Jamaica cottages, view from Windsong cottage, Top Villas

Jamaica Cottages

Our luxury collection of Jamaica cottages promise endless charm and exclusivity - with private pools, first-class resort amenities and in-villa staff to our most lavish.

Jamaica cottages, Tradewinds Tryall Club

About our Jamaica Cottages

Our Jamaica cottages promise timeless escapism, with endless charm, ocean-view scenery and luxury home comforts to enhance your Caribbean getaway.

Kick back on your scenic terrace, soak up the refreshing depths of your private pool, enjoy a sunset beach stroll or entertain away within the exclusive privacy of our Jamaica cottages. Located on the beach or in luxury resorts with first-class resort amenities, our Jamaica cottages promise the best of worlds.

With staffed options and Concierge services available you can easily elevate your Caribbean cottage break into a 5-star experience.

Popular Jamaica Cottages

Seaside Villa at Round Hill
Seaside Villa at Round Hill
Montego Bay, Jamaica
4 4 8
Bee Happy at the Tryall Club
Bee Happy at the Tryall Club
Montego Bay, Tryall Club
2 3 4
Windsong
Windsong
Montego Bay, Jamaica
4 4 8
Serenity on the Beach
Serenity on the Beach
Montego Bay, Jamaica
4 4 8
Tradewinds at the Tryall Club
Tradewinds at the Tryall Club
Montego Bay, Tryall Club
4 4.5 8
Almond Hill
Almond Hill
Montego Bay, Jamaica
4 4 8
Poinciana at the Tryall Club
Poinciana at the Tryall Club
Montego Bay, Tryall Club
2 2 4
Linga-Awhile Cottage on the Beach
Linga-Awhile Cottage on the Beach
Discovery Bay, Jamaica
3 3 6