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Our top choices for Windward hotels

1. 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 ¥22,633
¥25,350 total
includes taxes & fees
Nov 17 - Nov 18
Boca Grande Hotel

2. 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 ¥10,952
¥12,814 total
includes taxes & fees
Nov 13 - Nov 14
Sun Coast Inn

3. Englewood Inn & Suites

Englewood Inn & Suites
2.5 star property
8.5 km from Windward
7.8 out of 10, Good, (125 reviews)
"Great place to stay"
United States
James
The price is ¥11,857
¥13,280 total
includes taxes & fees
Nov 23 - Nov 24
Englewood Inn & Suites

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 ¥10,404
¥11,652 total
includes taxes & fees
Nov 13 - Nov 14
Lemon Bay Motel

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 ¥13,332
¥14,932 total
includes taxes & fees
Nov 18 - Nov 19
Grove City Motel

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 ¥20,102
¥22,715 total
includes taxes & fees
Nov 23 - Nov 24
Hampton Inn & Suites North Port

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 ¥22,962
¥97,141 total
includes taxes & fees
Nov 17 - Nov 18
Chadwick Cove Resort & Marina

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, (1,002 reviews)
"great place to stay clean rooms"
United States
Abraham
The price is ¥14,475
¥16,356 total
includes taxes & fees
Nov 24 - Nov 25
Best Western Plus Ambassador Suites Venice

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 ¥14,935
¥16,877 total
includes taxes & fees
Nov 29 - Nov 30
Fairfield Inn & Suites by Marriott Venice

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 ¥20,706
¥25,265 total
includes taxes & fees
Nov 22 - Nov 23
Four Points by Sheraton Punta Gorda Harborside

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 ¥26,071
¥37,252 total
includes taxes & fees
Nov 22 - Nov 23
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

12. 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 ¥16,137
¥18,073 total
includes taxes & fees
Nov 29 - Nov 30
Holiday Inn Express & Suites Punta Gorda by IHG

13. 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 ¥29,284
¥32,652 total
includes taxes & fees
Nov 17 - Nov 18
The Palmetto Inn

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 ¥10,864
¥12,168 total
includes taxes & fees
Nov 21 - Nov 22
Baymont by Wyndham Punta Gorda/Port Charlotte

15. 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, (1,005 reviews)
"Pleasant 5 day stay, close to beaches and commerce."
United States
Christina
The price is ¥12,885
¥14,430 total
includes taxes & fees
Nov 18 - Nov 19
Days Inn by Wyndham Port Charlotte/Punta Gorda

16. 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 ¥11,682
¥13,083 total
includes taxes & fees
Dec 6 - Dec 7
Country Inn & Suites by Radisson, Port Charlotte, FL

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 ¥22,208
¥24,873 total
includes taxes & fees
Nov 22 - Nov 23
SpringHill Suites by Marriott Punta Gorda Harborside

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 ¥13,840
¥15,501 total
includes taxes & fees
Dec 13 - Dec 14
Comfort Inn & Suites

19. 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 ¥20,372
¥22,818 total
includes taxes & fees
Dec 13 - Dec 14
Wyvern Hotel, an Ascend Collection Hotel

20. 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 ¥29,909
¥33,498 total
includes taxes & fees
Nov 30 - Dec 1
The Suites at Fishermen’s Village
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.

Compare top hotels in Windward

2.5 star property
6.9 km from Windward
2.5 star property
9 km from Windward
2.5 star property
8.5 km from Windward
2.0 star property
9.8 km from Windward
3.5 star property
7.2 km from Windward
8.8
Excellent
674 reviews
8.0
Very good
1,001 reviews
7.8
Good
125 reviews
8.4
Very good
153 reviews
7.2
Good
315 reviews
The price is ¥22,633
¥25,350 total
includes taxes & fees
Nov 17 - Nov 18
The price is ¥10,952
¥12,814 total
includes taxes & fees
Nov 13 - Nov 14
The price is ¥11,857
¥13,280 total
includes taxes & fees
Nov 23 - Nov 24
The price is ¥10,404
¥11,652 total
includes taxes & fees
Nov 13 - Nov 14
The price is ¥13,332
¥14,932 total
includes taxes & fees
Nov 18 - Nov 19
  • No Breakfast included
  • No Pool
  • No Spa
  • No Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • No Pool
  • No Spa
  • No Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet friendly
  • Yes, WiFi included
  • Yes, Parking

Where to stay in Windward

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

Palm Island

While visiting Palm Island, you might make a stop by sights like Lemon Bay and Don Pedro Island Beach.

Cape Haze

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

Rotonda Sands

If you're looking for some top things to see and do in Rotonda Sands and surrounding area, you can visit Don Pedro Island State Park and Little Gasparilla Island Beach.

Placida Bay

Though Placida Bay might not have many top sights, you can venture to the surrounding area to see attractions like Little Gasparilla Island Beach and Don Pedro Island State Park.

Coral Creek

Though Coral Creek might not have many top sights, you can venture to the surrounding area to see attractions like Gasparilla Marina and Little Gasparilla Island Beach.

Top Windward Hotel Reviews

Frequently asked questions

What is Windward like?
Travelers will be sure to find plenty to entertain them in Placida's Windward neighborhood.
If I need to cancel my hotel reservation in Windward, will I receive a refund?
Yes! You'll find that most room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you have a reservation that's non-refundable, it may still be possible to cancel it and get a refund within a 24-hour period of booking. Enter your dates, click on "Search", then use the filter option "fully refundable" to get the best deals available in Windward.
Where can I learn more about changing or cancelling my trip to Windward?
To access more information about changing or cancelling your trip to Windward, go to https://www.expedia.com/service/.
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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