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Vacation rentals in Cayman Islands

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Top-rated vacation rentals in Cayman Islands

Guests agree: these stays are highly rated for location, cleanliness, and more.

Rental unit in Grand Cayman
Adorable Boho Beach Villa
This adorable studio apartment has been fully renovated & has everything you need to enjoy the perfect Caribbean getaway. Calypso Cove is directly across from the famous Seven Mile Beach, where you can swim in the crystal clear blue sea every day. The studio has a balcony so you can enjoy the sunset or a morning coffee. Walking distance to supermarket, restaurants, bank and pharmacy, this apartment is in the perfect location. Keurig coffee machine, deck chairs, fins and mask and beach umbrella.
$180 per night
Cottage in Seven Mile Beach
Luxury Cottage, 1bd/1ba steps to Pool+7 Mile Beach
Our Queen Cottages are part of the Botanica collection of charming island style cottages which won the coveted 2021 Governor's Award for Excellence in Design and Construction. Our focus is casual luxury with dreamy details and high end amenities. Amenity highlight includes a resort style pool with a heated spa set in a tropical oasis with ample space to hang out and enjoy some down time. Be sure to check out our other listings under my profile. Non Smoking Complex.
$328 per night
Rental unit in Grand Cayman
Paradise Pointe Rentals (Apt 8 1st floor)
Warm tropical breezes and spectacular azure ocean views await you at Paradise Pointe. This cozy apartment is situated on the northwest point coast overlooking world famous Seven Mile Beach. If you're a swimmer, snorkeler or diver, our backyard was created especially for you. In the evenings, the amazing Caribbean sunset slowly fades as the speckled lights of Seven Mile Beach create an ambiance of quiet soothing peace.
$180 per night

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Other great vacation rentals in Cayman Islands

Private room in GRAND CAYMAN
Oceanside secluded private BD, private beach &pool
$99 per night
Private room in West Bay
Cozy studio apartment Free wi-fi Free parking
$65 per night
Private room in Savannah
JC's Cozy Getaway
$85 per night
Rental unit in Grand Cayman
Paradise Pointe Rentals (Studio Apt 1 2nd floor)
$177 per night
Guest suite in Savannah
Paradise Escape-Charming Oceanfront Guest Suite
$125 per night
Condo in Grand Harbour
The Sanctuary at the Careenage, Grand Harbour
$197 per night
Private room in Bodden Town
Gayle's Getaway (GG)
$80 per night
Home in Bodden Town
Tranquil Hideaway
$87 per night
Loft in Grand Cayman
Prosecco Estate Hybrid
$75 per night
Rental unit in West Bay
Studio 3 Blocks to the Beach
$145 per night
Villa in Rum Point
$950 per night
Condo in Seven Mile Beach
Regal Beach Club #224
$419 per night

Your guide to Cayman Islands

All About Cayman Islands

An idyllic island archipelago in the Caribbean, the Cayman Islands offer everything from tranquility and relaxation on the beach to adventures full of water sports, shipwrecks, and night tours of the bioluminescent ecology. Located in the western Caribbean between Jamaica and Cuba, the Cayman Islands have an identity all their own. A diverse range of cultural heritages come together to create a persona unique to the island chain. Dive with turtles in the morning, take part in a guided jungle tour in the afternoon, and eat at one of the many fine-dining restaurants in the evening.

Each of the three islands that make up the territory has its offerings and personality. Stay in the country's capital of George Town on Grand Cayman for a full sweep of island amenities, find adventure on windswept Cayman Brac with its dramatic cliffs and thick jungles, or take it easy on Little Cayman with its postcard-worthy South Hole Sound Lagoon that is perfect for swimming and lazy kayaking.

When is the best time to stay in a vacation rental in Cayman Islands?

The weather in the Cayman Islands is close to perfect all year round, with warm average temperatures that are ideal for the tropical waters and activities the area is known for. The main area of consideration when looking for Cayman Islands house rentals is the high precipitation rate from May through October. Coinciding with the rain is the hurricane season, which lasts from June through November. However, because the islands are in the western part of the Caribbean, they tend to be shielded from most tropical storms and don't get hit too hard.

If your primary concern is the weather, consider booking your vacation rental or condo in the Cayman Islands from November to April, as this is the dry season. If you are interested in checking out the islands’ famous Carnival Batabano, where costumed dancers, street performers, and musicians celebrate the area's diverse cultural heritage, then book your stay during the first month of May.

What are the top things to do in Cayman Islands?

The Crystal Caves

Located on the north shores of Grand Cayman are the mysterious Crystal Caves. Underground lakes, stalactites, and open ceilings that expose the jungle canopy above are all present in this ancient cave system. Navigate at your own pace or hire an expert to journey through the caves and lush jungles outside while getting the formations' ecological and geological history.

Scuba diving the USS Kittiwake

The Cayman Islands are well known for their world-class scuba diving opportunities, including reefs, underwater cave systems, and shipwrecks. For example, the USS Kittiwake was a former US Naval ship intentionally sunk off the coast in 2011. It now serves as a haven for all kinds of sea life, including shrimp, eels, barracuda, turtles, and grouper. This popular dive site can get crowded, so it’s a good idea to book in advance to secure a spot.

Queen Elizabeth II Botanic Park

This nature reserve is home to several protected and rare species of plant and animal life, including the endangered Grand Cayman Blue Iguana. A visitors center, floral garden, and heritage garden are all available for exploration and provide the public with a view into the island's unique ecological makeup without impacting the environment.