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Tradewinds Key West Style #9

1 bedroom · 2 beds · 1 bathroom · Sleeps 4
Cottage

Where you’ll sleep

King
Bedroom 1
Full Sleeper Sofa
Living Room

Romantic Key West-style escape steps from Anna Maria Island's beach and Bridge Street.

  • –Key West-style charm on Anna Maria Island
  • –Walk to beach, Bridge Street, and trolley stop
  • –Community pool with Bay views and fishing dock

Escape to Tradewinds Key West Style #9 on Anna Maria Island! Enjoy a romantic getaway in this cozy one-bedroom condo, steps from the beach and Bridge Street's charm!

About this property

Tradewinds Key West Style #9 by AMI Locals
Vacation Rental License #TPL24-000119, CND5105469

Welcome to Tradewinds Key West Style #9, a cozy 1-bedroom, 1-bathroom island escape located in the heart of Bradenton Beach on Anna Maria Island! Just a 3-minute stroll from the Gulf’s sugar-white sands, this adorable condo is perfect for couples seeking a peaceful retreat near top restaurants, shopping, and the vibrant Bridge Street district. Nestled in the charming Tradewinds resort community, you'll enjoy easy access to a heated pool, fishing dock, and picnic area, all designed to elevate your tropical escape.

Highlights
• 3-Minute walk to Beach
• 1 Bedroom / 1 Bathroom
• King Bed, Full Sleeper Sofa
• Community Pool
• Community Fishing Dock
• Picnic Area with BBQ Grill
• Near Bridge Street and Anna Maria Island Trolley Stop
• Ideal for Couples or Solo Travelers
• 1 Parking space

Tradewinds Key West Style #9 is part of a quaint resort-style community that brings comfort and convenience to your stay. Take a dip in the seasonally heated pool with a view of the sparkling Bay, stroll to the community dock for fishing or stunning sunsets and make use of the outdoor showers after a beach day. Fire up the BBQ grill in the shaded picnic area for a relaxed evening under the palms. You're also just a short walk to the Anna Maria Island trolley stop, offering free and easy transportation to explore the island’s beaches, piers, and eateries.

Step inside a beachy, Key West–inspired living space designed for ultimate relaxation. The cozy seating area with a plush sofa and armchair sets the tone for romantic movie nights on the large TV. The fully equipped kitchen includes modern appliances, cookware, and a charming breakfast table, perfect for slow mornings with coffee or casual dinners after a day in the sun.

The serene bedroom features a king-size bed with crisp linens and island-inspired decor, offering a tranquil place to unwind and recharge. The bathroom is fitted with a shower and tub combination, giving you the option for a refreshing rinse or a relaxing soak. For additional guests, a full-size sleeper sofa is available in the living room, making this unit both versatile and comfortable.

Room Details
• Primary Bedroom: King bed
• Living Room: Full-size sleeper sofa

Looking for a romantic beach retreat or a relaxing solo escape? Tradewinds Key West Style #9 is the perfect spot. Stay just steps from the beach, enjoy the peaceful comforts of the Tradewinds community, and immerse yourself in everything Anna Maria Island has to offer.

Book your island escape today and experience the charm of Florida’s Gulf Coast like never before!

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This home is managed by AMI Locals, an Anna Maria Island property management company.

This property does not allow pets of any kind.

1 car maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our AMI Locals Rental Policies for full details.

Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions, including fines and/or termination of your rental agreement without refund.

full description


Managed by Prime Vacations - Anna Maria Island

Prime Vacations - Anna Maria Island

Bradenton, FL

4.7★

12,367 reviews

Prime Vacations' Anna Maria Island portfolio — 400+ vacation rentals across Anna Maria, Holmes Beach, and Bradenton Beach, spanning the AMI Locals, Anna Maria Island Accommodations, Anna Maria Vacations, and Exclusive Vacations brands.


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Guest Reviews

4.7★ · 6 reviews
★★★★★

“Linda was a pleasure to host The unit was perfect for our stay. Clean, well stocked, and conveniently located.”

Linda · May 2026

★★★★★

“Joe was a pleasure to host! This place was great and we loved the pool by the bay and short walk to the beach. The unit was very clean and comfortable and my wife and I had a relaxing time. We would recommend this location and unit. There is a good smokehouse restaurant right around the corner that you should try!”

Joe · Jun 2026

★★★★★

“It was a pleasure hosting Jaecey! We hope to host them again in the future! Had a wonderful stay. The place was super clean and the location was perfect. Close to the beach and walking distance to several restaurants.”

Jaecey · Jul 2025

Good for

Lake days


Rules & Policies


Location

Bradenton Beach, FL

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