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Cottages in Winter Park
Our top choices for Winter Park cottages

Orlando Lakefront Tiny House Community
Orlando Lakefront Tiny House Community
9.4 out of 10, Exceptional, (328)
The price is SAR 325
SAR 640 total
includes taxes & fees
2 Sep - 3 Sep

Downtown Cottage
Downtown Cottage
9.6 out of 10, Exceptional, (4)
The price is SAR 186
SAR 601 total
includes taxes & fees
31 Aug - 1 Sep

The Sanford Foodie Guest House
The Sanford Foodie Guest House
8.6 out of 10, Excellent, (12)
The price is SAR 186
SAR 940 total
includes taxes & fees
1 Sep - 2 Sep

Charming 2-bedroom Country Cottage in Kissimmee with private parking
Charming 2-bedroom Country Cottage in Kissimmee with private parking
10.0 out of 10, Exceptional, (2)
The price is SAR 394
SAR 522 total
includes taxes & fees
9 Sep - 10 Sep

Incredible Private Lakefront Cottage Retreat
Incredible Private Lakefront Cottage Retreat
10.0 out of 10, Exceptional, (27)
The price is SAR 503
SAR 1,340 total
includes taxes & fees
1 Sep - 2 Sep

Tiny Hidden Cottage
Tiny Hidden Cottage
9.4 out of 10, Exceptional, (49)
The price is SAR 267
SAR 542 total
includes taxes & fees
2 Sep - 3 Sep

Back to School Special! Cozy Cottage with queen bed & nearby pickleball courts
Back to School Special! Cozy Cottage with queen bed & nearby pickleball courts
10.0 out of 10, Exceptional, (15)
The price is SAR 394
SAR 946 total
includes taxes & fees
18 Sep - 19 Sep

Hidden Garden Cottage-Swim&Spa, Ctrl Orlando Disney Universal Sea World Beaches,
Hidden Garden Cottage-Swim&Spa, Ctrl Orlando Disney Universal Sea World Beaches,
8.4 out of 10, Very Good, (15)
The price is SAR 525
SAR 1,252 total
includes taxes & fees
4 Sep - 5 Sep
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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