Cayman Islands featuring sailing, a sunset and boating

Cayman Islands holiday rentals

We found 1,345 holiday rentals — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

October 2025

November 2025

Popular Cayman Islands destinations on Stayz

Holiday rentals with weekly discounts - Cayman Islands

Showing deals for:16 Jan - 23 Jan

Exceptional

(58 reviews)

Coconut Bay Cayman Divers Delight

West Bay, westbay

8% off

for 7 nights, 1 apartment

AU$885 per night

includes taxes & fees

Exceptional

(61 reviews)

Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts Beach)

Savannah, Bodden Town

8% off

for 7 nights, 1 home

AU$1,055 per night

includes taxes & fees

Exceptional

(16 reviews)

Luxury Designer Seven Mile Beachfront Condo Townhouse -Direct Walk-out to Beach!

Seven Mile Beach, Grand Cayman

8% off

for 7 nights, 1 apartment

AU$2,104 per night

includes taxes & fees

Perched on the shoreline with panoramic views of the Caribbean Sea.

Exceptional

(18 reviews)

Little Cayman 3 Bedroom Oceanfront Private Villa

Blossom Village, Little Cayman

12% off

for 7 nights, 1 home

AU$837 per night

includes taxes & fees

Exceptional

(67 reviews)

Seven Mile Beach, Cayman Grand 32, 2 bd/2bth condo w/pool at Island Pine Villas

Seven Mile Beach, Grand Cayman

8% off

for 7 nights, 1 apartment

AU$790 per night

includes taxes & fees

Exceptional

(60 reviews)

Grand Cayman Oceanfront Condo, Serenity Kai, Kaibo Yacht Club

North Side, grand cayman

8% off

for 7 nights, 1 apartment

AU$689 per night

includes taxes & fees

Exceptional

(16 reviews)

Serenity On The Bay2 - Two Bed Apt Close to Supermarkets, Shops and Restaurants!

West End, Cayman Islands

8% off

for 7 nights, 1 room

AU$352 per night

includes taxes & fees

Exceptional

(74 reviews)

On Site Scuba Diving, 2 Pools, 3 Story Condo Awaits, Steps From These Views!!

West Bay

8% off

for 7 nights, 1 apartment

AU$1,011 per night

includes taxes & fees

Exceptional

(21 reviews)

Tranquil beach retreat - The Nest @ North Pointe Condos, Rum Point, Grand Cayman

North Side

8% off

for 7 nights, 1 apartment

AU$508 per night

includes taxes & fees

Exceptional

(38 reviews)

Incredible Beach Front Villa with a Pool & Shipwreck Snorkeling!

George Town

9% off

for 7 nights, 1 villa

AU$2,074 per night

includes taxes & fees

Exceptional

(67 reviews)

Amazing 3 bed ocean front condo, Seven Mile Beach

Seven Mile Beach, Grand Cayman

8% off

for 7 nights, 1 apartment

AU$1,248 per night

includes taxes & fees

Exceptional

(19 reviews)

Sonscape Sandy Beachfront Guest Suite 100 feet from the ocean!

West End

8% off

for 7 nights, 1 room

AU$323 per night

includes taxes & fees

Exceptional

(24 reviews)

Across from 7mile Beach - Near Palm Heights Hotel and Ritz Carlton

Seven Mile Beach, George Town

8% off

for 7 nights, 1 apartment

AU$826 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Cayman Islands

Seven Mile Beach

Find the best place to stay - Cayman Islands

Nicest views on the island. Taken from peak of roof while installing a new one

Premier Host

Secluded Waterfront Single Family Villa with Private Pool – 3,000 Sq of Luxury

Sleeps 8 · 3 bedrooms · 3 bathrooms

Premier Host

The peace and tranquility of this cottage Works Wonders on the soul....

Sleeps 10 · 4 bedrooms · 3 bathrooms

The Pink Beach House boasts an expansive deck and pool directly on the Caribbean

Premier Host

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

Sleeps 6 · 3 bedrooms · 3+ bathrooms

Frequently asked questions

What is the best area to stay in Cayman Islands when booking a holiday home?

One of the most desired areas to get a Cayman Islands holiday home is Old Man Bay. When you lock in a Stayz holiday home, you'll enjoy having the entire place to yourselves. That means you don't have to share it with anybody apart from your group.

What is the most popular type of holiday home accommodation in Cayman Islands?

The most in-demand types of holiday homes in Cayman Islands are condos. Want something different? Stayz has a variety of options to match the diverse needs of our guests, so you'll see holiday homes in lots of shapes and sizes. The perfect home away from home is waiting for you — get hold of yours today.

How much does it cost to rent a holiday home in Cayman Islands?

Season, length of stay and property type are among the factors that can determine the price of a holiday home. Simply click on your travel dates to find the ultimate escape. From quaint country cottages to plush villas, all Stayz holiday homes provide incredible value.

How much does it cost to rent a beach house in Cayman Islands?

When you travel and the style and size of the property will determine the cost of your beachside holiday home. Type in your Cayman Islands travel dates to view your available options on Stayz. Did someone just say "private pool"? Use the filters to choose the features and amenities you need.

What are popular home amenities in Cayman Islands?

When it comes to home amenities that people are on the lookout for in Cayman Islands, a fridge, a microwave oven and off-street parking options are at the top of the list. With Stayz holiday homes, you'll enjoy choices to suit your style and taste, whether you're taking a trip with friends, family or even pets.

Are there large group holiday homes in Cayman Islands?

With 137 properties that can host 10 or more guests in Cayman Islands, you won't have to cross anyone off the invite list. From family holidays to special events like anniversary parties and weddings, Stayz will help you find a large group home to suit the occasion.

What are the top attractions for families in Cayman Islands?

Keeping the kids amused during your Cayman Islands holiday is a snap with these top family-friendly attractions:

Stingray City
Seven Mile Beach
Camana Bay

Can I find two-bedroom holiday homes in Cayman Islands?

Cayman Islands has 354 two-bedroom properties to pick from. Find a holiday home with all the space and comfort you're looking for at a price that's hard to resist on Stayz.

Are there holiday homes with WiFi in Cayman Islands?

You can pick from 421 holiday homes with WiFi in Cayman Islands. If you'd like to disconnect from daily life on your holiday, but still need to be connected to the internet, these getaways are just what you need. Narrow your search by applying the WiFi filter on Stayz.

How old do you have to be to rent a holiday home in Cayman Islands?

The minimum age is usually 16, 18 or 21. It can differ across properties on Stayz, so check the rules of your preferred Cayman Islands holiday home before booking.

How long can I rent a holiday home in Cayman Islands for?

It all depends on the Cayman Islands property. To browse available options offering extended stays, simply enter your travel dates and guest number into Stayz. You can enjoy having the property to yourself, along with the comforts of home like air conditioning, a kitchen and an outdoor space where the little ones can play. Be on the lookout for long-term stays that offer weekly or monthly discounts.