Experience Your Cayman Paradise

Your Perfect Cayman Vacation

Your Perfect Grand Cayman Vacation

Cayman Vacation has over 30 years of experience arranging perfect Grand Cayman Island Luxury Vacations serving over 100,000 vacation rental clients. With Cayman Vacation, you will receive friendly, professional and personalized boutique service, which leverages our in-depth knowledge of the Cayman Islands. Our attention to excellence assists you in choosing the very best Cayman Islands vacation accommodation to meet your specific requirements.

Choose from over 300 Grand Cayman condominiums, private villas and exclusive luxury estate homes. Grand Cayman accommodations range from 1 to 8 bedroom properties, perfect for honeymooners, family groups, reunions and wedding parties. Our hand selected properties are ideally located all over Grand Cayman. We personally know each property featured, helping you decide on the best option for your personalized Cayman Island Vacation.

All of our properties meet the Cayman Islands Department of Tourism stringent health cleaning protocols and contactless entry.

Book your travel insurance, grocery delivery service, water sports activities, personal in-villa Chef and mobile Masseuse online right along with your accommodations!

Resorts and Island Destinations

Seven Mile Beach

East End

Cayman Kai

North Side

Rum Point

South Sound & Bodden Town

Private Luxury Homes

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Empty Suitcase Rental

Aqua Watersports