Holiday rentals in Cayman Islands

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Top-rated holiday rentals in Cayman Islands

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

Guest favourite
Apartment in George Town
Cayman Reef Resort on Seven Mile Beach
At the heart of Seven Mile Beach, our home is in the middle of everything and far from nothing. Extensively renovated and well maintained, the condo is designed for you to enjoy a tranquil beach getaway in a luxurious setting with all the comforts of home. Picture perfect views, top of the line amenities and our local touch provide a warm welcome and cozy stay. We are fully licenced and our rate includes the 13% tourist accommodation tax. 20% discount from list price for local residents!
12–19 Jul
$415 SGD per night
4.93 out of 5 average rating, 146 reviews
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.
6–13 Feb
$199 SGD per night
4.97 out of 5 average rating, 190 reviews
Guest favourite
Guest house 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.
9–16 Oct
$162 SGD per night
4.99 out of 5 average rating, 120 reviews

Popular amenities for Cayman Islands holiday rentals

Other great holiday rentals in Cayman Islands

Guest favourite
Cottage in East End
Ruby's Hibiscus - Grand Cayman beach cottage
17–24 Dec
$284 SGD per night
4.98 out of 5 average rating, 170 reviews
Guest favourite
Flat in KY
Rum Haven villa on Bioluminescent Bay & Ocean view
11–18 Jun
$324 SGD per night
4.98 out of 5 average rating, 102 reviews
Guest favourite
Guest house in West Bay
West Bay, Cayman Islands
30 Sep – 7 Oct
$128 SGD per night
5.0 out of 5 average rating, 28 reviews
Guest favourite
Cottage in East End
Piece of Mine, Beachfront Villa #3
1–8 May
$456 SGD per night
5.0 out of 5 average rating, 90 reviews
Guest favourite
Home in George Town
The Zen Den studio apartment
9–16 Jan
$133 SGD per night
4.84 out of 5 average rating, 31 reviews
Guest favourite
Apartment in West Bay
Ocean View w King Bed next to Ritz Carlton
3–10 Sep
$475 SGD per night
5.0 out of 5 average rating, 55 reviews
Guest favourite
Apartment in Cayman Islands
7 Mile Beach Waterfront-1 Bed Condo. Hidden Gem!
10–17 Sep
$410 SGD per night
4.95 out of 5 average rating, 44 reviews
Guest favourite
Home in Stake Bay
Modern Oceanfront, 2Primary Suites, sleeps 6, pool
19–26 Feb
$584 SGD per night
5.0 out of 5 average rating, 33 reviews
Guest favourite
Home in Blossom Village
Gorgeous Beach House in Little Cayman
26 Sep – 3 Oct
$447 SGD per night
4.94 out of 5 average rating, 16 reviews
Guest favourite
Home in George Town
Paradise Beach House in South Sound, George Town
12–19 Feb
$806 SGD per night
4.87 out of 5 average rating, 15 reviews
Guest favourite
Cottage in East End
Hidden Gem at Grapetree Cove
1–8 Jul
$326 SGD per night
5.0 out of 5 average rating, 72 reviews
Superhost
Apartment in Savannah
Beachfront walkout with amazing patio & view
30 Aug – 6 Sep
$670 SGD per night
4.95 out of 5 average rating, 62 reviews

Destinations to explore