UPDATE from Hurricanes Helene and Milton
As of September 2026
Tennis courts are ready to go!
Docks have been rebuilt and ready to go!
POOL: NOT AVAILABLE for the first half of 2027 season. Better information will be available by January 2027. The project is moving ahead!
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 island is stunning! The location is ideal for beach and bay lovers. This property is on the bay and you walk directly across the street for your beach access. You can stand in the kitchen and see the ocean and the bay at the same time. The house is well equipped with things. The owners have decorated well and I love the local art work in the home. The screened in porches are great for being able to sit outside and enjoy the views and not get obliterated by mosquitoes. The family room is a great gathering room and is beautiful. The house was great and we really enjoyed our stay all week! We will be back.
Pure Relaxation & Comfort
by Jenna
4/5
Our home was just perfect. It was just across the sandy road from the beach and on the canal in the back. It was nice to fish off the dock and morning sunrises and evening sunsets all visible from the house's rooftop lookout. It was so easy to go back and forth from the beach. The house is so close, I could just let the kids decide if they wanted to come and go back to the house while I stayed and enjoyed the beach. The kitchen was nice and all the decks and balconies of the house were so comfortable. I found myself reading in a new spot everyday. Beds were comfy and the kids enjoyed sleeping in the trundle beds and couches in the living room together. I love this kind of vacation where there is absolutely nothing to do but relax.
Our only upset, and the reason for 4 stars, was that the pool was closed. Which I understand because of the hurricane, but the listing did not reflect that. Also my welcome emails listed pool gate passcodes which I called the management office about and they said they did update the listing “months ago” but I checked again and that is not true.
I would return if the pool was in working order. The house was just perfect.
5 Stars: Exceeds Expectations!
by Martha
5/5
Very nice house! My only suggestion would be to replace the window blind over the master bath. It is missing most of the blind. Thanks! Marti Gustus
Love This Place
by Barbara
5/5
Good layout with awesome views. The deck on the top of the house is our favorite feature. Barb also lives there dock for fishing.
We like the great room with the large dining table. The kids like the novelty of the trundle beds.
Spring break 2024
by Laura
Great place for a relaxing week on the beach, we would love to go back.
Family Vacation
by Matt
5/5
We've been vacationing on DPI for many years. This year we stayed at Tailwind South and had an excellent experience. The house has an extremely large floor plan with great spacious decking all around. Beach access is right across the sand/shell road. As usual there were very few people on the island, which of course is by design, over the Easter holiday. Most days we had the pool to ourselves. It's quite, uncrowded and peaceful. It's a great place to disconnect. We'll be back!
Everything you could wish for in a rental!
by Fabrice
5/5
Spacious, clean and comfortable, this rental exceeded our expectations. When you add access to a very nice pool, tennis court, dock and a location right across the street from the beach, it is all there to make for a memorable vacation!
Perfect!
by Bill
5/5
We've been coming to this part of Florida every year for the last 10 years. The last 5 years we have been staying on the barrier islands for 4 weeks at a time. The last 3 have been on Don Pedro island. We love the remoteness of the island and the uncrowded beaches. This is a fantastic house and by far the best we've rented in the area (and one of the best we e rented anywhere in the world). Lots of spaces for gathering as a family but also little private spots if some alone time is needed. There is a large porch perfect for watching the sun rise, sunbathing, or afternoon cocktails. There is also a covered portion with a table for eating outdoors. There is a great grill if grilling is on the menu. Our favorite part of the house is a small widow's walk from which to observe the sun setting over the gulf.
While not on the beach, it's just across the road from a beach access. There is also pool and tennis court access which is less than a 5 minute walk from the house. Our children and grand children loved the convenience of the pool.
If this a first trip to Don Pedro, be advised that one must use the ferry for island access. If ferry use for the car is used sparingly, it's not bad. It is easy to leave a car on the mainland and be a walk aboard. Also, a golf cart is not included with this rental. While a golf cart is not a necessity, it is a nice to have. It's a 15-20 minute walk from the ferry landing, and a golf cart makes it much easier. It's also fun to tool around with grandkids and visit the Palm Island resort. I'd recommend Palm Island Golf Carts for your rental. Heather is great. Also, the WI-FI is a guest configuration which has some limitations. But, hey, you're coming here on vacation!
