Hotels in Tradewinds, Sanibel from CA $278

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Filter by

Guest rating
Guest rating
Star rating

Tradewinds hotels and places to stay

Tween Waters Island Resort & Spa
Lobby
Tween Waters Island Resort & Spa
3.0 star property
8.6 out of 10, Excellent, (1001)
"Loved the entire stay. The gentleman that sets up the umbrellas and chairs on the beach was fantastic. Give him a raise "
The price is CA $320
CA $406 total
includes taxes & fees
Dec 3 - Dec 4
Tween Waters Island Resort & Spa
South Seas Resort
2 outdoor pools, cabanas (surcharge), pool umbrellas
South Seas Resort
3.5 star property
8.4 out of 10, Very good, (1001)
"Property was good still a lot of construction going on to repair damage from the hurricane. Staff was very nice great service overall experience was nice and easy walkable to pool and the private beach. "
South Seas Resort
Island Inn
Luxury Suite, Sea View | Beach/ocean view
Island Inn
3.5 star property
9.4 out of 10, Exceptional, (1061)
"Lovely place to stay! The management team was incredible, beautifully decorated very comfortable beds and extremely clean! Right on the beach❤️❤️❤️❤️"
The price is CA $372
CA $415 total
includes taxes & fees
Nov 24 - Nov 25
Island Inn
South Seas Bayside Villa 5234
A heated pool
South Seas Bayside Villa 5234
9.2 out of 10, Wonderful, (34)
"Overall very nice. Wish the place had more storage (no dressers, closets). The balcony was beautiful. Close to beach. You could walk, but with a 4 yo, we decided to drive the couple minutes to the beach access. Everything was as expected. The pool was great. We knew the elevator was not working. We also knew about the construction."
South Seas Bayside Villa 5234
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
Beach nearby
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
9.0 out of 10, Wonderful, (21)
"WAS NICE BUT NOT AS BIG AS THOUGHT IT WOULD BE"
The price is CA $278
CA $596 total
includes taxes & fees
Dec 3 - Dec 4
Coastal Chic Cottage "Sandpiper" minutes to the beach! Free bikes
Gorgeous Newly Renovated Coastal Cottage "Egret" Minutes to the beach and free bikes!! JULY SAVINGS!
Beach
Gorgeous Newly Renovated Coastal Cottage "Egret" Minutes to the beach and free bikes!! JULY SAVINGS!
8.8 out of 10, Excellent, (18)
"Excellent place."
The price is CA $320
CA $647 total
includes taxes & fees
Dec 14 - Dec 15
Gorgeous Newly Renovated Coastal Cottage "Egret" Minutes to the beach and free bikes!! JULY SAVINGS!
Breathtaking Views - Romantic Honeymoon Suite - Jensen's "On the Gulf" 4
On the beach
Breathtaking Views - Romantic Honeymoon Suite - Jensen's "On the Gulf" 4
8.4 out of 10, Very good, (7)
"Weekend getaway "
The price is CA $515
CA $957 total
includes taxes & fees
Nov 28 - Nov 29
Breathtaking Views - Romantic Honeymoon Suite - Jensen's "On the Gulf" 4
Stunning Beachfront Residence at South Seas Resort
Fridge, microwave, oven, stovetop
Stunning Beachfront Residence at South Seas Resort
10.0 out of 10, Exceptional, (3)
"The condo was very comfortable! The pictures and description were accurate. Kitchen was more than equipped. We have never had a VRBO kitchen with as many cooking accessories. We enjoyed the screen porch every evening! So close to many restaurants and shops! Will definitely come again!"
The price is CA $293
CA $780 total
includes taxes & fees
Dec 3 - Dec 4
Stunning Beachfront Residence at South Seas Resort
West End Paradise Unit 4 Scallop 5 - One bedroom suite w/water views
Terrace/patio
West End Paradise Unit 4 Scallop 5 - One bedroom suite w/water views
9.0 out of 10, Wonderful, (10)
"Enjoyed watching several species of birds and an Iguana on the screened in porch. It’s a two mile drive to J. N. Ding Darling Wildlife Reserve entrance, and about .25 mile to the beach parking lot. Nice quiet beach."
West End Paradise Unit 4 Scallop 5 - One bedroom suite w/water views
coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!
Beach nearby
coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!
9.2 out of 10, Wonderful, (31)
"Very clean, nicely decorated, roomy, comfortable bed and pillows, basic necessities, beach towels, beach chairs and collapsible beach wagon. Great location to Bowman’s Beach and the best shelling beaches. Would stay with them again."
The price is CA $390
CA $783 total
includes taxes & fees
Dec 3 - Dec 4
coastal chic cottage "Heron" minutes to the beach! JULY SAVINGS!
Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1
On the beach
Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1
6.8 out of 10, (5)
"This unit is in a great location and steps from the beach. Although our unit was small, it was all we needed for a quick 2 night get-a-way. It was clean, the bed was comfortable and the limited kitchen amenities were just enough to keep us fed. Appreciated the chairs, umbrellas and beach toys. For a longer stay I would suggest one of the second or third floor units but for the money, the first floor and sand right outside of the door this was a great place."
The price is CA $418
CA $827 total
includes taxes & fees
Nov 25 - Nov 26
Gulf Views - No Stairs - Directly “On the Beach” - Jensen's "On the Gulf" - Cozy Suite 1
Breakers West B5 Beach side condo with pool
Beach nearby, beach umbrellas
Breakers West B5 Beach side condo with pool
9.8 out of 10, Exceptional, (22)
"Enjoyed a fabulous girls trip! Unit is a very short and easy walk to the beach. Great communication as weather moved into the area."
Breakers West B5 Beach side condo with pool
Newly Reopened Luxury Sanibel Island 2-bedroom condo! Steps to the Beach!
Beach nearby
Newly Reopened Luxury Sanibel Island 2-bedroom condo! Steps to the Beach!
2.0 star property
10.0 out of 10, Exceptional, (6)
"This property is perfect for a shelling vacation. The proximity to the beach was great, the condo was awesome, decorated nicely, furniture is beautiful, foot washing station was very handy, kitchen had everything we needed. The shells on the beach at this property were INCREDIBLE. We are already planning our next trip."
Newly Reopened Luxury Sanibel Island 2-bedroom condo! Steps to the Beach!
Captiva Island Escape: Updated Condo with Pool, Steps to Beaches
Terrace/patio
Captiva Island Escape: Updated Condo with Pool, Steps to Beaches
Captiva Island Escape: Updated Condo with Pool, Steps to Beaches
Renovated Bayside Villa at South Seas Resort
Beach nearby
Renovated Bayside Villa at South Seas Resort
8.0 out of 10, Very good, (11)
"Nice place to stay, renovations from storm damage are still in effect so it had a bit of a construction feel to it but the actual unit was nice and clean and safe. "
Renovated Bayside Villa at South Seas Resort
West End Paradise 3M Sanddollar 7 - Quaint Hotel Style Room near the Beach
Aerial view
West End Paradise 3M Sanddollar 7 - Quaint Hotel Style Room near the Beach
7.2 out of 10, Good, (5)
"Real nice and clean place. Peaceful location."
West End Paradise 3M Sanddollar 7 - Quaint Hotel Style Room near the Beach
Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS
Beach
Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS
9.8 out of 10, Exceptional, (35)
"Rain happened but stay was still enjoyable. One suggestion was to have shampoo, conditioner and body wash available as I have never stayed anywhere that didn’t have it."
The price is CA $320
CA $647 total
includes taxes & fees
Dec 13 - Dec 14
Gorgeous Coastal Cottage "Ibis" Minutes to the beach and free bikes! JULY SAVINGS
Newly Renovated South Seas Villa with Pool
TV
Newly Renovated South Seas Villa with Pool
9.0 out of 10, Wonderful, (8)
"Property manager incredibly attentive. Thank you. Just as described, minor requests were immediately addressed and resolved. We’ve stayed in this property before and would stay again. Thank you. "
Newly Renovated South Seas Villa with Pool
South Seas Beach Villa 2418 Coastal Luxury
On the beach, beach umbrellas
South Seas Beach Villa 2418 Coastal Luxury
9.8 out of 10, Exceptional, (63)
"We enjoyed our stay, the Condo was updated and very comfortable. It had everything we needed for our stay and was very clean. We will return!"
South Seas Beach Villa 2418 Coastal Luxury
West End Paradise Unit 4E Coral 4 - One bedroom efficiency suite
Aerial view
West End Paradise Unit 4E Coral 4 - One bedroom efficiency suite
9.4 out of 10, Exceptional, (20)
"I wanted to get as close as I could to Bowman’s Beach and Blind Pass to go shell collecting. For the price this was a gem. I was able to do my daily walks at 5am collecting shells and be back for breakfast/brunch with my husband. Couldn’t walk on the beach to Blind Pass, have to walk on bike trail. So if you’re interested in shell collecting this spot was very good. You get a beach pass to park at the Trade Winds parking lot which was empty most of the time. This was convenient if you wanted to...
West End Paradise Unit 4E Coral 4 - One bedroom efficiency suite
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.
Don't see what you're looking for?
See all available properties in Tradewinds
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
Unlock Black Friday deals

