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

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Southwest Orlando cottages

A house with a red door, a front porch, and a pathway leading to the entrance.

1. Downtown Cottage

Downtown Cottage
Colonialtown North
8.8 out of 10, Excellent, (15 reviews)
"Clean perfect location for what we needed "
United States
Jerred B.
The price is ￥12,093
￥30,105 total
includes taxes & fees
Oct 26 - Oct 27
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 ￥19,604
￥54,742 total
includes taxes & fees
Nov 16 - Nov 17
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, (54 reviews)
"Everything was super clean and exactly as described. Great location and great stay!"
United States
Garrett S.
The price is ￥25,296
￥51,975 total
includes taxes & fees
Nov 4 - Nov 5
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 ￥12,804
￥31,952 total
includes taxes & fees
Oct 20 - Oct 21
Romantic Lakefront Getaway with Balcony near Downtown Orlando
A residential house with a front yard, a palm tree, and a garage.

5. Chic Orlando Family Getaway w/ Fenced Yard!

Chic Orlando Family Getaway w/ Fenced Yard!
3.0 star property
Rosemont
10.0 out of 10, Exceptional, (2 reviews)
"The house was well supplied with amenities, family friendly and it was very fun to use the pool and games. There’s a super Walmart and other shops close by."
United States
Jennifer
Chic Orlando Family Getaway w/ Fenced Yard!
A residential property with a well-maintained lawn, a paved driveway, and a small garden area with plants.

6. Gorgeous Cottage near Lake Louisa & mins 2 Disney.

Gorgeous Cottage near Lake Louisa & mins 2 Disney.
Vacation Village
9.4 out of 10, Exceptional, (65 reviews)
"Wonderful time at a property just right for our needs and wants. "
United States
Peter C.
The price is ￥19,602
￥24,920 total
includes taxes & fees
Oct 18 - Oct 19
Gorgeous Cottage near Lake Louisa & mins 2 Disney.
A single-story building with the number 297, a red door, and a bench outside.

7. 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 ￥15,081
￥38,863 total
includes taxes & fees
Oct 18 - Oct 19
Orlando Pool Days & Hammock Naps Book Your Escape NOW!
A single-story mobile home with a front porch and a small deck.

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

Newly Remodeled Tiny Home 20 minutes from Disney!~
Kissimmee
The price is ￥13,437
￥33,083 total
includes taxes & fees
Oct 22 - Oct 23
Newly Remodeled Tiny Home 20 minutes from Disney!~
A resort with a large central pool, a smaller circular pool, and a fountain. There are multiple buildings with balconies and a parking lot.

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

Th10 - 3BR House Near Disney and Universal Studios
3.0 star property
Orlando
The price is ￥38,927
￥77,507 total
includes taxes & fees
Nov 1 - Nov 2
Th10 - 3BR House Near Disney and Universal Studios
A lakeside patio with wooden rocking chairs and a table, overlooking a calm lake and a forested area.

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

Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio
Orlando
The price is ￥17,231
￥37,565 total
includes taxes & fees
Oct 19 - Oct 20
Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio
A residential area with houses featuring sloped roofs and solar panels.

11. Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio
3.0 star property
Chatham Park
The price is ￥12,490
￥40,912 total
includes taxes & fees
Nov 2 - Nov 3
Upstay: Bright Family-friendly Retreat With Patio
An aerial view of a resort with multiple swimming pools, a dock, and a residential area with houses.

12. 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 ￥22,800
￥129,300 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 patio with outdoor furniture, a wooden deck, and a basketball hoop.

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

Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage
Lake Mary
10.0 out of 10, Exceptional, (22 reviews)
"Easy access, perfect location, perfectly appointed. Will stay again :-)"
United States
Tricia S.
The price is ￥16,598
￥40,563 total
includes taxes & fees
Nov 9 - Nov 10
Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage
A modern living room with a sofa, a large wall clock, and a mirror.

14. 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 ￥14,229
￥32,031 total
includes taxes & fees
Oct 18 - Oct 19
Family-Friendly Cottage Near Orlando’s Top Attractions
A two-story house with a front porch, a brick driveway, and a well-maintained lawn.

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

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is ￥31,458
￥78,901 total
includes taxes & fees
Oct 26 - Oct 27
Fire Pit & Yard: Updated Winter Garden Home!
A mobile home with a paved driveway, a lawn, and a golf cart parked in front.

16. Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is ￥12,804
￥30,254 total
includes taxes & fees
Oct 22 - Oct 23
Perfect Place for a Perfect Vacation
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.

17. 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 ￥12,490
￥21,824 total
includes taxes & fees
Nov 16 - Nov 17
Garden in the Cloud- Cottage St. Cloud with WiFi, AC, Free parking
A single-story house with a gabled roof, a front porch, and a small front yard with a large agave plant.

18. 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 ￥14,867
￥48,824 total
includes taxes & fees
Oct 22 - Oct 23
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
A resort with multiple swimming pools, palm trees, and a large building with a red-tiled roof.

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

Th20 - 3BR House With Resort Access Near Parks
3.0 star property
Orlando
The price is ￥38,339
￥76,829 total
includes taxes & fees
Oct 28 - Oct 29
Th20 - 3BR House With Resort Access Near Parks
A hammock tied between two wooden posts, a wooden deck, and a view of a lake with trees and a clear sky.

20. Cozy Lake Front Cottage

Cozy Lake Front Cottage
Clermont
10.0 out of 10, Exceptional, (25 reviews)
"Very nice cottage, beautiful view"
United States
rachel c.
The price is ￥23,478
￥48,670 total
includes taxes & fees
Oct 18 - Oct 19
Cozy Lake Front Cottage
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

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

8/10 Good
"Estuvo bien."
Yscar 1-night trip
Posted 7 hours ago
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

Find out more about Southwest Orlando

Southwest Orlando Cottages information

Number of reviews
184
Accommodation
5 Cottages
Lowest Price
￥21,824
Highest Price
￥129,300

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