Find a Hotel in Windward

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Top hotels in Windward

Sunseeker Resort Charlotte Harbor

Sunseeker Resort Charlotte Harbor

4.5 out of 5
5500 Sunseeker Way, 785, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $196 total per night from Oct 2 to Oct 3
$196 total
Oct 2 - Oct 3
Total with taxes and fees
A full-service spa, 7 restaurants, and 2 outdoor pools are all featured at this luxury resort. If you want to take your pet along, this pet-friendly property ...
Sunseeker Resort Charlotte Harbor
Country Inn & Suites by Radisson, Port Charlotte, FL

Country Inn & Suites by Radisson, Port Charlotte, FL

2.5 out of 5
24244 Corporate Ct, Port Charlotte, FL
Fully refundable
$71 nightly
The price is $80 total per night from Sep 14 to Sep 15
$80 total
Sep 14 - Sep 15
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests ...
Country Inn & Suites by Radisson, Port Charlotte, FL
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

North Captiva
This vacation home featured laundry facilities and barbecue grills.
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **
Fairfield Inn & Suites by Marriott Venice

Fairfield Inn & Suites by Marriott Venice

2.5 out of 5
2935 Executive Dr, Venice, FL
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $130 total per night from Sep 21 to Sep 22
$130 total
Sep 21 - Sep 22
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests ...
Fairfield Inn & Suites by Marriott Venice
Wyvern Hotel, an Ascend Collection Hotel

Wyvern Hotel, an Ascend Collection Hotel

4 out of 5
101 E Retta Esplanade, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $137 total per night from Sep 13 to Sep 14
$137 total
Sep 13 - Sep 14
Total with taxes and fees
This smoke-free hotel features 2 restaurants and 2 bars/lounges. Traveling on business? Take advantage of the free WiFi in public areas and free internet in ...
Wyvern Hotel, an Ascend Collection Hotel
Motel 6 Venice, FL

Motel 6 Venice, FL

2 out of 5
281 US 41 Bypass North, Venice, FL
Fully refundableReserve now, pay when you stay
$56 nightly
The price is $63 total per night from Sep 7 to Sep 8
$63 total
Sep 7 - Sep 8
Total with taxes and fees
This motel features 10 beach bars and an outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, a snack bar/deli, ...
Motel 6 Venice, FL
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
1200 W Retta Esplanade, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
$176 nightly
The price is $197 total per night from Sep 26 to Sep 27
$197 total
Sep 26 - Sep 27
Total with taxes and fees
A marina and a restaurant are featured at this smoke-free condo resort. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking ...
The Suites at Fishermen’s Village- 2 Bedroom Suites
Baymont by Wyndham Punta Gorda/Port Charlotte

Baymont by Wyndham Punta Gorda/Port Charlotte

2.5 out of 5
9035 Mac Drive, Punta Gorda, FL
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $75 total per night from Sep 8 to Sep 9
$75 total
Sep 8 - Sep 9
Total with taxes and fees
This motel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub ...
Baymont by Wyndham Punta Gorda/Port Charlotte
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
812 Kings Hwy, Port Charlotte, FL
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $85 total per night from Sep 21 to Sep 22
$85 total
Sep 21 - Sep 22
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. ...
Comfort Inn & Suites
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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.

Windward Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on Windward area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Windward to find the perfect one to will fit your budget.

Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Windward are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.