My sister Emily just got back from a stay at Jake’s and hasn’t stopped gushing about how it’s the perfect blend of laid-back Jamaican style and authentic local experience–“the opposite of a mega-resort that takes over the land and creates a false idea of what vacationers want.” Once we saw her photos, we were hooked, too. The collection of cottages was started by Sally Henzell (remember this place?), who opened a small restaurant on the island almost 20 years ago. Since then, her little venture has grown into  31 cottages/villas that dot the otherwise quiet, undeveloped craggy Jamaican coast. Designed by Sally, each cottage is distinctly different, but there’s definitely aesthetic crossover in the form of weathered colonial antiques, African textiles and eclectic Jamaican details like colorful glass mosaics laced with seashells. And then there are those big only-in-Jamaica gestures that make Jake’s the stuff of such passionate proselytizing–salt water pools, beach hammocks, a plein air clawfoot bathtub and an outdoor wrought iron bed on the porch. One of the most popular activities (if you can call it that): Guests can catch a boat to Pelican Bar, a thatched-roof, stilted bar opened by a local fisherman, Floyd, after he discovered a sandbar two miles from the shore. It seems like a lot of effort for a Red Stripe, but this place is legend.

The Details:
Rooms start at $95 per night for a two-person room to $850 for a villa sleeping eight. The restaurant menu changes daily and features the daily catch from the sea and fresh produce gathered from local farms. The entire Jake’s village can be booked. Book it at jakeshotel.com.

Maybe you were idly flipping through the new spring Anthropologie catalog–a dreamy visual ode to old world Jamaica–and couldn’t stop admiring the stunner of a house in the background, all bohemian antique charm, crumbling plaster, and palm fronds peeking through swung-open shutters. After a little digging, maybe you were able to cross-reference interior clues and piece together the shoot location, because you are kind of obsessive that way. Jackpot! Itopia is a three-bedroom stone country house built in the 1600s that the owner, set designer Sally Henzell (the woman who started Jake’s and whose family runs the hotel group Island Outpost), recently began renting out to travelers. Prices start at about $1,700 a week. Thanks to the photographer Jessica Antola for many of these beautiful interior photos.

[Photos from the top: Anthropologie Spring 2011 catalogue; exterior courtesy of Island Outpost; group of interiors by Jessica Antola; bedroom courtesy of Island Outpost; front yard and living room photos by Jessica Antola; bottom image courtesy of Island Outpost.]