From Round Hill villas to a clifftop cottage at Rockhouse — Amina has stayed at every property and only lists the ones we'd send our own friends to.
Region
Stay type
12 stays match — all bookable with a 24-hour free hold.
Montego Bay
400 oceanfront acres, dolphin lagoon and an equestrian centre — Jamaica's grand dame reborn.
From
$540/night
Montego Bay
Ralph Lauren–designed cottages on a private peninsula — JFK and Hepburn used to summer here.
From
$720/night
Negril
Thatched-roof villas perched on Negril's West End cliffs — dive straight into the Caribbean from your terrace.
From
$385/night
Negril
12 hand-built cottages above a network of sea caves — candlelit dinners served in the grotto.
From
$695/night
Ocho Rios
Powder-soft private beach, no TVs, no kids, no clocks — Noël Coward's favourite hideaway.
From
$460/night
Port Antonio
Hillside cabins above San San Bay with a working recording studio — Drake, Bjork and Banks all cut tracks here.
From
$520/night
Port Antonio
Brutalist-meets-tropical villas on the rocks — each with its own oceanfront infinity pool.
From
$980/night
South Coast
Hand-painted cottages on Calabash Bay, Treasure Beach — the most laid-back, art-filled stay on the island.
From
$195/night
Kingston
Chris Blackwell's mountain retreat 3,100 ft above Kingston — coffee plantations and Blue Mountain mist.
From
$425/night
Port Antonio
Solar-powered, plant-based eco-retreat in the hills above Port Antonio — Green Globe certified for 20+ years.
From
$290/night
Negril
Seven Mile Beach all-inclusive built around a 10-acre sport complex — tennis, squash and yoga before sunset cocktails.
From
$510/night
Ocho Rios
The original Bond villa on a private cove — sleeps eight in five bedrooms with its own beach, lagoon and chef.
From
$3200/night
Resort Match
Tell us your dates, vibe and budget. Within a few hours we'll send three matched properties with our honest pros, cons and the room category we'd actually pick.
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