Close to sailing, cycling, and more, this family-friendly vacation home brings it all within reach. Longboat Key Beaches is just steps away and Cannons Marina is within an easy 12-minute walk, so leave your car at the property, which offers covered onsite parking.

This 5-bedroom, 3-bathroom rental features a BBQ grill and a ceiling fan. Try your hand at billiards, or enjoy the free WiFi and cable/satellite TV. Bathroom amenities include towels and shampoo. 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. Other amenities include an ironing board and heating.