Title: Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly! - Latest Reviews, Deals & Photos 2026 - 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 ## Photo gallery for Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly! ![Terrace/patio - Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly! (Holmes Beach)](https://images.trvl-media.com/lodging/74000000/73350000/73342700/73342680/d4bc12ba.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Property grounds - Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly! (Holmes Beach)](https://images.trvl-media.com/lodging/74000000/73350000/73342700/73342680/d455046f.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly! (Holmes Beach)](https://images.trvl-media.com/lodging/74000000/73350000/73342700/73342680/94dbd3b0.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly! (Holmes Beach)](https://images.trvl-media.com/lodging/74000000/73350000/73342700/73342680/155d2366.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV - Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly! (Holmes Beach)](https://images.trvl-media.com/lodging/74000000/73350000/73342700/73342680/b56c74f0.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Gulf Winds B offers a serene retreat on a quiet street, with a cozy front porch perfect for morning coffee or evening cocktails. Inside, you'll find two newly renovated bedrooms with comfortable beds and modern amenities like free WiFi and TVs in the master bedroom and living room. Enjoy meals under the shade of a huge table umbrella in the backyard or take advantage of nearby restaurants. ## Reviews 9.8 Exceptional ### Entire home 2 bedrooms2 bathroomsSleeps 4800 sq ft ## Popular amenities - Kitchen - Washer - Dryer - Pet friendly - Free WiFi - Air conditioning ## 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 B 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 A. 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 tbc 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 - Gas 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 - Phone ### Location highlights - Near a hospital - Near an outlet shopping mall - Near the bay - Near the marina - Near the sea ### Things to do - Golf - Tennis - Basketball nearby - Birdwatching nearby - Cycling nearby - Ecotours nearby - Fishing nearby - Golfing nearby - Hiking/biking trails nearby - Horseback riding nearby - Jet skiing 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 ![Exterior](https://images.trvl-media.com/lodging/34000000/33950000/33947700/33947611/bbccec67.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Anna Maria Island condo with heated pool, short walk from the beach Holmes Beach - Pool - Kitchen - Washer - Dryer 9.2 Wonderful 21 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-06&endDate=2026-01-07&selected=33947611&PinnedHotelID=33947611&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/90000000/89420000/89411400/89411400/c85ad59d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Style of the Isle within walking distance to the beach Holmes Beach - Pool - Kitchen - Washer - Dryer 10 Exceptional 77 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-06&endDate=2026-01-07&selected=89411400&PinnedHotelID=89411400&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby](https://images.trvl-media.com/lodging/45000000/44900000/44897300/44897264/172cdaed.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Seabreeze Condo B Close to the beach, Pet Friendly, With A Pool. 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Holmes Beach - Kitchen - Washer - Dryer - Pet friendly 9.4 Exceptional 13 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-06&endDate=2026-01-07&selected=76659143&PinnedHotelID=76659143&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/43000000/42540000/42533400/42533307/a73f958c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Steps from the Beach 2BR - Unit 1 Holmes Beach - Kitchen - Washer - Dryer - Pet friendly 9.6 Exceptional 18 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-06&endDate=2026-01-07&selected=42533307&PinnedHotelID=42533307&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 Information provided by the property may be translated using automated translation tools ### 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 1757-229448 ## 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 - Island Gallery West \- 8 min walk \- 0.7 km - Holmes Beach Beaches \- 14 min walk \- 1.2 km - Manatee Public Beach \- 2 min drive \- 1.8 km - West Coast Surf Shop \- 3 min drive \- 2.1 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? ### How much is parking? ### What time is check-in at Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly!? ### What time is check-out at Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly!? ### Where is Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly! located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly! Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 11 8 - Good 2 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 9.6 Location ## Reviews ### 10/10 Excellent #### Judy D. Jun 14, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy This was a great little place to stay! We were out on the beach or at another family's place, so we didn't spend a lot of time inside, but when we did, the place was clean, had all of the dishes we needed, the bed was comfortable and there was a coffee machine for our morning coffee. We were in walking distance of the beach, stores and The Freckled Fin where we had a wonderful lunch! We would stay here again. ##### Judy D. Stayed 7 nights in Jun 2025 ### 10/10 Excellent #### Raymond T., Bakersfield, CA Feb 18, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Holmes Beach Nice property. Good location. Clean and well stocked. ##### Raymond T. Stayed 7 nights in Feb 2023 ### 10/10 Excellent #### Jennifer S. Mar 12, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Perfect vacation spot in Anna Maria We were very pleased with the property. Charming