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.
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.
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.
Our Daily Rates do not include taxes or resort fee, but they include, upon request from guest, a light daily housekeeping (for details see below).
All Daily rates are subject to change without notice. Discounts may not be combined.
Our rate are subject to an increase and no discounts are availble during Holiday Periods, which include the nights given below:
Weekly rates cannot be booked on-line. Please call us toll free at 888-686-6716.
Weekly rates are discounted from the nightly rate. Rates shown include the discount.
Our weekly rates also do not include taxes, resort Fee or the departure-cleaning fee. The Weekly Rates are based on the Vacation Rental Model for condominiums as these are privately owned condominiums. To keep our rates as low as possible, the Weekly Rates do not include daily housekeeping services. We furnish the condo with basic supplies to get you started, and then, for the duration of your stay, you provide your own supplies & amenities (except for toilet paper, which we will leave a large supply for your use). Most of our guests prefer this arrangement and appreciate the savings. However, for your comfort and convenience, optional housekeeping services are available upon request. Please ask for details when you book your reservation. All Weekly rates are subject to change without notice. Discounts may not be combined.
Maximum guest capacity for the Bayfront Villa 2 Bedroom is 6; for the Gulf Drive Cottage (#35A) it is 6; for the Gulf Drive Cottage (#35) it is 4 and for the Cottages North & South it is 4.
Our rates are subject to an increase and no discounts are availble during Holiday Periods, which include the nights given below:
Our daily rates (upon request from guest) include a daily tidy-up housekeeping service. This consists of making beds, vacuuming, mopping floors, providing clean towels and refurbishing the amenities (such as bath soap, shampoo, conditioner, paper towels, toilet paper, etc.). Guests that don’t wish to have a daily tidy-up may have a bag left at their door with fresh towels, amenities for the bathroom & the kitchen. Guests with Weekly Rates may request daily housekeeping services for an extra charge.
A $10 per day resort fee will be added to all bookings
Our Check-In Time is 4:00 PM. If you anticipate arriving after 6:00 PM, please call our office to make arrangements. Our Check-Out Time is 11:00 AM. We ask you to please observe our Check-In and Check-Out Times so we can prepare the units properly and avoid delays for our incoming guests. To make your stay with us as enjoyable as possible, we provide free beach towels for you to use if you arrive before Check-In Time or wish to stay beyond the 11 AM departure. Just ask for assistance and availability at the Front Desk.
Designated apartments are available for pets, provided your pet will not disturb your neighbors. There is a limit of two pets per unit, with a 75-pound weight limit per pet. Additional fees and taxes apply. Please call us directly for details and to make your reservation as you cannot make your reservation on-line if you’re bringing a pet. Pets are not allowed on the fishing pier, in or around the pool or on the beaches. Ask our friendly front desk agent about the beautiful dog park on the island and the nearest beaches, just off the island, where your pet is welcome.
Tradewinds has a fishing pier on the Bay. Please enjoy it – and leave it as clean as you found it. This area is a protected habitat zone for manatees and cannot be dredged or otherwise disturbed. For this reason, we regret that no boats are allowed. Boat slips are available at Tortuga Inn Beach Resorts, our sister property. Ask our friendly front desk agent for details.
All reservations are held with a deposit.
1 night – payment in full
2-6 nights – 2 nights
7 or more 50%
All rooms are non-smoking. There are outdoor designated smoking areas. No smoking on the fishing pier or at the pool.
We are a quaint resort of thirty five (35) and require a strict cancellation policy as follows:
Stay 3 Nights - Pay For 2
3-nights starting at $270** (average $90/night)
Valid Dates:August 1st 2018 toDecember 22nd 2018, Check-In: Any Day
*Holidays excluded; . ** Rates do not include tax or Resort Fee which will be applied at time of booking.;***All nights must be in the same unit.*** Telephone reservations only - please call us toll free at 888-686-6716
Stay 4 Nights - Pay For 3
4-nights starting at $405** (average $101.25/night)
Valid Dates:August 1st, 2018 - December 22nd, 2018, Check-In: Any Day.
4-nights starting at $600** (average $150/night)
Valid Dates:January 1st 2019 - February 28th, 2019, 2018, Check-In: Any Day.
4-nights starting at $600** (average $150/night)
Valid Dates:April 23rd, 2019 - July 31st, 2019, Check-In: Any Day.
*Holidays excluded; ** Rates do not include tax or Resort Fee which will be applied at time of booking. ;***All nights must be in the same unit.*** Telephone reservations only - please call us toll free at 888-686-6716