Cayman Islands Vacation Rentals & Boutique Hotels

Cayman Islands vacation rentals are located on a series of three islands; Grand Cayman, Cayman Brac & Little Cayman, that are under the jurisdiction of the United Kingdom. The Cayman Islands also enjoy an offshore tax exempt business environment. The white sandy beaches of Grand Cayman include: Seven Mile Beach, Rum Point beach, Cemetery Reef Beach, Cayman Kai, Smith's Cove. Cayman Island residents enjoy a high standard of living. If you’re looking for a cosmopolitan Caribbean paradise with plenty of beaches, rich history, and beautiful coral reefs, a vacation in the Cayman Islands is a must! Families, couples, nature lovers, and scuba divers will feel right at home here! Decadent dining options, exciting nightlife, and family-friendly entertainment are all available. Transportation options are not an issue as well. The secret to having the best Cayman Islands vacation is in planning ahead more so if you want to be an active spectator in the cultural festivals and sporting events.

Cayman Islands Vacation Rentals & Boutique Hotels

Ideas for Cayman Islands vacations


The geography of Cayman Islands vacations may not be a search term that people look for when planning a Cayman Islands vacation; however, looking this up is a smart move if you want to get the best vacation experience when visiting the Cayman Islands.

3 islands make up the Cayman Islands, the largest and most developed one is Grand Cayman, and the other 2 are Little Cayman and Cayman Brac. These 3 islands lie in the Caribbean sea surrounded by Florida and Cuba in the north, Honduras in the west, Panama and Costa Rica in the south, and Jamaica in the east. The islands are almost flat, have no rivers, and are actually the tops of land masses that formed via volcanic activity thousands of years ago.


The Cayman Islands destinations were first named as “Las Tortugas” by Christopher Columbus when he laid eyes on them in his 4th voyage to the new world because of the many turtles he’d seen around the islands. In 1586, Sir Francis Drake’s fleet anchored in Grand Cayman and noted that the island has no natives but is filled with turtles, iguanas, alligators, and crocodiles. Since then, sailors usually stop in the Cayman Islands to stock up on turtle meat which lead to the severe depletion of turtles in the islands.

In the 18th century, pirates made the Cayman Islands their home, a historical fact celebrated these days with an annual Pirates Week Festival. The islands were not permanently settled until the 1730s when settlers from Jamaica were given land grants. The initial population was just 400, with half as slaves and the other half being free folks. Life was tough for the first few decades with the people surviving on subsistence farming and sailing. The emancipation of slaves in 1835 resulted in a boom in population and the development of national identity.

The development of the Cayman Islands and Cayman Islands vacation rentals were not as fast as its neighbors because the mangrove swamps all over the islands used to be infested by mosquitoes. The islands are also fairly remote for travelers. The 1950s marked the beginning of the modernization of the islands when banks and hotels started coming in. The taxes from the rapidly growing banking industry helped propel the islands’ development and the area was soon known as an ecotourism haven. Today, more than 2 million visitors travel to the Cayman Islands annually and people from over 100 nationalities call it home.


The culture surrounding Cayman Island vacation rentals are a blend of Caribbean, English, and American culture, plus a sprinkling of some other cultures from the over 100 nationalities living in there. Christianity is the prevailing religion because of American and British influence and Christian holidays are observed in the islands. Ports and major attractions are typically closed on Sundays. The people speak English with a unique mix of Jamaican accent. Jamaican and other Caribbean influences are mostly seen in food and the arts. The people of the Cayman Islands are outgoing, friendly, and respectful. It isn’t uncommon for strangers to greet each other with pleasantries and address each other as Mr. or Miss, they are the same towards visitors too!


There are many wonderful places to visit during a stay in Cayman Islands vacation rentals and sights to see in the Cayman Islands despite its relatively small land area. Below are the top man-made and natural wonders that you should see!

Bat Cave, Great Cave, Peter’s Cave, Rebeca’s Cave
The many caves located at Cayman Brac are home to owls and bats but look like palaces made up of stalactites and stalagmites. The massive caves are used by the locals as hurricane shelters. In fact, Rebeca’s Cave was named after a baby who was born in the cave.

Cayamanite find in Bluff and in East End
A place full of semi-precious stones, Cayamite find in Bluff has a lot of dolostone in an array of bright colors, same as Cayamite find in East End.

The Bluff
A massive 43 meters high limestone cliff located in Cayman Brac, The Bluff has many caves and blowholes and is a sight to behold.

Bodden Town Mission House
A historic house in Grand Cayman, Bodden Town Mission House became a mission house in the 1800s for missionaries and teachers together with their families.

Fort George
Fort George is a partly demolishes colonial fort in Grand Cayman that was built in 1790. It has been partly demolished since 1792 but is still a good place to visit.

National Museum of Grand Cayman
Situated in a 150-year-old building in Grand Cayman, the National Museum of Grand Cayman has been in use for as long as it was built. It has served as a post office, a jail, and as a government building

Queen Elizabeth II Botanic Park
Queen Elizabeth II Botanic Park is currently home to the rarest plants and other protected tropical plants in the Grand Cayman.

Pedro St. James Castle
Known as the oldest structure in the Cayman Islands, Pedro St. James Castle is a manor house built in 1780 by landowner William Eden. The parliament of Cayman Islands first convened here in 1831.

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