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Check prices for these dates

This weekend
May 22 - May 24
Next weekend
May 29 - May 31

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Our top choices for Windward hotels

Deluxe Studio Suite, 1 King Bed, Non Smoking, Kitchenette | Private kitchen | Fridge, microwave, coffee/tea maker

Englewood Inn & Suites

Englewood Inn & Suites
2.5 star property
8.5 km from Windward
7.6 out of 10, Good, (57 reviews)
"Nice place to stay"
United States
Joy
The price is ￥12,706
￥14,231 total
includes taxes & fees
May 25 - May 26
Englewood Inn & Suites
Fridge, microwave, oven, coffee/tea maker

Grove City Motel

Grove City Motel
3.5 star property
7.2 km from Windward
7.2 out of 10, Good, (283 reviews)
"Great, quiet place. Very clean. Hosts are the best and the area is awesome. Restaurants in walking distance. "
United States
Greg
The price is ￥10,721
￥12,009 total
includes taxes & fees
May 22 - May 23
Grove City Motel
Reception

Lemon Bay Motel

Lemon Bay Motel
2.0 star property
9.8 km from Windward
8.2 out of 10, Very Good, (114 reviews)
"Everything is close by room was clean and comfortable will definitely stay there again! "
United States
Rachelle
The price is ￥12,722
￥14,249 total
includes taxes & fees
May 25 - May 26
Lemon Bay Motel
Apartment, 1 King Bed with Sofa bed, Kitchen | Terrace/patio

The Palmetto Inn

The Palmetto Inn
3.0 star property
12.9 km from Windward
8.2 out of 10, Very Good, (117 reviews)
"Wonderful location in the center of Boca Grande. Easy walk to beachside. "
United States
Maria
The price is ￥20,727
￥23,111 total
includes taxes & fees
May 26 - May 27
The Palmetto Inn
Exterior

American Inn Punta Gorda

American Inn Punta Gorda
2.5 star property
27.3 km from Windward
7.6 out of 10, Good, (456 reviews)
"Located close to airport. Adequate for one night stay."
United States
Karen
The price is ￥11,118
￥12,452 total
includes taxes & fees
May 21 - May 22
American Inn Punta Gorda
Executive Room, 2 Queen Beds, Non Smoking | 1 bedroom, in-room safe, individually decorated, individually furnished

Days Inn by Wyndham Port Charlotte/Punta Gorda

Days Inn by Wyndham Port Charlotte/Punta Gorda
3.0 star property
22.5 km from Windward
7.8 out of 10, Good, (1,004 reviews)
"Clean, Friendly staff, breakfast, parking, great location."
United States
Jeffrey
The price is ￥11,609
￥13,001 total
includes taxes & fees
Jun 8 - Jun 9
Days Inn by Wyndham Port Charlotte/Punta Gorda
2 outdoor pools, open 8:00 AM to 8:30 PM, cabanas (surcharge)

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
4.0 star property
24.7 km from Windward
9.2 out of 10, Wonderful, (2,652 reviews)
"Staff was so nice and the resort was amazing."
United States
James
The price is ￥25,998
￥37,134 total
includes taxes & fees
May 28 - May 29
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Courtyard

Island Sun Inn & Suites - Historic Venice & Beach Getaway

Island Sun Inn & Suites - Historic Venice & Beach Getaway
2.0 star property
29.3 km from Windward
7.6 out of 10, Good, (1,005 reviews)
"Great location and great pool"
United States
Joseph
The price is ￥10,324
￥12,251 total
includes taxes & fees
May 28 - May 29
Island Sun Inn & Suites - Historic Venice & Beach Getaway
Reception

Best Western Plus Ambassador Suites Venice

Best Western Plus Ambassador Suites Venice
2.5 star property
28.9 km from Windward
9.0 out of 10, Wonderful, (1,001 reviews)
"It is a lovely hotel and would stay there again."
United States
Cathy
The price is ￥13,069
￥14,769 total
includes taxes & fees
May 27 - May 28
Best Western Plus Ambassador Suites Venice
Exterior

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
9.4 km from Windward
9.6 out of 10, Exceptional, (19 reviews)
"Great place and location "
United States
Cathy
The price is ￥13,054
￥86,094 total
includes taxes & fees
May 26 - May 27
Chadwick Cove Resort & Marina
Exterior

Hampton Inn Port Charlotte

Hampton Inn Port Charlotte
2.5 star property
30.1 km from Windward
9.2 out of 10, Wonderful, (454 reviews)
"For being close to the highway it was surprisingly quiet, everything was clean, breakfast was good for what it is and everyone was nice and very helpful"
United States
Ted
The price is ￥15,189
￥17,012 total
includes taxes & fees
Jun 5 - Jun 6
Hampton Inn Port Charlotte
Suite, Patio | Private kitchen | Microwave, stovetop, cookware/dishes/utensils

