Surrounded by the tropical foliage of Round Hill Resort, this hillside home away from home overlooks the gorgeous Caribbean Sea, with the beach accessible via a short walk on resort pathways. The private pool and lounge area with bright blue recliners and umbrellas is the best spot for taking in 10 miles of turquoise sea and watching the sky turn intense shades of gold, pink, and tangerine at sunset. The services of a cook, butler, housekeeper, and even someone to do your laundry are included in the rental.
Sleeps 8: 4 bedrooms, 4 baths
Rates: start at $6,000 per week; jamaicavillas.com