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Check prices for these dates

This weekend
5 Jun - 7 Jun
Next weekend
12 Jun - 14 Jun

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Our top choices for Windward hotels

Terrace/patio

Hampton Inn & Suites North Port

Hampton Inn & Suites North Port
2.5 star property
20.9 km from Windward
9.4 out of 10, Exceptional, (696 reviews)
"Staff were attentive and friendly."
United States
Daniel
The price is 3.322.806 ₫
3.754.772 ₫ total
includes taxes & fees
26 Jun - 27 Jun
Hampton Inn & Suites North Port
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, (1,003 reviews)
"Clean, Friendly staff, breakfast, parking, great location."
United States
Jeffrey
The price is 1.920.323 ₫
2.150.762 ₫ total
includes taxes & fees
21 Jun - 22 Jun
Days Inn by Wyndham Port Charlotte/Punta Gorda
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, (63 reviews)
"Nice place to stay"
United States
Joy
The price is 1.894.536 ₫
2.121.880 ₫ total
includes taxes & fees
2 Jun - 3 Jun
Englewood Inn & Suites
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, (1,007 reviews)
"Overall great hotel"
United States
Jimmy
The price is 2.526.048 ₫
2.829.173 ₫ total
includes taxes & fees
21 Jun - 22 Jun
Holiday Inn Express & Suites Punta Gorda by IHG
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, (1,225 reviews)
"Room was clean and comfortable! Breakfast was excellent."
United States
Donna
The price is 1.847.173 ₫
2.068.834 ₫ total
includes taxes & fees
14 Jun - 15 Jun
Baymont by Wyndham Punta Gorda/Port Charlotte
Village Beach & Harbor Suite | Balcony view

The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0 star property
23.7 km from Windward
9.8 out of 10, Exceptional, (1,224 reviews)
"Great location clean and specious"
United States
Kathryn
The price is 5.012.100 ₫
5.613.352 ₫ total
includes taxes & fees
15 Jun - 16 Jun
The Suites at Fishermen’s Village- 2 Bedroom Suites
2 outdoor pools, open 8:00 AM to 8:30 PM, pool 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, (2,741 reviews)
"Awesome place to stay"
United States
Juan
The price is 5.141.434 ₫
7.084.582 ₫ total
includes taxes & fees
20 Jun - 21 Jun
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
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, (1,001 reviews)
"Our stay was overall very nice."
United States
Robert
The price is 1.873.486 ₫
2.098.305 ₫ total
includes taxes & fees
15 Jun - 16 Jun
Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda
Lobby

Country Inn & Suites by Radisson, Port Charlotte, FL

Country Inn & Suites by Radisson, Port Charlotte, FL
2.5 star property
29.5 km from Windward
8.2 out of 10, Very good, (1,253 reviews)
"Great & comfortable stay."
United States
Matthew
The price is 1.891.642 ₫
2.118.460 ₫ total
includes taxes & fees
14 Jun - 15 Jun
Country Inn & Suites by Radisson, Port Charlotte, FL
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, (1,008 reviews)
"Great location and great pool"
United States
Joseph
The price is 1.815.597 ₫
2.154.245 ₫ total
includes taxes & fees
3 Jun - 4 Jun
Island Sun Inn & Suites - Historic Venice & Beach Getaway
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)
"We love staying there every time we are in town"
United States
James
The price is 1.841.910 ₫
2.062.939 ₫ total
includes taxes & fees
2 Jun - 3 Jun
American Inn 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, (290 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 1.776.128 ₫
1.989.526 ₫ total
includes taxes & fees
25 Jun - 26 Jun
Grove City Motel
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 2.105.040 ₫
2.357.645 ₫ total
includes taxes & fees
2 Jun - 3 Jun
Knights Inn Punta Gorda
Standard Double Room | Bathroom | Shower, towels, soap, shampoo

Lemon Bay Motel

Lemon Bay Motel
2.0 star property
9.8 km from Windward
8.4 out of 10, Very good, (117 reviews)
"Everything is close by room was clean and comfortable will definitely stay there again! "
United States
Rachelle
The price is 2.341.857 ₫
2.622.879 ₫ total
includes taxes & fees
4 Jun - 5 Jun
Lemon Bay Motel
Reception

