Close to windsurfing, fishing, and more, this pet-friendly vacation home brings it all within reach. Jump into your car and make short work of the 20-minute drive to Doctor's Cave Beach or the 24-minute drive to Rose Hall Great House (and enjoy the property's convenient secured onsite parking in the meantime).

Spend a day at the nearby beach, relax by the outdoor pool, or sip a drink in the outdoor entertainment area of this vacation home, which also features a garden. When you come inside, connect to the free WiFi or get cozy in front of the digital TV (streaming services available).

As you settle into the place, you'll find premium bedding, air conditioning, and blackout drapes/curtains. No need to pay for a restaurant every night, when you've got an oven and a stovetop on hand, as well as a coffee maker, an electric kettle, and a microwave. And you can even travel light because you'll have a washing machine.