Jamaica | Pleasant Holidays

Riu Palace Aquarelle

$300 OFF Caribbean Vacations

Jamaica, Trelawny

Book from 01/19/26 to 03/15/26, travel from 01/19/26 to 12/15/26

$300 OFF 5-night vacations

Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.

Iberostar Selection Rose Hall Suites

$300 OFF Caribbean Vacations

Jamaica, Rose Hall

Book from 01/19/26 to 03/15/26, travel from 01/19/26 to 12/15/26

$300 OFF 5-night vacations

Book this deal View hotel

Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.

Ocean Coral Spring

$300 OFF Caribbean Vacations

Jamaica, Trelawny

Book from 01/19/26 to 03/15/26, travel from 01/19/26 to 12/15/26

$300 OFF 5-night vacations

Book this deal View hotel

Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.

Grand Palladium Jamaica Resort & Spa

$300 OFF Caribbean Vacations

Jamaica, Lucea

Book from 01/19/26 to 03/15/26, travel from 01/19/26 to 12/15/26

$300 OFF 5-night vacations

Book this deal View hotel

Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.

Riu Negril

$300 OFF Caribbean Vacations

Jamaica, Negril

Book from 01/19/26 to 03/15/26, travel from 01/19/26 to 12/15/26

$300 OFF 5-night vacations

Book this deal View hotel

Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.

Iberostar Waves Rose Hall Beach

$300 OFF Caribbean Vacations

Jamaica, Rose Hall

Book from 01/19/26 to 03/15/26, travel from 01/19/26 to 12/15/26

$300 OFF 5-night vacations

Book this deal View hotel

Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.

Grand Palladium Lady Hamilton

$300 OFF Caribbean Vacations

Jamaica, Lucea

Book from 01/19/26 to 03/15/26, travel from 01/19/26 to 12/15/26

$300 OFF 5-night vacations

Book this deal View hotel

Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.

Riu Reggae

$300 OFF Caribbean Vacations

Jamaica, Montego Bay

Book from 01/19/26 to 03/15/26, travel from 01/19/26 to 12/15/26

$300 OFF 5-night vacations

Book this deal View hotel

Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.

Azul Beach Resort Negril, by Karisma

$300 OFF Caribbean Vacations

Jamaica, Negril

Book from 01/19/26 to 03/15/26, travel from 01/19/26 to 12/15/26

$300 OFF 5-night vacations

Book this deal View hotel

Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.

Couples Sans Souci

$300 OFF Caribbean Vacations

Jamaica, Ocho Rios

Book from 01/19/26 to 03/15/26, travel from 01/19/26 to 12/15/26

$300 OFF 5-night vacations

Book this deal View hotel

Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.

S Hotel Montego Bay

$300 OFF Caribbean Vacations

Jamaica, Montego Bay

Book from 01/19/26 to 03/15/26, travel from 01/19/26 to 12/15/26

$300 OFF 5-night vacations

Book this deal View hotel

Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.

Sandals Royal Plantation

$300 OFF Caribbean Vacations

Jamaica, Ocho Rios

Book from 01/19/26 to 03/15/26, travel from 01/19/26 to 12/15/26

$300 OFF 5-night vacations

Book this deal View hotel

Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.

Welcome to

Jamaica

Filters

Choose Your Jamaica Vacation Deal

We've found hotels for you based on your selection.

Riu Palace Aquarelle

Iberostar Selection Rose Hall Suites

Ocean Coral Spring

Grand Palladium Jamaica Resort & Spa

Riu Negril

Iberostar Waves Rose Hall Beach

Grand Palladium Lady Hamilton

Riu Reggae

Azul Beach Resort Negril, by Karisma

Couples Sans Souci

S Hotel Montego Bay

Sandals Royal Plantation

Did you already have
a destination in mind?

Welcome to Jamaica

Filters

Choose Your Jamaica Vacation Deal

We've found hotels for you based on your selection.

Riu Palace Aquarelle

Iberostar Selection Rose Hall Suites

Ocean Coral Spring

Grand Palladium Jamaica Resort & Spa

Riu Negril

Iberostar Waves Rose Hall Beach

Grand Palladium Lady Hamilton

Riu Reggae

Azul Beach Resort Negril, by Karisma

Couples Sans Souci

S Hotel Montego Bay

Sandals Royal Plantation

Did you already have a destination in mind?

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Welcome to

Jamaica

Did you already have
a destination in mind?