’s Top Attractions
Dining
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC

Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC

Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
Kissimmee
The price is ￥13,832
￥33,387 total
includes taxes & fees
Dec 19 - Dec 20
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
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

CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 

10/10 Excellent
"Clean room, friendly staff, good amenities"
Kristyn 3-night trip
Posted 1 day ago
CoCo Key Hotel and Water Resort 

Find out more about Southwest Orlando

Southwest Orlando Cottages information

Number of reviews
557
Accommodation
5 Cottages
Lowest Price
￥21,648
Highest Price
￥65,355

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