About this rental
Condo-cottage with Old Florida charm.....
Welcome to paradise.....This updated cottage is within a small resort, just steps from a beautiful private gulf beach. Drive into the Tradewinds Resort, and you will find quaint, pastel colored cottages on both sides of you hidden behind lush tropical foliage. This is a spotless and wonderfully located hideaway resort!
If you want clean and quiet, you've come to the right place! Please don't hesitate to call me if you have questions or want to book this!
Call any day or time!
1 bedroom with king bed, 1 bath, full kitchen with open floor plan and breakfast bar, living room w/sofa sleeper and (2) cable TVs. Huge walk in closet in the bedroom. 533 sq. ft. inside, 662 sq. ft. including the outdoor porch.
Everything you need is here! Fully equipped! About 100 feet from the resort to the beautiful private beach.
This destination is a great option to add a few days onto an Orlando visit!.... you will find this peaceful and relaxing!
You pick the dates, there is a 2 night minimum stay. Start any day of the week!
Housekeeping fee only applies to 7 night or more stays.
Ours is north unit #10.
The island is very narrow here, The gulf and the Sarasota Bay, are on either sides... the pool is on the bay by the fishing dock...and the beach is right across Gulf Drive.
Pets should not be over 75 lbs (exceptions might be made.. please inquire) . and there is an additional fee of $65 per pet. (limit 2 pets)
The island is 7 miles long, located just south of the Tampa Bay area and just north of Longboat Key.....on the Gulf of Mexico. Beautiful white sugar sand beaches...........and sunsets that will take your breath away.
Here are a couple of comments we've received from people that have stayed at our Tradewinds:
Our very first customer wrote: "I just wanted to let you know that we had a great time at your cottage. Our only regret was that we didn't plan to stay there longer. Anna Maria Island is peaceful and beautiful, it is one of Florida's best kept secrets. We are hoping to go back next year and take advantage of some of the things we didn't have time for.
Another wrote.....We had a fabulous time! Your place was perfect!
It was so nice to be able to walk somewhere nice for dinner, then take your shoes off and walk home on the beach!
For most of the two weeks we were there, there was "no vacancy" - but we never had a problem with noise, parking or getting a spot by the pool. We have memories of Anna Maria Island that will last a life time! Julie
NOTE:-I ANSWER ALL INQUIRIES...
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NOTE: This property is a great investment property! Please contact the owner for details if interested in owning this unit!
4th night free starts May 1 with Sun or Mon check-in only - note, you must mention this offer
Why Kids Love It
Old Florida... no high rises... no fast food chains (subway is there)
Very relaxing... you will love it!
Shops and restaurants nearby...
Steps to the beach...
Attractions Within Walking Distance
Bridge Street... shops and restaurants!
Bridge Street Pier
Free trolley stops very close by
restaurants and shops
Favorite Places To Eat
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|Rate Period||Nightly||Weekend Night||Weekly||Monthly||Min Stay|
Feb 01 - Apr 15 2023
Apr 16 - Jul 31 2023
Aug 01 - Dec 31 2023
Jan 01 - Jan 31 2024
Pet Fee: $65
R/fee less than 7-per nt: $30
R/fee more than 7-per nt: $20
Clean fee - 7 nights +: $175
Clean fee - 28 nights +: $195
Tax Rate: 12%
Resort Cancellation Policy
90% of deposit refund if canceled at least 14 days or more before arrival date, or you can re-book for $25 fee.
If cancelled within 14 days of arrival, 90% deposit credit will be kept on the books for a future stay.
10% discount for 28 nights or more... Different cancellation policy for monthly stays... please inquire
Note, in the fees, R/fee is Resort Fee...
For less than 7 night stay, its 30 per night
For 7 nights or more, its 20 per night.... (500 limit on extended stays)
Last updated on February 12, 2023
Hosted by Linda Virgils
Member since 2017
Year Purchased: 2004
About the owner: We are a retired couple currently living in the Chicagoland area... we love Florida and LOVE Anna Maria Island!! We know you will love it too!
Why this property? The Tradewinds cottages on Anna Maria Island are clean and quiet.... you get that Old Florida feel. Our cottage has recently been remodeled... The beach is steps away... lounge chairs are provided for you on the beach... life is good here and the Sunsets are to die for! Come see for yourself.... you won't want to leave!!!
Thank you and hope to hear from you!
Fabulous view from the lanai!
The location is amazing, tucked between the Gulf and the intercoastal/estuary. The condo is spacious, comforable and clean. It provided a relaxing backdrop for a wonderful vacation. I very much appreciatated the jacuzzi, and the washer and dryer within the unit. We will be back!
Stayed: February 2023 Submitted: March 06, 2023
Thank you so much for your great review!... I am so happy you loved the Tortuga Inn condo unit. The Anna Maria Island Resorts accommodations are all perfect... I hope I can help you again in the future.
