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Rating 5 (3)

Tradewinds Unit #TW21

$1,764.00 - $2,457.00 / week + taxes & fees

Bedroom 1 bedrooms
Bathroom 1 baths
Guests 4 guests
Pets Allowed Pets Allowed


Location Location

Description Description
TW#21 — Deluxe North Cottage | Sarasota Bay Water Views

1 Bedroom | 1 Bathroom | Sleeps 4

Wake up to beautiful Sarasota Bay water views at TW#21, a welcoming Deluxe North Cottage offering a peaceful island retreat with the beach just steps away. With comfortable accommodations, an inviting living space, and unobstructed views of the bay, this cottage is a wonderful place to slow down and enjoy the natural beauty of Anna Maria Island.

The separate bedroom features a comfortable king bed, while the living area includes a pull-out sleeper sofa, providing sleeping accommodations for up to four guests. The comfortable living space offers a relaxing place to unwind, while the new impact windows allow you to enjoy the surrounding water views and natural light.

Prepare meals in the full kitchen, equipped with appliances and cookware, and enjoy them together in the dining area. The private bathroom features a walk-in shower, providing a convenient and refreshing space after a day at the beach.

Step outside to the semi-private outdoor porch with seating overlooking Sarasota Bay, shared with neighboring cottages. This peaceful outdoor space is a wonderful spot to enjoy your morning coffee, take in the water views, or relax in the gentle island breeze.

One of the highlights of TW#21 is its unobstructed Sarasota Bay water views. Whether you're enjoying a quiet morning, watching the changing light over the water, or simply taking a moment to relax, the bay provides a beautiful backdrop to your island stay.

With Wi-Fi, a flat-screen TV, free on-site parking, beach access, and resort amenities, TW#21 combines the comforts of home with the laid-back atmosphere of an island getaway.

Features & Amenities:

King bed

Pull-out sleeper sofa

Sleeps up to 4 guests

Separate bedroom

Comfortable living area

Unobstructed Sarasota Bay water views

New impact windows

Private bathroom with walk-in shower

Full kitchen with appliances and cookware

Dining area

Semi-private outdoor porch with seating overlooking Sarasota Bay, shared with neighboring cottages

Flat-screen TV

Wi-Fi

Free on-site parking

Beach access

Access to resort amenities

Peaceful bayfront setting

Bay views. Breezy porch mornings. Beach days. Island living.


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Amenities 5 Amenities
  • Air Conditioning
  • Beach
  • Grill
  • Internet Access
  • Kitchen

Reviews Rating 5 (3) Reviews
Rating 5
Tradewinds AMI
Our vacation was excellent. We always stay in #21. There’s a beautiful view from the front porch of the bay and the moon over the bay at night is breathtaking. The beach is a short walk across the street. Chairs are provided for free. Pool on site is clean and refreshing. There is a beach umbrella in the unit for your use. Highly recommend.
Anonymous - Posted: 9/29/2026
Rating 5
great vacation
very relaxing.The only problem we had was the lawn maintenance crew never came to the back of our property and cut the grass. We let the office know but the entire week it never got cut..
Anonymous from Brooksville - Posted: 8/8/2026
Rating 5
Wonderful!
For the 2nd year we have had the pleasure of this lovely rental with a view that rivals oceanside resorts. Quiet with lush landscaping, beautiful night time skies, great thunderstorms included at no extra price. The staff was prompt & helpful, the amenities perfect. Would recommend this to anyone.
Anonymous from Poquoson - Posted: 7/30/2026
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