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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 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.
A deck with a table and chairs overlooking a beach with houses and 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.

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

Located in Palm Island, this vacation home is adjacent to Don Pedro Island Beach and a short stroll from Don Pedro Island State Park. The vacation home includes a kitchen, a balcony, and a refrigerator.
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
  • Burger King
  • Steamers Oyster Bar
  • The End Zone Bar & Grill
  • Beachcomber Trading Post Restaurant

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.
The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a balcony, and there's space to spread out with 3 bedrooms. Other standard amenities include a washing machine and a coffee maker.

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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

  • This property welcomes pets
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

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

Property is also known as

406084

Frequently asked questions

What can I see near this vacation home?

This vacation home is situated in Palm Island, just steps from Don Pedro Island Beach. You'll also find Lemon Bay and Stump Pass Beach State Park within a short drive.

Is parking available on site at Tailwind South: Beautiful 3 bedroom across the street from Beach!?

No, there isn't parking available at the vacation home.

Is this vacation home adjacent to a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

What will couples enjoy most about a stay at Tailwind South: Beautiful 3 bedroom across the street from Beach!?

Couples will appreciate amenities at this vacation home, including a kitchen in each house plus an ocean view and a kitchen in some.

Are there hot tubs at Tailwind South: Beautiful 3 bedroom across the street from Beach!?

No, there isn't a spa tub at this vacation home.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay for free?

Although pets can't stay for free, they are welcome at this vacation home.

Are there connecting rooms at Tailwind South: Beautiful 3 bedroom across the street from Beach!?

No, there aren't connecting guestrooms at this vacation home.

How far is the airport from this vacation home?

The closest major airport to this vacation home is Punta Gorda Airport (PGD), which is about 19.9 mi away.

Are there rooms with balconies that I can book at Tailwind South: Beautiful 3 bedroom across the street from Beach!?

Yes, every house at Tailwind South: Beautiful 3 bedroom across the street from Beach! comes with a balcony and some offer ocean views.

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

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