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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.

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.
$195 per night
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Condo in West Bay
Ocean View w King Bed next to Ritz Carlton
Situated on the most prime section of 7 Mile Beach, this condo is the perfect place to relax and enjoy the soft white sand and crystal blue waters of the Cayman Islands. → 853 ft²/80m² condo w ccean view → private beach w sun loungers → king bed and queen sofa bed → luxury kassatex linen → fully stocked and equiped kitchen → 2 tvs + apple tv + WiFi → onsite washer/dryer → walking distance to activities, restaurants and bars → balcony w chairs & table → free parking → very safe neighborhood
$350 per night
Condo in West Bay
Modern Oceanfront 1 Bdr Condo /w Pool + Diving
This brand new modern oceanfront condo features beautiful unobstructed seafront views from the living room, kitchen, and bedroom - the entire double wide ground floor fronting the best Caribbean sea views. Wake up refreshed to the majestic beauty of nature in every corner of this clean-line minimalist architecture inside out. Then walk out through the floor-to-ceiling glass doors to your enormous ground floor shaded patio. Sip your coffee and bathe yourselves by nature‘s wonders.
$518 per night
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Cayman Islands house rentals

Home in North Side
Chic Family Friendly 3 Bed 2 Bath Beach Front Home
$574 per night
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Private room in West Bay
Medlock Guest House (Purple Room)
$110 per night
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Home in Rum Point
Kailua by Grand Cayman Villas
$554 per night
Private room in Bodden Town
Gayle's Getaway (GG)
$85 per night
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Private room in Patricks Island
Slice of Paradise
$125 per night
Home in Bodden Town
Tranquil Hideaway
$94 per night
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Private room in West Bay
Medlock Guest House (Grey Room)
$110 per night
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Home in George Town
Beachy Keen in Cayman
$350 per night
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Home in Grand Cayman
Kaibo Dreams by Grand Cayman Villas
$330 per night
Home in Grand Cayman
Kai Tana by Grand Cayman Villas
$700 per night
Home in Grand Cayman
Papaya Cottage by Grand Cayman Villas
$666 per night
Home in West End
Sandy beach a/c cabana, wi-fi, a/c, sunsets, deck
$210 per night
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Cayman Islands condo rentals

Condo in George Town
Cayman Reef Resort on Seven Mile Beach
$414 per night
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Condo in George Town
Beautiful Modern Condo on 7 Mile Beach
$364 per night
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Condo in West Bay
Lovely one bedroom apartment 5 minutes to beach.
$150 per night
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Condo in West Bay
Condo Kai- Awesome 1B/1B in West Bay, Grand Cayman
$235 per night
Condo in George Town
Great 1-Bedroom at Seagull Steps from 7 Mile Beach
$350 per night
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Condo in George Town
Beach Living at Seagull Condos BLMI
$294 per night
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Condo in West Bay
Modern Penthouse Oceanfront 1 Bdr Condo /w Pool
$518 per night
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Condo in Cayman Islands
Waterfront Condo on Seven Mile Beach a Hidden Gem
$311 per night
Condo in West Bay
Oceanfront Penthouse with Pool & On-site Diving
$403 per night
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Condo in East End
The Blue Iguana at Cottages
$381 per night
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Condo in George Town
2-Bedroom Great Location on 7 Mile Beach
$350 per night
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Condo in George Town
Beach Living at Island Pine Villas (BLP)
$334 per night
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Cayman Islands loft rentals

Loft in Grand Cayman
Prosecco Estate Hybrid
$90 per night
Loft in West Bay
Classy Studio, with ocean view!
$125 per night
Loft in Patricks Island
Cozy loft, steps from the sea
$242 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.