Hotels in Windward, Placida

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Check prices for these dates

Tonight
May 10 - May 11
Tomorrow
May 11 - May 12
Next weekend
May 15 - May 17
In two weeks
May 22 - May 24

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Our top choices for Windward hotels

Deluxe Studio Suite, 1 King Bed, Non Smoking, Kitchenette | Private kitchen

Englewood Inn & Suites

Englewood Inn & Suites
2.5 star property
8.5 km from Windward
7.6 out of 10, Good, (56 reviews)
"Nice place to stay"
United States
Joy
The price is CA $109
CA $123 total
includes taxes & fees
May 11 - May 12
Englewood Inn & Suites
Deluxe Suite, 1 King Bed with Sofa bed, Kitchenette | Private kitchenette

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 CA $253
CA $282 total
includes taxes & fees
May 11 - May 12
The Palmetto Inn
Property grounds

Boca Grande Hotel

Boca Grande Hotel
2.5 star property
6.9 km from Windward
8.8 out of 10, Excellent, (635 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 CA $198
CA $222 total
includes taxes & fees
May 12 - May 13
Boca Grande Hotel
Reception

Lemon Bay Motel

Lemon Bay Motel
2.0 star property
9.8 km from Windward
8.2 out of 10, Very good, (107 reviews)
"Everything is close by room was clean and comfortable will definitely stay there again! "
United States
Rachelle
The price is CA $111
CA $124 total
includes taxes & fees
Jun 2 - Jun 3
Lemon Bay Motel
Suite, Patio | Private kitchen

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 CA $202
CA $434 total
includes taxes & fees
May 11 - May 12
Spacious Family Retreat Port Charlotte
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, (1,007 reviews)
"Our stay was overall very nice."
United States
Robert
The price is CA $86
CA $97 total
includes taxes & fees
May 15 - May 16
Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda
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, (280 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 CA $121
CA $135 total
includes taxes & fees
May 11 - May 12
Grove City Motel
Exterior

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
9.4 km from Windward
9.8 out of 10, Exceptional, (18 reviews)
"Great place and location "
United States
Cathy
The price is CA $157
CA $791 total
includes taxes & fees
May 11 - May 12
Chadwick Cove Resort & Marina
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)
"Beautiful hotel. Friendly staff. Felt very safe here! "
United States
Lory
The price is CA $97
CA $109 total
includes taxes & fees
May 13 - May 14
Baymont by Wyndham Punta Gorda/Port Charlotte
Executive Room, 2 Queen Beds, Non Smoking

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, (1,009 reviews)
"Our room was clean and stocked with what we needed. Staff was very friendly and helpful. "
United States
Becky
The price is CA $100
CA $112 total
includes taxes & fees
May 21 - May 22
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, (2,593 reviews)
"Great resort "
United States
Daniele
The price is CA $277
CA $379 total
includes taxes & fees
May 21 - May 22
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, (1,006 reviews)
"Great location for the beach."
United States
Terecia
The price is CA $89
CA $105 total
includes taxes & fees
May 12 - May 13
Island Sun Inn & Suites - Historic Venice & Beach Getaway
Private beach nearby, motor boating, fishing

MALU LANI Inn & Marina

MALU LANI Inn & Marina
3.5 star property
22.3 km from Windward
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful property, peaceful, clean rental. Super responsive owner and all the things you need. Perfect location for boaters. Loved this stay and would definitely rent again! "
United States
April
The price is CA $278
CA $555 total
includes taxes & fees
May 14 - May 15
MALU LANI Inn & Marina
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 CA $96
CA $107 total
includes taxes & fees
May 12 - May 13
American Inn Punta Gorda
Deluxe Suite, 1 King Bed with Sofa bed

Sun Coast Inn

Sun Coast Inn
2.5 star property
9 km from Windward
8.0 out of 10, Very good, (950 reviews)
"Easy checkin-out process, nice staff, clean rooms. Excellent location. Perfect for our stay. "
United States
Pamela
The price is CA $122
CA $142 total
includes taxes & fees
May 12 - May 13
Sun Coast Inn
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 CA $129
CA $145 total
includes taxes & fees
May 30 - May 31
Hampton Inn Port Charlotte
Terrace/patio

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
27.8 km from Windward
10.0 out of 10, Exceptional, (276 reviews)
"Very clean & spacious pet friendly room. Would definitely stay there again."
United States
Brittany
The price is CA $160
CA $181 total
includes taxes & fees
Jun 1 - Jun 2
Kon Tiki Inn
Reception

Knights Inn Punta Gorda

Knights Inn Punta Gorda
1.5 star property
28.4 km from Windward
7.2 out of 10, Good, (1,002 reviews)
"Comfortable and clean & in a great area to stay..."
United States
john
The price is CA $115
CA $129 total
includes taxes & fees
May 11 - May 12
Knights Inn Punta Gorda
Suite, 1 King Bed, Non Smoking

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, (1,023 reviews)
"Everything was perfect! Staff, breakfast, room, just a great stay"
United States
Daniel
The price is CA $91
CA $102 total
includes taxes & fees
May 17 - May 18
Sleep Inn & Suites Port Charlotte - Punta Gorda
Property entrance

Holiday Inn Express & Suites Punta Gorda by IHG

Holiday Inn Express & Suites Punta Gorda by IHG
2.5 star property
28.5 km from Windward
9.4 out of 10, Exceptional, (1,008 reviews)
"Great stay, great staff, great location!"
United States
Darla
The price is CA $131
CA $147 total
includes taxes & fees
May 31 - Jun 1
Holiday Inn Express & Suites Punta Gorda by IHG
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.
View all properties

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.

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

Wyvern Hotel, an Ascend Collection Hotel

Wyvern Hotel, an Ascend Collection Hotel

10/10 Excellent
"."
Sean 1-night trip
Posted 1 hour ago
Wyvern Hotel, an Ascend Collection Hotel

Frequently asked questions

When is the best time to go to Windward?
The best time to go to Windward is during the dry season, which runs from November to April.

This period offers consistently pleasant weather with lower humidity and very little rain, making it ideal for enjoying all the outdoor activities Windward has to offer. Temperatures are comfortably warm, typically ranging from 20°C to 28°C, great for beach days or exploring the nature trails.

Families often find the Christmas and Easter school holidays within this period particularly convenient. While these times can be a bit busier, the excellent weather ensures a smooth and enjoyable holiday for everyone, with plenty of sunshine for water sports and theme park visits.

Couples looking for a romantic getaway will appreciate the slightly quieter periods just outside the peak holidays, such as early December or late April.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Windward hotel for you.
How can I save on a Windward hotel booking with Expedia?
With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Windward hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.
How much is the nightly rate at a Windward hotel?
Hotel prices in Windward often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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