Windward Vacations

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    Save up to NT$5,067 when you book a flight and hotel together*
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Where to stay in Windward

Find the best Windward areas and neighborhoods for the activities you enjoy most. Learn more about Windward
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Palm Island

1 out of top 10 points of interest in this area

While visiting Palm Island, you might make a stop by sights like Don Pedro Island Beach and Lemon Bay.

Find hotels in Palm Island

Windward Hotel Deals

Sunseeker Resort Charlotte Harbor

Sunseeker Resort Charlotte Harbor

4.5 out of 5
5500 Sunseeker Way, 785, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
The price is NT$4,885 per night from Sep 1 to Sep 2
NT$4,885
NT$6,807 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (1,372 reviews)
Relaxing long weekend
"Another great stay. The suites are great and had plenty of room and comforts. The concierge was definitely nice to be able to access, as were the sodas and snacks. I do wish Harbor Yards wasn’t so plastic-crazy. The weekends seem to attract many younger people with day passes, so keep that in mind ..."

Reviewed on 2025/8/20

Sunseeker Resort Charlotte Harbor
Country Inn & Suites by Radisson, Port Charlotte, FL

Country Inn & Suites by Radisson, Port Charlotte, FL

2.5 out of 5
24244 Corporate Ct, Port Charlotte, FL
Fully refundable
The price is NT$2,053 per night from Aug 31 to Sep 1
NT$2,053
NT$2,299 total
Aug 31 - Sep 1
includes taxes & fees
7.6/10 Good! (1,015 reviews)
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Reviewed on 2025/8/21

Country Inn & Suites by Radisson, Port Charlotte, FL
Fairfield Inn & Suites by Marriott Venice

Fairfield Inn & Suites by Marriott Venice

2.5 out of 5
2935 Executive Dr, Venice, FL
Fully refundableReserve now, pay when you stay
The price is NT$3,516 per night from Aug 31 to Sep 1
NT$3,516
NT$3,973 total
Aug 31 - Sep 1
includes taxes & fees
9/10 Wonderful! (947 reviews)
"They gave me a room next to the elevator and that's all I could hear every time the elevator worked I could hear it in my room."

Reviewed on 2025/8/11

Fairfield Inn & Suites by Marriott Venice
See all 5,394 properties in Windward
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.

Frequently asked questions

How much does a Windward vacation package cost?
Explore the best of Windward from just . Choose from a wonderful selection of flights, hotels and rental cars to suit your budget. Land even better deals when you add a couple of tours or activities to your vacation package.
How do I get a cheap travel package to Windward?
Creating your own Windward vacation package with Expedia is an easy way to save. We have access to more than 550 air carriers and 1,000,000 hotels globally. With such a fantastic range to pick from, you'll have no worries putting together your perfect adventure.
Where should I stay in Windward?
We recommend staying near the action. Many travelers like to book hotels in the vicinity of top sights, such as Little Gasparilla Island Beach, Gasparilla Marina and Don Pedro Island Beach.
How far in advance should I book my Windward vacation?
The earlier you book, the better. Air carriers typically release flights nearly 12 months ahead of departure, and this is an excellent opportunity to pick up some of the lowest prices. Boss just told you to use up your vacation time in a few weeks? Don't fret. Expedia are never short of fantastic deals to whisk you away on the getaway of your dreams, at an affordable price.
What does an Expedia Windward travel package include?
That's up to you. You can select from a variety of Windward packages, such as a flight, rental car and hotel. You can also book a flight with a hotel, or a rental car with a flight. Once you've made your booking, you can add the fun stuff like tours and activities. Whatever your dream Windward escape looks like, you'll save!
What should I know before booking a Windward travel package?
A travel package can be easier on the credit card than separately booking everything you need for your escape. For example, combine your hotels, flights and rental cars and save a packet. Whatever your vacation goals are, you'll find a package that matches your budget.
If I'm not able to travel, can I cancel my Windward vacation package?
Don't stress if you're rethinking your Windward vacation package — you can cancel or change your booking. And if you've booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We understand your circumstances can suddenly change, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we're ready to help.

Discover the most popular places to visit in Windward

Don Pedro Island State Park

Commune with nature and explore the great outdoors at Don Pedro Island State Park during your travels in Placida. Wander the beautiful beaches in this relaxing area.

Don Pedro Island State Park

Tails and Scales Charters

Take the family on an outing to Tails and Scales Charters during your trip to Placida. Wander the beautiful beaches in this relaxing area.

Tails and Scales Charters
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.