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

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A coastal residential area with multiple houses, some with balconies and a view of the ocean.
A rectangular pool with clear blue water, surrounded by a black metal fence, and a beach with sand and sparse vegetation in the background.
A deck with a table and chairs overlooking a beach with houses and the ocean.
A spacious living room with a high ceiling, a ceiling fan, and a large window overlooking a deck.
A beach with white sand and sparse vegetation.

Reviews

9.0 out of 10
Wonderful

Entire home

3 bedrooms2 bathroomsSleeps 8212 sq m

Popular amenities

  • Ocean view
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning

Explore the area

View in a map
Placida, FL
  • Place, Don Pedro Island Beach
    ‪2 min walk‬
  • Place, Don Pedro Island State Park
    ‪17 min walk‬
  • Place, Stump Pass Beach State Park
    ‪9 min drive‬

Room options

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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!

"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.
During your stay at this vacation home, you're just a quick walk from Don Pedro Island Beach. You'll find features like laundry facilities. The vacation home includes amenities such as a kitchen and 2 bathrooms.
  • Air-conditioned home with kitchen, washing machine, and 2 bathrooms
  • Amenities include laundry facilities
  • Steps from Don Pedro Island Beach and 13 minutes by foot from Don Pedro Island State Park
This vacation home offers its guests barbecue grills and laundry facilities. The front desk is open around the clock.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool

Internet

  • Available in the house: Internet access

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • 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
  • Smoke-free property

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

Policies

Check-in

Check-in time starts at 4:00 PM
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 are welcome
  • Service animals 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

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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 not indicated whether there is a smoke detector on the property
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

406084

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

Reviews

9.0

Wonderful

Rating 10 - Excellent. 5 out of 8 reviews
Rating 8 - Good. 2 out of 8 reviews
Rating 6 - Okay. 1 out of 8 reviews
Rating 4 - Poor. 0 out of 8 reviews
Rating 2 - Terrible. 0 out of 8 reviews

8.8/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Laura B.

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.
Stayed 7 nights in Mar 2024
Verified review

8/10 Good

Jack B.

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!
Stayed 10 nights in Jun 2023
Verified review

10/10 Excellent

James H.

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.
Stayed 3 nights in Jan 2020
Verified review

10/10 Excellent

Laurie H.

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.
Stayed 7 nights in Aug 2021
Verified review

8/10 Good

Matt S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cute place

Nice cozy and tropical feel
Stayed 7 nights in May 2021
Verified review

6/10 Okay

John D.

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
Stayed 7 nights in Mar 2021
Verified review

10/10 Excellent

Mindel D.

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.
Stayed 7 nights in Dec 2020
Verified review

10/10 Excellent

Susie H.

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.
Stayed 7 nights in Aug 2020