We hope to return to this house next year.
unforgettable vacation !!
by Aurelio
5/5
the best vacation of my life! is not all about luxury and comfort ! everything was fine, the house was super comfortable and with everything you need to be there, the service staff responds quickly ,the beach is spectacular and the peace and tranquility you feel every place in the island my family was satisfied !!! i recommend this house is in the perfect spot of the island
Wonderful!
by Blythe
5/5
This home is lovely! It has the lagoon in the back with a huge deck and the beach in the front! The beach is a short walk, but this house has a lot of great things; a lookout, a huge living room, many sleeping options, and a unique floor plan! We enjoyed ourselves for the 3 weeks we were there. We had a little issue with the air, but Jim called for service immediately and it was remedied. There are some things needing attention, like lights that were not working, but this house is so wonderful it goes unnoticed! We will be going again!
Captain's Quarters
by Corey
4/5
Home was clean. Check in and check out were easy. Roof top deck has beautiful views. Pool was loved by our daughter and her friend as was the beautiful and miles long Beach.
Definitely recommend renting a golf cart, we didn't initially but wound up doing so about half way through week. Convenient and easier way to get around on the narrow roads and the kids loved it.
Might suggest the addition of some measuring spoons and cups to the kitchen.
Also the coffee maker takes #4 cone filters, which would be good to know ahead of time. The house is collecting a lot of unused bags of basket filters.
Great Family Vacation!
by Christine
4/5
Loved the location! The accomodations were great for 5 adults and 4 children ages 6-10! If you love to Kayak or have a boat, back dock is a great place to be. Easy accessible to inter coastal. The dock needs some repairs but it looks like the owners are in process of getting it done.
Jim was great throughout our stay. Had plumbing issues, that were immediately taken care of. When we ran out of things he came to supply. But we enjoyed how close to the beach we were. No crowds. But remember to plan your food supply accordingly-there are no restaurants and only one store with limited supplies. A great way to chill with family with our busy lives.
Perfection!
by Donald
4/5
We have returned to this Island Oasis several times and have never been disappointed. The home is spacious and beautifully decorated. We had several guests during our stay and all were very impressed! We will definitely return and have recommended this home highly to all of our friends! The view from the top is unbelievable, the beach is very private and the restaurant/resort on the tip of the island has a small store for quick necessities such as ice, bread, milk etc. Perfect getaway vacation away from all the over commercialised locations.
CAPTAINS QUARTERS
by Sharon
5/5
We absolutely loved our stay at Captains Quarters, the house met all of our needs. We would really love to return here at another time if there are any openings. The pool and beach were only steps away and we basically had them to ourselves.
CAPTAINS QUARTERS
by Sharon
5/5
We absolutely loved our stay at Captains Quarters, the house met all of our needs. We would really love to return here at another time if there are any openings. The pool and beach were only steps away and we basically had them to ourselves.
Gone Fishing
by Kurt
5/5
The house was fantastic, clean, plenty of space and very nicely furnished. We enjoyed having access to the beach and quick access to boat fishing. Caught 6 or 7 seven sharks in the Gulf. The upper deck was awesome And the new stairs are nicely done. We appreciated Jim’s flexibility with check in and communication prior to and after.
Fantastic Property in a Great Location
by Jason
5/5
Captains Quarters is a fantastic property in a great location. We have stayed in many vacation rentals but this one is by far in the top tier. The home has tons of open space and never felt cramped even with our large family. There is plenty of seating both indoors and outdoors which is often a problem. We had two issues during our stay (no fault of Jim and team), but they were quickly addressed without hesitation. Everyone enjoyed the beach and the pool. We were often the only people at the pool and the beach might as well be private since the closest person was 200ft away. We look forward to our next visit!
Captains Quarters
by Susie
4/5
We had a very relaxing week on Palm Island. We loved the location and layout of the house. There were some issues throughout the week which were handled promptly by the property manager who was very nice and helpful. Our biggest concern was that we felt the house itself was not as clean as it should have been upon arrival. Overall, we had a fun time and would love to return to Palm Island.
Wonderful Home!
by Brian
5/5
Wonderful Home to stay at on Palm Island. Just a quick walk to the beach and the house offers a wide array of great places to relax and enjoy life. There is also excellent fishing off the dock. Looking forward to visiting again in the future
Great place!
by Brad
5/5
Wonderful home with everything you need and only steps from the beach. Lots of room for the whole family. We thoroughly enjoyed our stay and would book this home again, if available.
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