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

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Check prices for these dates

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

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
8.6 out of 10, Excellent, (14 reviews)
"Clean perfect location for what we needed "
United States
Jerred B.
The price is ￥8,782
￥26,472 total
includes taxes & fees
Aug 26 - Aug 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 ￥22,746
￥59,090 total
includes taxes & fees
Aug 23 - Aug 24
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, (47 reviews)
"Everything was super clean and exactly as described. Great location and great stay!"
United States
Garrett S.
The price is ￥24,955
￥51,401 total
includes taxes & fees
Sep 13 - Sep 14
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 ￥12,160
￥31,482 total
includes taxes & fees
Sep 1 - Sep 2
Romantic Lakefront Getaway with Balcony near Downtown Orlando
A single-story building with the number 297, a red door, and a bench outside.

5. 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 ￥13,590
￥37,158 total
includes taxes & fees
Aug 23 - Aug 24
Today ONLY! Instant check in! Pool Days & Hammock Naps Book Your Escape NOW!
A house with a porch, surrounded by a grassy area and a pond with lily pads.

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 ￥21,776
￥57,610 total
includes taxes & fees
Sep 1 - Sep 2
Incredible Private Lakefront Cottage Retreat
A single-story mobile home with a front porch and a small deck.

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

Newly Remodeled Tiny Home 20 minutes from Disney!~
Kissimmee
The price is ￥13,511
￥33,265 total
includes taxes & fees
Aug 23 - Aug 24
Newly Remodeled Tiny Home 20 minutes from Disney!~
A patio with outdoor furniture, a wooden deck, and a basketball hoop.

8. 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 ￥12,160
￥35,238 total
includes taxes & fees
Aug 27 - Aug 28
Today ONLY! Instant Check In Lake Mary Last-Minute Deal!
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 ￥10,929
￥39,284 total
includes taxes & fees
Aug 24 - Aug 25
Upstay: Bright Family-friendly Retreat With Patio
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 ￥12,875
￥30,421 total
includes taxes & fees
Aug 24 - Aug 25
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 ￥31,631
￥79,335 total
includes taxes & fees
Aug 27 - Aug 28
Fire Pit & Yard: Updated Winter Garden Home!
A lakeside patio with wooden rocking chairs and a table, overlooking a calm lake and a forested area.

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

Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio
Orlando
The price is ￥16,691
￥37,059 total
includes taxes & fees
Aug 23 - Aug 24
Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio
A multi-story building with a 'STUDIO MOVIE GRILL' sign, parking lot, and surrounding greenery.

13. Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is ￥13,225
￥61,401 total
includes taxes & fees
Aug 23 - Aug 24
Serenity - Family & Pet Friendly, Amazing Location
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 ￥14,306
￥32,523 total
includes taxes & fees
Aug 31 - Sep 1
Family-Friendly Cottage Near Orlando’s Top Attractions
A hammock tied between two wooden posts, a wooden deck, and a view of a lake with trees and a clear sky.

15. 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 ￥23,684
￥49,655 total
includes taxes & fees
Sep 21 - Sep 22
Cozy Lake Front Cottage
A small cabin with a porch and a garage, surrounded by trees and a clear sky.

16. Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to Disney

Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to Disney
Davenport
6.8 out of 10, (3 reviews)
"Needs some upgrades. The bed was a full size, very small for a couple, should really think of upgrading to a king. Pans were old and could use replacing. Bugs and ants constant. Shower was small. Very small tv. Stovetop had missing nob and was difficult to operate. Definitely needs upgrading, left a day early, didn’t feel comfortable there. "
United States
Rebecca F.
The price is ￥11,301
￥24,739 total
includes taxes & fees
Aug 28 - Aug 29
Cozy Forest Retreat Mid-Century Charm Fireplace 20 Min to Disney
A kitchen with white cabinets, a granite countertop, a stainless steel sink, and a black microwave.

17. 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 ￥10,014
￥26,271 total
includes taxes & fees
Sep 1 - Sep 2
Tiny house close to Disney KISSIMMEE
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 ￥14,949
￥49,411 total
includes taxes & fees
Sep 1 - Sep 2
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
A two-story house with a garage, surrounded by well-maintained lawns and palm trees.

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

Family Resort Home w Pool, BBQ & Game Room
3.0 star property
Solana
The price is ￥16,531
￥52,160 total
includes taxes & fees
Aug 23 - Aug 24
Family Resort Home w Pool, BBQ & Game Room

20. Garden Retreat in St. Cloud with WiFi, AC.

Garden Retreat in St. Cloud with WiFi, AC.
St. Cloud
10.0 out of 10, Exceptional, (32 reviews)
"Great cute and clean place."
United States
Victoria T.
The price is ￥11,921
￥21,220 total
includes taxes & fees
Aug 25 - Aug 26
Garden Retreat in St. Cloud with WiFi, 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

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent
"The staff at the hotel were friendly and helpful. I appreciate every last one of them. I just wanna say thank you all for everything."
Louesa 3-night trip
Posted less than an hour ago
DoubleTree by Hilton at the Entrance to Universal Orlando

Find out more about Southwest Orlando

Southwest Orlando Cottages information

Number of reviews
238
Accommodation
5 Cottages
Lowest Price
￥21,220
Highest Price
￥79,335

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