Jamaica Group Villas


Vacation rentals that are large enough to accommodate a group are often hard to come by and renting multiple hotel rooms can break the bank. WhereToStay.com has searched all over the Caribbean to bring you a collection of villas large enough to accommodate groups on their Caribbean vacations. Unlike a hotel, villa rentals provide one cost for the entire home giving everyone their own space while still enjoying various amenities such as a private pool, chef services and housekeeping. Go on, take a look, the perfect villa for your group vacation is sure to be here!


Six acre estate with beachfront access to coral reefs, on-site sports courts, and two freshwater pools. 5, 6, 7, 8, 9, 10 & 11 BR rates available

Ocho Rios, Jamaica

Pool

From
$1343/Nt
One of the largest villas at Tryall Club, with a basketball court, game room, and playground. 9 BR rates available

Montego Bay, Jamaica

Pool

From
$3391/Nt

Montego Bay, Jamaica

Pool

From
$3052/Nt

Montego Bay, Jamaica

Pool

From
$2857/Nt

Montego Bay, Jamaica

Pool

From
$3143/Nt
Silent Waters Villa is a sprawling villa just outside of Montego Bay that offers everything you could possibly need for ... 5 BR rates available

Montego Bay, Jamaica

Pool

From
$2320/Nt
Huge 6-bedroom villa on the beach has tons of amenities, including a full staff and the use of Jamaica's famed Tryall Club

Montego Bay, Jamaica

Pool

From
$2143/Nt
Huge 6-bedroom oceanfront villa has access to a private beach, comes with a full staff, and has tons of extras

Montego Bay, Jamaica

Pool

From
$1714/Nt
Spectacular 6-bedroom villa with resort amenities, privacy, views, and plenty of activities

Montego Bay, Jamaica

Pool

From
$2273/Nt
Windward Villa offers fun, sun, and relaxation in a spacious and stunning Jamaican villa

Montego Bay, Jamaica

Near Beach | Pool

From
$1624/Nt

Montego Bay, Jamaica

Near Beach | Pool

From
$714/Nt
The view is unmatched anywhere in Tryall Club!

Montego Bay, Jamaica

Pool

From
$1000/Nt
If you don't want to lift a finger on vacation, then the Infinity Villa at Tryall will meet all of ...

Montego Bay, Jamaica

Pool

From
$2091/Nt
Lovely hillside villa with pool, a full staff, and Tryall Club amenities 4 BR rates available

Montego Bay, Jamaica

Pool

From
$786/Nt

Montego Bay, Jamaica

Pool

From
$1819/Nt