Cayman Islands Vacation Rentals - Privately Owned Professionally Managed®

View the largest selection of  Cayman Island luxury vacation villas, condos and homes. Many of our luxury accommodations are located on the beach with exceptional views of the ocean and even private staff can be arrranged. View our magnificent vacation rentals or call our USA based Cayman Island villa expert who will strive to ensure a seamless vacation expereince. 
Trudy - Emerald Kite Destination Agent

Call Our Local Agents 7 Days a Week from 9am - 10pm EST

USA: 305.912.3059

International: +1 941.500.4555

Our Most Popular 5+ Bedroom Cayman Islands Rentals

Cayman Island Luxury Vacation Villa with 6 Bedrooms

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  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 18
  • 6 Bedrooms
  • 6 Bathrooms

Cayman Island Five Bedroom Vacation Rental Home

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  • Gold
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms

Our Most Popular 4 Bedroom Cayman Islands Rentals

Luxury Four Bedroom Vacation Beach Villa Sleeps 12 Guests

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  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 4 Bedrooms
  • 4 Bathrooms

Four Bedroom Cayman Island Vacation Rental with Ocean Views

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  • Platinum
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 8
  • 4 Bedrooms
  • 4 Bathrooms

Our Most Popular 3 Bedroom Cayman Islands Rentals

Great 3 Bedroom Vacation Rental on the Cayman Islands

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  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 4 Bathrooms

Our Most Popular 2 Bedroom Cayman Islands Rentals

Luxury Vacation Rental with Ocean Views and Sleeps Four

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  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms

Oceanfront Vacation Home Sleeps 5 Guests

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  • Platinum
  • Home/Villa
  • No Pool
  • Max Occupancy: 5
  • 2 Bedrooms
  • 2 Bathrooms
Trudy - Emerald Kite Destination Agent

Call Our Local Agents 7 Days a Week from 9am - 10pm EST

USA: 305.912.3059

International: +1 941.500.4555

The Cayman Islands has an array of wonderful activities however top of the list of things to do in the Cayman is our world renowned snorkeling and scuba diving. For a real thrill take an Atlantis Submarines ride where you can view reefs, shipwrecks and exquisite coral canyons.

Local Cayman cuisine is more often than not comprised of locally caught conch, tuna, snapper, mahi, coconut, plantain, cassava, yams, rice peas, and mangos. Menu items can have a West Indies splash of spices and prepared in unique sauces many influenced by other Caribbean islands including Jamaica.

Shopping in the Cayman Islands provides an exciting and fun experience for those looking for duty free luxury items and locally made arts and crafts. Shopping in the Caymans has improved over the years partially due to the cruise ship passengers disembark during the day.

Owen Roberts International Airport (GCM / MWCR in George Town, is the main Cayman Airport. Located about 18 km from the center of Grand Cayman and providing daily International and domestic flights.