7 wonderful nights
The bay view was a real treat, especially watching the sun rise. The pool was relaxing I looked forward to it everyday. Short walk to the beach and to many restaurants. Friendly staff and everywhere was CLEAN! Our unit was comfortable and supplied our every need. 2 days before we left our refrigerator died. I called the office and she said maintenance would be there in 5 minutes. They not only were there in 5 minutes but they brought a replacement refrigerator already cooled!! Amazing.. can’t wait to go back.
Stayed: February 2023 Submitted: February 27, 2023
Thank you Shelia for your great review!... Im so glad you were happy with your accommodation. I hope I can help you in the future. Stay safe, Linda
A Slice of Heaven
The condo was perfect for our little family! We walked back and forth to the beach a few times a day, took a quick drive to Publix or to get a bite to eat. It had everything we needed inside too- we really couldn't have asked for more!
Stayed: December 2022 Submitted: January 13, 2023
A nice last minute stay
We stayed for a few nights during the last week of January. The room was very clean and included every amenity we needed. The location is great and so convenient to the beach and restaurants. We will definitely be back!
Stayed: January 2022 Submitted: April 14, 2022
Steps to the beach, pool, & back deck on the bay!
My husband and I 100% enjoyed our stay at Tradewinds! It felt like a quiet, cozy cottage which was charming & extremely clean! The kitchen & bathroom were stocked. Fluffy towels, soaps, kitchen utensils, paper products, etc. We walked everywhere as it’s directly across from the ocean, close to all restaurants, nightlife, trolley stops, & some shops. The pool was beautiful as well as the back deck overlooking the bay. Wow! Sunrises, sunsets, shelling, walking, swimming in the ocean, enjoying music & delicious seafood by ocean breezes. Wonderful neighbors all around. An exceptional stay!
Stayed: March 2022 Submitted: March 22, 2022
Cute little bungalow.
This was a very nice little place to stay for a few days!! It was clean, and we felt very comfortable. If we needed anything the staff was helpful and gave us good information about the area. The private beach area was very nice also!!
Stayed: March 2022 Submitted: March 20, 2022
Tradewinds Anna Maria Island
We enjoyed our stay at this location. Folks are friendly and a great location on both the intercoastal and gulf side with private beach with chairs & umbrellas included. A free trolly out front that will drop you at your desired location on the island. Comfortable accommodations and nice restaurants within walking distance.
Stayed: February 2022 Submitted: March 07, 2022
Fantastic! Love this place. Stayed 7 years ago and still as friendly and nice as before. Love pier, pool and beach is right across the street. Cottage was perfect, all we needed. Love the Island, biked everywhere!!
Stayed: January 2022 Submitted: February 19, 2022
We ended up staying for a week at the Umbrella beach resort .’ The resort was great .Loved the pool and just across the street from the beach .’ The trade winds was not available and they recommended this resort
Stayed: February 2022 Submitted: February 15, 2022
This compound is made up of attractive various units across then street from the gulf and sits along the ICW. Our unit was tastefully decorated and had a hot tub accessible to only 4 units. Even though our weather was horrid we were quite comfortable inside watching torrents of rain fall all around us. Staff were very friendly and helpful.
Stayed: January 2022 Submitted: February 12, 2022
Good Clean Condo, Friendly Staff
Pro: Location, beach chairs, towels provided. Friendly staff. Laundry machines are availble if needed. Condo was clean and quiet.Cons: I stayed in #34 and the ceiling fan would come on without me putting it on. A couple times the dishwasher did the same thing (weird). One night the smoke alarm went off and nothing was on to set it off. Maintance, took the bulb out so at least the light would not come on in the celing fan and also took the battery out. (Staff was excellent when these items were reported) I don't know if other condos have the same issue, but staff did not seem surprised when reported.Overall, I would stay in one of the condo's again, they are nice and close to water and tram.
Stayed: December 2021 Submitted: January 02, 2022
Wonderful stay at Tradewinds Resoet
We spent 9 nights at the resort and everything was great. We stayed in unit 9. The unit was clean and well stocked with everything to make our stay enjoyable. The office staff was helpful and very responsive to our needs. The grounds were well kept. The pool was well maintained. The beach was a short walk across the street. Chairs were available on the beach. Umbrellas and a variety of beach toys were available at the office. Bridge street is a short walk and has a variety of restaurants. Other restaurants are even closer than Bridge Street. There is a free trolly on the island but we enjoy walking so didn’t take advantage of it. If your plans include a trip to Anna Maria Island I would highly recommend checking out Tradewinds.
Stayed: September 2021 Submitted: September 27, 2021
Thank you Laura for your kind words... The Tradewinds really is a great accommodation! I'm so glad you enjoyed the island and sounds like the Tradewinds resort's perfect location worked well for you!.. I hope I can help you in the future!
