06/15/2026
You can stay directly across the street from the beach on Anna Maria Island for $1,850 all in after taxes and fees? ☀️
That's right! You can book a 7-night stay at Sea Pirate 5 for any available week through October 2026.
This 2BD/1BA condo in Holmes Beach sleeps 4 and is steps from the sand, with a large heated pool, private courtyard with a grill, and the kind of easy island location that makes vacations actually feel relaxing.
Walk across the street and your toes are in the sand within seconds, then come back and relax at the pool without dealing with the crowds of a giant resort complex.
There’s also a free trolley stop nearby, making it easy to explore all over Anna Maria Island without constantly worrying about parking. 🏝️
You’re within walking distance of Publix, restaurants, shops, and local favorites like West Coast Surf Shop, Skinny’s, Los Chiludos, and The Anchor Inn. 🌮🍦🍹
You’re also close to Grassy Point Preserve for walking trails, fishing spots, and quiet nature views.
Like all Duncan Real Estate vacation rentals, this home comes stocked with beach chairs, a beach umbrella, beach towels, a cooler, and a beach cart for guest use during your stay.
And yes, this includes holiday weeks like Fourth of July and Labor Day too 👀 Those dates are usually some of the first to disappear.
As part of our 25th Anniversary Flash Sales, this offer is temporary and subject to availability. These dates tend to book quickly once released, so if you’re interested, don’t wait too long to lock in your stay ✨
See availability and more info here:
theannamariaisland.com/SeaPirate5
Book online or call our office at 941-779-0304 before the available dates disappear.
