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Check prices for these dates

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13 Nov - 14 Nov
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14 Nov - 15 Nov
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13 Nov - 15 Nov
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20 Nov - 22 Nov

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Our top choices for Windward hotels

A covered outdoor area with a pool, white furniture, and red pillars.

1. Sun Coast Inn

Sun Coast Inn
2.5 star property
9 km from Windward
8.0 out of 10, Very good, (1,001 reviews)
"Nice view of the cannal"
United States
Thomas M.
The price is ₹6,465
₹7,564 total
includes taxes & fees
14 Nov - 15 Nov
Sun Coast Inn
A hotel entrance with a sign pointing to the office, surrounded by palm trees and a brick pathway.

2. Boca Grande Hotel

Boca Grande Hotel
2.5 star property
6.9 km from Windward
8.8 out of 10, Excellent, (674 reviews)
"Loved our stay!"
United States
Ayse
The price is ₹13,361
₹14,965 total
includes taxes & fees
15 Nov - 16 Nov
Boca Grande Hotel
A modern kitchen with grey cabinets, a black refrigerator, and a white countertop.

3. Englewood Inn & Suites

Englewood Inn & Suites
2.5 star property
8.5 km from Windward
7.8 out of 10, Good, (126 reviews)
"Great place to stay"
United States
James
The price is ₹7,926
₹8,878 total
includes taxes & fees
14 Nov - 15 Nov
Englewood Inn & Suites
A reception area with a white counter, two paintings on the wall, a potted plant, and a door leading outside.

4. Lemon Bay Motel

Lemon Bay Motel
2.0 star property
9.8 km from Windward
8.4 out of 10, Very good, (153 reviews)
"Staff was nice, Rooms were clean Great stay"
United States
Alexander
The price is ₹6,012
₹6,734 total
includes taxes & fees
14 Nov - 15 Nov
Lemon Bay Motel
A compact kitchen with white cabinets, a microwave, stove, and a glass dining table with chairs.

5. Grove City Motel

Grove City Motel
3.5 star property
7.2 km from Windward
7.2 out of 10, Good, (315 reviews)
"Great trip by the way"
United States
Christian
The price is ₹7,870
₹8,815 total
includes taxes & fees
18 Nov - 19 Nov
Grove City Motel
An outdoor patio with grey sofas, a glass-top table, and a fire feature.

6. 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, (795 reviews)
"Clean rooms and amazing staff"
United States
Pavlo
The price is ₹11,866
₹13,409 total
includes taxes & fees
17 Nov - 18 Nov
Hampton Inn & Suites North Port
A covered outdoor deck with a table and chairs, overlooking a body of water and palm trees.

7. Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
9.4 km from Windward
8.8 out of 10, Excellent, (31 reviews)
"Without a doubt, the best place—very spacious and in an excellent location. You have the beach right out front, and Gasparilla Beach—which is very beautiful—is just 25 minutes away. Communication with the owner was excellent, the sunsets were fantastic, and the terrace overlooking the bay—with the breeze blowing—was a delight. We will definitely be back!"
United States
Niovys
The price is ₹13,554
₹57,342 total
includes taxes & fees
17 Nov - 18 Nov
Chadwick Cove Resort & Marina
A pool area with lounge chairs and umbrellas, surrounded by a fence and palm trees.

8. 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, (1,003 reviews)
"great place to stay clean rooms"
United States
Abraham
The price is ₹8,545
₹9,656 total
includes taxes & fees
24 Nov - 25 Nov
Best Western Plus Ambassador Suites Venice
A rocky beach with large boulders in the foreground and a clear blue sky.

9. Fairfield Inn & Suites by Marriott Venice

Fairfield Inn & Suites by Marriott Venice
3.0 star property
28.8 km from Windward
9.2 out of 10, Wonderful, (1,000 reviews)
"The breakfast staff were fantastic!"
United States
Thomas
The price is ₹8,758
₹9,897 total
includes taxes & fees
29 Nov - 30 Nov
Fairfield Inn & Suites by Marriott Venice
A beachside restaurant with outdoor seating, palm trees, and a thatched roof structure.

10. Four Points by Sheraton Punta Gorda Harborside

Four Points by Sheraton Punta Gorda Harborside
3.5 star property
25.2 km from Windward
8.8 out of 10, Excellent, (1,000 reviews)
"Tiki bar was Good."
United States
GARY
The price is ₹12,143
₹14,817 total
includes taxes & fees
22 Nov - 23 Nov
Four Points by Sheraton Punta Gorda Harborside
A resort with a large central pool, multiple smaller pools, and a view of the ocean.

11. 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, (3,551 reviews)
"Great place to stay and relax no need to go anywhere out of the resort."
United States
Aaron
The price is ₹15,664
₹22,265 total
includes taxes & fees
14 Dec - 15 Dec
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
A bedroom with a bed, bedside tables, a ceiling fan, and artwork on the wall.

12. The Palmetto Inn

The Palmetto Inn
3.0 star property
12.9 km from Windward
8.2 out of 10, Very good, (130 reviews)
"Great service and great place. Live the hot plate to cook on!!"
United States
Lindsay
The price is ₹17,286
₹19,274 total
includes taxes & fees
16 Nov - 17 Nov
The Palmetto Inn
A building entrance with a stone facade, a bench, and a water feature.

