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. 
Amanda - Emerald Kite Destination Agent

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

USA Toll Free: 305.912.3059

International: +1 941.500.4555

Our Most Popular 5+ Bedroom Cayman Islands Rentals

Cayman Island Luxury Vacation Villa with 6 Bedrooms

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 18
  • 6 Bedrooms
  • 6 Bathrooms
  • Property #887085
  • Available
  • Average $3092 per Night plus taxes and fees
  • Map Request Quote

Private Pool - Full Ocean Views - 6 Bedroom Cayman Island Villa

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 12
  • 6 Bedrooms
  • 5 Bathrooms
  • Property #887087
  • Available
  • Average $2399 per Night plus taxes and fees
  • Map Request Quote

Cayman Island Five Bedroom Vacation Rental Home

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms
  • Property #887089
  • Available
  • Average $934 per Night plus taxes and fees
  • Map Request Quote

Our Most Popular 4 Bedroom Cayman Islands Rentals

Luxury Four Bedroom Vacation Beach Villa Sleeps 12 Guests

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 12
  • 4 Bedrooms
  • 4 Bathrooms
  • Property #887084
  • Available
  • Average $1249 per Night plus taxes and fees
  • Map Request Quote

Luxury Four Bedroom Cayman Island Villa with Full Ocean Views

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 4 Bathrooms
  • Property #887086
  • Available
  • Average $1692 per Night plus taxes and fees
  • Map Request Quote

Four Bedroom Cayman Island Vacation Rental with Ocean Views

  • 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

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

Three Bedroom Weekly Vacation Home in the Cayman Island

  • Platinum
  • Home/Villa
  • Pool & Hot Tub
  • Max Occupancy: 6
  • 3 Bedrooms
  • 4 Bathrooms
  • Property #901841
  • Available
  • Average $1185 per Night plus taxes and fees
  • Map Request Quote

Three Bedroom Cayman Island Vacation Rental Home

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms
  • Property #901874
  • Available
  • Average $863 per Night plus taxes and fees
  • Map Request Quote

Our Most Popular 2 Bedroom Cayman Islands Rentals

Two Bedroom Cayman Island Vacation Condo with Shared Pool

  • Platinum
  • Condo
  • Pool
  • Max Occupancy: 5
  • 2 Bedrooms
  • 2 Bathrooms
  • Property #901837
  • Available
  • Average $748 per Night plus taxes and fees
  • Map Request Quote

Oceanfront 2 Bedroom + Den Vacation Home Sleeps 5 Guests

  • Platinum
  • Home/Villa
  • No Pool
  • Max Occupancy: 5
  • 2 Bedrooms
  • 2 Bathrooms
  • Property #921605
  • Available
  • Average $437 per Night plus taxes and fees
  • Map Request Quote

Luxury Vacation Rental with Ocean Views and Sleeps Four

  • Gold
  • Condo
  • Pool
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms
  • Property #897292
  • Available
  • Average $2,595 per Week plus taxes and fees
  • Map Request Quote

Our Most Popular 1 Bedroom Cayman Islands Rentals

One Bedroom Vacation Rental in the Cayman Islands

  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom
  • Property #901879
  • Available
  • Average $213 per Night plus taxes and fees
  • Map Request Quote

Bay View One Bedroom Cayman Island Rental

  • Silver
  • Home/Villa
  • No Pool
  • Max Occupancy: 4
  • 1 Bedroom
  • 1 Bathroom
  • Property #901896
  • Available
  • Average $198 per Night plus taxes and fees
  • Map Request Quote
Amanda - Emerald Kite Destination Agent

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

USA Toll Free: 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.