Tradewinds Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Tradewinds

Find the best Tradewinds areas and neighborhoods for the activities you enjoy most. Learn more about Tradewinds
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Beachview Country Club Estates

1 out of top 10 points of interest in this area

While visiting Beachview Country Club Estates, you might make a stop by sights like Periwinkle Way and Sanibel Island Golf Club.

Find hotels in Beachview Country Club Estates

Top hotels in Tradewinds

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street, Fort Myers Beach, FL
The price is 4.932.170 ₫ per night from 18 Aug to 19 Aug
4.932.170 ₫
6.522.776 ₫ total
18 Aug - 19 Aug
includes taxes & fees
8.8/10 Excellent! (1,346 reviews)
"Nice property. Dining was limited and constant noise all day long."

Reviewed on 9 Aug 2025

Margaritaville Beach Resort Fort Myers
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
1400 Estero Blvd, Fort Myers Beach, FL
Fully refundableReserve now, pay when you stay
The price is 3.683.373 ₫ per night from 20 Aug to 21 Aug
3.683.373 ₫
5.276.417 ₫ total
20 Aug - 21 Aug
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Great beach weekend hotel
"From the outside the place looks like a basic hotel. But the actual rooms were cute and clean. Five stars to the restaurant downstairs. The food and drinks are delicious! The rooms and restaurant have a beautiful view to the beach. The only thing I do have an issue with is the fact that they have ..."

Reviewed on 6 Aug 2025

Lani Kai Beachfront Resort
Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
1231 Middle Gulf Dr, Sanibel, FL
Fully refundableReserve now, pay when you stay
The price is 6.004.609 ₫ per night from 10 Aug to 11 Aug
6.004.609 ₫
7.350.663 ₫ total
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (1,259 reviews)
"This is our 2nd year staying here. We were able to get the same room, which was awesome!! Staff was more than nice and accommodating. We will be back again! Thank you!"

Reviewed on 7 Aug 2025

Sanibel Island Beach Resort
See all 12,032 properties in Tradewinds
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.

Frequently asked questions

How much does a Tradewinds holiday package cost?
Customize your Tradewinds holiday package from only . Pick from any combination of rental cars, flights and hotels to create the trip you've been dreaming of. Remember to add on a few activities!
How do I get a cheap travel package to Tradewinds?
Combine your bookings with Expedia to save big bucks on your next trip. With over 550 airlines and 1null000null000 hotel options across the world, your Tradewinds holiday package can be tailored exactly to suit your travel style. With all that extra money, why not include one or more awesome activities and tours? It's an easy way to unlock even more savings. That dream holiday to Tradewinds is much closer than you thought!
Where should I stay in Tradewinds?
With popular attractions like Sanibel Island Southern Beach and Bowmans Beach in this area, look for a hotel positioned near either of them. J. N. Ding Darling National Wildlife Refuge is another sight in Tradewinds that draws the crowds.
What are the top hotels in Tradewinds?
Secure a room at West End Paradise Unit 3 - One Bedroom Suite W. It's one of the neighbourhood's most popular properties. Another top option in Tradewinds is West End Paradise Unit 1 - One Bedroom Suite W.
How far in advance should I book my Tradewinds holiday?
While prices fluctuate, we generally advise booking your spot as early as possible. Most international airfares can be compared on Expedia up to 12 months in advance. If circumstances have left you booking last minute, you may still get lucky. Cheap journeys to Tradewinds sometimes occur only weeks before departure.
What does an Expedia Tradewinds travel package include?
Much of that depends on you. You can choose from a range of Tradewinds packages, such as a rental car, flight and hotel. You can also book a hotel and a flight, or a rental car and a flight. Once you've made your booking, you can add on the fun stuff like experiences and tours. Whatever your Tradewinds holiday looks like, get ready to save!
What should I know before booking a Tradewinds travel package?
Design deals to match your budget with an Expedia package. Hotels, airfares, rental cars — we have everything you need to plan your break. You'll save precious dollars just for combining your bookings. Whether you're taking off on an adventure in the snow or kicking back on a warm beach, your ideal holiday is just clicks away.
Can I choose my airline with a Tradewinds Expedia holiday package?
Expedia offers access to more than 550 airline partners worldwide, so you definitely can. Simply choose your preferred carrier and craft your ideal Tradewinds getaway.
If I'm not able to travel, can I cancel my Tradewinds holiday package?
It's good to know that you can cancel your Tradewinds booking if your travel plans have been upended. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. You may be able to cancel or change for free if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.

Popular places to visit

Bowman's Beach

Bowman's Beach

If a restful holiday is part of your travel plans, Bowman's Beach might be the perfect place to visit during your trip to Sanibel. Discover the beautiful sunsets in this relaxing area or enjoy its cycling trails.

Bowman's Beach
Sanibel Island Lighthouse

Sanibel Island Lighthouse

You can find out about the history of Sanibel with a trip to Sanibel Island Lighthouse. Wander through the beautiful beaches and seaside in this family-friendly area.

Sanibel Island Lighthouse
Periwinkle Way

Periwinkle Way

During your trip to Sanibel, you can do some window-shopping at Periwinkle Way. Wander the beautiful beaches in this family-friendly area.

Periwinkle Way