Hotels in Windward

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Check prices for these dates

Tonight
Oct 15 - Oct 16
Tomorrow
Oct 16 - Oct 17
This weekend
Oct 17 - Oct 19
Next weekend
Oct 24 - Oct 26

Where to stay in Windward?

Room, 1 King Bed | Down comforters, iron/ironing board, free WiFi, bed sheets
Boca Grande Hotel
Boca Grande Hotel
2.5 star property
8.8 out of 10, Excellent, (574)
$145 nightly
The price is $162
Oct 16 - Oct 17
Total with taxes and fees
Boca Grande Hotel
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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Check out reviews of Windward hotels guests love

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

10/10 Excellent
"This resort has the potential to become a premier Resort in South-West Florida and compete with Orlando Resorts. Staff is over the top friendly and incredibly welcoming. The resort has enough dining options and things to do for those short getaways. Though not the best for the resort, but because occupancy is low at the moment the Resort felt very intimate, and we will be going back in a couple of weeks before the crowds arrive."
Jack 3-night trip
Posted 1 day ago
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Frequently asked questions

Is Windward expensive to stay in?
You can find great hotels from $68 in Windward to suit a range of budgets. To find the best low-cost hotel on Hotels.com that meets your needs, apply your search filters and then sort hotels by "Price: low to high".
How can I find discounted rates and deals for Windward hotels?
Unlocking discounted rates at hotels in Windward couldn't be simpler. Members save up to 20% on select hotels when signed in. Silver, Gold, and Platinum members can earn additional rewards on VIP Access bookings.
Can I receive a refund if I cancel my Windward hotel booking?
The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel your booking. Some Windward hotels require you to cancel more than 24 hours before check-in, so look at your booking beforehand. For extra peace of mind before you book, filter hotels by "Property cancellation options" and select "Fully refundable property".
Is it worth staying in Windward?
Basing yourself in Windward makes it easy to explore Placida, including the neighborhoods of Palm Island and Cape Haze.
Are all taxes and fees included in the Windward hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.
Find out more about Windward

What's Windward Like?

If you're in search of the perfect area to explore, why not check out Windward? Places like Don Pedro Island Beach and Little Gasparilla Island Beach are just a little farther away. Boca Grande Beach and Stump Pass Beach State Park are two places to visit nearby.

How to Get to Windward

Flying to:

  • Punta Gorda Airport (PGD), 18.5 mi (29.7 km) from Windward

Things to See and Do in and around Windward

Things to See near Windward:

  • Don Pedro Island Beach (1.9 mi/3.1 km away)
  • Little Gasparilla Island Beach (2.5 mi/4.1 km away)
  • Boca Grande Beach (3.8 mi/6.1 km away)
  • Don Pedro Island State Park (1.2 mi/1.9 km away)
  • Gasparilla Marina (2.6 mi/4.2 km away)

Things to Do near Windward:

  • Oyster Creek Golf Club (4.6 mi/7.4 km away)
  • Tails and Scales Charters (2.6 mi/4.2 km away)

When Is the Best Time to Visit Placida?

  • Hottest months: August, July, September, June (average 83°F)
  • Coldest months: January, February, December, March (average 66°F)
  • Rainiest months: August, September, July, June (average 6 inches of rainfall)

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