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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 Rp2.237.375
Rp2.505.860 total
includes taxes & fees
18 Oct - 19 Oct
Boca Grande Hotel
A modern kitchen with grey cabinets, a black refrigerator, and a white countertop.

2. Englewood Inn & Suites

Englewood Inn & Suites
2.5 star property
8.5 km from Windward
7.8 out of 10, Good, (114 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 Rp1.208.182
Rp1.353.164 total
includes taxes & fees
14 Oct - 15 Oct
Englewood Inn & Suites
A hotel room with a large bed, two bedside lamps, a nightstand, a mirror, and a curtain.

3. Sun Coast Inn

Sun Coast Inn
2.5 star property
9 km from Windward
8.0 out of 10, Very good, (1,000 reviews)
The price is Rp1.235.031
Rp1.444.986 total
includes taxes & fees
18 Oct - 19 Oct
Sun Coast Inn
A compact kitchen with white cabinets, a microwave, stove, and a glass dining table with chairs.

4. 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 Rp1.253.910
Rp1.404.379 total
includes taxes & fees
14 Oct - 15 Oct
Grove City Motel
An outdoor patio with grey sofas, a glass-top table, and a fire feature.

5. 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, (776 reviews)
"Great experience very nice hotel"
United States
Diana
The price is Rp2.342.979
Rp2.647.567 total
includes taxes & fees
25 Oct - 26 Oct
Hampton Inn & Suites North Port
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, (30 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 Rp2.877.085
Rp11.276.885 total
includes taxes & fees
20 Oct - 21 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 Rp1.111.528
Rp1.245.054 total
includes taxes & fees
18 Oct - 19 Oct
Lemon Bay Motel
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.

8. 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 Rp2.446.724
Rp7.377.476 total
includes taxes & fees
18 Oct - 19 Oct
Dreams Away - Sleeps 10 Pool Golf Fun
A large swimming pool with multiple lanes, surrounded by palm trees and lounge chairs, with a hotel building in the background.

9. 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, (3,473 reviews)
"Property is beautiful and tons of amenities, great variety of food and restaurants."
United States
Yosel
The price is Rp2.649.834
Rp3.870.630 total
includes taxes & fees
29 Oct - 30 Oct
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
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, (1,001 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 Rp2.321.525
Rp2.832.799 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 Rp2.239.125
Rp2.496.714 total
includes taxes & fees
14 Oct - 15 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 Rp1.399.881
Rp1.581.866 total
includes taxes & fees
26 Oct - 27 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 Rp1.747.951
Rp1.975.183 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 Rp3.068.605
Rp3.436.787 total
includes taxes & fees
25 Oct - 26 Oct
The Suites at Fishermen’s Village
A bar area with seating and a counter.

15. 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, (1,007 reviews)
"Very clean, centrally located, great staff! A must stay."
United States
April
The price is Rp2.190.838
Rp2.453.738 total
includes taxes & fees
11 Nov - 12 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.

16. 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 Rp2.579.472
Rp2.889.009 total
includes taxes & fees
25 Oct - 26 Oct
SpringHill Suites by Marriott Punta Gorda Harborside
A hotel room with two beds, a desk, a chair, and a large beach-themed painting on the wall.

17. 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, (1,002 reviews)
"Pleasant 5 day stay, close to beaches and commerce."
United States
Christina
The price is Rp1.453.041
Rp1.627.407 total
includes taxes & fees
21 Oct - 22 Oct
Days Inn by Wyndham Port Charlotte/Punta Gorda
A hotel room with a large bed, a desk, a chair, a TV, and a window with a view.

18. 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, (1,005 reviews)
"Nice place to stay and easy to find when traveling."
United States
Virginia
The price is Rp1.809.213
Rp2.026.319 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express & Suites Punta Gorda by IHG
A resort with a large pool, a pier extending into the sea, and a building with a modern design.

19. 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, (132 reviews)
"Spectacular view and pool!"
United States
Galo
The price is Rp4.391.909
Rp5.821.753 total
includes taxes & fees
21 Oct - 22 Oct
Sunsuites Villas At Sunseeker Resort, Curio By Hilton
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, (1,242 reviews)
"Great place to stay."
United States
Troy
The price is Rp1.233.310
Rp1.381.307 total
includes taxes & fees
23 Oct - 24 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.
View all properties

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

Baymont by Wyndham Punta Gorda/Port Charlotte

Baymont by Wyndham Punta Gorda/Port Charlotte

8/10 Good
"Room itself was clean. Shower needed some attention"
Henry 1-night trip
Posted 1 hour ago
Baymont by Wyndham Punta Gorda/Port Charlotte

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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