Vacation rentals in Cayman Islands

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Top-rated vacation rentals in Cayman Islands

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

Guest favourite
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.
Feb. 13 – 20
$250 CAD per night
4.97 out of 5 average rating, 190 reviews
Guest favourite
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. 10 – 17
$214 CAD per night
4.99 out of 5 average rating, 119 reviews
Guest favourite
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.
Apr. 11 – 18
$760 CAD per night
5.0 out of 5 average rating, 165 reviews

Popular amenities for Cayman Islands vacation rentals

Other great vacation rentals in Cayman Islands

Guest favourite
Condo in Rum Point
Nature's View: Pools of the Kai #2
Jul. 10 – 17
$658 CAD per night
4.92 out of 5 average rating, 110 reviews
Guest favourite
Cottage in East End
Piece of Mine, Beachfront Villa #3
Aug. 16 – 23
$541 CAD per night
5.0 out of 5 average rating, 90 reviews
Guest favourite
Guesthouse in West Bay
West Bay, Cayman Islands
Feb. 17 – 24
$160 CAD per night
5.0 out of 5 average rating, 28 reviews
Guest favourite
Condo in West Bay
Ocean View w King Bed next to Ritz Carlton
Jun. 15 – 22
$797 CAD per night
5.0 out of 5 average rating, 55 reviews
Guest favourite
Condo in Cayman Islands
7 Mile Beach Waterfront-1 Bed Condo. Hidden Gem!
Sep. 10 – 17
$553 CAD per night
4.95 out of 5 average rating, 44 reviews
Guest favourite
Home in Stake Bay
Modern Oceanfront, 2Primary Suites, sleeps 6, pool
Oct. 31 – Nov. 7
$748 CAD per night
5.0 out of 5 average rating, 33 reviews
Guest favourite
Home in George Town
Paradise Beach House in South Sound, George Town
Sep. 27 – Oct. 4
$774 CAD per night
4.87 out of 5 average rating, 15 reviews
Guest favourite
Condo in West Bay
Sunset Hideaway (2)
Jul. 17 – 24
$353 CAD per night
4.96 out of 5 average rating, 51 reviews
Guest favourite
Cottage in East End
Hidden Gem at Grapetree Cove
Sep. 15 – 22
$404 CAD per night
5.0 out of 5 average rating, 71 reviews
Superhost
Condo in Savannah
Beachfront walkout with amazing patio & view
Apr. 22 – 29
$828 CAD per night
4.95 out of 5 average rating, 62 reviews
Superhost
Condo in West Bay
Seven Mile Beachfront Condo at Discovery Point
Oct. 6 – 13
$1,011 CAD per night
4.86 out of 5 average rating, 28 reviews
Guest favourite
Home in Bodden Town
Casa Avi - Beachfront bliss & luxury in Cayman
Jul. 9 – 16
$1,289 CAD per night
5.0 out of 5 average rating, 25 reviews

Destinations to explore