Jet Mariano

Tag: Azure Bastion

  • Secure Azure setup with Entra ID, Bastion, and private VM

    Scope

    Stand up a fresh Azure landing zone with a minimal but secure baseline: Entra ID (Azure AD) hardening, management structure, logging, networking, a Windows/Linux VM without public exposure, and safe access (Bastion + Entra sign-in).

    Placeholders to replace:
    TENANT_NAME · MG_ROOT · SUB_NAME · RG_CORE · RG_NET · RG_VM · LOCATION · VNET_NAME · SUBNET_APP · BASTION_SUBNET · VM_NAME · VM_SIZE · ADMIN_GROUP_OBJECTID

    0) Prereqs

    • Azure tenant & subscription created (via portal/Commerce).
    • Azure CLI logged in: az login az account set --subscription "SUB_NAME"
    • Optional SKUs: Entra ID P1/P2 for Conditional Access, PIM, Identity Protection.

    1) Entra ID (Tenant) Baseline

    • Create two break-glass cloud-only Global Admin accounts; long passwords; exclude from CA; store offline.
    • Turn on Security Defaultsor implement baseline Conditional Access:
      • Require MFA for admins.
      • Disable legacy/basic auth.
      • Require MFA for all users or at least privileged roles.
    • Enable SSPR, passwordless Authenticator (and FIDO2 keys if available).
    • Use PIM for role activation (P2).
    • Create AAD groups for RBAC (e.g., Azure-VM-Admins).

    (Portal-driven; no commands included to keep this redacted.)

    2) Management Structure & Tags

    • Create management group root and place the subscription under it.
    • Standardize tags (Owner, CostCenter, Env, DataClass).
    az account management-group create -n MG_ROOT
az account management-group subscription add --name MG_ROOT --subscription "SUB_NAME"

    3) Core Resource Groups & Logging

    az group create -n RG_CORE -l LOCATION
az group create -n RG_NET  -l LOCATION
az group create -n RG_VM   -l LOCATION

# Log Analytics workspace
az monitor log-analytics workspace create -g RG_CORE -n LAW-CORE -l LOCATION
LAW_ID=$(az monitor log-analytics workspace show -g RG_CORE -n LAW-CORE --query id -o tsv)

# Send Activity Logs to LAW
az monitor diagnostic-settings create \
  --name "activity-to-law" \
  --resource "/subscriptions/$(az account show --query id -o tsv)" \
  --workspace $LAW_ID \
  --logs '[{"categoryGroup":"allLogs","enabled":true}]'

    4) Guardrails with Azure Policy (minimal starter)

    # Require tags
az policy assignment create -g RG_CORE -n require-tags \
  --policy "Require a tag and its value on resources" \
  --params '{"tagName":{"value":"Owner"},"tagValue":{"value":"REDACTED"}}'

# Allowed locations
az policy assignment create -g RG_CORE -n allowed-locations \
  --policy "Allowed locations" \
  --params '{"listOfAllowedLocations":{"value":["LOCATION"]}}'

    Enable Microsoft Defender for Cloud and auto-provision agents (portal) to get JIT VM access recommendations and secure score.

    5) Networking (no public RDP/SSH)

    # VNet + subnets
az network vnet create -g RG_NET -n VNET_NAME -l LOCATION \
  --address-prefixes 10.10.0.0/16 \
  --subnet-name SUBNET_APP --subnet-prefix 10.10.10.0/24

# Dedicated Bastion subnet (must be exactly AzureBastionSubnet)
az network vnet subnet create -g RG_NET --vnet-name VNET_NAME \
  -n AzureBastionSubnet --address-prefixes 10.10.254.0/27

# NSG and rules (deny inbound by default; allow vnet)
az network nsg create -g RG_NET -n NSG-APP
az network nsg rule create -g RG_NET --nsg-name NSG-APP -n Allow-VNet \
  --priority 100 --access Allow --direction Inbound --protocol '*' \
  --source-address-prefixes VirtualNetwork --source-port-ranges '*' \
  --destination-address-prefixes VirtualNetwork --destination-port-ranges '*'

# Associate NSG to the app subnet
az network vnet subnet update -g RG_NET --vnet-name VNET_NAME -n SUBNET_APP \
  --network-security-group NSG-APP

    6) Bastion (safe console access)

