Title: Tailwind South: Beautiful 3 bedroom across the street from Beach! - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=38415690&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Tailwind South: Beautiful 3 bedroom across the street from Beach! Vacation home in Placida with kitchen and balcony ## Photo gallery for Tailwind South: Beautiful 3 bedroom across the street from Beach! ![Exterior - Tailwind South: Beautiful 3 bedroom across the street from Beach! (Placida)](https://images.trvl-media.com/lodging/39000000/38420000/38415700/38415690/83545b97.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Outdoor dining - Tailwind South: Beautiful 3 bedroom across the street from Beach! (Placida)](https://images.trvl-media.com/lodging/39000000/38420000/38415700/38415690/f21a6c76.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV - Tailwind South: Beautiful 3 bedroom across the street from Beach! (Placida)](https://images.trvl-media.com/lodging/39000000/38420000/38415700/38415690/d6431a4c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV - Tailwind South: Beautiful 3 bedroom across the street from Beach! (Placida)](https://images.trvl-media.com/lodging/39000000/38420000/38415700/38415690/f4bf48a7.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Beach nearby - Tailwind South: Beautiful 3 bedroom across the street from Beach! (Placida)](https://images.trvl-media.com/lodging/39000000/38420000/38415700/38415690/w1280h848x0y5-1ef45ff0.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Escape to this 3 bedroom, 2 bath haven on Bocilla Bay with direct access to the beach and gulf views. Enjoy a private boat dock, open sun deck and screened lanai overlooking the water. This pet-friendly home is located in an association featuring a heated swimming pool, lighted tennis court and more. ## Reviews 9.0 Wonderful ### Entire home 3 bedrooms2 bathroomsSleeps 82280 sq ft ## Popular amenities - Ocean view - Kitchen - Washer - Dryer - Pet friendly - 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. ### Tailwind South: Beautiful 3 bedroom across the street from Beach! Due to damage from Hurricanes Helene and Milton, the community pool and tennis courts will not be available during 2025\. Seasonal-Pristine 3 bedroom, 2 bath home with gulf views and a private boat dock. This home is located directly across the street from the beach on Bocilla Bay. Bathtub in master bath is even raised to view the water with limestone and sea glass tile accents. Living room has a pull out queen sofa bed and 2 pull out trundle beds! Hardwood flooring throughout, completely updated kitchen and baths, private boat dock, outside shower, open sun deck and screened lanai overlooking water. .This home is pet friendly with prior approval. We will accept ONE small to medium dog only. Have you vacationed on the island before? Palm Island a.k.a. Don Pedro Island, is a barrier island 7 miles long between Sarasota and Ft. Myers on the Gulf coast with sugar-sand beaches, beautiful harbors and lagoons, great fishing and shelling only accessible by a short 10 minute car ferry or private boat. Our beaches are some of the most pristine and quiet in all of coastal Florida. There are no high rises blocking your Gulf views, unpaved sandy roads, and a relaxed "Old Florida" atmosphere. There is one restaurant called the Rum Bay that serves lunch and dinner. The car ferry runs continually from 6:30 am until 10:00 pm from Sunday through Thursday and until 11:00 pm Friday and 12:00 midnight Saturday. You drive your car onto the ferry and then directly to your vacation rental home. It's a very special place to vacation. We have kayak rentals and golf cart rentals for your use during your vacation. All of our properties on Palm Island require a ferry ride to get there. One round trip on the ferry for car and passengers costs $55\. The alternative is to purchase a book of 10 round trips for $400, or $40 per round trip. For more information on the ferry, google Palm Island Transit. Due to damage from Hurricanes Helene and Milton, the community pool and tennis courts will not be available during 2025 Pet Policy: This home is Pet Friendly home. This means that ONE dog is permitted to stay at the rental. No cats are permitted in any of our properties. Certain aggressive breeds as designated by the State of Florida and outlined in our rental contract are not