Jamaica · RedAwning

JamaicaNegril's Seven Mile Beach and Rick's Cafe sunset cliffs, Montego Bay's Doctor's Cave Beach, Dunn's River Falls in Ocho Rios, and a private-villa cluster in Ironshore

Jamaica is the third-largest Caribbean island — Seven Mile Beach in Negril rolls into the West End cliffs at Rick's Cafe, Montego Bay's Doctor's Cave Beach and the Hip Strip back into Sangster International (MBJ), Dunn's River Falls climbs out of the sea at Ocho Rios, and the Blue Mountains rise behind Kingston for the world's most-cited coffee. The RedAwning villa inventory clusters in Negril (Hanover Parish) and Montego Bay's upscale Ironshore neighborhood (St. James Parish).

  • 10+ across Negril & Montego BayVacation rentals
  • Negril's signature stretchSeven Mile Beach
  • 82 °FAverage water temp
  • December – AprilBest season
A Negril & Montego Bay microsite

Welcome to JamaicaNegril's Seven Mile Beach and the Rick's Cafe cliffs, Montego Bay's Hip Strip and the Ironshore villa neighborhood, Dunn's River Falls in Ocho Rios, and a 10+ private-villa inventory stitched between MBJ and the West End.

Jamaica is the largest English-speaking Caribbean island — Negril's seven-mile stretch of Bloody Bay and Long Bay (Seven Mile Beach), the West End sea cliffs at Rick's Cafe where the cliff-divers jump 35 feet to the water at sunset, the Norman Manley Sea Park Beach where the Ayurveda Care Resort sits, and the gentle eastward run through Anchovy and Falmouth toward Montego Bay. MoBay's Hip Strip on Gloucester Avenue holds Doctor's Cave Beach and Margaritaville; the upscale Ironshore neighborhood east of the city is the gated-villa zone behind the former Ironshore Golf Course. Ocho Rios on the north coast holds Dunn's River Falls and the Mystic Mountain rainforest park; the Blue Mountains rise inland behind Kingston for the world-famous coffee.

Our Jamaica villa inventory clusters in two zones. Negril (Hanover Parish) holds the Seacret Studios and the Ocean Front Resort / Ayurveda Care Resort suites at Norman Manley Sea Park Beach — studio and 2-bedroom units steps from the seven-mile sand. Montego Bay (St. James Parish) holds the YanceyLargo Estate complex (1- to 7-bedroom villas with mountain views) and the Ironshore SugarMill — a private 5- and 6-bedroom villa with chef and butler service in the upscale Ironshore neighborhood near the former Ironshore Golf Course, 15 minutes from Sangster International. Skyline Suites in the MoBay hills add a smaller-budget pet-friendly pick.

Jamaica stays

The collectionhand-picked for Jamaica.

22 properties in Jamaica · page 1 of 2