home with a front porch and backyard lanai. Comfortable beds. Well stocked kitchen and washer and dryer. Short walking distance from shops, restaurants and the beach. We would stay here again. ##### Jennifer S. Stayed 7 nights in Mar 2022 ### 10/10 Excellent #### Caren V. Mar 19, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### AMI Great place! Perfect for my cousin and I. The porch added so much great living space. Only negative was the bad beach chair and hard mattress in the front bedroom. Would stay again. Great value and a close walk to restaurants and stores!!! ##### Caren V. Stayed 7 nights in Mar 2022 ### 10/10 Excellent #### Mary F. Jul 23, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Quaint & immaculate beach cottage Adorable beach cottage within walking distance to the Gulf. It was immaculate and had everything we needed. The outdoor area was great and has a screened in porch. The only area that could be improved upon are the mattresses and bedding. ##### Mary F. Stayed 13 nights in Jul 2022 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Yvonne U. Feb 16, 2024 #### Perfect house in a quiet neighborhood Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: House was very clean and fully stocked with everything needed for a beach vacation. The neighborhood is perfect for walking and very quiet. Highly recommend and can't wait to go back. ##### Yvonne U. This review comes from a trusted partner site and has not been verified. ### 8/10 Good #### Linda S. May 12, 2025 #### Comfortable stay Rating Details: The property manager was very helpful. The vacation rental was very clean. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house was comfortable for our needs. Wish it was a little closer to the beach with a bad knee. Couldn’t find shortcut & don’t think it would have been much shorter. Wasn’t told there was a work site next to house but didn’t bother us. Wish there had been recliner lounge chair out back but did enjoy screened in patio. House clean other than air conditioning filter having to be cleaned, which it was promptly. All in all a comfortable retreat. ##### Linda S. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### ALISON P. Sep 12, 2023 #### Perfect Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This is our 2nd year renting Gulf Winds B. We love everything about it! Perfect size for the two of us and has everything we need. Also the rental company is amazing to deal with. We arrived late on Friday to AC not working, a quick email and someone was there within 30 minutes and got it going in an hour! I will continue to rent from here in the future. ##### ALISON P. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Melody W., Granite City, IL Feb 14, 2023 #### PARADISE! Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: My husband and I stayed in Gulf Winds Unit B for 5 weeks in January and February. The rental was perfect for us. The first thing I noticed when entering was how clean and well maintained the property was. The Master BR is a nice size with doors leading to the lanai. What a lovely, secluded area to relax. Comfortable chairs and gas grill complete the area. The kitchen is compact but fully functional for cooking. The location is an easy 4-5 blocks from the beach. You are also close to the free island trolley that you can ride to each end of the island. The unit has a washer and dryer, beach cart and chairs. The front porch is also great for relaxing. It was such a pleasure working with the Prop Mngmt company, especially Misty. You will not be disappointed with this rental and location. Remember to walk to Duffy's bar for their bacon cheeseburger (cash only). Can't wait to return for another 5 weeks next year. ##### Melody W. Stayed 35 nights in Jan 2023 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Barb B. Apr 5, 2024 #### Great place for getting away from the snow Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This rental is a wonderful 2 bedroom 2 bath half of a single level duplex. The screened in back porch is our favorite part of the rental. The kitchen and living area is quite small so having 4 people staying there for more than a few days would get a little tight. It is about a 10 minute walk to the beach. Our interactions with the people at Florida Dreams were excellent. ##### Barb B. This review comes from a trusted partner site and has not been verified. ### 8/10 Good Feb 2, 2024 #### Florida in January!! Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was somewhat dissatisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: I left a message in the information book. I had called about the TV not getting local channels, she said she would call me back. Got a text that the maintenance person stopped by and I wasn't there and he tried to call and I didn't answer I didn't receive a call and if he did call he never left a message!! I fixed the master bedroom door that was loosen and put a level under kitchen table. Chairs for the beach are mostly rotted. Still love the location and will stay again. Thank you. Diane This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### ALISON P. Oct 20, 2022 #### Awesome place and customer service Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Pictures do not do this place justice. It is awesome and had everything we needed and perfect space for two of us. Rental company was great, even allowed us to check in a couple hours earlier than normal check in. We are already looking at booking for next year's trip and many more to come. Bed was very comfy and I wanted to take it home with me. Thank you for an amazing stay and the great customer service. ##### ALISON P. This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Evangeline K. Aug 19, 2022 #### Cozy property, beach access and great restaurants close by Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very clean supplied us with what we needed and then some. Will definitely book this property again. ##### Evangeline K. 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