Cayman Islands vacation rentals

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Popular amenities for Cayman Islands vacation rentals

Other great vacation rentals in Cayman Islands

Superhost

Home in North Side

4.93 out of 5 average rating, 137 reviews

Cozy White Sand Beachfront in natural settings!

Mar 21 – 28

G$92,073 GYD per night
Superhost

Home in Savannah

4.63 out of 5 average rating, 8 reviews

Clarke’s Cayman Oasis

Jul 17 – 24

G$20,697 GYD per night
Guest favorite

Home in Cayman Brac

4.86 out of 5 average rating, 72 reviews

Southern Exposure, Secluded Paradise, Cayman Brac

Jul 10 – 17

G$36,234 GYD per night
Guest favorite

Home in Stake Bay

5.0 out of 5 average rating, 35 reviews

Modern Oceanfront, 2Primary Suites, sleeps 6, pool

Sep 11 – 18

G$93,706 GYD per night
Guest favorite

Home in George Town

4.89 out of 5 average rating, 19 reviews

Paradise Beach House in South Sound, George Town

Nov 14 – 21

G$146,756 GYD per night
Superhost

Home in Creek

5.0 out of 5 average rating, 16 reviews

FREE Wi-fi and direct Ocean views!

Sep 19 – 26

G$35,461 GYD per night
Guest favorite

Home in Bodden Town

5.0 out of 5 average rating, 28 reviews

Casa Avi - Beachfront bliss & luxury in Cayman

Aug 29 – Sep 5

G$173,920 GYD per night
Guest favorite

Home in Blossom Village

4.94 out of 5 average rating, 17 reviews

Gorgeous Beach House in Little Cayman

Mar 24 – 31

G$69,456 GYD per night

Cayman Islands beach vacation rentals

Beach house rentals in Cayman Islands

Guest favorite

Home in Blossom Village

4.94 out of 5 average rating, 87 reviews

Little Cayman Ocean Front 3 Bed Villa @ Salt Rocks

May 14 – 21

G$71,445 GYD per night
Guest favorite

Home in North Side

5.0 out of 5 average rating, 33 reviews

Private oceanfront one-level home w/screened porch

Dec 2 – 9

G$108,008 GYD per night
Guest favorite

Home in West Bay

5.0 out of 5 average rating, 13 reviews

The Highlands Retreat A

Aug 24 – 31

G$182,779 GYD per night
Guest favorite

Home in Grand Cayman

5.0 out of 5 average rating, 15 reviews

3 Bedroom Beach House with Pools

May 20 – 27

G$70,835 GYD per night
Guest favorite

Home in Grand Cayman

4.96 out of 5 average rating, 47 reviews

Snorkelers Beachfront Paradise - Beach Plum Villa

Sep 28 – Oct 5

G$166,068 GYD per night
Guest favorite

Home in Grand Cayman

5.0 out of 5 average rating, 10 reviews

Blue Serenity by Grand Cayman Villas

Aug 27 – Sep 3

G$162,600 GYD per night
Guest favorite

Home in North Side

5.0 out of 5 average rating, 9 reviews

Nature lovers paradise newly renovated

Jul 25 – Aug 1

G$63,922 GYD per night
Superhost

Home in North Side

4.94 out of 5 average rating, 34 reviews

Oceanfront “Dreamsicle” Villa with Kayaks

Feb 24 – Mar 3

G$133,865 GYD 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.


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.


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.

Destinations to explore