Casa Amiga managed by Beach Retreats

Close to sailing, cycling, and more, this smoke-free vacation home brings it all within reach. There's convenient covered onsite parking, so you can leave your vehicle behind and head out to Bayfront Park and Anna Maria Island Museum and Historical Park, just a short walk away.

Relax by the heated pool or sip a drink in the garden of this vacation home, which also features a BBQ grill and an outdoor tennis court. As for the great indoors, you can come inside and enjoy the free WiFi and cable/satellite TV.

No need to pay for a restaurant every night, when you've got an oven and a refrigerator on hand, as well as a coffee maker and a toaster. And you can even pack a bit lighter because there's a washer and dryer.