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Our top choices for Winter Park cottages
1. Downtown Cottage
Downtown CottageColonialtown North
8.8 out of 10, Excellent, (15 reviews)
"Clean perfect location for what we needed "
Jerred B.
$155 nightly
The price is $171
Sep 10 - Sep 11
Total with taxes and fees
2. 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, (51 reviews)
"Everything was super clean and exactly as described. Great location and great stay!"
Garrett S.
$292 nightly
The price is $324
Sep 28 - Sep 29
Total with taxes and fees
3. 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!"
Sara L.
$210 nightly
The price is $232
Sep 10 - Sep 11
Total with taxes and fees
4. Romantic Lakefront Getaway with Balcony near Downtown Orlando
Romantic Lakefront Getaway with Balcony near Downtown OrlandoOrlando
$177 nightly
The price is $196
Sep 10 - Sep 11
Total with taxes and fees
5. Last-Minute Getaway? 🌴 Private Lanai & Cozy Cottage
Last-Minute Getaway? 🌴 Private Lanai & Cozy CottageLake Mary
10.0 out of 10, Exceptional, (21 reviews)
"Easy access, perfect location, perfectly appointed. Will stay again :-)"
Tricia S.
$200 nightly
The price is $221
Sep 10 - Sep 11
Total with taxes and fees
6. Shore Steps Cottage - Walking Distance To The Town Of Windermere
Shore Steps Cottage - Walking Distance To The Town Of WindermereWindermere
10.0 out of 10, Exceptional, (1 review)
$330 nightly
The price is $367
Sep 10 - Sep 11
Total with taxes and fees
7. Newly Remodeled Tiny Home 20 minutes from Disney!~
Newly Remodeled Tiny Home 20 minutes from Disney!~Kissimmee
$186 nightly
The price is $208
Sep 10 - Sep 11
Total with taxes and fees
8. Th89 - 3BR House Near Disney With Resort Access
Th89 - 3BR House Near Disney With Resort AccessOrlando
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 Winter Park Hotel Reviews
DoubleTree by Hilton at the Entrance to Universal Orlando
10/10 Excellent
Find out more about Winter Park
Winter Park Cottages information
Number of reviews | 138 |
|---|---|
Accommodation | 374 Cottages |
Lowest Price | $171 |
Highest Price | $836 |
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