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Check prices for these dates

This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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Our top choices for Windward hotels

A spacious indoor area with a central table and chairs, surrounded by potted plants and a tiled floor.

1. Boca Grande Hotel

Boca Grande Hotel
2.5 star property
6.9 km from Windward
8.8 out of 10, Excellent, (671 reviews)
"Loved our stay!"
United States
Ayse
The price is Rp2.237.500
Rp2.506.000 total
includes taxes & fees
15 Oct - 16 Oct
Boca Grande Hotel
A hotel room with a large bed, two bedside lamps, a nightstand, a mirror, and a curtain.

2. Sun Coast Inn

Sun Coast Inn
2.5 star property
9 km from Windward
8.0 out of 10, Very good, (1,000 reviews)
"VERY NICE PLACE."
United States
John
The price is Rp1.235.100
Rp1.445.067 total
includes taxes & fees
15 Oct - 16 Oct
Sun Coast Inn
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, (115 reviews)
"The property is exceptionally clean and well maintained for the price. The staff that I made contact with were very friendly. I'll stay their again without a doubt."
United States
DANIEL
The price is Rp1.208.250
Rp1.353.419 total
includes taxes & fees
15 Oct - 16 Oct
Englewood Inn & Suites
An outdoor patio with grey sofas, a glass-top table, and a fire feature.

4. 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, (777 reviews)
"Great experience very nice hotel"
United States
Diana
The price is Rp2.343.110
Rp2.647.715 total
includes taxes & fees
29 Oct - 30 Oct
Hampton Inn & Suites North Port
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 Rp1.253.000
Rp1.403.361 total
includes taxes & fees
15 Oct - 16 Oct
Grove City Motel
An aerial view of a coastal town with beachfront properties, a marina, and clear blue waters.

6. 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 Rp2.877.246
Rp11.277.516 total
includes taxes & fees
19 Oct - 20 Oct
Chadwick Cove Resort & Marina
A reception area with a counter, seating, and a view of the outside.

7. Lemon Bay Motel

Lemon Bay Motel
2.0 star property
9.8 km from Windward
8.4 out of 10, Very good, (150 reviews)
"Staff was nice, Rooms were clean Great stay"
United States
Alexander
The price is Rp1.112.397
Rp1.245.884 total
includes taxes & fees
27 Oct - 28 Oct
Lemon Bay Motel
A large swimming pool with multiple lanes, surrounded by palm trees and lounge chairs, with a hotel building in the background.

8. 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, (3,474 reviews)
"Property is beautiful and tons of amenities, great variety of food and restaurants."
United States
Yosel
The price is Rp1.778.974
Rp2.894.611 total
includes taxes & fees
1 Nov - 2 Nov
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
A modern kitchen with white cabinets, a dining area with a wooden table and chairs, and a view of a pool through a glass door.

9. Dreams Away - Sleeps 10 Pool Golf Fun

Dreams Away - Sleeps 10 Pool Golf Fun
2.0 star property
3.1 km from Windward
The price is Rp2.444.948
Rp7.363.816 total
includes taxes & fees
25 Oct - 26 Oct
Dreams Away - Sleeps 10 Pool Golf Fun
A beachfront walkway with palm trees wrapped in lights, a thatched-roof structure, and a wooden fence.

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)
"We loved our short stay! Friendly staff, the pool was great, and we loved TTs tiki bar. Great location in Punta Gorda"
United States
Tricia
The price is Rp2.319.840
Rp2.830.742 total
includes taxes & fees
1 Nov - 2 Nov
Four Points by Sheraton Punta Gorda Harborside
A bedroom with a bed, bedside tables, a ceiling fan, and artwork on the wall.

11. The Palmetto Inn

The Palmetto Inn
3.0 star property
12.9 km from Windward
8.2 out of 10, Very good, (128 reviews)
"Great service and great place. Live the hot plate to cook on!!"
United States
Lindsay
The price is Rp2.237.500
Rp2.494.902 total
includes taxes & fees
18 Oct - 19 Oct
The Palmetto Inn
A hotel lobby with a reception desk, two patterned armchairs, a sofa, a coffee table, and a TV screen.

12. 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, (1,000 reviews)
"Great breakfast and very nice staff"
United States
Nicholas
The price is Rp1.399.959
Rp1.581.955 total
includes taxes & fees
28 Oct - 29 Oct
Best Western Plus Ambassador Suites Venice
A rocky beach with large boulders in the foreground and a clear blue sky.

13. 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, (1,003 reviews)
"Super clean rooms and soft towels great breakfast plenty food and selection Very happy to stop here coming back again next week"
United States
Maritza
The price is Rp1.746.682
Rp1.973.751 total
includes taxes & fees
1 Nov - 2 Nov
Fairfield Inn & Suites by Marriott Venice
A beach with a thatched-roof structure, palm trees, and a view of the sea.

14. 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, (1,344 reviews)
"Stay here every time I visit Florida. Highly recommend"
United States
Dawn
The price is Rp3.068.776
Rp3.436.979 total
includes taxes & fees
26 Oct - 27 Oct
The Suites at Fishermen’s Village
A hotel room with a large bed, a desk, a chair, a TV, and a window with a view.

15. 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, (1,000 reviews)
"Nice place to stay and easy to find when traveling."
United States
Virginia
The price is Rp1.807.900
Rp2.024.848 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express & Suites Punta Gorda by IHG
A bar area with seating and a counter.

16. 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)
"Very clean, centrally located, great staff! A must stay."
United States
April
The price is Rp2.192.551
Rp2.455.657 total
includes taxes & fees
12 Nov - 13 Nov
Wyvern Hotel, an Ascend Collection Hotel
A modern hotel lobby with wooden furniture, a central bar area, and large windows offering a view of palm trees.

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, (907 reviews)
"Pool was very nice and clean"
United States
Minh
The price is Rp2.488.100
Rp2.786.672 total
includes taxes & fees
25 Oct - 26 Oct
SpringHill Suites by Marriott Punta Gorda Harborside
A resort with a large pool, a pier extending into the sea, and a building with a modern design.

18. Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton
4.0 star property
24.8 km from Windward
9.4 out of 10, Exceptional, (133 reviews)
"Spectacular view and pool!"
United States
Galo
The price is Rp2.633.233
Rp3.851.380 total
includes taxes & fees
29 Oct - 30 Oct
Sunsuites Villas At Sunseeker Resort, Curio By Hilton
A hotel room with two beds, a desk, a chair, and a large beach-themed painting on the wall.

19. 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)
"Pleasant 5 day stay, close to beaches and commerce."
United States
Christina
The price is Rp1.453.122
Rp1.627.497 total
includes taxes & fees
22 Oct - 23 Oct
Days Inn by Wyndham Port Charlotte/Punta Gorda
A spacious living area with a curved sofa, a glass coffee table, and a flat-screen TV.

20. 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, (1,244 reviews)
"Great place to stay."
United States
Troy
The price is Rp1.171.555
Rp1.312.142 total
includes taxes & fees
24 Oct - 25 Oct
Baymont by Wyndham Punta Gorda/Port Charlotte
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.
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Where to stay in Windward

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

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

8/10 Good
"Staff were very polite and helpful other than when promotional items were attempted to be redeemed. Water stations were not available as stated. Very nice accommodations."
Craig 5-night trip
Posted 4 hours ago
Sunsuites Villas At Sunseeker Resort, Curio By 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.

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