• Pastel 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.

    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.

  • In each rate column, the first price applies to Sunday through Thursday nights. The second price is the Weekend rate for Friday and Saturday nights. A surcharge will be added during holidays. Taxes are not included in the daily or weekly rates. PLEASE NOTE: All units have full kitchens. Units identified by number are unlike any other units at the resort. All units have 1 bathroom unless otherwise noted.

    Daily rates

     
    2/15/17 | 4/17/17
    4/18/17 | 7/31/17
    8/1/17 | 2/14/18
    2/15/18 | 4/2/18
    Wkdy | Wknd
    Wkdy | Wknd
    Wkdy | Wknd
    Wkdy | Wknd
    South Cottage
    $245 | $275
    $210 | $240
    $145 | $170
    $245 | $275
    North Cottage
    $255 | $285
    $230 | $260
    $155 | $180
    $255 | $285
    1 Bedroom Gulf Drive
    $320 | $350
    $215 | $245
    $190 | $220
    $320 | $350
    1 Bedroom Bay Front
    $325 | $355
    $255 | $285
    $205 | $230
    $325 | $355
    2 Bedroom Gulf Drive
    $380 | $410
    $250 | $280
    $230 | $255
    $380 | $410
    2 Bedroom Bay Front
    $420 | $450
    $310 | $340
    $255 | $280
    $420 | $450

    ABOUT OUR RATES

    Our Daily Rates do not include taxes or other fees, but they include, upon request from guest, a light daily housekeeping (for details see below).

    Our weekly rates also do not include taxes or other fees, 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 Daily and Weekly rates are subject to change without notice. Discounts may not be combined.

    HOLIDAY PERIODS

    All our Daily and Weekly Rates are subject to no discounts during Holiday Periods, which include the nights given below:

    • Memorial Day – May 26th, 2017 thru May 29th, 2017
    • Independence Day – July 1st, 2017 thru July 5th, 2017
    • Labor Day – September 1st, 2017 thru September 4th, 2017
    • Thanksgiving – November 18th, 2017 thru November 25th, 2017
    • Christmas/New Years – December 22nd, 2017 thru January 2nd, 2018
    • Memorial Day – May 25th, 2018 thru May 28th, 2018
    • Independence Day – June 30th, 2018 thru July 4, 2018
  • In each rate column, the first price applies to Sunday through Thursday nights. The second price is the Weekend rate for Friday and Saturday nights. A surcharge will be added during holidays. Taxes are not included in the daily or weekly rates. PLEASE NOTE: All units have full kitchens. Units identified by number are unlike any other units at the resort. All units have 1 bathroom unless otherwise noted.

    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.

    WEEKLY RATES

     
    2/15/17 | 4/17/17
    4/18/17 | 7/31/17
    8/1/17 | 2/14/18
    2/15/18 | 4/2/18
    South Cottage
    $1,420
    $1,224
    $799
    $1,420
    North Cottage
    $1,476
    $1,336
    $851
    $1,476
    1 Bedroom Gulf Drive
    $1,840
    $1,252
    $1,043
    $1,840
    1 Bedroom Bay Front
    $1,868
    $1,476
    $1,114
    $1,868
    2 Bedroom Gulf Drive
    $2,176
    $1,448
    $1,245
    $2,176
    2 Bedroom Bay Front
    $2,400
    $1,784
    $1,376
    $2,400

    ABOUT OUR RATES

    Our Daily Rates do not include taxes or other fees, but they include, upon request from guest, a light daily housekeeping—ask our friendly desk agent for details.

    Our weekly rates also do not include taxes or other fees, 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 Daily and Weekly rates are subject to change without notice. Discounts may not be combined.

    OCCUPANCY

    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.

