Title: Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly Vacation home in Holmes Beach with kitchen and balcony ![Beach nearby](https://images.trvl-media.com/lodging/22000000/21690000/21681400/21681341/2948334d_edited_3637.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/22000000/21690000/21681400/21681341/64358570.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21690000/21681400/21681341/2a1ebba8.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV](https://images.trvl-media.com/lodging/22000000/21690000/21681400/21681341/w2240h1148x0y0-14ccdd95.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21690000/21681400/21681341/7cf3cccf.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Gulf Winds A welcomes you with its cozy front porch, perfect for morning coffee or evening cocktails. This two-bedroom unit is located on a quiet street and features a fully remodeled interior with new furniture, floors, and appliances. Enjoy your meals in the backyard under the shade of a huge table umbrella or take advantage of nearby restaurants. 9.4 Exceptional ### Entire home 2 bedrooms2 bathroomsSleeps 4800 sq ft ## Popular amenities - Parking available - Dryer - Pet-friendly - Washer - Air conditioning - Outdoor space ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly The cozy front porch of Gulf Winds A invites you to have your morning coffee or your evening cocktail and in the back yard you can enjoy your dinner and make use of the gas grill. A huge table umbrella provides you with shade if needed. The two bedroom two bath unit is located on a very quiet street. The Master bedroom has a king size bed and the guest bedroom has a queen. The home has been totally remodeled, everything is new from furniture to floors and appliances. There are TV's in the master bedroom and the living room, and of course there is free WiFi. Everything you need to enjoy your visit is provided: dishes, cookware, linens, towels, beach chairs and beach towels, etc. Gulf Winds is a short walk away from the white sandy beaches of the Gulf of Mexico. Just take the short-cut through North Beach Village to get to the beach. The Holmes Beach Dog Park is another short walk down the street across Marina Drive. The bus stop of the free Island Trolley is close by as well as restaurants, shops and bars. Do not miss this GEM. For bigger parties you may also book Gulf Winds B. Dogs up to 25lb are welcome. Pet fee is $200 per pet plus taxes, maximum of 2 pets unless otherwise approved by FDR. Accommodates up to 4 people. Minimum Stay Required: 1 Week. Max. parking: 2; VRC #18-000021 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. \* Cancellation more than 90 days prior to arrival will receive a deposit refund less a $250 cancellation fee. Cancellation less than 90 days prior to arrival will forfeit all deposit received. Cancellation less than 60 days prior to arrival will forfeit all monies on account. Cancellations must be confirmed in writing. ## Property amenities ### Beach - Beach nearby ### Internet - Available in the house: WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Kitchen island - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 2 bedrooms - Bedsheets provided ### Bathroom - 2 bathrooms - Hair dryer - Shower - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - Smart TV ### Outdoor areas - Barbecue grill - Patio - Yard ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - Pet friendly ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - Near a hospital - Near an outlet shopping mall - Near the bay - Near the marina - Near the sea ### Things to do - Tennis - Basketball nearby - Birdwatching nearby - Cycling nearby - Ecotours nearby - Fishing nearby - Hiking/biking trails nearby - Horseback riding nearby - Scuba diving nearby - Snorkeling nearby - Swimming nearby ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector (host has indicated there is a smoke detector on the property) - Fire extinguisher ### General - Unit size: 800 square feet ## Similar properties ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/74000000/73690000/73690000/73689919/w1024h765x0y3-28219e01.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Newly renovated Cozy Beach Cottage B 1/2 of a duplex, 3min walk to beach Holmes Beach - Kitchen - Washer - Dryer - Pet-friendly 9.8 Exceptional 24 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=73689919&PinnedHotelID=73689919&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/59000000/58770000/58767100/58767030/470895d4.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Summer Special! Cute ground-level Villa, Pet Friendly and so close to the beach! Holmes Beach - Kitchen - Washer - Dryer - Pet-friendly 9.8 Exceptional 28 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=58767030&PinnedHotelID=58767030&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73350000/73342700/73342680/d4bc12ba.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly! Holmes Beach - Kitchen - Washer - Dryer - Pet-friendly 9.8 Exceptional 13 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=73342680&PinnedHotelID=73342680&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33280000/33275400/33275314/33d47720.