About Tradewinds Beach Resort

Tradewinds Beach Resort logo and pool side viewPastel Cottages Covered With Tropical Flowers

Tradewinds Beach Resort is located on quaint Anna Maria Island in the Gulf of Mexico off Southwest Florida’s fabled Sun Coast. This charming, old-fashioned resort has pastel cottages covered with tangles of jasmine and bougainvillea that look like something seen on a postcard a century ago. The romantic cottages line both sides of a private street that ends at a large heated pool set among palm trees, and a picturesque white fishing pier that juts into Anna Maria Island Sound Bay. Just across Gulf Drive, at our sister resort of Tortuga, is a private white sand beach beside that glorious turquoise water you’re coming for – and sunsets that promise to bring a smile to your face every time you experience one.

Affordable Charm With Tropical Flair

Each of the 33 one-bedroom individually owned condominium apartments at Tradewinds is stylishly decorated with tropical furnishings and soft colors, and has a full eat in kitchen, one bedroom and bath with tub/shower, a queen sleeper sofa in the living room. The pastel colored cottages are duplex or triplex with flower covered arbors nestled between them. Under the arbors there are BBQ grills and mosaic stone picnic tables with benches for al fresco dining. After dinner you can sit on the large sweeping front porch and enjoy the feeling of being in a relaxed family atmosphere. There is one 2 bedroom & 1 bath with glimpses of the Gulf of Mexico across the scenic dunes from a screened lanai. There is a separate Bayfront cottage with 2 bedrooms, 2 bathrooms on the 2nd level; and two 1-bedroom, 1 bath apartments on the 1st floor all with gorgeous views of the Anna Maria Island Sound Bay. A community laundry is available on the premises for our guests’ use. Tradewinds is known for being a great value, offering affordable rates throughout the year. It is also pet friendly in selected condos.

Resort Accessibility Features

  • Pool Accessibility
  • Pool Chair Lift
  • Accessible Parking
  • Ramped Access for Door Entrance Threshold
  • Service Animals Welcome
  • Smart TVs (Closed Caption Capability)
  • Flashing Red Lights on Phones for Calls & Messages
  • Tub Transfer Seats (Upon Request)
  • Shower Chair (Upon Request)
  • Hand Held Shower Head (Upon Request)
  • Raised Toilet Seat (Upon Request)
  • Hearing Impaired Smoke Detector (Upon Request)

Laid-back Anna Maria Island

On our famously laid-back little island, you’ll find wonderful restaurants and shops, as well as water sports facilities, boat rentals and charters – with golf and tennis not far away. Street fairs, craft shows and musical events are held frequently – take the popular free trolley that runs the length of the island from 6 a.m. to 10:30 p.m. If you love wild life, you’re in for a treat – wonderful wild shorebirds like pelicans, blue herons, oystercatchers and many others – like the bubblegum-pink roseate spoonbills show up everywhere, as do dolphins and the occasional manatee. Loggerhead turtles deposit their eggs on Anna Maria from May through November and, if you’re lucky, you could see a mama turtle making her way across the sand—but please don’t disturb her as she may become disoriented.

Contact Information

Call us for additional information: 941-779-0010 | 888-686-6716

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