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VPN server in Azure

blog.payperitem.com, April 16, 2025April 18, 2025

Setting up a VPN server in Azure that supports secure access for employees, vendors, and customers requires a carefully planned architecture to address different access levels, security boundaries, and scalability. Here’s a solid approach with Azure-native and custom options, along with a proposed build.


πŸ” Goal:

  • Provide VPN access via Azure to:
    • Internal employees (full access to internal resources)
    • Vendors (limited network segments)
    • Customers (highly isolated environments)

🧱 Solution Overview:

Option 1: Azure Native (Recommended for Simplicity + Integration)

Use Azure VPN Gateway with:

  • Point-to-Site (P2S) VPN: For users connecting from anywhere (SSL/IPSec)
  • Site-to-Site (S2S) VPN: For vendors or partners with permanent networks
  • Network segmentation via NSGs + custom routing

Option 2: Custom VPN Server (OpenVPN/StrongSwan/Algo VPN) on Azure VM

Deploy your own VPN solution (more control, better user management options, useful for advanced customization or cost optimization).


πŸ—οΈ Recommended Build (Azure Native + Role Segmentation)

πŸ”§ Resources to Deploy:

ComponentDescription
Azure Virtual Network (VNet)Create VNet with subnets: internal, vendor, customer, gateway
Azure VPN GatewayUse Route-based VPN Gateway (for P2S + S2S)
Azure AD Authentication(Optional) for conditional access
Network Security Groups (NSGs)Enforce access restrictions on each subnet
Private DNS ZonesInternal name resolution
Azure Bastion / Jumpbox (Optional)Secure admin access if needed
Azure Firewall / 3rd-party NVA (Optional)Deep traffic inspection if compliance is needed


πŸ”‘ VPN Configuration

πŸ”Ή Point-to-Site (P2S)

  • Authentication options:
    • Azure AD (recommended for employees)
    • RADIUS (for vendor/customer identity integration)
    • Certificate (for simple isolated access control)
  • Tunnel Types: SSTP / IKEv2 / OpenVPN
  • Use different root certs per group if using certificate auth

πŸ”Ή Site-to-Site (S2S)

  • For vendor/customer offices that need static access
  • Use shared key/IPSec/IKE policies

🧰 Deployment Example (Terraform/Az CLI/ARM Bicep available upon request)

  1. Create VNet & Subnets
  2. Deploy VPN Gateway in GatewaySubnet
  3. Configure P2S with multiple address pools per group:
  4. bash
  5. z network vnet-gateway update \ --name vpn-gateway \ --resource-group vpn-rg \ --address-pool "172.16.10.0/24" "172.16.20.0/24" "172.16.30.0/24"
    • Employees: 172.16.10.0/24
    • Vendors: 172.16.20.0/24
    • Customers: 172.16.30.0/24
  6. Apply NSGs with granular allow/deny
  7. Integrate Azure AD or RADIUS

πŸ” Security Best Practices

  • MFA (especially for vendors)
  • Conditional Access Policies
  • Split tunneling OFF unless explicitly needed
  • Logging via Azure Monitor + Network Watcher
  • Automate cert/identity rotation

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