Spacious Family Retreat Port Charlotte

Spacious Family Retreat Port Charlotte
2.0 star property
22 km from Windward
10.0 out of 10, Exceptional, (3 reviews)
"Amazing home loved that we got to experience it may have rained the whole time but we loved it"
United States
India
The price is ￥23,507
￥50,344 total
includes taxes & fees
May 21 - May 22
Spacious Family Retreat Port Charlotte
Deluxe Suite, 1 King Bed with Sofa bed | Premium bedding, desk, free WiFi, bed sheets

Sun Coast Inn

Sun Coast Inn
2.5 star property
9 km from Windward
8.0 out of 10, Very Good, (955 reviews)
"Easy checkin-out process, nice staff, clean rooms. Excellent location. Perfect for our stay. "
United States
Pamela
The price is ￥14,136
￥16,539 total
includes taxes & fees
May 27 - May 28
Sun Coast Inn
Property grounds

Boca Grande Hotel

Boca Grande Hotel
2.5 star property
6.9 km from Windward
8.8 out of 10, Excellent, (637 reviews)
"The rooms were dated and the amenities limited, but the staff was wonderful and all of the beaches and restaurants of Boca Grande were nearby!"
United States
John
The price is ￥30,972
￥34,689 total
includes taxes & fees
Jun 2 - Jun 3
Boca Grande Hotel
Lobby

Baymont by Wyndham Punta Gorda/Port Charlotte

Baymont by Wyndham Punta Gorda/Port Charlotte
2.5 star property
28.5 km from Windward
8.4 out of 10, Very Good, (1,220 reviews)
"Room was clean and comfortable! Breakfast was excellent."
United States
Donna
The price is ￥11,166
￥12,507 total
includes taxes & fees
May 31 - Jun 1
Baymont by Wyndham Punta Gorda/Port Charlotte
Reception

Knights Inn Punta Gorda

Knights Inn Punta Gorda
1.5 star property
28.4 km from Windward
7.2 out of 10, Good, (1,001 reviews)
"Clean and adequate in every way."
United States
Paula
The price is ￥13,342
￥14,942 total
includes taxes & fees
Jun 2 - Jun 3
Knights Inn Punta Gorda
Front of property - evening/night

Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda

Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda
2.5 star property
24 km from Windward
7.2 out of 10, Good, (1,000 reviews)
"Our stay was overall very nice."
United States
Robert
The price is ￥11,309
￥12,666 total
includes taxes & fees
Jun 6 - Jun 7
Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda
Terrace/patio

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
27.8 km from Windward
10.0 out of 10, Exceptional, (277 reviews)
"Property is super cute and clean and has everything you need!"
United States
Vanessa
The price is ￥17,463
￥19,733 total
includes taxes & fees
May 28 - May 29
Kon Tiki Inn
Standard Room, 1 King Bed | Iron/ironing board, free WiFi

Island Breeze Inn

Island Breeze Inn
2.0 star property
29.9 km from Windward
6.8 out of 10, (946 reviews)
"Nice place to stay."
United States
Marbelys
The price is ￥9,371
￥11,058 total
includes taxes & fees
May 24 - May 25
Island Breeze Inn
Suite, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board

Sleep Inn & Suites Port Charlotte - Punta Gorda

Sleep Inn & Suites Port Charlotte - Punta Gorda
2.5 star property
29.6 km from Windward
8.2 out of 10, Very Good, (1,000 reviews)
"Great place to stay!"
United States
Angela
The price is ￥11,898
￥13,326 total
includes taxes & fees
Jun 8 - Jun 9
Sleep Inn & Suites Port Charlotte - Punta Gorda
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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Where to stay in Windward

Find the best Windward areas and neighborhoods for the activities you enjoy most.
Famous lighthouse on ocean shore and expensive residential houses in island small town Boca Grande on Gasparilla Island in southwest Florida

Palm Island

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

Port Boca Grande Lighthouse

Cape Haze

Travelers like the parks in Cape Haze, and Don Pedro Island State Park is a top attraction you might want to visit.

Pier on Cape haze pioneer bike trail

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.

Top Windward Hotel Reviews

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

10/10 Excellent
"The Sun Seeker Is a very positive environment, with the nicest people on the planet. The property is up to date and is exclusively modern. "
Theresa 4-night trip
Posted 4 hours ago
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Frequently asked questions

What is Windward like?
Travelers will be sure to find plenty to entertain them in Placida's Windward neighborhood.
If I need to cancel my hotel reservation in Windward, will I receive a refund?
Yes! You'll find that most room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you have a reservation that's non-refundable, it may still be possible to cancel it and get a refund within a 24-hour period of booking. Enter your dates, click on "Search", then use the filter option "fully refundable" to get the best deals available in Windward.
Where can I learn more about changing or cancelling my trip to Windward?
To access more information about changing or cancelling your trip to Windward, go to https://www.expedia.com/service/.
What are the top things to see and do in Windward?
Don Pedro Island State Park, Don Pedro Island Beach, and Little Gasparilla Island Beach are just a few of the places to visit in and around Windward. While you're out sightseeing, Tails and Scales Charters and Gasparilla Marina are a couple of additional sights to visit in Placida.

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