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Cayman Islands vacation rentals

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Top-rated vacation rentals in Cayman Islands

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

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Entire cottage · Savannah
John John's Hideaway
Cozy 1 bedroom cottage with en-suite bathroom, sitting area, full kitchen, washer and dryer. Located in a quiet neighbourhood, a 2 minute walk away from Pedro St. James Castle. 3 minute drive from a supermarket and local restaurants. 5 minute drive to snorkel at the picturesque Spotts Beach. 20 minute drive from other popular destinations, including shopping centres and other local attractions.
ﺩ.ﺇ496 per night
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SUPERHOST
Entire rental unit · GRAND CAYMAN
Rum Cove on the Bioluminescent Bay with Ocean View
Beautiful Rum Cove is located next to two one bedroom Villas and it's nicely decorated to suit our Island living, which is quiet and friendly to all who come to live amounts us. Rum Cove sit's in the beautiful Cove where the famous Bioluminescent Bay sits in your backyard. We welcome you to Rum Cove and want to offer you our Cayman Kind. Rum Point Beach Bar and Fine Dining Restaurant is located across the street from Rum Cove.
ﺩ.ﺇ664 per night
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SUPERHOST
Entire cottage · 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.
ﺩ.ﺇ1,028 per night

Vacation rentals for every style

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Cayman Islands house rentals

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Entire home · North Side
Ocean's Edge: Beachfront Home with Rooftop Views
ﺩ.ﺇ1,433 per night
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Entire home · Bodden Town
Tranquil Hideaway
ﺩ.ﺇ312 per night
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Private room · George Town
Homely,Private En-suite room,2 Min to Spotts Beach
ﺩ.ﺇ439 per night
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Private room · Bodden Town
Gayle's Getaway (GG)
ﺩ.ﺇ294 per night
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Entire home · Grand Cayman
Papaya Cottage by Grand Cayman Villas
ﺩ.ﺇ1,440 per night
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Entire home · Bodden Town
Art Beach House, boutique style luxury.
ﺩ.ﺇ1,359 per night
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Entire home · Grand Cayman
Pools of the Kai #6 by Grand Cayman Villas
ﺩ.ﺇ1,337 per night
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Private room · Savannah
Island Serenity
ﺩ.ﺇ312 per night
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Entire home · Grand Cayman
Kai Tana by Grand Cayman Villas
ﺩ.ﺇ1,623 per night
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Entire home · North Side
Private oceanfront home | Wrap-around screen porch
ﺩ.ﺇ1,212 per night
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Entire home · Little Cayman
Just Chillin in Little Cayman
ﺩ.ﺇ624 per night
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Entire home · Blossom Village
Little Cayman Ocean Front 3 Bed Villa @ Salt Rocks
ﺩ.ﺇ1,098 per night

Cayman Islands condo rentals

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Entire condo · West Bay
Modern Penthouse Oceanfront 1 Bdr Condo /w Pool
ﺩ.ﺇ1,098 per night
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Entire condo · George Town
Beach Living at Seagull Condos BLMI
ﺩ.ﺇ804 per night
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Entire condo · George Town
Beautiful Modern Condo on 7 Mile Beach
ﺩ.ﺇ654 per night
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Entire condo · Seven Mile Beach
New Listing! Seven Mile Beach Luxury 3BR Condo
ﺩ.ﺇ1,511 per night
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Entire condo · George Town
On Seven Mile Beach, no cruise ship tourists!!
ﺩ.ﺇ731 per night
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Entire condo · George Town
Regal Beach Club #523 on 7 Mile Beach!
ﺩ.ﺇ694 per night
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Entire condo · West Bay
Seven Mile Beachfront Condo at Discovery Point
ﺩ.ﺇ1,723 per night
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Entire condo · West Bay
Spacious Modern Condo /w Jaw Dropping Ocean View
ﺩ.ﺇ1,814 per night
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Entire condo · Grand Harbour
The Sanctuary at the Careenage, Grand Harbour
ﺩ.ﺇ644 per night
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Entire condo · George Town
2 BR beach condo resort with pool and ocean views
ﺩ.ﺇ1,194 per night
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Entire condo · Rum Point
Nature's View: Pools of the Kai #2
ﺩ.ﺇ785 per night
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Entire condo · George Town
Paradise on Seven Mile Beach
ﺩ.ﺇ1,090 per night

Cayman Islands apartment rentals

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Private room · George Town
George Town sharing home Hebron Brooks Apt1
ﺩ.ﺇ316 per night
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Entire rental unit · West Bay
Beachside Boutique Villa Steps to Seven Mile Beach
ﺩ.ﺇ643 per night
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Entire rental unit · George Town
Dove Retreat
ﺩ.ﺇ430 per night
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Entire rental unit · West Bay
Stylish 1 Bd/1Bth Penthouse Apt w/ Rooftop Pool
ﺩ.ﺇ1,114 per night
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Entire rental unit · KY
Boho Beach Studio 20 Steps to the Beach!
ﺩ.ﺇ638 per night
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Entire rental unit · KY
1 Bedroom Beach Rental 20 steps to the Beach!
ﺩ.ﺇ614 per night
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Entire rental unit · West Bay
Studio 3 Blocks to the Beach
ﺩ.ﺇ478 per night
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Entire rental unit · George Town
Flip Flop Villa Two
ﺩ.ﺇ606 per night
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Entire rental unit · Grand Cayman
Paradise Pointe Rentals (Studio Apt 1 2nd floor)
ﺩ.ﺇ606 per night
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Entire rental unit · West Bay
NEW, LUXURY 1 BED / 1 BATH AT 7 MILE BEACH
ﺩ.ﺇ915 per night
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Entire rental unit · Grand Cayman
Paradise Pointe Rentals (Apt 9 1st floor)
ﺩ.ﺇ624 per night
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Entire rental unit · George Town
Beautiful Vacation Apartment in George Town
ﺩ.ﺇ357 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.