Frequently asked questions

What is Tradewinds like?

Travelers will be sure to enjoy their time in Sanibel's Tradewinds neighborhood. Consider a visit to J. N. Ding Darling National Wildlife Refuge as part of your Tradewinds travel plans.

Where is the best place to stay in Tradewinds?

For your stay in Tradewinds, West End Paradise Unit 4 - One bedroom suite w/water views is one of the top choices based on our traveler data.

How many hotels will I find in Tradewinds?

Expedia has 21 hotels and other accommodations in Tradewinds to choose from, making this an ideal home base for exploring the greater Sanibel area.

If I need to cancel my hotel reservation in Tradewinds, will I receive a refund?

Yes, the majority of hotel reservations are refundable if you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, you may still be able to cancel and receive a refund within 24 hours of your booking. Enter dates in and click on "Search", then you can use the "fully refundable" filter to get the best deals in Tradewinds.

Where can I learn more about changing or cancelling my trip to Tradewinds?

To access more information about rescheduling or cancelling your trip to Tradewinds, head over to our customer service page.

What is there to do in this Sanibel neighborhood?

J. N. Ding Darling National Wildlife Refuge is an attraction you might want to check out while you're in Tradewinds. When you're sightseeing in Sanibel, Bowman's Beach and Sanibel Bayous are also worth a stop.