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Our top choices for Winter Park cottages
1. Downtown Cottage
Downtown CottageColonialtown North
8.4 out of 10, Very good, (12 reviews)
"Clean perfect location for what we needed "
Jerred B.
The price is CA $83
CA $239 total
includes taxes & fees
Aug 18 - Aug 19
2. Incredible Private Lakefront Cottage Retreat
Incredible Private Lakefront Cottage RetreatAltamonte 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."
Lisa
The price is CA $209
CA $523 total
includes taxes & fees
Aug 23 - Aug 24
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, (44 reviews)
"The place was great overall, had everything needed. Rooms and bathrooms were spacious. Hosts left goodies for the stay, communicated what was needed, and made the check-in/check-out process very easy. Would stay again. It was perfect distance from Kia Center (5 min drive) "
M L.
The price is CA $233
CA $469 total
includes taxes & fees
Aug 19 - Aug 20
4. Romantic Lakefront Getaway with Balcony near Downtown Orlando
Romantic Lakefront Getaway with Balcony near Downtown OrlandoOrlando
The price is CA $100
CA $266 total
includes taxes & fees
Aug 12 - Aug 13
5. Lake Mary Pool Days & Hammock Naps Book Your Escape Before It’s Gone
Lake Mary Pool Days & Hammock Naps Book Your Escape Before It’s GoneLake Mary
9.8 out of 10, Exceptional, (63 reviews)
"Everything was great as usual!!"
Christine B.
The price is CA $157
CA $372 total
includes taxes & fees
Aug 16 - Aug 17
6. Early Check In Lake Mary Last-Minute Deal!
Early 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 :-)"
Tricia S.
The price is CA $124
CA $329 total
includes taxes & fees
Aug 17 - Aug 18
7. Walkable Quiet Lakefront Retreat near Downtown Orlando with Private Patio
Walkable Quiet Lakefront Retreat near Downtown Orlando with Private PatioOrlando
The price is CA $146
CA $322 total
includes taxes & fees
Aug 13 - Aug 14
8. Shore Steps Cottage - Walking Distance To The Town Of Windermere
Shore Steps Cottage - Walking Distance To The Town Of WindermereWindermere
The price is CA $199
CA $517 total
includes taxes & fees
Aug 12 - Aug 13
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
Rosen Inn International
10/10 Excellent
Find out more about Winter Park
Winter Park Cottages information
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