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Our top choices for Southwest Orlando cottages

1. 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 AED 393
AED 1,143 total
includes taxes & fees
16 Nov - 17 Nov
Shore Steps Cottage - Walking Distance To The Town Of Windermere

2. 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 AED 265
AED 656 total
includes taxes & fees
17 Nov - 18 Nov
Downtown Cottage

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 AED 353
AED 779 total
includes taxes & fees
7 Dec - 8 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 AED 588
AED 1,167 total
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
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 traveler
The price is AED 298
AED 749 total
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 AED 312
AED 710 total
includes taxes & fees
7 Dec - 8 Dec
Newly Remodeled Tiny Home 20 minutes from Disney!~

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

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

9. Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio
3.0 star property
Chatham Park
The price is AED 249
AED 904 total
includes taxes & fees
2 Dec - 3 Dec
Upstay: Bright Family-friendly Retreat With Patio

10. 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 AED 393
AED 914 total
includes taxes & fees
9 Nov - 10 Nov
Orlando Pool Days & Hammock Naps Book Your Escape NOW!

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

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is AED 731
AED 1,833 total
includes taxes & fees
8 Nov - 9 Nov
Fire Pit & Yard: Updated Winter Garden Home!

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 AED 305
AED 494 total
includes taxes & fees
7 Dec - 8 Dec
Garden in the Cloud- Cottage St. Cloud with WiFi, AC, Free parking

13. Perfect Place for a Perfect Vacation

Perfect Place for a Perfect Vacation
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is AED 331
AED 689 total
includes taxes & fees
7 Dec - 8 Dec
Perfect Place for a Perfect Vacation

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 AED 356
AED 718 total
includes taxes & fees
7 Dec - 8 Dec
Family-Friendly Cottage Near Orlando’s Top Attractions

15. Th89 - 3BR House Near Disney With Resort Access

Th89 - 3BR House Near Disney With Resort Access
3.0 star property
Orlando
The price is AED 872
AED 1,764 total
includes taxes & fees
5 Dec - 6 Dec
Th89 - 3BR House Near Disney With Resort Access

16. 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 AED 364
AED 1,067 total
includes taxes & fees
7 Dec - 8 Dec
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee

17. 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 AED 474
AED 975 total
includes taxes & fees
7 Dec - 8 Dec
Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage

18. Serenity - Family & Pet Friendly, Amazing Location

Serenity - Family & Pet Friendly, Amazing Location
3.0 star property
Crestwynd Bay
The price is AED 379
AED 1,502 total
includes taxes & fees
9 Nov - 10 Nov
Serenity - Family & Pet Friendly, Amazing Location

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 AED 382
AED 1,205 total
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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Top Southwest Orlando Hotel Reviews

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