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 2025

Top 10 Hotels in Windward

"Friendly close to airport , gas and fast food "

includes taxes & fees

2 Feb - 3 Feb

Outdoor pool, open 7 AM to 10 PM, pool loungers

"Very nice! Close to airport,food and shopping."

includes taxes & fees

2 Feb - 3 Feb

"Check in lady was so nice. "

includes taxes & fees

2 Feb - 3 Feb

"It was close to the airport. "

includes taxes & fees

2 Feb - 3 Feb

2 restaurants, breakfast, lunch, dinner served; American cuisine

"The room, staff, and food all were outstanding!! Website did say there was a pool and there wasn’t. "

includes taxes & fees

2 Feb - 3 Feb

"We stayed 5 days and enjoyed the breakfast very much. Had the pool to ourselves which was nice. "

includes taxes & fees

2 Feb - 3 Feb

Ocean views, serves lunch, dinner and happy hour

"It was a nice clean hotel. Only bad thing was we booked a king and when we checked in, they said they only had queens"

includes taxes & fees

23 Feb - 24 Feb

"We were happy with the hotel and staff. It was clean, comfortable and convenient. Our only complaint was the lack of parking spaces for hotel guests. We had to walk across the field and park on Taylor Street on 3 of the 4 nights we were there. We were concerned about the safety and security of parking our vehicle that far from the hotel. Thankfully, we are healthy senior citizens and are able to handle the walk. Other than the parking situation we would highly recommend this hotel."

includes taxes & fees

1 Feb - 2 Feb

"I was pleasantly surprised as to how clean and quiet the property was. I would stay at this location if I return to the area."

includes taxes & fees

23 Feb - 24 Feb

Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas, pool loungers

"Booked with this hotel because of advertised airport shuttle service. It was down for repairs and hotel did not offer another option (like a voucher) so had to pay for a taxi. "

includes taxes & fees

2 Mar - 3 Mar

Premium bedding, in-room safe, desk, blackout curtains

"Wouldn't hesitate booking her again great value and high quality"

includes taxes & fees

19 Feb - 20 Feb

"This hotel is a pretty good place to stay. "

includes taxes & fees

23 Feb - 24 Feb

"Loved it"

includes taxes & fees

2 Feb - 3 Feb

2 outdoor pools, open 8:00 AM to 8:30 PM, pool cabanas (surcharge)

"Very nice property to visit. Great food options. "

includes taxes & fees

16 Feb - 17 Feb

"It’s ok"

includes taxes & fees

1 Feb - 2 Feb

"Good place for the price, helpful staff"

includes taxes & fees

3 Feb - 4 Feb

"We stayed here a couple of times the rooms are nice. It was reasonably clean. Our biggest complaint was the bed was so high. I couldn’t get in it. I’m 54 and I could not get in the bed without help from my husband or standing on a suitcase. The bed was higher than my waist. I know they’re trying to save their employees backs while changing beds and they should have a stepstool in the rooms. It’s unsafe. "

includes taxes & fees

6 Feb - 7 Feb