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

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Southwest Orlando cottages

A white building with large windows and a brick pathway leading to it.

1. 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, (52 reviews)
"Everything was super clean and exactly as described. Great location and great stay!"
United States
Garrett S.
The price is AU$457
includes taxes & fees
23 Sept - 24 Sept
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
A house with a red door, a front porch, and a pathway leading to the entrance.

2. 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 AU$265
includes taxes & fees
28 Sept - 29 Sept
Downtown Cottage
A serene landscape with a pond, trees with Spanish moss, and a palm tree.

3. 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 AU$513
includes taxes & fees
25 Sept - 26 Sept
Shore Steps Cottage - Walking Distance To The Town Of Windermere
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 AU$284
includes taxes & fees
23 Sept - 24 Sept
Romantic Lakefront Getaway with Balcony near Downtown Orlando
A residential area with multi-story buildings, a well-maintained lawn, and trees with autumn foliage.

5. Th60 - 3BR House Near Disney With Pool Access

Th60 - 3BR House Near Disney With Pool Access
3.0 star property
Orlando
The price is AU$656
includes taxes & fees
24 Sept - 25 Sept
Th60 - 3BR House Near Disney With Pool Access
A single-story building with the number 297, a red door, and a bench outside.

6. 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, (66 reviews)
"The place was beautiful, cozy and so clean!!!! loved the pool and enjoyed spending my birthday there! will visit again soon!"
United States
Sara L.
The price is AU$350
includes taxes & fees
23 Sept - 24 Sept
Orlando Pool Days & Hammock Naps Book Your Escape NOW!
A residential area with houses featuring sloped roofs and solar panels.

7. Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio
3.0 star property
Chatham Park
The price is AU$347
includes taxes & fees
23 Sept - 24 Sept
Upstay: Bright Family-friendly Retreat With Patio
A kitchen with white cabinets, a granite countertop, a stainless steel sink, and a black microwave.

8. 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 AU$221
includes taxes & fees
23 Sept - 24 Sept
Tiny house close to Disney KISSIMMEE
A patio with outdoor furniture, a wooden deck, and a basketball hoop.

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

Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage
Lake Mary
10.0 out of 10, Exceptional, (21 reviews)
"Easy access, perfect location, perfectly appointed. Will stay again :-)"
United States
Tricia S.
The price is AU$313
includes taxes & fees
23 Sept - 24 Sept
Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage
A mobile home with a paved driveway, a lawn, and a golf cart parked in front.

10. Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is AU$261
includes taxes & fees
28 Sept - 29 Sept
Perfect Place for a Perfect Vacation
A two-story house with a front porch, a brick driveway, and a well-maintained lawn.

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

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is AU$701
includes taxes & fees
27 Sept - 28 Sept
Fire Pit & Yard: Updated Winter Garden Home!
A single-story house with a gabled roof, a front porch, and a small front yard with a large agave plant.

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 AU$420
includes taxes & fees
23 Sept - 24 Sept
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
A modern living room with a sofa, a large wall clock, and a mirror.

13. 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 AU$277
includes taxes & fees
23 Sept - 24 Sept
Family-Friendly Cottage Near Orlando’s Top Attractions
A single-story mobile home with a front porch and a small deck.

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

Newly Remodeled Tiny Home 20 minutes from Disney!~
Kissimmee
The price is AU$286
includes taxes & fees
28 Sept - 29 Sept
Newly Remodeled Tiny Home 20 minutes from Disney!~
A compact kitchen with a built-in TV, a dining area with a bench, and a wall decorated with motivational posters.

15. 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 AU$298
includes taxes & fees
23 Sept - 24 Sept
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
A hammock tied between two wooden posts, a wooden deck, and a view of a lake with trees and a clear sky.

16. Cozy Lake Front Cottage

Cozy Lake Front Cottage
Clermont
10.0 out of 10, Exceptional, (25 reviews)
"The setting was very nice and in a quiet area, but conveniently located to travel around Florida. Cottage was clean and very comfortable. Would definitely stay again."
United States
Brenda P.
The price is AU$408
includes taxes & fees
23 Sept - 24 Sept
Cozy Lake Front Cottage
A two-story house with a garage, surrounded by well-maintained lawns and palm trees.

17. Family Resort Home w Pool, BBQ & Game Room

Family Resort Home w Pool, BBQ & Game Room
3.0 star property
Solana
The price is AU$461
includes taxes & fees
23 Sept - 24 Sept
Family Resort Home w Pool, BBQ & Game Room
A multi-story building with a 'STUDIO MOVIE GRILL' sign, parking lot, and surrounding greenery.

18. Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is AU$541
includes taxes & fees
23 Sept - 24 Sept
Serenity - Family & Pet Friendly, Amazing Location
A covered outdoor area with a concrete floor, surrounded by grass and trees.

19. Enchanted Cottage with Pool and Mini-Golf Near Disney

Enchanted Cottage with Pool and Mini-Golf Near Disney
Kissimmee
9.4 out of 10, Exceptional, (44 reviews)
"This place was the perfect little hideaway during our trip to the parks. Would most definitely stay again."
United States
Shane B.
The price is AU$220
includes taxes & fees
27 Sept - 28 Sept
Enchanted Cottage with Pool and Mini-Golf Near Disney
An aerial view of a resort with multiple swimming pools, a dock, and a residential area with houses.

20. 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 AU$1,201
includes taxes & fees
5 Oct - 6 Oct
Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
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

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

8/10 Good
"Internet connection for the tv was terrible."
Tammy 1-night trip
Posted 3 hours ago
Universal's Cabana Bay Beach Resort

Find out more about Southwest Orlando

Southwest Orlando Cottages information

Number of reviews
220
Accommodation
5 Cottages
Lowest Price
AU$220
Highest Price
AU$1,201

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