A water fountain, palm trees, and a Ferris wheel.

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Southwest Orlando cottages

A modern kitchen with red walls, a dining area with a brown leather couch, and a bar stool.

1. Downtown Cottage

Downtown Cottage
Colonialtown North
8.8 out of 10, Excellent, (16 reviews)
"Clean perfect location for what we needed "
United States
Jerred B.
The price is ￥10,658
￥28,350 total
includes taxes & fees
Oct 27 - Oct 28
Downtown Cottage
A serene landscape with a pond, trees with Spanish moss, and a palm tree.

2. Shore Steps Cottage - Walking Distance To The Town Of Windermere

Shore Steps Cottage - Walking Distance To The Town Of Windermere
Windermere
10.0 out of 10, Exceptional, (1 review)
The price is ￥17,350
￥51,295 total
includes taxes & fees
Nov 18 - Nov 19
Shore Steps Cottage - Walking Distance To The Town Of Windermere
A white building with large windows and a brick pathway leading to it.

3. 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, (55 reviews)
"Everything was super clean and exactly as described. Great location and great stay!"
United States
Garrett S.
The price is ￥23,823
￥49,958 total
includes taxes & fees
Nov 2 - Nov 3
The Coach House- Entire Home - 2 bedroom/3 bath - Orlando Getaway!
A table with a potted plant and a cup of coffee, overlooking a scenic landscape.

4. Romantic Lakefront Getaway with Balcony near Downtown Orlando

Romantic Lakefront Getaway with Balcony near Downtown Orlando
Orlando
The price is ￥12,538
￥31,659 total
includes taxes & fees
Oct 26 - Oct 27
Romantic Lakefront Getaway with Balcony near Downtown Orlando
A single-story mobile home with a front porch and a small deck.

5. Newly Remodeled Tiny Home 20 minutes from Disney!~

Newly Remodeled Tiny Home 20 minutes from Disney!~
Kissimmee
The price is ￥13,322
￥32,644 total
includes taxes & fees
Oct 24 - Oct 25
Newly Remodeled Tiny Home 20 minutes from Disney!~
A lakeside patio with wooden rocking chairs and a table, overlooking a calm lake and a forested area.

6. Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio

Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio
Orlando
The price is ￥17,084
￥37,401 total
includes taxes & fees
Oct 26 - Oct 27
Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio
A resort with multiple swimming pools, palm trees, and a large building in the background.

7. Th10 - 3BR House Near Disney and Universal Studios

Th10 - 3BR House Near Disney and Universal Studios
3.0 star property
Orlando
The price is ￥36,440
￥74,357 total
includes taxes & fees
Oct 28 - Oct 29
Th10 - 3BR House Near Disney and Universal Studios
A two-story house with a front porch, a brick driveway, and a well-maintained lawn.

8. Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is ￥31,189
￥78,227 total
includes taxes & fees
Oct 25 - Oct 26
Fire Pit & Yard: Updated Winter Garden Home!
A residential area with houses featuring sloped roofs and solar panels.

9. Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio
3.0 star property
Chatham Park
The price is ￥11,172
￥39,184 total
includes taxes & fees
Oct 25 - Oct 26
Upstay: Bright Family-friendly Retreat With Patio
A single-story building with the number 297, a red door, and a bench outside.

10. Orlando Pool Days & Hammock Naps Book Your Escape NOW!

Orlando Pool Days & Hammock Naps Book Your Escape NOW!
Lake Mary
9.8 out of 10, Exceptional, (68 reviews)
"The Property was very clean ! Super convenient location and the perfect size for a family with 2 younger children ! Suzy was super nice !"
United States
Gary
The price is ￥17,632
￥42,162 total
includes taxes & fees
Nov 3 - Nov 4
Orlando Pool Days & Hammock Naps Book Your Escape NOW!
A residential property with a red carpet leading to a door, a small garden area with green turf and potted plants, and a wooden fence.

