



All 86 photosHolmes Beach, Anna Maria Island
Anna Maria Island, Indian Rocks Beach & Indian Shores
14 condos on Florida's Gulf coast barrier islands. Balconies over the water, heated pools, and a building that fronts the beach rather than a drive to it. Booked direct with the people who manage them.
Holmes Beach, Anna Maria Island
Indian Rocks Beach
Indian Shores
Isla del Sol, St. Petersburg
The Coast
Florida's Gulf coast is a chain of narrow barrier islands, and almost everything worth booking on them sits on one road. On the Pinellas islands that road is Gulf Boulevard. On Anna Maria it is Gulf Drive. Get an address on it and the Gulf is on one side of you and the Intracoastal is on the other.
That is the whole difference between these condos and a rental a few blocks inland. You are not driving to the beach. You are not circling for a parking space at a public access at ten in the morning in March. You come down from your own building, and in the evening you watch the sun go into the water from your own balcony instead of packing up to leave before it does.
The Condos
From a one bedroom for two to a four bedroom that sleeps ten. Every one bookable direct, with no platform service fee and a local phone number that a person answers.
Anna Maria Island sits south of Tampa Bay, and Holmes Beach is the middle of its three cities. The free island trolley runs Gulf Drive between the Anna Maria City Pier and Coquina Beach every 20 minutes, 6:00am to 10:30pm, every day of the year, so a car becomes optional once you have arrived.




All 86 photosHolmes Beach, Anna Maria Island




All 46 photosHolmes Beach, Anna Maria Island




All 46 photosHolmes Beach, Anna Maria Island




All 47 photosHolmes Beach, Anna Maria Island
A residential beach town on the barrier island between the Gulf and the Intracoastal Waterway, about a square mile of land in total. It has more public beach accesses than any other Pinellas barrier island, spaced along Gulf Boulevard, so the sand never feels funnelled into one crowded entrance. Quieter than Clearwater Beach, and close enough to drive there for an evening.




All 79 photosIndian Rocks Beach
Indian Rocks Beach
Indian Rocks Beach
Indian Rocks Beach

Indian Rocks Beach
The next town south, and narrower still. In places the island is barely wider than Gulf Boulevard itself, which means Gulf on one side and the Intracoastal on the other from the same building. Low rise, residential, and a short drive from John’s Pass.




All 57 photosIndian Shores




All 60 photosIndian Shores




All 18 photosIndian Shores




All 23 photosIndian Shores
The one condo here that is not a Gulf Boulevard address. It sits on Isla del Sol, an island community on the Intracoastal south of St. Pete, in a resort with its own private beach, heated pools, tennis and pickleball. St. Pete Beach, Pass-a-Grille and Fort De Soto are all a short drive, and downtown St. Petersburg is about ten minutes.




All 44 photosIsla del Sol, St. Petersburg
Booking Direct
Same condo, same dates. The difference is what sits on top of the nightly rate and who picks up the phone.
Booking direct saves up to 30% in channel fees that otherwise go to Airbnb and Vrbo. On a week at the beach that is usually a few hundred dollars, and it buys you nothing you can see.
Fourteen days instead of the thirty the platforms hold us to. Beach trips get moved for weather and for work, and the shorter window is the one that actually helps.
Reduced, with no markup layered on top of it. What the clean costs is what you pay for it.
We manage these buildings. If the pool gate code changes or the elevator is out, you are calling the people who can do something about it, in this time zone.
If you want it confirmed in writing which floor a unit is on, how far the walk to the sand actually is, or whether the building takes dogs, ask us before you book and we will put it in writing.
Longer stays and shoulder season dates are where the real movement is, and there are discounts we simply are not allowed to pass on through a listing site.
Questions
The things guests actually ask us about the beach condos, answered plainly.
Indian Rocks Beach and Indian Shores are closer to Tampa International and to Clearwater. Anna Maria is further south, quieter, and you can leave the car parked once you arrive. Tell us your dates and who is coming and we will tell you which of the 14 actually fits, including the ones that are already taken.