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

Vacation home perfectly located for exploring Palm Island

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

Exterior
Beach nearby
Outdoor dining
TV
Pool

Reviews

9.0 out of 10
Wonderful

Entire home

3 bedrooms2 bathroomsSleeps 82280 sq ft

Popular amenities

  • Ocean view
  • Kitchen
  • Washer
  • 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

About the neighborhood

Placida

Palm Island stay.Within a 15-minute walk of this Palm Island vacation home, you'll find Don Pedro Island Beach and Don Pedro Island State Park. Lemon Bay and Little Gasparilla Island Beach are also within 3 miles (5 km).
View more Vacation Homes in PlacidaOpens in a new window

What's nearby

  • Don Pedro Island Beach - 2 min walk - 0.1 miles
  • Don Pedro Island State Park - 17 min walk - 0.9 miles
  • Lemon Bay - 6 min drive - 2.6 miles
  • Stump Pass Beach State Park - 9 min drive - 3.6 miles

Getting around

  • Punta Gorda Airport (PGD) - 47 min drive

Restaurants

  • Starbucks
  • Steamers Oyster Bar
  • Circle K
  • The Lighthouse Grill
  • Cool Pickle In Paradise

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.

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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

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

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited.

Property is also known as

406084

Frequently asked questions

How close is Tailwind South: Beautiful 3 bedroom across the street from Beach! to the airport?

This vacation home is 31.3 mi (47-min drive) away from the Punta Gorda Airport (PGD) airport, the closest popular airport to the property.

Does Tailwind South: Beautiful 3 bedroom across the street from Beach! have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Tailwind South: Beautiful 3 bedroom across the street from Beach! to the beach?

This vacation home is a short 1-minute walk from Don Pedro Island Beach and 15.4 mi (36-min drive) from Venice Beach. Don't forget your sunscreen!

Does Tailwind South: Beautiful 3 bedroom across the street from Beach! offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Tailwind South: Beautiful 3 bedroom across the street from Beach!?

No, there is no casino at this vacation home.

What time is check-in at Tailwind South: Beautiful 3 bedroom across the street from Beach!?

Check-in begins at 4:00 PM.

Is there free parking at Tailwind South: Beautiful 3 bedroom across the street from Beach!?

Free parking is not available at this vacation home.

Does Tailwind South: Beautiful 3 bedroom across the street from Beach! have a pool?

This vacation home does not have a pool.

Does Tailwind South: Beautiful 3 bedroom across the street from Beach! have a spa?

There are no spa services available at this vacation home.

How close is Tailwind South: Beautiful 3 bedroom across the street from Beach! to downtown Placida?

This vacation home is 3.9 mi away from Placida.

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

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

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

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

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

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

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

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

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