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Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Cottages in Southwest Orlando

The Sunshine Lake Shake | 2 bedrooms, individually decorated, individually furnished
Orlando Lakefront Tiny House Community

Cottage in Orlando

3.0 star property
9.4 out of 10, Exceptional, (331)
"We enjoyed our stay."
United States
Ardeeh
$151 nightly
The price is $169
Dec 7 - Dec 8
Total with taxes and fees
Orlando Lakefront Tiny House Community
Exterior
Home for the holidays! Cozy new cottage in fantastic St. Cloud with WiFi, AC

Cottage in St. Cloud

10.0 out of 10, Exceptional, (20)
"Super easy check-in, fabulous little home. We will definitely be back soon."
United States
Bobbie L.
$120 nightly
The price is $134
Dec 9 - Dec 10
Total with taxes and fees
Home for the holidays! Cozy new cottage in fantastic St. Cloud with WiFi, AC
Exterior
Incredible Private Lakefront Cottage Retreat

Cottage in Altamonte Springs

10.0 out of 10, Exceptional, (27)
"One of our best stays. "
United States
matthew m.
$295 nightly
The price is $325
Dec 1 - Dec 2
Total with taxes and fees
Incredible Private Lakefront Cottage Retreat
Property grounds
Sweetheart Cottage Near Downtown Lake Mary•Queen Bed, Fire Pit & Private Lanai

Cottage in Lake Mary

10.0 out of 10, Exceptional, (16)
"Great place and exactly as described. "
United States
Kanzeda C.
$234 nightly
The price is $259
Dec 14 - Dec 15
Total with taxes and fees
Sweetheart Cottage Near Downtown Lake Mary•Queen Bed, Fire Pit & Private Lanai
Exterior
The Little Lake Mary Guest House • Warm, Cozy & Inviting

Cottage in Lake Mary

9.8 out of 10, Exceptional, (43)
"Absolutely incredible house, felt like home away from home"
United States
Hannah R.
$240 nightly
The price is $265
Dec 3 - Dec 4
Total with taxes and fees
The Little Lake Mary Guest House • Warm, Cozy & Inviting
Exterior
The Blue Loft-Cozy Style Guest House · Close to UCF, Downtown & Theme Parks

Cottage in Orlando

2.0 star property
$144 nightly
The price is $160
Dec 2 - Dec 3
Total with taxes and fees
The Blue Loft-Cozy Style Guest House · Close to UCF, Downtown & Theme Parks
Children's area
Charming 2-bedroom cottage in Kissimmee

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. "
United States
Gail E.
$184 nightly
The price is $205
Dec 1 - Dec 2
Total with taxes and fees
Charming 2-bedroom cottage in Kissimmee
1 bedroom, desk, iron/ironing board, free WiFi
Downtown Cottage

Cottage in 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.
$149 nightly
The price is $165
Dec 2 - Dec 3
Total with taxes and fees
Downtown Cottage
Property grounds
Hidden Lake View Cottage 5 miles from Disney!

Cottage in Kissimmee

9.0 out of 10, Wonderful, (2)
"Awesome"
United States
Bulmaro S.
$198 nightly
The price is $222
Dec 1 - Dec 2
Total with taxes and fees
Hidden Lake View Cottage 5 miles from Disney!
Interior
Tiny Hidden Cottage

Cottage in Longwood

9.2 out of 10, Wonderful, (56)
"Check in process and house were both great. "
United States
Marc H.
$131 nightly
The price is $144
Nov 27 - Nov 28
Total with taxes and fees
Tiny Hidden Cottage
Exterior
Charming 2-bedroom Country Cottage in Kissimmee with private parking

Cottage in Kissimmee

9.0 out of 10, Wonderful, (4)
"great experience. very clean and in a good area"
United States
Aubrey V.
$120 nightly
The price is $133
Dec 3 - Dec 4
Total with taxes and fees
Charming 2-bedroom Country Cottage in Kissimmee with private parking
Microwave, stovetop
Tiny house close to Disney KISSIMMEE

Cottage in Kissimmee

2.0 star property
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.
$155 nightly
The price is $173
Dec 7 - Dec 8
Total with taxes and fees
Tiny house close to Disney KISSIMMEE
Fridge, microwave, oven, stovetop
Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,

Cottage in 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.
$280 nightly
The price is $310
Dec 22 - Dec 23
Total with taxes and fees
Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,
Property grounds
Cozy Lake Front Cottage

Cottage in Clermont

10.0 out of 10, Exceptional, (17)
"Will definitely be staying again"
United States
Tom W.
$229 nightly
The price is $251
Dec 8 - Dec 9
Total with taxes and fees
Cozy Lake Front Cottage
House (2 Bedrooms) | Interior
Fire Pit & Yard: Updated Winter Garden Home!

Cottage in Winter Garden

3.0 star property
$475 nightly
The price is $531
Nov 29 - Nov 30
Total with taxes and fees
Fire Pit & Yard: Updated Winter Garden Home!
Exterior
Perfect Place for a Perfect Vacation

Cottage in Kissimmee

3.0 star property
10.0 out of 10, Exceptional, (1)
$171 nightly
The price is $191
Nov 27 - Nov 28
Total with taxes and fees
Perfect Place for a Perfect Vacation
Interior
Family-Friendly Cottage Near Orlando’s Top Attractions

Cottage in 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.
$181 nightly
The price is $203
Dec 1 - Dec 2
Total with taxes and fees
Family-Friendly Cottage Near Orlando’s Top Attractions
Exterior
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

Cottage in 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.
$336 nightly
The price is $373
Nov 29 - Nov 30
Total with taxes and fees
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
Exterior
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee

Cottage in 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.
$262 nightly
The price is $292
Nov 27 - Nov 28
Total with taxes and fees
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
Exterior
Disney, Universal and Legoland Getaway

Cottage in Kissimmee

9.2 out of 10, Wonderful, (9)
"I love the place ! It was beautiful! Enough room for everyone "
United States
Anthony M.
$219 nightly
The price is $245
Nov 27 - Nov 28
Total with taxes and fees
Disney, Universal and Legoland Getaway
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

Rosen Inn, closest to Universal

Rosen Inn, closest to Universal

10/10 Excellent
"Good "
malvin 2-night trip
Posted 1 day ago
Rosen Inn, closest to Universal

Find out more about Southwest Orlando

Southwest Orlando Cottages information

Number of reviews
570
Accommodation
5 Cottages
Lowest Price
$133
Highest Price
$531

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