    HOLIDAY PERIODS

    All our Daily and Weekly Rates are subject to no discounts during Holiday Periods, which include the nights given below:

    • Memorial Day – May 26th, 2017 thru May 29th, 2017
    • Independence Day – July 1st, 2017 thru July 5th, 2017
    • Labor Day – September 1st, 2017 thru September 4th, 2017
    • Thanksgiving – November 18th, 2017 thru November 25th, 2017
    • Christmas/New Years – December 22nd, 2017 thru January 2nd, 2018
    • Memorial Day – May 25th, 2018 thru May 28th, 2018
    • Independence Day – June 30th, 2018 thru July 4, 2018
  • DAILY HOUSEKEEPING SERVICES

    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.

    ARRIVAL & DEPARTURE

    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.

    PETS

    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.

    FISHING DOCK

    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. As our friendly front desk agent for details.

    DEPOSITS

    All reservations are held with a deposit.
    1 night – payment in full
    2-6 nights – 2 nights
    7 or more 50%

    SMOKING POLICY

    All rooms are non-smoking. There are outdoor designated smoking areas. No smoking on the fishing pier or at the pool.

    CANCELLATION POLICY

    We are a quaint resort of thirty five (35) and require a strict cancellation policy as follows:

    1. There is a 10% penalty on the deposit amount for cancellations made outside of 14 days prior to arrival.
    2. There is a 100% penalty on the deposit amount for cancellations made within 14 days prior to arrival.
Tradewinds Beach Resort
Affordable Cottages
Cottages South #24 - #34
1603 Gulf Drive North, Bradenton Beach, Florida, 34217
Area: Tradewinds Beach Resort
Type: Rental

1 Bedroom/1 Bathroom/11 Rooms

Some of the best values on the island. “Comfy, clean, quiet with well thought out amenities! We would return here in a heartbeat!” tripadvisor

Cute Key west style cottage
North Cottage #1 - #20
1603 Gulf Drive North, Bradenton Beach, Florida, 34217
Area: Tradewinds Beach Resort
Type: Rental

1 Bedroom/1 Bathroom/20 Rooms

The perfect island hideaway. “being natives, seem to be on an endless search. I think we found it!” tripadvisor

Excellent 5

based on 1 reviews

“Being Natives......

Tripadvisor, March 28, 2017

Spacious 1 bedroom
Gulf Drive Villa 1 Bedroom #35
1603 Gulf Drive North, Bradenton Beach, Florida, 34217
Area: Tradewinds Beach Resort
Type: Rental

1 bedroom, 1 Bathroom, Living Room, Full Kitchen w/Breakfast Bar

Sand dunes & the Gulf of Mexico. “Wonderful Tradewinds was actually prettier than the pictures on their website.” tripadvisor

Spectacular views
Bayfront 1 Bedroom #21 - #22
1603 Gulf Drive North, Bradenton Beach, Florida, 34217
Area: Tradewinds Beach Resort
Type: Rental

1 Bedroom/1 Bathroom/2 Rooms

Directly on Anna Maria Island Sound Bay! “A really neat place – would go back in a heartbeat!” tripadvisor

Roomy 2 bedroom
Gulf Drive Villa 2 Bedroom #35A
1603 Gulf Drive North, Bradenton Beach, Florida, 34217
Area: Tradewinds Beach Resort
Type: Rental

2 bedroom, 1 Bathroom, Living Room, Full Kitchen w/Breakfast Bar Sand dunes & the Gulf of Mexico.

“Wonderful Tradewinds was actually prettier than the pictures on their website.” tripadvisor

Amazing Sunrise views
Bay Front 2 Bedroom #23
1603 Gulf Drive North, Bradenton Beach, Florida, 34217
Area: Tradewinds Beach Resort
Type: Rental

2 Bedrooms/2 Bathroom/Living Room, Full Kitchen/1 Rooms Directly on Anna Maria Island Sound Bay!

“A really neat place – would go back in a heartbeat!” tripadvisor

Questions? Contact Us!

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Tradewinds Resort Gallery

Tradewinds 10
Tradewinds 7
Tradewinds 8
Tradewinds Bay Front Building
Tradewinds
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