Best Western Plus Ambassador Suites Venice

Best Western Plus Ambassador Suites Venice
2.5 star property
28.9 km from Windward
9.2 out of 10, Wonderful, (1,008 reviews)
"The breakfast was wonderful and the staff was always willing to help!!"
United States
Mary
The price is 2.604.987 ₫
2.943.635 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Best Western Plus Ambassador Suites Venice
Free WiFi, bed sheets

Americas Best Value Inn & Suites North Port

Americas Best Value Inn & Suites North Port
2.5 star property
20.8 km from Windward
4.6 out of 10, (492 reviews)
"Nice people "
United States
Steve
The price is 1.973.475 ₫
2.230.027 ₫ total
includes taxes & fees
2 Jun - 3 Jun
Americas Best Value Inn & Suites North Port
Free daily buffet breakfast

SpringHill Suites by Marriott Punta Gorda Harborside

SpringHill Suites by Marriott Punta Gorda Harborside
3.0 star property
25.2 km from Windward
9.6 out of 10, Exceptional, (849 reviews)
"Nothing super special but overall a very clean and pleasant stay"
United States
James
The price is 3.789.072 ₫
4.243.761 ₫ total
includes taxes & fees
9 Jun - 10 Jun
SpringHill Suites by Marriott Punta Gorda Harborside
Suite, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout curtains, 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, (1,004 reviews)
"Great place to stay!"
United States
Angela
The price is 1.968.212 ₫
2.204.397 ₫ total
includes taxes & fees
15 Jun - 16 Jun
Sleep Inn & Suites Port Charlotte - Punta Gorda
Combined shower/bathtub, free toiletries, hair dryer, towels

Motel 6 Venice, FL

Motel 6 Venice, FL
2.0 star property
30.2 km from Windward
8.2 out of 10, Very good, (538 reviews)
"This Motel 6 was top notch, clean well maintained, everything looked brand new. Gentleman checking me in was nice and friendly. Would stay here again. Oh and the A/c was excellent!"
United States
Tiffany
The price is 1.736.395 ₫
2.014.260 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Motel 6 Venice, FL
Exterior

Holiday Inn Express Venice by IHG

Holiday Inn Express Venice by IHG
2.5 star property
28.9 km from Windward
8.0 out of 10, Very good, (1,005 reviews)
"clean room ,great staff, very good breakfast."
United States
Johann
The price is 2.526.048 ₫
2.854.434 ₫ total
includes taxes & fees
14 Jun - 15 Jun
Holiday Inn Express Venice 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 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

If you're spending some time in Palm Island, Lemon Bay and Don Pedro Island Beach are top sights worth seeing.

Port Boca Grande Lighthouse

Cape Haze

Travellers 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

While there might not be top attractions in Rotonda Sands, you can explore the larger area and discover places like Don Pedro Island State Park and Little Gasparilla Island Beach.

Placida Bay

While there might not be top attractions in Placida Bay, you can explore the larger area and discover places like Little Gasparilla Island Beach and Don Pedro Island State Park.

Coral Creek

When in Coral Creek, you can plan a visit to Gasparilla Marina and Little Gasparilla Island Beach, some noteworthy sights in the nearby area.

Top Windward Hotel Reviews

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

10/10 Excellent
"The resort was wonderful. We stayed at the villas. They were amazing and so clean! The staff was so amazing. I don’t think they could have been more professional or helpful. There was complimentary snacks, sodas, waters and coffee in the lobby which was a nice surprise. The spa was wonderful! Overall very very happy with our stay!"
Kelley 1-night trip
Posted 8 hours ago
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Frequently asked questions

What is Windward like?
Travellers will be sure to find plenty to entertain them in Placida's Windward neighbourhood.
If I need to cancel my hotel reservation in Windward, will I receive a refund?
Yes! Most room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within 24 hours of booking. Add dates, click "Search", then you can use the "fully refundable" filter to review the best options available in Windward.
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.