Tradewinds Cottage 23

This beautifully updated 2-bedroom, 2-bathroom top-floor cottage sits directly on the Bayfront in the sought-after Tradewinds Resort community.

As one of only two 2-bedroom cottages in the entire resort—and the only bayfront 2-bedroom unit—this home offers a rare and exclusive vacation experience. Step inside to find a bright, inviting space with tasteful updates throughout, designed for comfort and relaxation.

Unwind on your private balcony while taking in breathtaking water views, where you'll witness unforgettable sunsets over the bay. With direct access to the community pool and dock, you can spend your days swimming, fishing, or simply soaking up the Florida sunshine.

Tradewinds Resort also places you just a short stroll from the sugar-white sands of the Gulf of Mexico, boutique shops, and local dining favorites, giving you the best of both bay and beach living.
Whether you're sipping coffee at sunrise, enjoying a cocktail at sunset, or exploring all that Anna Maria Island has to offer, this rare bayfront cottage is the ideal place to create lasting vacation memories.

Important Note: (No elevator, stairs only)

Sleeping Arrangements (Sleeps 6 in beds): 2 Bedroom / 2 Bathroom
1 King Bed - walk-in shower - Cool Gel Chill Memory Foam 14-Inch Mattress (2026)
1 Queen Bed - walk-in shower - Cool Gel Chill Memory Foam 14-Inch Mattress (2026)
1 Queen Sleeper Sofa (Living Room)

Top Reasons to Book Tradewinds Cottage 23

* Top-floor bayfront unit with stunning sunset views
* Brand New Cool Gel Chill Memory Foam 14-Inch Mattress (2026)
* Nicely updated interior
* Bay View
* Outside private deck area
* Direct access to community pool and dock
* Steps from the beach, dining, and shopping
* Heated Community Pool - 15 second walk to the pool
* Deeded Beach Access - 1 minute walk to the beach
* Ensuite Full Size Washer & Dryer in the unit
* Large Walk-in Shower
* Central AC & Heat
* Complimentary Wi-Fi & Cable
* Bed & Bath Linens - Professionally Laundered.
* Regular Drip Coffee Maker
​​​​​​​* Full Kitchen - Full-size Appliances
* Community Pic/Nic Tables and Charcoal Grilling Stations
* Community Dock

Beach Access: Tradewinds Cottage 23 is only a short 1 minute walk to the deeded beach access.

Pool Access: Tradewinds Cottage 23 offers guests a beautiful heated community pool overlooking the Bay.

Location: Tradewinds Beach Resort, Bradenton Beach, Florida ( 1603 Gulf Drive N Bradenton Beach, FL 34217 )

Nearby restaurants guests can easily walk, bike or ride their golf carts to Beach House Waterfront Restaurant, SALT Bar & Table, Island Time Bar and Grill, Tide Tables Restaurant and Marina, The Kokonut Hut, and so many more.

Tradewinds Cottage 23 is professionally managed by Anna Maria Rental Properties:
* All guests should purchase travel protection insurance to protect against any unforeseen trip interruptions or you needing to cancel. No Refunds once cancellation period has pasted.
* Our Clean Linen Promise - ALL linens, including comforters laundered upon every checkout.
* VERY IMPORTANT - WE DO NOT ACCEPT WIRE TRANSFERS.
* No Smoking * Minimum age 25 years old, No Street parking *No Parties * No Street Parking * No spring break groups *
* Pets considered with pet fee paid and pet terms and conditions signed. Pet fee is added after the reservation as it requires management approval.
* No Rv's, Trailers, Boat's or Watercraft's allowed to be parked at the property - Due to HOA Rule.
* Rates, availability and minimum stay requirements are subject to change without notice.
* Notice of County Sound Ordinance - Prohibited act. It shall be unlawful and a violation of the section for a person to make, cause or permit if within his or her control the making or causing of any noise disturbance between the hours of 10:00 p.m. and 6:00 a.m. that is plainly audible from within an occupied residence not the residence of the person making, causing or permitting the making or causing of the noise disturbance.

SUGGESTED ITEMS TO BRING: Beach towels, beach chairs, tanning lotion, camera, radio/ipod, paper towels, toilet paper, trash bags, dishwasher detergent, laundry soap, bath soap, bicycles, rafts, coffee filters, antiseptic, flashlights, umbrellas, and fishing gear.

Anna Maria Rental Properties, Rental Agreement: By submitting payment for this reservation, you agree that you have read, understood and agree to adhere to and be bound by the terms and conditions of this agreement, thus making it a legal binding contract. Please contact us immediately if you have any questions or concerns. You will be held responsible for all damages to the property caused. Anna Maria Rental Properties and our owners encourage all our rental guests to purchase travel insurance to protect against unexpected cancellations and emergencies, no refunds will be given once the refund period has pasted this is why we encourage you to purchase the travel insurance. Guests that violate the rental terms and conditions will be evicted from the property immediately. We have a strict policy to ensure we maintain a high level of service and care for our luxury properties for our guests to enjoy.