Cayman Islands Vacation Rentals - Privately Owned Professionally Managed®

A mere 480 miles South of Miami, Our Cayman Islands are a British Overseas Territory made up of three individual islands, Grand Cayman, Cayman Brac and Little Cayman. With an average year-round temperature ranging between 75° F in the winter and 85° F in the summer, our Islands rank as having some of the finest tropical weather conditions in the world. Known for having the best diving & snorkeling in the Caribbean, our spectacular coral reefs have created ideal conditions for divers and snorkelers of all skill levels. We invite you to view our portfolio of Cayman vacation accommodations and our Cayman team.
Amanda - Emerald Kite Destination Agent

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

USA Toll Free: (866) 922-0535

International: +1 305-425-1750

Our Most Popular 5+ Bedroom Cayman Islands Rentals

Cayman Islands Home 887089

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 5 Bedrooms
  • 4 Bathrooms
  • Property #887089
  • Available
  • Average $682 per Night plus taxes and fees
  • Map Request Quote

Luxurious Grand Cayman Seven Bedroom Pool Villa

  • Platinum
  • Home/Villa
  • Pool
  • Max Occupancy: 20
  • 7 Bedrooms
  • 7 Bathrooms
  • Property #898335
  • Available
  • Average $2,786 per Night plus taxes and fees
  • Map Request Quote

Luxury Villa At Rum Point

  • Platinum
  • Home/Villa
  • No Pool
  • Max Occupancy: 15
  • 5 Bedrooms
  • 4 Bathrooms

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 $795 per Night plus taxes and fees
  • Map Request Quote

Cayman Island Four Bedroom Villa Sleeps 10 Private Pool

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 10
  • 4 Bedrooms
  • 4 Bathrooms

Our Most Popular 3 Bedroom Cayman Islands Rentals

Three Bedroom Beach Vacation Condo Sleeps Six Guests

  • Gold
  • Home/Villa
  • No Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms

Cayman Islands Condo 887081

  • Gold
  • Condo
  • Pool
  • Max Occupancy: 8
  • 3 Bedrooms
  • 3 Bathrooms
  • Property #887081
  • Available
  • Average $2624 per Week plus taxes and fees
  • Map Request Quote

Cayman Island Three Bedroom Vacation Villa Sleeps Six

  • Gold
  • Home/Villa
  • Pool
  • Max Occupancy: 6
  • 3 Bedrooms
  • 3 Bathrooms
  • Property #901637
  • Available
  • Average $3,895 per Week plus taxes and fees
  • Map Request Quote

Our Most Popular 2 Bedroom Cayman Islands Rentals

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

Cayman Islands Condo 887080

  • Gold
  • Condo
  • Pool & Hot Tub
  • Max Occupancy: 4
  • 2 Bedrooms
  • 2 Bathrooms
  • Property #887080
  • Available
  • Average $1493 per Week plus taxes and fees
  • Map Request Quote

Cayman Islands Condo 887082

  • Gold
  • Condo
  • Pool
  • Max Occupancy: 6
  • 2 Bedrooms
  • 2 Bathrooms
  • Property #887082
  • Available
  • Average $1235 per Week 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: (866) 922-0535

International: +1 305-425-1750

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.