permitted. No exceptions will be made to this policy. ## Property amenities ### Beach - Beach nearby ### Pool/Spa - Communal pool ### Internet - Available in the house: Internet access ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Bedrooms - 3 bedrooms - Bedsheets provided ### Bathroom - 2 bathrooms - Bathtub - Shower - Towels provided ### Living spaces - Living room ### Entertainment - TV with cable/satellite channels ### Outdoor areas - Balcony - Barbecue grill ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - Pet friendly ### Suitability/Accessibility - Cobblestone flooring in public areas - Smoking not allowed ### 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 not reported (host has not indicated whether there is a smoke detector on the property) ### General - Unit size: 2,280 square feet ## Similar properties ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102940000/102930300/102930216/w1800h1199x0y1-f1fd3c8d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Welcome to the Tipsy Turtle: Luxury 4 bedroom home with Pool and Private Dock on Palm Island Palm Island - Pool - Kitchen - Washer - Dryer 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-06&endDate=2026-02-07&selected=102930216&PinnedHotelID=102930216&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/118000000/117740000/117735300/117735298/3ccccab0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Boca Grande North 32 - Bayfront - Sleeps 6 Placida - Pool - Kitchen - Washer - Free WiFi [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-06&endDate=2026-02-07&selected=117735298&PinnedHotelID=117735298&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/47000000/46380000/46377200/46377178/d0513849.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Boaters Paradise on Kettle Harbor Palm Island - Pool - Kitchen - Washer - Dryer 9.0 Wonderful 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-06&endDate=2026-02-07&selected=46377178&PinnedHotelID=46377178&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/39000000/38400000/38397100/38397054/0109f56f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 3 Bedroom beachfront, pool and dock! 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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 406084 ## About the area Located near the beach, this vacation home is in Palm Island, a neighborhood in Placida. Oyster Creek Golf Club and Gasparilla Marina are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Englewood Beach and Don Pedro Island State Park. Looking to enjoy an event or a game while in town? See what's happening at Englewood Recreation Center or CoolToday Park. [Visit our Placida travel guide](https://www.expedia.ca/Placida.dx146453) [View more Vacation homes in Placida](https://www.expedia.ca/Placida-Private-Vacation-Homes.d146453-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=26.86691,-82.31452&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:ii_cDv%60luN%40Q%3FO%3FS%40O%3FQ%40Q%40O%40Q%40O%40SBO%40OBSBOBOBQBODQBOBODQDMDQDOFODODOFMFOFOFMFOFOFKHOFMHOHKHMHMHKHMHKJMHKJKHKJKJKJKJIJKJKLGJKLIJILGJILGLILGLGLGLGLELGNELGLENELCNELCNELCNCLCNANCNALCNANANANAL%3FN%3FN%3FN%3FN%3FN%3FL%3FN%3FN%40N%40N%40N%40LBN%40NBL%40NBNBLBNDLBNDLDNBLDLFNDLFLDLFLHLDLFLHLFJHLFJHLHJJJHLHJJJHJJJJHJJJJJHJJLHJHLHJHLHLHLHLFLHNFJFNFNFLFNFNDLFNDNFNDNDPDLBPDNBNDPBNBPBNBNBR%40NBN%40R%40N%40P%40N%40P%3FP%40N%3FR%3FN%40PAP%3FP%3FPAN%3FPAPANAPAPAPCNAPCPCNCPCNCNEPCNEPCNENENENGNENGNENGLGNGNGLGNGLILGLILINILIJIJILIJKLIJKLKJIJKHKJKJKHMHKJKHMHKHMFKHMHMFMFMFMFMFMDMFODMFMDOBMDODMDOBMBOBOBMBO%40OBM%40OBO%3FO%40O%40O%40M%3FO%3FO%3FO%3FO%3FO%3FMAOAOAO%3FOCMAOCOAOCMCOCMCOCMEOEMCOEMEMGOEMGMEMGMEMIMGMGMIKIMGKIMIKIMIKKKIKKKKKIKKIKKMIKKMIKIMIKIKIMIMIOGMIMGMGOGMGOGOGMGOEOEOGOEOEOEOEOCQCOEQCOCOCQCOCQAQCOAQAQAQAOAQ%3FQAO%3FQ%3FQAQ&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=CLS13RbtrXzGyZtwWPIgzbLWt1E=) Placida, FL ### What's nearby - ![Colorful Beach Umbrella on a sandy beach with blue sky and ocean; Shutterstock ID 63898504; Purchase Order: -](https://images.trvl-media.com/place/6183201/0e2e4ecb-413d-44a3-8162-e83517d5cf28.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Englewood Beach 16 min drive \- 16.6 km - ![Venice Beach featuring general coastal views and a sandy beach](https://images.trvl-media.com/place/6127832/c7de24fa-d84f-4d57-8697-b106b8cf39b4.