    # Public IP for Bastion
az network public-ip create -g RG_NET -n pip-bastion -l LOCATION --sku Standard --zone 1 2 3

# Bastion host
az network bastion create -g RG_NET -n bas-VNET_NAME -l LOCATION \
  --public-ip-address pip-bastion --vnet-name VNET_NAME

    7) VM (managed identity, no public IP, Entra login)

    Windows example:

    # NIC (no public IP)
az network nic create -g RG_VM -n nic-VM_NAME \
  --vnet-name VNET_NAME --subnet SUBNET_APP

# VM
az vm create -g RG_VM -n VM_NAME \
  --image Win2022Datacenter --size VM_SIZE \
  --nics nic-VM_NAME --assign-identity \
  --admin-username "localadmin" --admin-password "GENERATE-STRONG-PASSWORD" \
  --enable-agent true --os-disk-size-gb 128

# Enable AAD login extension (Windows)
az vm extension set -g RG_VM -n AADLoginForWindows --publisher Microsoft.Azure.ActiveDirectory \
  --vm-name VM_NAME

# Grant Entra groups the VM login roles
VM_ID=$(az vm show -g RG_VM -n VM_NAME --query id -o tsv)
az role assignment create --assignee-object-id ADMIN_GROUP_OBJECTID \
  --role "Virtual Machine Administrator Login" --scope $VM_ID

    Linux example (SSH keys + AAD login):

    az vm create -g RG_VM -n VM_NAME \
  --image Ubuntu2204 --size VM_SIZE \
  --nics nic-VM_NAME --assign-identity \
  --authentication-type ssh --ssh-key-values ~/.ssh/id_rsa.pub

# Enable AAD SSH login (Linux)
az vm extension set -g RG_VM -n AADSSHLoginForLinux --publisher Microsoft.Azure.ActiveDirectory \
  --vm-name VM_NAME

# RBAC for login
az role assignment create --assignee-object-id ADMIN_GROUP_OBJECTID \
  --role "Virtual Machine Administrator Login" --scope $VM_ID

    Accessing the VM (no public IP):

    • Portal → Resource → Connect → Bastion → Open session (RDP for Windows, SSH for Linux).
    • Optionally enable Just-In-Time in Defender for Cloud; keep NSG closed otherwise.

    8) Backup, Patching, and Keys

    # Recovery Services vault + VM backup
az backup vault create -g RG_CORE -n rsv-core -l LOCATION
az backup protection enable-for-vm -g RG_CORE -v rsv-core --vm VM_NAME --policy-name "DefaultPolicy"

# VM guest patching (Update Manager) – enable in portal for the RG/VM
    • Store secrets/keys in Azure Key Vault; use managed identity from the VM to fetch secrets.
    • Use Server-side encryption (SSE) with platform-managed keys (default) or customer-managed keys (CMK) via Key Vault if required.

    9) Monitoring (Guest + Platform)

    # Enable VM Insights / Diagnostics to LAW
az monitor diagnostic-settings create \
  --name "vm-to-law" \
  --resource $VM_ID --workspace $LAW_ID \
  --metrics '[{"category":"AllMetrics","enabled":true}]' \
  --logs '[{"categoryGroup":"allLogs","enabled":true}]'

    10) Cost Guardrails

    • Create a Budget in Cost Management with email alerts at 50/80/100%.
    • Consider Reservations and Auto-shutdown on dev/test VMs.

    11) Access Patterns to Prefer

    • Bastion or Private endpoints; avoid public RDP/SSH.
    • Entra sign-in to VMs with RBAC (Virtual Machine User/Administrator Login).
    • PIM + MFA for privileged roles.
    • JIT for any temporary inbound need.

    Minimal Tear-down (lab)

    # Danger: deletes resources
az group delete -n RG_VM  -y
az group delete -n RG_NET -y
az group delete -n RG_CORE -y

    Notes & Deviations

    • For domain-join scenarios, use Entra ID DS (managed domain) or a full AD DS in Azure; keep DCs on a separate subnet with restricted NSG.
    • For Intune/MDM of servers, consider Azure Arc + Defender for Endpoint.
    • Replace all placeholders and remove screenshots/IDs before publishing externally.

    For more info:
    Microsoft Entra ID overview/service description. Microsoft Learn
    • Connect to a VM using Azure Bastion (private IP). Microsoft Learn
    • Private Endpoint / Private Link overview & quickstart. Microsoft Learn+1

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