Grand Cayman vacation rentals
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Top-rated vacation rentals in Grand Cayman
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Other great vacation rentals in Grand Cayman
Condo in George Town
4.95 out of 5 average rating, 107 reviews2 BR beach condo resort with pool and ocean views
Oct 31 – Nov 7
Condo in George Town
4.89 out of 5 average rating, 128 reviewsBeautiful Modern Condo on 7 Mile Beach
Mar 15 – 22
Apartment in West Bay
4.9 out of 5 average rating, 10 reviewsOcean Feel - Feel the Breeze
Aug 11 – 18
Condo in Cayman Islands
4.96 out of 5 average rating, 47 reviews7 Mile Beach Waterfront-1 Bed Condo. Hidden Gem!
Dec 19 – 26
Condo in West Bay
4.88 out of 5 average rating, 25 reviewsTyrell's Crib
Mar 28 – Apr 4
Home in George Town
4.89 out of 5 average rating, 19 reviewsParadise Beach House in South Sound, George Town
Nov 14 – 21
Guest suite in West Bay
4.91 out of 5 average rating, 90 reviewsSpacious 2 Bedroom Apartment 5 mins from beaches
Jun 7 – 14
Cottage in East End
4.99 out of 5 average rating, 94 reviewsPiece of Mine, Beachfront Villa #3
Sep 20 – 27
Private Grand Cayman vacation rentals
Condo in Savannah
4.94 out of 5 average rating, 16 reviewsClarke’s Cove Residence
Dec 3 – 10
Condo in George Town
5.0 out of 5 average rating, 49 reviewsBeautiful apartment in Seven Mile Beach
Sep 26 – Oct 3
Apartment in Savannah
5.0 out of 5 average rating, 39 reviewsCozy, peaceful 1-bedroom rental with free parking
Jun 10 – 17
Apartment in Bodden Town
5.0 out of 5 average rating, 16 reviewsClose to the beach, restaurants and supermarket
Jun 21 – 28
Condo in George Town
5.0 out of 5 average rating, 21 reviewsBrand New|3 Bed|Ocean Front|Sunset Balcony|Pool
Nov 2 – 9
Condo in West Bay
5.0 out of 5 average rating, 37 reviewsSunset Hideaway (3)
Oct 4 – 11
Apartment in East End
4.89 out of 5 average rating, 9 reviewsSpacious Oceanfront Studio
Aug 19 – 26
Condo in George Town
4.95 out of 5 average rating, 60 reviewsOceanfront 2bed 2bath Condo Seven Mile Beach
Jul 6 – 13
Grand Cayman house rentals
Home in North Side
4.93 out of 5 average rating, 137 reviewsCozy White Sand Beachfront in natural settings!
Mar 21 – 28
Home in Patricks Island
5.0 out of 5 average rating, 10 reviewsSeabreezes-Your Oceanside Escape
May 24 – 31
Home in KY
5.0 out of 5 average rating, 10 reviewsSea Cove
Mar 14 – 21
Home in West Bay
5.0 out of 5 average rating, 13 reviewsThe Highlands Retreat A
Aug 24 – 31
Home in GRAND CAYMAN
4.92 out of 5 average rating, 39 reviewsPeaceful Ocean Front Beach House in Bodden Town
Oct 24 – 31
Home in North Side
5.0 out of 5 average rating, 33 reviewsPrivate oceanfront one-level home w/screened porch
Dec 2 – 9
Home in West Bay
5.0 out of 5 average rating, 8 reviewsOceanfront Oasis Home with cottage & pool
Jul 9 – 16
Home in North Side
5.0 out of 5 average rating, 9 reviewsNature lovers paradise newly renovated
Jul 25 – Aug 1
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
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