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Venice Beach 39 min drive \- 39.4 km - ![Turtle Beach](https://images.trvl-media.com/place/6296228/c23985f3-abcb-49bb-bdf3-6111d5efd31b.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Turtle Beach 51 min drive \- 63.0 km - Don Pedro Island Beach 2 min walk \- 0.2 km - Don Pedro Island State Park 17 min walk \- 1.5 km ### Getting around - Punta Gorda Airport (PGD) 47 min drive ### Restaurants - Steamers Oyster Bar - Manatee Beans & Brews - The Lighthouse Grill - Ken & Barb's Grove City Kitchen - New Faull Inn ## Frequently asked questions ### Is Tailwind South: Beautiful 3 bedroom across the street from Beach! pet-friendly? ### How much is parking? ### What time is check-in at Tailwind South: Beautiful 3 bedroom across the street from Beach!? ### What time is check-out at Tailwind South: Beautiful 3 bedroom across the street from Beach!? ### Where is Tailwind South: Beautiful 3 bedroom across the street from Beach! located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Tailwind South: Beautiful 3 bedroom across the street from Beach! Reviews ## Reviews ### Wonderful 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 5 8 - Good 2 6 - Okay 1 4 - Poor 0 2 - Terrible 0 ### 8.8 Cleanliness ### 9.0 Location ## Reviews ### 8/10 Good #### Jack B. Jul 19, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Vacation stay We had a great time and the house was well equipped with any cooking equipment you would need, making dinner for the family easy. The views were gorgeous and the pool being in close proximity was very nice as well. The AC stayed cold and was nicely decorated and modern. I would stay here again! ##### Jack B. Stayed 10 nights in Jun 2023 ### 10/10 Excellent #### Laura B. Mar 27, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Spring break 2024 Great place for a relaxing week on the beach, we would love to go back. ##### Laura B. Stayed 7 nights in Mar 2024 ### 10/10 Excellent #### James H. Feb 1, 2020 Liked: Cleanliness, check-in, communication, location, listing accuracy #### A great beach stay We stayed for three nights at the Captains Quarters and all four of us agreed we would like to return. A lovely, roomy, nicely furnished home well set up for a family stay. Lots of places for people to find a quiet spot to sit and read. Great decks and a screened porch. Not enough hot water for everyone’s shower though. ##### James H. Stayed 3 nights in Jan 2020 ### 10/10 Excellent #### Laurie H. Aug 15, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Summer 2021 The house had plenty of space for all. It was comfortable with a super floor plan. The kitchen was set up nicely, the family room and large table made for fun evenings over dinner, games, and desserts. A quick walk across the street was perfect for the gorgeous sunsets. ##### Laurie H. Stayed 7 nights in Aug 2021 ### 8/10 Good #### Matt S. May 28, 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Cute place Nice cozy and tropical feel ##### Matt S. Stayed 7 nights in May 2021 ### 6/10 Okay #### John D. Apr 4, 2021 Liked: Check-in, communication Disliked: Location #### Be prepared The area is like being stranded on an island. There is NO stores, one restaurant with very limited hours. The ferry is a barge fee was never disclosed for each car each trip. These things are not explained in the listing. Then the say you can only access the one restaurant by golf cart. Another unexpected fee. Very expensive. This is misleading because you can take a free golf cart ride to the restaurant from the parking lot. Also not explained. $$$$ of extra expenses ##### John D. Stayed 7 nights in Mar 2021 ### 10/10 Excellent #### Mindel D. Jan 20, 2021 Liked: Cleanliness, check-in, location, listing accuracy Disliked: Communication #### Wonderful house on Palm Island Great place to stay on Palm Island. Beautiful house -- great for many people, with lots of outside areas to hang out. Fabulous views from the very top of the house to the deck views. ##### Mindel D. Stayed 7 nights in Dec 2020 ### 10/10 Excellent #### Susie H. Aug 24, 2020 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Captains Quarters The location is amazing. Great layout in the house. Could have been cleaner on arrival. Property manager worked hard to make things right. Overall, an excellent stay. ##### Susie H. 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