Trusted Short Term Vacation Marketing & Rental Management Since 1989
Expert Market Knowledge 
An experienced trusted leader in Cayman Vacation rentals with over 30 years of local marketing and management.
Financial Management & Reporting
Including transparent and trust accounting, payment processing, tax compliance, 
& detailed reporting.
100% Turn key Solutions
Full-service management, including guest bookings, inquiries, check-ins, 
& property management.
Guest Service & Experience - Cutting edge platforms integrated across online travel agencies 

Travel & Damage Insurance - Cutting edge platforms integrated across online travel agencies
Founded in 1989, 
CaymanVacation.com
has grown into the Cayman Islands' most trusted vacation rental management company, managing over 300 luxury properties across prime locations.
30+ years of property management excellence Above industry occupancy rates and average daily rates
Why Choose US ? CaymanVacation.com
Integrated Systems & Technology
Multi-platform presence (VRBO, Airbnb, Booking.com, Homes and Villas by Marriott and more)
Beyond Pricing and LMPM (Light-Maker PMS systems) to deliver real-time data and dynamic pricing strategies
Responsive web-design and Real-Time bookings
Extensive SEO, SEM, Social Media, and Pay Per Click (PPC) campaigns (Google, Perplexity, Bing, YouTube)
Digital marketing and social media promotion strategies
100% Turn-Key Solutions
Full-service management, including guest bookings, inquiries, check-ins, and property management.
Marketing strategies designed to target high-value guests and drive repeat bookings.
24/7 guest support 
Local expertise and recommendations
Complete Booking & Accounting Management 
Monthly detailed financial reports
Direct bank deposits
Trust accounting
Tax compliance management
Real-time performance tracking
Need On-Island Property Management? Connect with Cayman Islands Department of Tourism-registered property managers Professional on-island property management services Quality cleaning services and Concierge services available
Need On-Island Property Management? Connect with Cayman Islands Department of Tourism-registered property managers Professional on-island property management services Quality cleaning services and Concierge services available Preventive maintenance Emergency response systems
Property Owner Benefits
Professional revenue management
Dynamic pricing strategy
Technology-enabled owner dashboards for real-time performance monitoring
Detailed monthly reporting and tax compliance support
Comprehensive property damage protection through Rental Guardian and Insure Stays.
Next Steps of your journey
Reach out with any questions or for clarification.
Schedule a follow-up call to finalize details and address any remaining concerns.
Once you're ready, let us know, and we’ll prepare everything to get your property listed and bookings underway!

Onboarding FAQ’S

Contracts & Fees FAQ’s

Pricing, Marketing & Distribution FAQ’s

Our Guest Experience FAQ’s

Local Regulations & Tax FAQ’s

Let us help you unlock the full potential of your Grand Cayman property.