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Cayman Islands house rentals

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Top-rated house rentals in Cayman Islands

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

Home in North Side
Chic Family Friendly 3 Bed 2 Bath Beach Front Home
This gorgeous 3 bedroom 2 bathroom beachfront home has just been renovated during the summer of 2022 and is ready to host you and your family for your unforgettable Cayman Islands vacation. This standalone 2 storey home is part of a small 6 unit complex, Azure Breeze, located on the northern coast of Grand Cayman and conveniently located near to popular attractions like Crystal Caves, Rum Point and Cayman Kai. Comfortably sleeps 7 with 1 king, 1 queen and a full bed w/ overhead single bunk.
$436 per night
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Private room in Savannah
Cute and comfortable ensuite
This is a lovely, spacious room in a very comfortable and cool house in a quiet area. The ensuite room is newly renovated, with a new, very comfortable mattress and a sizeable, built-in wardrobe. The house is located in a quiet area, but it is also very close to places such as Savannah, George Town or Camanabay. Importantly only a 5 to 10-minute walk to the local Stotts Beach.
$77 per night
Home in Bodden Town
Tranquil Hideaway
The space is best described as an in-law suite with a bedroom and bathroom attached to the main house with a private entrance.
$88 per night
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Cayman Islands vacation rentals

Rental unit in Grand Cayman
Adorable Boho Beach Villa
$195 per night
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Rental unit in West Bay
Studio 3 Blocks to the Beach
$146 per night
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Condo in West Bay
Modern Penthouse Oceanfront 1 Bdr Condo /w Pool
$350 per night
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Condo in West Bay
Sunset Hideaway (3)
$190 per night
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Rental unit in George Town
Modern 2 Bed Ocean Condo 7MB
$425 per night
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Condo in George Town
Beautiful Modern Condo on 7 Mile Beach
$313 per night
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Condo in West Bay
Ocean View w King Bed next to Ritz Carlton
$365 per night
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Rental unit in KY
1 Bed Beach Rental 20 steps to the Beach!
$220 per night
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Cottage in Savannah
John John's Hideaway
$135 per night
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Condo in George Town
Cayman Reef Resort on Seven Mile Beach
$224 per night
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Guest suite in Savannah
Paradise Escape-Charming Oceanfront Guest Suite
$126 per night
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Rental unit in George Town
Beach Living at Island Pine Villas (BLSE)
$225 per night
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Cayman Islands condo rentals

Condo in West Bay
Modern Oceanfront 1 Bdr Condo /w Pool + Diving
$525 per night
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Condo in George Town
Cozy Condo near Seven Mile Beach!
$110 per night
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Condo in East End
Beachfront Oasis/Steps to Beach/Beautiful Views!
$295 per night
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Condo in George Town
2-Bedroom Great Location on 7 Mile Beach
$255 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 George Town
Recent renovated apartment in Seven Mile Beach
$357 per night
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Condo in West Bay
Seven Mile Beachfront Condo at Discovery Point
$480 per night
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Condo in West Bay
Condo Kai- Awesome 1B/1B in West Bay, Grand Cayman
$175 per night
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Condo in George Town
Great 1-Bedroom at Seagull Steps from 7 Mile Beach
$225 per night
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Condo in Bodden Town
Ocean-Front 2 Bed Condo with Pool
$190 per night
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Condo in George Town
Beach Living at Island Pine Villas (BLJ)
$210 per night
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Condo in George Town
Beach Living at Seagull Condos BLMI
$219 per night
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Cayman Islands villa rentals

Villa in West Bay
Luxury villa right across 7mile Beach + Bed Swing
$193 per night
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Villa in West Bay
Ocean Front Relaxation Villa
$549 per night
Villa in Old Man Bay
Old Man Bay Villa #1
$125 per night
Villa in South Sound
Incredible Beach Front Villa!
$625 per night
Villa in Grand Cayman
Deluxe Spacious Villa
$429 per night
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Villa in Rum Point
3BR Oceanfront Villa with private beach & hot tub!
$525 per night
Villa in North Side
Coco Kai Beach Front Villa heated pool and dock
$799 per night
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Villa in Stake Bay
Lovely 'Sea Dreams Villa' w/ Private Beach & Deck!
$178 per night
Villa in Rum Point
Tarasand
$950 per night
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Villa in North Side
Villa at the Sea Front
$259 per night
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Villa in East End
OCEAN VIEW at SUNRISE SOLILOQUY - Paradise Villas
$264 per night
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Villa in West End
5 Bdrm, POOL, on the water, cabana, sandy beach
$543 per night
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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.