13. 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, (1,003 reviews)
"Everything about this place was outstanding….staff, cleanliness, food, location and on and on. Can’t say enough about how enjoyable our stay was."
United States
Bus
The price is ₹9,463
₹10,598 total
includes taxes & fees
29 Nov - 30 Nov
Holiday Inn Express & Suites Punta Gorda by IHG
A spacious living area with a curved grey sofa, a flat-screen TV, and a dining area with chairs and a table.

14. Baymont by Wyndham Punta Gorda/Port Charlotte

Baymont by Wyndham Punta Gorda/Port Charlotte
2.5 star property
28.5 km from Windward
8.6 out of 10, Excellent, (1,245 reviews)
"Great short stay"
United States
Robert
The price is ₹6,371
₹7,136 total
includes taxes & fees
29 Nov - 30 Nov
Baymont by Wyndham Punta Gorda/Port Charlotte
A spacious lobby with a seating area, a staircase, and a fireplace.

15. 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
8.4 out of 10, Very good, (1,284 reviews)
"Room clean and nicely decorated, great shower. Breakfast was super, staff very friendly and accommodating"
United States
George
The price is ₹6,896
₹7,723 total
includes taxes & fees
2 Dec - 3 Dec
Country Inn & Suites by Radisson, Port Charlotte, FL
A hotel room with a large bed, two bedside lamps, and a wall with three paintings of a pier.

16. 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, (1,000 reviews)
"Pleasant 5 day stay, close to beaches and commerce."
United States
Christina
The price is ₹7,606
₹8,519 total
includes taxes & fees
19 Nov - 20 Nov
Days Inn by Wyndham Port Charlotte/Punta Gorda
An outdoor patio with a fire feature, seating, and a glass-enclosed area.

17. 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, (930 reviews)
"I enjoyed my stay."
United States
Alphonse
The price is ₹13,023
₹14,586 total
includes taxes & fees
22 Nov - 23 Nov
SpringHill Suites by Marriott Punta Gorda Harborside
A spa area with a hot tub, a white pergola, and a sign indicating emergency procedures.

18. Comfort Inn & Suites

Comfort Inn & Suites
2.5 star property
29.6 km from Windward
8.6 out of 10, Excellent, (1,213 reviews)
"The staff was friendly, the room clean and the pool and hot tub was excellent"
United States
Terry
The price is ₹8,170
₹9,150 total
includes taxes & fees
6 Dec - 7 Dec
Comfort Inn & Suites
A beach with a thatched-roof structure, palm trees, and a view of the sea.

19. The Suites at Fishermen’s Village

The Suites at Fishermen’s Village
3.0 star property
23.7 km from Windward
9.8 out of 10, Exceptional, (1,371 reviews)
"Great place to stay but comes with a price."
United States
John
The price is ₹17,539
₹19,644 total
includes taxes & fees
30 Nov - 1 Dec
The Suites at Fishermen’s Village
A bar area with seating and a counter.

20. Wyvern Hotel, an Ascend Collection Hotel

Wyvern Hotel, an Ascend Collection Hotel
4.0 star property
25.3 km from Windward
9.0 out of 10, Wonderful, (1,000 reviews)
"Nice room, great location and the rooftop bar and restaurant were very nice!"
United States
Jeffrey
The price is ₹12,025
₹13,468 total
includes taxes & fees
13 Dec - 14 Dec
Wyvern Hotel, an Ascend Collection 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.
View all properties

Compare popular hotels in Windward

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
An outdoor patio with grey sofas, a glass-top table, and a fire feature.
Hampton Inn & Suites North Port
2.5 star property
9.4
Exceptional
795 reviews
View
A hotel entrance with a sign pointing to the office, surrounded by palm trees and a brick pathway.
Boca Grande Hotel
2.5 star property
8.8
Excellent
674 reviews
View
An outdoor patio with a fire feature, seating, and a glass-enclosed area.
SpringHill Suites by Marriott Punta Gorda Harborside
3.0 star property
9.6
Exceptional
930 reviews
View
A building entrance with a stone facade, a bench, and a water feature.
Holiday Inn Express & Suites Punta Gorda by IHG
2.5 star property
9.4
Exceptional
1,003 reviews
View
A covered outdoor area with a pool, white furniture, and red pillars.
Sun Coast Inn
2.5 star property
8.0
Very good
1,001 reviews
View

Where to stay in Windward

Find the best Windward areas for the activities you enjoy most. Learn more about Windward
Learn more about Windward
A beach with waves, a sandy shore, and a dense green forest.

Palm Island

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

A coastal scene with a lighthouse, sandy beach, calm water, and a cloudy sky.

Cape Haze

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

A wooden bridge over a calm river, surrounded by lush greenery and trees.

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

A hotel entrance with a sign pointing to the office, surrounded by palm trees and a brick pathway.
Boca Grande Hotel

Boca Grande Hotel

Boca Grande Hotel
Boca Grande

8/10 Good

This is a simple, motel-style accommodation with a comfortable bed. The manager at reception was exceptionally friendly and helpful, which made the stay pleasant. The room was spacious, although it lacked a window, and the shower’s water pressure was weaker than expected. Overall, it’s a decent choice for a short stay, especially if you prioritize comfort and friendly service over luxury.
United Kingdom
Beat
Reviewed March 2, 2026
Boca Grande Hotel

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.