Tailwind South: Beautiful 3 bedroom across the street from Beach!

Placida, Florida
$605 avg/night
Bed 3

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

UPDATE from Hurricanes Helene and Milton
As of January 2026,
Tennis courts are ready to go!
Docks have been rebuilt and ready to go!
POOL: NOT AVAILABLE for the 2026 season. Information for 2027 should be available before summer of 2026

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.

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.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly
  • BEACH

    Near The Beach
  • SAFETY

    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)
  • BEDROOM

    3 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 2280 Sq Ft (212 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Internet Access
  • OUTDOORS

    Balcony Barbecue Grill
  • POOL/SPA

    Shared/communal Pool
  • BATHROOMS

    2 Bathrooms Shower Towels Provided
  • ENTERTAINMENT

    TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • SUITABILITY/ACCESSIBILITY

    Cobblestone Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Rates & Availability

Review Review

  • Laura B.

    Submitted Mar 27, 2024

    Stayed Mar 9, 2024

    Great place for a relaxing week on the beach, we would love to go back.

  • Jack B.

    Submitted Jul 19, 2023

    Stayed Jun 28, 2023

    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!

  • Laurie H.

    Submitted Aug 15, 2021

    Stayed Aug 7, 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.

  • Matt S.

    Submitted May 28, 2021

    Stayed May 10, 2021

    Nice cozy and tropical feel

  • John D.

    Submitted Apr 4, 2021

    Stayed Mar 27, 2021

    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

  • Mindel D.

    Submitted Jan 20, 2021

    Stayed Dec 21, 2020

    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.

  • Susie H.

    Submitted Aug 24, 2020

    Stayed Aug 2, 2020

    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.

  • James H.

    Submitted Feb 1, 2020

    Stayed Jan 29, 2020

    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.

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Total

Includes taxes and fees
$605+
View details