Windward
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Windward Hotel Deals
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
5500 Sunseeker Way Punta Gorda FL
The price is CA $208 per night from Nov 1 to Nov 2
CA $208
CA $305 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this spa resort in Punta Gorda. Enjoy 2 outdoor pools, a full-service spa, and 7 restaurants. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (3,473 reviews)
"Great place."
Reviewed on Oct 12, 2026
Comfort Inn & Suites
812 Kings Hwy Port Charlotte FL
The price is CA $124 per night from Nov 9 to Nov 10
CA $124
CA $139 total
Nov 9 - Nov 10
includes taxes & fees
Book a stay at this business-friendly hotel in Port Charlotte. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
8.6/10 Excellent! (1,185 reviews)
"Overall, it was a good stay. The hotel was clean and fresh, with plenty of parking, including dedicated spaces for veterans. I had to check in early because my home is being reconditioned, which cost me $35, but I didn’t have a choice. The suite I chose was nice, giving my dog plenty of room, and ..."
Reviewed on Oct 13, 2026
The Suites at Fishermen’s Village
1200 W Retta Esplanade Punta Gorda FL
Fully refundableReserve now, pay when you stay
The price is CA $245 per night from Oct 25 to Oct 26
CA $245
CA $274 total
Oct 25 - Oct 26
includes taxes & fees
Stay at this aparthotel in Punta Gorda. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Sunsuites Villas At Sunseeker Resort, Curio By Hilton
5600 Sunseeker Way Charlotte Harbor FL
The price is CA $350 per night from Oct 19 to Oct 20
CA $350
CA $464 total
Oct 19 - Oct 20
includes taxes & fees
Book a stay at this spa hotel in Punta Gorda. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Popular attractions Peace River and Bayshore Live Oak ...
9.4/10 Exceptional! (132 reviews)
"Pools, with cocktails! Amazing!"
Reviewed on Oct 11, 2026
Best Western Plus Ambassador Suites Venice
400 Commercial Ct Venice FL
The price is CA $112 per night from Oct 27 to Oct 28
CA $112
CA $126 total
Oct 27 - Oct 28
includes taxes & fees
Book a stay at this business-friendly hotel in Venice. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,000 reviews)
"Fantastic,"
Reviewed on Oct 13, 2026
Extended Stay America Premier Suites Port Charlotte I75
24100 BEATRIX BLVD Port Charlotte FL
The price is CA $90 per night from Oct 14 to Oct 15
CA $90
CA $101 total
Oct 14 - Oct 15
includes taxes & fees
Book a stay at this business-friendly hotel in Port Charlotte. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful ...
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.
Where to stay in Windward
Find the best Windward areas and neighborhoods for the activities you enjoy most.
Palm Island
While visiting Palm Island, you might make a stop by sights like Lemon Bay and Don Pedro Island Beach.
Cape Haze
Travelers like the parks in Cape Haze, and Don Pedro Island State Park is a top attraction you might want to visit.
Rotonda Sands
If you're looking for some top things to see and do in Rotonda Sands and surrounding area, you can visit Don Pedro Island State Park and Little Gasparilla Island Beach.
Placida Bay
Though Placida Bay might not have many top sights, you can venture to the surrounding area to see attractions like Little Gasparilla Island Beach and Don Pedro Island State Park.
Coral Creek
Though Coral Creek might not have many top sights, you can venture to the surrounding area to see attractions like Gasparilla Marina and Little Gasparilla Island Beach.
