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Our top choices for Southwest Orlando cottages

1. Downtown Cottage

Downtown Cottage
Colonialtown North
8.8 out of 10, Excellent, (17 reviews)
"Clean perfect location for what we needed "
United States
Jerred B.
The price is AU$254
includes taxes & fees
11 Nov - 12 Nov
Downtown Cottage

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 AU$448
includes taxes & fees
16 Nov - 17 Nov
Shore Steps Cottage - Walking Distance To The Town Of Windermere

3. Romantic Lakefront Getaway with Balcony near Downtown Orlando

Romantic Lakefront Getaway with Balcony near Downtown Orlando
Orlando
10.0 out of 10, Exceptional, (1 review)
"Cozy and nice place. It was very clean. Comunication with host was easy. Great view and sitting area from balcony to the lake. Very relaxing!"
United States
jacqueline M.
The price is AU$288
includes taxes & fees
30 Nov - 1 Dec
Romantic Lakefront Getaway with Balcony near Downtown Orlando

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, (56 reviews)
"Great location, well stocked and beds were very comfortable."
United States
Raegan S.
The price is AU$456
includes taxes & fees
9 Nov - 10 Nov
The Coach House- Entire Home - 2 bedroom/3 bath - Orlando Getaway!

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 AU$687
includes taxes & fees
28 Nov - 29 Nov
Th20 - 3BR House With Resort Access Near Parks

6. Vacation Village Resort a "Hilltop Haven" Cozy 2-bedroom cottage in Clermont

Vacation Village Resort a "Hilltop Haven" Cozy 2-bedroom cottage in Clermont
Vacation Village
10.0 out of 10, Exceptional, (1 review)
"I loved the home: the views, the sunsets, the lake, the pool, the peace and tranquility, and so much more. Clermont is truly the "Gem of the Hills". And the nearby shops: Publix, Keyfood, the small Brazilian market, Shantee's Caribbean market, etc.; there is such a variety of foods. And Salt Shack overlooking Lake Minneola is another gem. I will be coming again and again to this home and this location."
United States
Anonymous traveller
The price is AU$300
includes taxes & fees
18 Nov - 19 Nov
Vacation Village Resort a "Hilltop Haven" Cozy 2-bedroom cottage in Clermont

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

Newly Remodeled Tiny Home 20 minutes from Disney!~
Kissimmee
The price is AU$294
includes taxes & fees
8 Nov - 9 Nov
Newly Remodeled Tiny Home 20 minutes from Disney!~

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

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is AU$727
includes taxes & fees
8 Nov - 9 Nov
Fire Pit & Yard: Updated Winter Garden Home!

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

Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio
Orlando
The price is AU$335
includes taxes & fees
16 Nov - 17 Nov
Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio

10. Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio
3.0 star property
Chatham Park
The price is AU$369
includes taxes & fees
2 Dec - 3 Dec
Upstay: Bright Family-friendly Retreat With Patio

11. 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, (69 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 AU$359
includes taxes & fees
10 Nov - 11 Nov
Orlando Pool Days & Hammock Naps Book Your Escape NOW!

12. 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 AU$191
includes taxes & fees
16 Nov - 17 Nov
Garden in the Cloud- Cottage St. Cloud with WiFi, AC, Free parking

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

Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage
Lake Mary
10.0 out of 10, Exceptional, (23 reviews)
"We had an amazing stay! The place was beautiful, cozy, and incredibly comfortable. Even though we had to leave earlier than planned, we truly enjoyed our time here. The host was kind, responsive, and made everything easy from start to finish. We would definitely stay here again and look forward to returning in the future. Highly recommend!"
United States
Chiann M.
The price is AU$363
includes taxes & fees
6 Dec - 7 Dec
Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage

14. 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$270
includes taxes & fees
9 Nov - 10 Nov
Perfect Place for a Perfect Vacation

15. 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$286
includes taxes & fees
7 Dec - 8 Dec
Family-Friendly Cottage Near Orlando’s Top Attractions

16. 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$309
includes taxes & fees
11 Nov - 12 Nov
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC

17. 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$437
includes taxes & fees
16 Nov - 17 Nov
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee

18. Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is AU$588
includes taxes & fees
10 Nov - 11 Nov
Serenity - Family & Pet Friendly, Amazing Location

19. Cozy Lake Front Cottage

Cozy Lake Front Cottage
Clermont
10.0 out of 10, Exceptional, (27 reviews)
"Very nice cottage, beautiful view"
United States
rachel c.
The price is AU$431
includes taxes & fees
9 Nov - 10 Nov
Cozy Lake Front Cottage

20. 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$478
includes taxes & fees
29 Nov - 30 Nov
Family Resort Home w Pool, BBQ & Game Room
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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