11. Garden in the Cloud- Cottage St. Cloud with WiFi, AC, Free parking

Garden in the Cloud- Cottage St. Cloud with WiFi, AC, Free parking
St. Cloud
10.0 out of 10, Exceptional, (32 reviews)
"Great cute and clean place."
United States
Victoria T.
The price is ￥12,382
￥21,635 total
includes taxes & fees
Nov 16 - Nov 17
Garden in the Cloud- Cottage St. Cloud with WiFi, AC, Free parking
A multi-story building with a 'STUDIO MOVIE GRILL' sign, parking lot, and surrounding greenery.

12. Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is ￥14,294
￥61,966 total
includes taxes & fees
Oct 27 - Oct 28
Serenity - Family & Pet Friendly, Amazing Location
An aerial view of a resort with multiple swimming pools, a dock, and a residential area with houses.

13. Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema

Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
3.0 star property
Kissimmee
The price is ￥23,792
￥129,531 total
includes taxes & fees
Nov 2 - Nov 3
Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
A hammock tied between two wooden posts, a wooden deck, and a view of a lake with trees and a clear sky.

14. Cozy Lake Front Cottage

Cozy Lake Front Cottage
Clermont
10.0 out of 10, Exceptional, (26 reviews)
"Very nice cottage, beautiful view"
United States
rachel c.
The price is ￥23,274
￥48,247 total
includes taxes & fees
Oct 25 - Oct 26
Cozy Lake Front Cottage
A patio with outdoor furniture, a wooden deck, and a basketball hoop.

15. Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage

Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage
Lake Mary
10.0 out of 10, Exceptional, (22 reviews)
"We had an amazing stay! The place was beautiful, cozy, and incredibly comfortable. Even though we had to leave earlier than planned, we truly enjoyed our time here. The host was kind, responsive, and made everything easy from start to finish. We would definitely stay here again and look forward to returning in the future. Highly recommend!"
United States
Chiann M.
The price is ￥14,811
￥38,532 total
includes taxes & fees
Nov 2 - Nov 3
Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage
A modern living room with a sofa, a large wall clock, and a mirror.

16. Family-Friendly Cottage Near Orlando’s Top Attractions

Family-Friendly Cottage Near Orlando’s Top Attractions
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"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 ￥14,576
￥32,445 total
includes taxes & fees
Nov 2 - Nov 3
Family-Friendly Cottage Near Orlando’s Top Attractions
A resort with multiple buildings, a central pool area, and a lake.

17. Th20 - 3BR House With Resort Access Near Parks

Th20 - 3BR House With Resort Access Near Parks
3.0 star property
Orlando
The price is ￥36,048
￥73,902 total
includes taxes & fees
Oct 28 - Oct 29
Th20 - 3BR House With Resort Access Near Parks
A mobile home with a paved driveway, a lawn, and a golf cart parked in front.

18. Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is ￥12,695
￥29,996 total
includes taxes & fees
Nov 2 - Nov 3
Perfect Place for a Perfect Vacation
A single-story house with a gabled roof, a front porch, and a small front yard with a large agave plant.

19. 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 reviews)
"We stayed and visited universal snd drove to Jacksonville it was a cute cottage"
United States
Jennifer b.
The price is ￥14,740
￥48,250 total
includes taxes & fees
Oct 27 - Oct 28
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
A compact kitchen with a built-in TV, a dining area with a bench, and a wall decorated with motivational posters.

20. 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 ￥14,529
￥34,326 total
includes taxes & fees
Oct 27 - Oct 28
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 & Water Park Resort

Coco Key Hotel & Water Park Resort

10/10 Excellent
"Clean room, accommodating staff. Water park was fun for my grandson. Bartender was very friendly. Would stay again."
David 2-night trip
Posted 2 hours ago
Coco Key Hotel & Water Park Resort

Find out more about Southwest Orlando

Southwest Orlando Cottages information

Number of reviews
200
Accommodation
5 Cottages
Lowest Price
￥21,635
Highest Price
￥129,531

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