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Grand Cayman vacation rentals

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Top-rated vacation rentals in Grand Cayman

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

Guest favorite
Guest suite in Savannah
Paradise Escape-Charming Oceanfront Guest Suite
A tranquil oceanfront escape for couples and solo adventurers... Ours is a unique community with quaint freehold condo cottages on a vast tract of oceanfront land. Wake-up in bed to a lovely view of a luscious green landscape that melds with the emerald green and blue ocean, sip a hot cup of coffee on the porch, enjoy a sunset cocktail by the ocean front pool, break a sweat in a friendly game of tennis, or take a blanket out to the lawn under the palm trees for breathtaking star gazing.
Aug 1 – 8
$141 per night
Guest favorite
Guesthouse in Grand Harbour
Heavenly Suite 2 - The M @ The Edge
Heavenly Suíte #2 at The M @ The Edge is a studio apartment with sleek & modern furnishings, smart HD TV, sound bar, chandeliers, state of the art kitchenette with quartz counter-tops, Delta faucet, and under counter lights. The chic bedroom fashioned in white crisp tiles, scones and recessed lighting mimics the luxurious bath styled in porcelain & Carrera tiles, Delta faucets, mirrors. . The patio enlivened by red/white accents, greenery, bar, pergolas, and Jacuzzi.
Oct 29 – Nov 5
$121 per night
Guest favorite
Cottage in West Bay
Luxury Cottage, 1bd/1ba steps to Pool+7 Mile Beach
Our Queen Cottages are part of the Botanica collection of charming island style cottages which won the coveted 2021 Governor's Award for Excellence in Design and Construction. Our focus is casual luxury with dreamy details and high end amenities. Amenity highlight includes a resort style pool with a heated spa set in a tropical oasis with ample space to hang out and enjoy some down time. Be sure to check out our other listings under my profile. Non Smoking Complex.
Nov 18 – 25
$515 per night

Popular amenities for Grand Cayman vacation rentals

Grand Cayman beach vacation rentals

Guest favorite
Apartment in GEORGETOWN
MANGO TREES,COZY APARTMENT ON THE 7 BEACH CORRIDOR
Jun 3 – 10
$225 per night
Superhost
Condo in George Town
Grandview condominium directly on 7-mile beach
Sep 4 – 11
$305 per night
Guest favorite
Condo in West Bay
Villa Steps From The Sand
Nov 9 – 16
$430 per night
Guest favorite
Condo in George Town
Cayman Reef Resort on Seven Mile Beach
Sep 16 – 23
$380 per night
Guest favorite
Condo in George Town
Beautiful Modern Condo on 7 Mile Beach
Jan 24 – 31
$350 per night
Superhost
Home in North Side
White Sand Beachfront - Disc Special January 2024!
Nov 27 – Dec 4
$236 per night
Guest favorite
Condo in Rum Point
Nature's View: Pools of the Kai #2
May 2 – 9
$404 per night
Guest favorite
Cottage in East End
Ruby's Hibiscus - Grand Cayman beach cottage
Oct 28 – Nov 4
$212 per night
Guest favorite
Cottage in East End
Piece of Mine, Beachfront Villa #3
May 1 – 8
$339 per night
Guest favorite
Condo in West Bay
Ocean View w King Bed next to Ritz Carlton
Oct 9 – 16
$467 per night
Guest favorite
Apartment in Grand Cayman
Paradise Pointe Rentals (Apt 8 1st floor)
Jan 30 – Feb 6
$162 per night
Guest favorite
Guesthouse in West Bay
West Bay, Cayman Islands
Jul 11 – 18
$95 per night

Private Grand Cayman vacation rentals

Guest favorite
Home in George Town
Zen Den unit 3
May 28 – Jun 4
$94 per night
Superhost
Condo in Savannah
Beachfront walkout with amazing patio & view
Jul 28 – Aug 4
$499 per night
Guest favorite
Condo in Cayman Islands
7 Mile Beach Waterfront-1 Bed Condo. Hidden Gem!
Dec 22 – 29
$525 per night
Guest favorite
Home in Bodden Town
Casa Avi - Beachfront bliss & luxury in Cayman
Oct 27 – Nov 3
$708 per night
Guest favorite
Condo in George Town
Beautiful apartment in Seven Mile Beach
Jan 17 – 24
$447 per night
Guest favorite
Apartment in Grand Cayman
Adorable Boho Beach Villa
Dec 31 – Jan 7
$304 per night
Guest favorite
Home in North Side
Ocean's Edge: Beachfront Home with Rooftop Views
Dec 13 – 20
$828 per night
Guest favorite
Home in KY
Sea Cove
Sep 13 – 20
$275 per night
Guest favorite
Apartment in West Bay
Experience Paradise in Paradise
Aug 15 – 22
$90 per night
Guest favorite
Condo in West Bay
7 Mile Beach Penthouse - Private Beach Club + Pool
Oct 15 – 22
$788 per night
Guest favorite
Villa in West Bay
Luxury villa right across 7mile Beach + Bed Swing
Dec 8 – 15
$310 per night
Guest favorite
Condo in George Town
Oceanfront 2bed 2bath Condo Seven Mile Beach
Oct 19 – 26
$383 per night

Grand Cayman house rentals

Guest favorite
Home in Bodden Town
Tranquil Hideaway
Jun 4 – 11
$80 per night
Superhost
Home in Grand Cayman
Lone Palm by Grand Cayman Villas
Sep 22 – 29
$666 per night
Guest favorite
Home in Grand Cayman
Snorkelers Beachfront Paradise - Beach Plum Villa
Oct 6 – 13
$736 per night
Guest favorite
Home in North Side
Private oceanfront one-level home w/screened porch
Apr 21 – 28
$495 per night
Guest favorite
Home in GRAND CAYMAN
Peaceful Ocean Front Beach House in Bodden Town
Jul 1 – 8
$830 per night
Guest favorite
Home in North Side
Luxury 3bd Ocean View, # 1 Cream, Stunning Views
Oct 23 – 30
$230 per night
Guest favorite
Home in Grand Cayman
3 Bedroom Beach House with Pools
Aug 26 – Sep 2
$295 per night
Superhost
Home in Grand Harbour
Boat Harbour House
Apr 26 – May 3
$626 per night
Superhost
Home in North Side
Chic Family Friendly 3 Bed 2 Bath Beach Front Home
Feb 6 – 13
$655 per night
Superhost
Home in East End
Cayman Beach House - 3, 4 or 5 Bedrooms + Loft
Sep 8 – 15
$500 per night
Superhost
Home in North Side
Oceanfront “Dreamsicle” Villa with Kayaks
Nov 25 – Dec 2
$586 per night
Guest favorite
Home in West Bay
Private Entire Townhome West Bay - Free Park
Jul 11 – 18
$157 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