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Blue Bayou: Dog Friendly Home - 5 Houses to Beach by Anna Maria Life Vacation Rentals Holmes Beach - Kitchen - Washer - Dryer - Pet-friendly 9.4 Exceptional 22 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=33275314&PinnedHotelID=33275314&HadPinnedHotel=true®ionId=-1&adults=2) ![On the beach](https://images.trvl-media.com/lodging/27000000/26940000/26934300/26934201/2aba6c80.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Adorable beachfront rental in a great location with Gulf access right outside Holmes Beach - Ocean view - Kitchen - Washer - Dryer 8.4 Very good 56 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=26934201&PinnedHotelID=26934201&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV, books](https://images.trvl-media.com/lodging/38000000/37910000/37904300/37904235/ef91de7f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Prices cut by 20% for stays up to 31.01.26 - Seabreeze Cottage moments from the beach Holmes Beach, Anna Maria Island - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 19 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=37904235&PinnedHotelID=37904235&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby](https://images.trvl-media.com/lodging/67000000/66890000/66885700/66885687/300d3c94.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Chasing Waves managed by Beach Retreats FL Anna Maria Island Holmes Beach - Kitchen - Washer - Dryer - Pet-friendly 9.4 Exceptional 33 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=66885687&PinnedHotelID=66885687&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/120000000/119910000/119902700/119902642/82d070c1.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cozy Beach Cottage, Pet Friendly Ilexhurst - Kitchen - Washer - Dryer - Pet-friendly 9.6 Exceptional 24 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=119902642&PinnedHotelID=119902642&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59850000/59842400/59842339/dad609ae.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Dog-Friendly Home with Pool! 4 mins to the Beach - Starfish Cove, A Holmes Beach - Kitchen - Washer - Dryer - Pet-friendly 8.8 Excellent 3 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=59842339&PinnedHotelID=59842339&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby](https://images.trvl-media.com/lodging/23000000/22370000/22366000/22365996/6f8b2a41_edited_848c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Lovely 2 bedroom duplex on Anna Maria Island, great location, pet friendly! Holmes Beach - Kitchen - Washer - Dryer - Pet-friendly 9.8 Exceptional 38 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=22365996&PinnedHotelID=22365996&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Contactless check-in available Minimum check-in age: 25 ### Check-out Check-out before 10:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Pets Pets allowed Service animals are welcome, and are exempt from fees ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Onsite parties or group events are strictly prohibited Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### Property is also known as Gulf Winds a Completely Remodeled Cozy Cottage pet Friendly Gulf Winds Completely Remodeled Cozy Cottage pet Friendly House Gulf Winds Completely Remodeled Cozy Cottage pet Friendly Gulf Winds Completely Remodeled Cozy Cottage pet Friendly House Gulf Winds Completely Remodeled Cozy Cottage pet Friendly House Gulf Winds Completely Remodeled Cozy Cottage pet Friendly 1757-140520 Gulf Winds a Completely Remodeled Cozy Cottage pet Friendly ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C27.51110%2C-82.71741&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=ZOvNxlu0nk5r7Ai6kH014I4yLzs=) Holmes Beach, FL #### What's nearby - Bradenton Beach - 6 min walk - 0.6 km - Holmes Beach Beaches - 14 min walk - 1.2 km - Manatee Public Beach - 2 min drive - 1.8 km - Bean Point Beach - 6 min drive - 4.1 km - Anna Maria Beach - 7 min drive - 4.8 km #### Getting around - Sarasota-Bradenton Intl. Airport (SRQ) - 45 min drive #### Restaurants - ‪The Ugly Grouper - ‬6 min walk - ‪Anna Maria Island Beach Cafe - ‬4 min drive - ‪Dunkin' - ‬5 min drive - ‪Skinny's Place - ‬4 min drive - ‪Hurricane Hanks - ‬9 min walk ## Frequently asked questions ### Is Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly pet-friendly? > Yes, pets are allowed at this property. ### What time is check-in at Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly? > Check-in begins at 4:00 PM. ### What time is check-out at Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly? > Check-out is at 10:00 AM. ### Where is Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly located? > Situated by the sea, this vacation home is within a 10-minute walk of Bradenton Beach and Island Gallery West. Holmes Beach Beaches and Palmetto Avenue Beach are also within 1 mi (2 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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