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

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

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 ￥9,472
￥27,272 total
includes taxes & fees
Aug 30 - Aug 31
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 ￥22,782
￥59,183 total
includes taxes & fees
Aug 28 - Aug 29
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.

3. Romantic Lakefront Getaway with Balcony near Downtown Orlando

Romantic Lakefront Getaway with Balcony near Downtown Orlando
Orlando
The price is ￥12,179
￥31,372 total
includes taxes & fees
Aug 31 - Sep 1
Romantic Lakefront Getaway with Balcony near Downtown Orlando
A white building with large windows and a brick pathway leading to it.

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, (50 reviews)
"Everything was super clean and exactly as described. Great location and great stay!"
United States
Garrett S.
The price is ￥24,994
￥51,959 total
includes taxes & fees
Sep 13 - Sep 14
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
A resort with a swimming pool, parking, and a view of a lake.

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

Th20 - 3BR House With Resort Access Near Parks
3.0 star property
Orlando
The price is ￥36,019
￥74,377 total
includes taxes & fees
Sep 17 - Sep 18
Th20 - 3BR House With Resort Access Near Parks
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 ￥20,696
￥56,134 total
includes taxes & fees
Sep 1 - Sep 2
Incredible Private Lakefront Cottage Retreat
A lakeside patio with wooden rocking chairs and a table, overlooking a calm lake and a forested area.

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

Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio
Orlando
The price is ￥16,716
￥37,114 total
includes taxes & fees
Aug 31 - Sep 1
Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio

8. Cozy 1-bedroom tiny home minutes from Disney, SeaWorld, and Universal!

Cozy 1-bedroom tiny home minutes from Disney, SeaWorld, and Universal!
Kissimmee
The price is ￥8,597
￥12,942 total
includes taxes & fees
Aug 28 - Aug 29
Cozy 1-bedroom tiny home minutes from Disney, SeaWorld, and Universal!
A single-story mobile home with a front porch and a small deck.

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

Newly Remodeled Tiny Home 20 minutes from Disney!~
Kissimmee
The price is ￥13,532
￥33,317 total
includes taxes & fees
Aug 28 - Aug 29
Newly Remodeled Tiny Home 20 minutes from Disney!~
A two-story house with a front porch, a brick driveway, and a well-maintained lawn.

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

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is ￥31,681
￥79,460 total
includes taxes & fees
Sep 8 - Sep 9
Fire Pit & Yard: Updated Winter Garden Home!
A mobile home with a paved driveway, a lawn, and a golf cart parked in front.

11. Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is ￥12,895
￥30,469 total
includes taxes & fees
Aug 30 - Aug 31
Perfect Place for a Perfect Vacation
A single-story building with the number 297, a red door, and a bench outside.

12. 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, (65 reviews)
"A great, cozy home that checked all of our boxes. We have stayed a few times with this host and find them consistently good. Very comfy and clean!! Already have them booked twice more!"
United States
Lisa M.
The price is ￥17,918
￥42,845 total
includes taxes & fees
Sep 8 - Sep 9
Orlando Pool Days & Hammock Naps Book Your Escape NOW!
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 ￥14,328
￥32,413 total
includes taxes & fees
Aug 30 - Aug 31
Family-Friendly Cottage Near Orlando’s Top Attractions
A single-story house with a gabled roof, a front porch, and a small front yard with a large agave plant.

14. 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 ￥14,973
￥49,489 total
includes taxes & fees
Sep 1 - Sep 2
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
A pink building with a garage, a street lamp, and a fire hydrant.

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

Th60 - 3BR House Near Disney With Pool Access
3.0 star property
Orlando
The price is ￥36,019
￥74,377 total
includes taxes & fees
Sep 24 - Sep 25
Th60 - 3BR House Near Disney With Pool Access
A residential area with houses featuring sloped roofs and solar panels.

16. Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio
3.0 star property
Chatham Park
The price is ￥14,280
￥43,131 total
includes taxes & fees
Sep 20 - Sep 21
Upstay: Bright Family-friendly Retreat With Patio
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 ￥10,030
￥26,313 total
includes taxes & fees
Sep 1 - Sep 2
Tiny house close to Disney KISSIMMEE
An aerial view of a resort with multiple swimming pools, a dock, and a residential area with houses.

18. 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 ￥27,096
￥134,894 total
includes taxes & fees
Sep 21 - Sep 22
Serenity Lakeview Retreat Stunning Water Views, No Rear Neighbors, Private Pool, Game Room & Star Wars Cinema
A compact kitchen with a built-in TV, a dining area with a bench, and a wall decorated with motivational posters.

19. 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 ￥14,758
￥34,867 total
includes taxes & fees
Aug 31 - Sep 1
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC

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 ￥15,124
￥24,867 total
includes taxes & fees
Aug 28 - Aug 29
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

Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites

10/10 Excellent
"Overall great stay"
Britany 3-night trip
Posted less than an hour ago
Universal's Endless Summer Resort - Dockside Inn and Suites

Find out more about Southwest Orlando

Southwest Orlando Cottages information

Number of reviews
147
Accommodation
5 Cottages
Lowest Price
￥12,942
Highest Price
￥134,894

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