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.

Top 10 Windward Hotels of 2026

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Our top choices for Windward hotels

1. Sun Coast Inn

9 km from Windward

Patti

includes taxes & fees

31 Aug - 1 Sept

2. Englewood Inn & Suites

8.5 km from Windward

Oksana

includes taxes & fees

31 Aug - 1 Sept

3. Lemon Bay Motel

9.8 km from Windward

Alexander

includes taxes & fees

28 Aug - 29 Aug

4. Boca Grande Hotel

6.9 km from Windward

Claude

includes taxes & fees

8 Sept - 9 Sept

5. Grove City Motel

7.2 km from Windward

Karen

includes taxes & fees

31 Aug - 1 Sept

6. Chadwick Cove Resort & Marina

9.4 km from Windward

isabel

includes taxes & fees

31 Aug - 1 Sept

7. Hampton Inn & Suites North Port

20.9 km from Windward

Katiuska

includes taxes & fees

31 Aug - 1 Sept

8. The Palmetto Inn

12.9 km from Windward

GARY

includes taxes & fees

8 Sept - 9 Sept

9. Days Inn by Wyndham Port Charlotte/Punta Gorda

22.5 km from Windward

Brian

includes taxes & fees

2 Sept - 3 Sept

10. American Inn Punta Gorda

27.3 km from Windward

Matthew

includes taxes & fees

28 Aug - 29 Aug

11. Baymont by Wyndham Punta Gorda/Port Charlotte

28.5 km from Windward

Molly

includes taxes & fees

4 Sept - 5 Sept

12. Holiday Inn Express & Suites Punta Gorda by IHG

28.5 km from Windward

Virginia

includes taxes & fees

27 Sept - 28 Sept

13. Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda

24 km from Windward

Tammy

includes taxes & fees

31 Aug - 1 Sept

14. Four Points by Sheraton Punta Gorda Harborside

25.2 km from Windward

RAUL

includes taxes & fees

13 Sept - 14 Sept

15. Best Western Plus Ambassador Suites Venice

28.9 km from Windward

Jason

includes taxes & fees

2 Sept - 3 Sept

16. SpringHill Suites by Marriott Punta Gorda Harborside

25.2 km from Windward

Barbara

includes taxes & fees

31 Aug - 1 Sept

17. Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

24.7 km from Windward

julia

includes taxes & fees

2 Sept - 3 Sept

18. Americas Best Value Inn & Suites North Port

20.8 km from Windward

Alan

includes taxes & fees

28 Aug - 29 Aug

19. Wyvern Hotel, an Ascend Collection Hotel

25.3 km from Windward

Terry

includes taxes & fees

3 Sept - 4 Sept

20. Warm Mineral Springs Motel

20.8 km from Windward

Brian

includes taxes & fees

20 Sept - 21 Sept

View all properties

Where to stay in Windward

Find the best Windward areas for the activities you enjoy most.

A coastal residential area with houses, a lighthouse, and the ocean.

Palm Island

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

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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.

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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.

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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.

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Coral Creek

When in Coral Creek, you can plan a visit to Gasparilla Marina and Tails and Scales Charters, some noteworthy sights in the nearby area.

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Top Windward Hotel Reviews

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

10/10 Excellent

"Parking attendants to pool and bar staff were all very nice helpful and polite"

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

10/10 Excellent

"We were delighted with this hotel—from the welcome by the valet staff to every member of the property's team. We stayed in the Lotus Tower; the lobby, though small, was very cozy, spotless, and smelled wonderful. The room we booked for ten people was beautiful, spacious, and clean, with everything in perfect working order. The housekeeping staff, pool attendants, and servers all treated us with great kindness and courtesy. Every detail of the property was thoughtfully designed; we fell in love with the place and plan to return soon. Thank you to everyone who made our stay wonderful."

The Suites at Fishermen’s Village- 2 Bedroom Suites

10/10 Excellent

"The room was perfect and exactly as pictured and described. Check in process had some hiccups but ultimately everything went well and the staff was great with handling their new technology and the problems that come with it! Overall our stay was wonderful and we would recommended staying at Fisherman’s Village to anyone!"

Hotels in Windward

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Our top choices for Windward hotels

1. Sun Coast Inn

2. Englewood Inn & Suites

3. Lemon Bay Motel

4. Boca Grande Hotel

5. Grove City Motel

6. Chadwick Cove Resort & Marina

7. Hampton Inn & Suites North Port

8. The Palmetto Inn

9. Days Inn by Wyndham Port Charlotte/Punta Gorda

10. American Inn Punta Gorda

11. Baymont by Wyndham Punta Gorda/Port Charlotte

12. Holiday Inn Express & Suites Punta Gorda by IHG

13. Microtel Inn & Suites by Wyndham Port Charlotte/Punta Gorda

14. Four Points by Sheraton Punta Gorda Harborside

15. Best Western Plus Ambassador Suites Venice

16. SpringHill Suites by Marriott Punta Gorda Harborside

17. Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

18. Americas Best Value Inn & Suites North Port

19. Wyvern Hotel, an Ascend Collection Hotel

20. Warm Mineral Springs Motel

Where to stay in Windward

Palm Island

Cape Haze

Rotonda Sands

Placida Bay

Coral Creek

Top Windward Hotel Reviews

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Frequently asked questions

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