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Grand Cayman vacation rentals

Book unique homes, vacation rentals, and more on Airbnb

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Popular amenities for Grand Cayman vacation rentals

Other great vacation rentals in Grand Cayman

Guest favorite

Home in George Town

4.9 out of 5 average rating, 48 reviews

Studio apartment with own entrance and garden

Apr 5 – 12

R2,168 ZAR per night
Guest favorite

Home in Bodden Town

4.88 out of 5 average rating, 85 reviews

Tranquil Hideaway

Oct 24 – 31

R1,779 ZAR per night
Guest favorite

Condo in West Bay

4.98 out of 5 average rating, 61 reviews

Ocean View w King Bed next to Ritz Carlton

Sep 22 – 29

R7,373 ZAR per night
Guest favorite

Condo in Cayman Islands

4.96 out of 5 average rating, 48 reviews

7 Mile Beach Waterfront-1 Bed Condo. Hidden Gem!

Nov 20 – 27

R7,525 ZAR per night
Guest favorite

Apartment in Grand Cayman

4.85 out of 5 average rating, 82 reviews

Paradise Pointe Rentals (Apt 9 1st floor)

Jul 26 – Aug 2

R3,533 ZAR per night
Guest favorite

Home in George Town

4.9 out of 5 average rating, 20 reviews

Paradise Beach House in South Sound, George Town

Oct 29 – Nov 5

R12,721 ZAR per night
Guest favorite

Condo in West Bay

5.0 out of 5 average rating, 37 reviews

Sunset Hideaway (3)

Sep 26 – Oct 3

R4,281 ZAR per night
Guest favorite

Apartment in Bodden Town

5.0 out of 5 average rating, 17 reviews

Close to the beach, restaurants and supermarket

Aug 8 – 15

R2,672 ZAR per night

Private Grand Cayman vacation rentals

Guest favorite

Guest suite in Grand Cayman

4.98 out of 5 average rating, 46 reviews

Studio 1 @ Fort Rocks, Forest King near beach!

Nov 6 – 13

R2,604 ZAR per night
Guest favorite

Condo in Savannah

4.94 out of 5 average rating, 17 reviews

Clarke’s Cove Residence

Sep 3 – 10

R2,722 ZAR per night
Guest favorite

Condo in West Bay

5.0 out of 5 average rating, 59 reviews

Condo Kai- Awesome 1B/1B in West Bay, Grand Cayman

May 18 – 25

R3,664 ZAR per night
Guest favorite

Apartment in West Bay

4.94 out of 5 average rating, 77 reviews

Beachside Boutique Villa Steps to Seven Mile Beach

Sep 19 – 26

R4,212 ZAR per night
Guest favorite

Condo in Spotts

5.0 out of 5 average rating, 60 reviews

Rock Away and Spotts Beach, 9 Coral Bay Village

May 31 – Jun 7

R3,919 ZAR per night
Guest favorite

Condo in West Bay

4.96 out of 5 average rating, 28 reviews

Ocean View Seven Mile Beach Villa

Oct 29 – Nov 5

R14,978 ZAR per night
Guest favorite

Home in Patricks Island

5.0 out of 5 average rating, 10 reviews

Seabreezes-Your Oceanside Escape

Jun 26 – Jul 3

R3,095 ZAR per night
Guest favorite

Guest suite in West Bay

4.91 out of 5 average rating, 91 reviews

Spacious 2 Bedroom Apartment 5 mins from beaches

Jun 21 – 28

R2,394 ZAR per night

Your guide to Grand Cayman

Welcome to Grand Cayman

The largest of the three Cayman islands, Grand Cayman lives up to its name. The Caymans have a reputation as a playground for the wealthy, and its capital city, George Town, located here, confirms that image. Its glitzy, ritzy environs are where visitors congregate to sip cocktails, browse the marquee boutiques, and partake in a plethora of fine dining. All of this is arrayed against Seven Mile Beach, a glamorous strand of white sand abutted by sparkly blue water where turtles and stingrays flit. But Grand Cayman isn’t all about luxury — venture outside George Town and you’ll find pockets of rural idyll and gorgeous natural attractions.

This island’s varied ecosystem supports a dizzying array of flora, including coconut palms, mangroves, and avocado and mango trees. Colorful orchids and fanlike hibiscus flowers bloom here. There are arid semi-desert landscapes contrasted by verdant hardwood forests. At Smith Cove, a favorite snorkeling spot, you can paddle around with tropical fish and — if you’re lucky — even an octopus or two.


The best time to stay in a vacation rental in Grand Cayman

There isn’t really a bad time to visit Grand Cayman. The weather is warm and sunny year round, although there is a wet season from May to October. This means you’re likely to encounter morning and afternoon rainfall — and also fewer crowds. Pirates Week, one of the island’s biggest and most eccentric events, goes down over three weeks in November and is spread across the three islands, ending in Grand Cayman. Expect parades, bonfires, fireworks, and lots of pirate costumes.


Top things to do in Grand Cayman

Mastic Trail

Located in the Mastic Reserve, which protects the island’s old-growth forest, this tranquil 2.3-mile trail showcases the island’s biodiversity as it traverses mangrove wetlands and palm stands where parrots and woodpeckers congregate. You may also spy orchids, butterflies, and large hermit crabs in this park, which has grown unfettered for two million years.

Cayman Motor Museum

This museum is as much a celebration of cars as it is the special possessions that wealth affords. Built by a car-obsessed businessman, the museum showcases his extensive collection, which includes the first car brought to the Caymans, as well as glittering high-end collector cars and famous Hollywood action hero vehicles.

Crystal Caves

Temporarily bid goodbye to the sunshine to venture underground and explore this fascinating network of underground caves formed more than one million years ago. The Crystal Caves’ interior chambers bristle with strange and beautiful stalactites and stalagmites, some surrounding a limpid underground lake. Rumor has it that pirates stashed gold here, but the real treasures are the scenic riches.

Destinations to explore