Best Vacation Ever!
The Tradewinds Resort exceeded our expectations in every way! Linda, the owner, responded and answered all our questions quickly and it was exactly as she described. The beach is across the street and the pool is wonderful with a beautiful view of the bay. The staff was very knowledgeable about the area were always helpful. The cottage we were in was the perfect space for us. We will definitely return to this slice of paradise!
Stayed: July 2021 Submitted: July 19, 2021
Thanks Linda for your kind words!... we are so glad you enjoyed the Tradewinds resort....The location is really perfect.... Anna Maria Island truly is paradise and I hope I can help you in the future with a stay at the Tradewinds Resort!
Bradenton Beach Staycation at the Trade Winds
I Highly recommend the Tradewinds on Bradenton Beach (Anna Marie Island) to stay at. Resort was beautiful, Pool was awesome and you could walk to everything or grab the trolley. Room was extremly clean, grounds were well kepted, staff was very friendly and helpful.We will defineltly be back again.. Thank you for an awesome Staycation
Stayed: May 2021 Submitted: June 08, 2021
great location, cute cottage, need to upgrade beach chairs
These cottages are newly renovated and while they're not fancy, they are clean and beachy. Our room was at the end close to the pier and pool which was nice but we would have preferred to be closer to the street/beach. We loved walking down to Bridge St for lunch and dinner. Check in and check out was quick and easy. My only complaint is that the beach chairs could use an upgrade and I wish someone could have helped get our umbrella set up. In the future, I might just bring my own chair and umbrella and go to the beach directly across the street instead of up the road a bit across from their sister property Tortuga Inn where they keep their chairs.
Stayed: March 2021 Submitted: April 03, 2021
Tradewinds survey #22
Our bay view ground floor unit was clean and comfortable for my husband and I and our dog. We loved the grassy area for her, the pier, the friendliness of neighbors/staff, the pool and closeness to the beach. A noise issue above us was handled promptly.
Stayed: March 2021 Submitted: March 31, 2021
Our vacation Stay
Everything was neat and clean. My complaint is that we were moved without our agreement to a different room. It was not acceptable as the reason we picked the other room was for the dogs. Katie who worked the front desk brought her own personal kennel so we had a place to put the dogs when we were gone from the room. Katie gets an A+ the person who moved us gets an F.
Stayed: March 2021 Submitted: March 29, 2021
The cottage was clean, bright and cheerful. The location was great as it was located on Gulf Drive. Easy access to beach across the street and a nice fishing pier located at the end of the line of cottages. Chairs and umbrellas were also available at the beach. I would definitely recommend Tradewinds. Hope to return some day.
Stayed: February 2021 Submitted: March 07, 2021
Our cottage faced the bay and it was perfect! It was so clean and so nicely updated! It surpassed our expectations! We saw beautiful sunrises from our porch and beautiful sunsets from the beach, a short walk to the beach
Stayed: February 2021 Submitted: February 28, 2021
When my husband and I arrived at the Tradewinds Resort, we were impressed with how clean and "Tidy" the resort appeared. Our Unit #4 was very clean and very nicely decorated. Also, the pool area was top notch and beautifully maintained. The front desk person was helpful and friendly with our check-in and questions. Overall, we would rate your resort a 10 out of 10, and will definitely recommend it to our friends. Monica S. New Prague MN
Stayed: January 2021 Submitted: February 15, 2021
Tradewinds is a qaint, quiet old Florida style lodging. Modern, very clean and well appointed unit! Near beach, food and shopping. Bradenton Beach proper is not commercialized in respect to beachwear, restaurants or lodging. The bay on one side and the beach on the other is perfect! The resort supplies beach umbrellas, chairs and towels. They also supply lounge chair on the beach. Be advised the chairs on the beach are secured and unlocked around 9am. Also, there is a rental co. That takes a portion of the beach and water with its craft. They will ask you to move if you set up on their side. There are no visable boundaries. If you are too close to their set up, the wave runners are anchored at a diagonal, leaving you to walk to one side or another to enter the water safely. The water....OH, MY!!!! From unit #10, which is mid way, to the water is approximately 300 yds. 200 yds is paved and the last bit is a wooden ramp then silky soft sugar white sand to the waters edge. The lounge chairs provided are at the end of the ramp. The decor is lovely as is the kitchen well appointed. Several pots, pans, casserole dishes, utensils, grilling utensils as well as, Dish soap, paper towels, dish washer detergent, linens and towels are provided. The bed was firm and very comfortable! Cable TV is available in the bedroom and living room. The WiFi was sufficient. A charcole grill/smoking area is provided at each ends of the units. A concrete table and benches and trellis decorated with foliage will keep you cool and help to relax you while you grill. The grounds are decorated with tropical foliage as well; old Florida feel. The pool, pool chairs, tables, pool deck, fencing and gates were all sparkling clean! The lawn was highly maintained. Everyday someone was spraying, wiping and decontaminating all surfaces, cleaning and straightening things! The employees were all very helpful, prompt and very polite! Whad a few little snaffu's that were very promptly dealt with and exceeded our expectations. Our stay was 10 days not enough! We highly recommend staying at Trade winds #10! The owners are a pleasure to work with!
