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

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Southwest Orlando cottages

Exterior detail

1. Downtown Cottage

Downtown Cottage
Colonialtown North
8.6 out of 10, Excellent, (14 reviews)
"Clean perfect location for what we needed "
United States
Jerred B.
The price is NZ$279
includes taxes & fees
24 Aug - 25 Aug
Downtown Cottage
Property grounds

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 NZ$605
includes taxes & fees
24 Aug - 25 Aug
Shore Steps Cottage - Walking Distance To The Town Of Windermere
Property grounds

3. Romantic Lakefront Getaway with Balcony near Downtown Orlando

Romantic Lakefront Getaway with Balcony near Downtown Orlando
Orlando
The price is NZ$323
includes taxes & fees
26 Aug - 27 Aug
Romantic Lakefront Getaway with Balcony near Downtown Orlando
Exterior

4. 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, (47 reviews)
"Everything was super clean and exactly as described. Great location and great stay!"
United States
Garrett S.
The price is NZ$534
includes taxes & fees
13 Sept - 14 Sept
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
House (2 Bedrooms) | Interior

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

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is NZ$835
includes taxes & fees
2 Sept - 3 Sept
Fire Pit & Yard: Updated Winter Garden Home!
Exterior

6. Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat
Altamonte Springs
10.0 out of 10, Exceptional, (38 reviews)
"Beautiful property in a fantastic location! We've booking this stay twice and will be back again."
United States
Lisa
The price is NZ$590
includes taxes & fees
1 Sept - 2 Sept
Incredible Private Lakefront Cottage Retreat
House (3 Bedrooms) | Interior

7. Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio
3.0 star property
Chatham Park
The price is NZ$415
includes taxes & fees
24 Aug - 25 Aug
Upstay: Bright Family-friendly Retreat With Patio
Exterior

8. Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is NZ$320
includes taxes & fees
24 Aug - 25 Aug
Perfect Place for a Perfect Vacation
Exterior

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

Newly Remodeled Tiny Home 20 minutes from Disney!~
Kissimmee
The price is NZ$348
includes taxes & fees
28 Aug - 29 Aug
Newly Remodeled Tiny Home 20 minutes from Disney!~
Exterior

10. 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 NZ$1,398
includes taxes & fees
20 Sept - 21 Sept
Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
Smart TV, books

11. 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 NZ$337
includes taxes & fees
31 Aug - 1 Sept
Family-Friendly Cottage Near Orlando’s Top Attractions
Exterior

12. 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 NZ$508
includes taxes & fees
1 Sept - 2 Sept
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
Microwave, stovetop

13. Tiny house close to Disney KISSIMMEE

Tiny house close to Disney KISSIMMEE
Kissimmee
8.4 out of 10, Very good, (9 reviews)
"Proximity to theme parks, restaurants, and shopping"
United States
NOLI
The price is NZ$276
includes taxes & fees
1 Sept - 2 Sept
Tiny house close to Disney KISSIMMEE
Dining

14. 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 NZ$361
includes taxes & fees
31 Aug - 1 Sept
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
House (3 Bedrooms) | Interior

15. Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is NZ$645
includes taxes & fees
24 Aug - 25 Aug
Serenity - Family & Pet Friendly, Amazing Location
Exterior

16. Today ONLY! Instant check in! Pool Days & Hammock Naps Book Your Escape NOW!

Today ONLY! Instant check in! Pool Days & Hammock Naps Book Your Escape NOW!
Lake Mary
9.8 out of 10, Exceptional, (64 reviews)
"Everything was great as usual!!"
United States
Christine B.
The price is NZ$386
includes taxes & fees
24 Aug - 25 Aug
Today ONLY! Instant check in! Pool Days & Hammock Naps Book Your Escape NOW!
Terrace/patio

17. Today ONLY! Instant Check In Lake Mary Last-Minute Deal!

Today ONLY! Instant Check In Lake Mary Last-Minute Deal!
Lake Mary
10.0 out of 10, Exceptional, (20 reviews)
"Easy access, perfect location, perfectly appointed. Will stay again :-)"
United States
Tricia S.
The price is NZ$368
includes taxes & fees
24 Aug - 25 Aug
Today ONLY! Instant Check In Lake Mary Last-Minute Deal!
Exterior

18. Pastel Paradise Villa near Disney With Margaritaville Resort and Island H20.

Pastel Paradise Villa near Disney With Margaritaville Resort and Island H20.
Kissimmee
The price is NZ$844
includes taxes & fees
26 Aug - 27 Aug
Pastel Paradise Villa near Disney With Margaritaville Resort and Island H20.
Exterior

19. "Casa Kiwi" Margaritaville Cottage 5 minutes to Disney

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
Kissimmee
9.4 out of 10, Exceptional, (12 reviews)
"Great place for a stay, clean and plenty of everything you need. "
United States
Leo C.
The price is NZ$439
includes taxes & fees
27 Aug - 28 Aug
"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
Exterior

20. Crystal Cottage near Disney with Margaritaville Resort & Island H2O Access -.

Crystal Cottage near Disney with Margaritaville Resort & Island H2O Access -.
Kissimmee
The price is NZ$896
includes taxes & fees
26 Aug - 27 Aug
Crystal Cottage near Disney with Margaritaville Resort & Island H2O Access -.
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

8/10 Good
"We received free breakfast and Park tickets definitely worth the money not domestic extravagant but we enjoyed it."
Alicia M 4-night trip
Posted 3 hours ago
Coco Key Hotel & Water Park Resort

Find out more about Southwest Orlando

Southwest Orlando Cottages information

Number of reviews
Accommodation
5 Cottages
Lowest Price
NZ$415
Highest Price
NZ$1,398

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