Stayed: August 2020 Submitted: August 10, 2020
Thank you Donna for your nice review!.... We would love for you to stay again in the future! Contact men any time please! Thanks again and hope everything was to your expectations. Wishing you the best, Linda
Nice resort, Not crowded during the week, although weekends are quite hectic. Very nice location next to the beach and bay on th backside. Free chairs, towels and beach umbrellas were great. Staff was very friendly and helpful. Pools and spas for private use closed too early as a negative.
Stayed: August 2020 Submitted: August 07, 2020
HI Granville and thanks for your nice review!... you stayed at our sister resort, the Tortuga Inn!... they are great and glad you enjoyed your stay for your honeymoon... congratulations again on your recent marriage! I hope to hear from you again in the future... I'd love to help you with a perfect accommodation. Best wishes, Linda
This is the second time we have rented with Linda. She is a fabulous host. Very easily accessible and her rental is Always clean and is nicely updated. The location is walking distance to some of our fav restaurants, wicked cantina and bridge tender and directly across from beach access. Thank you for a wonderful stay:)
Stayed: June 2020 Submitted: July 07, 2020
We stayed for a month at the Tradewinds Resort in one of their cottages. A very intimate environment, close to many restaurants, nice gulf beach, and a private setting at the well equipped cottage. Very friendly people. Only downside: extremely poor internet. Quiet and comfortable with nice amenities such as beach umbrellas and laundry facilities on site. Very helpful and accommodating staff. And Renee is the gatekeeper and does an excellent job!
Stayed: February 2020 Submitted: March 02, 2020
Wonderful Stay, Great Resort
Beautifully updated cottage on AMI.Easy access to beaches, restaurants, and shopping. The staff at the Trade Winds were courteous and helpful. The beds are very high and I am short so trying to get into the bed was quite amusing. Next time I will bring a step stool. The shower, although beautiful, did not have any grab bars or a shelf to put your shampoo, body wash, etc. Also, you had to step into the shower to turn on the water and got sprayed with cold water. Shower head was not adjustable enough to re direct the spray. A hand towel hook above the toilet would have been useful. Other than those minor issues it was a beautiful cottage and a great stay. Looking forward to our next visit.
Stayed: February 2020 Submitted: February 22, 2020
Perfect location and pet friendly
We loved our little cottage. It was clean and had everything we needed... nice size kitchenette with table and nice size bedroom and family sitting area. The pool was nice as were the restrooms and showers near the pool. I loved that it was dog friendly, although I did not take my dog on this trip. The trolley stop was just a short walk from the resort as was the beach access. It was about 20 minute walk to Anna Maria and about 10 minute walk to Cortez but we only walked because we wanted the exercise. The trolley took us every place we needed to go when we didn't want to walk. I would definitely stay here again.
Stayed: March 2019 Submitted: March 09, 2019
Thank you Teresa for your nice review! So glad you enjoyed the Tradewinds property and your cottage unit. I hope I can help you in the future! Thanks again, Linda
The condo was perfectly located for us and a short drive to the beach! There is a shopping plaza right beside this location. Everything we needed eg. restaurants, grocery and liquor store. Condo was at ground level and we were able to park close to our door. Beds were very comfortable. Maria was quick to respond to our texts and was very accommodating. Thanks so much Maria. We hope to stay again :)
Stayed: December 2018 Submitted: January 07, 2019
Thank you for your review, but I don't believe you have the correct property! We are a few steps to the beach... no driving required! Also, we do not have a shopping plaza next to our location.... shopping is very convenient and easy to a access, but its not next door. I also do not know who Maria is... :) So glad you enjoyed your stay, wherever it was... everywhere on Anna Maria Island is awesome! I do hope we can accommodate you at our Tradewinds Cottage in the future! The best, Linda
Beautifully renovated cottage steps to the beach. It was quiet and peaceful with lush landscaping. I will be back. I stayed in cabin #10 and enjoyed my time there immensely.
Stayed: October 2018 Submitted: November 08, 2018
Thank you Dawn and we're so glad you enjoyed your stay at our Tradewinds Cottage. We hope you can return to Anna Maria Island again soon... I'd love to help you with an accommodation!.. Wishing you the best, Linda Virgils
Hosted by Linda Virgils