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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.

Hidden Gem at Grapetree Cove
Entire cottage · 2 guests · 2 beds · 1 bathroom

Hidden Gem at Grapetree CoveHidden Gem is a Traditional Cayman Style cottage located at Grapetree Cove on a beautiful beach area in sleepy fishing village of East End. The property is filled with trees that gives it a dreamy Island ambiance. The Cottage has been fully renovated with modern amenities that makes is very comfortable and homey. Hidden Gem offers a unique CaymanKind experience from a Caymanian host that knows the area well. Located minutes away from local dinning places and many key attractions in the area.

Oceanfront, 2Primary Suites, Pool, local rate
SUPERHOST
Entire villa · 6 guests · 3 beds · 2.5 bathrooms

Oceanfront, 2Primary Suites, Pool, local rateBarefoot luxury in Cayman Brac, Cayman Islands. Only a short 25 minute flight from Grand Cayman, this new home offers stunning oceanfront vistas with all modern amenities. Large windows and the open concept floor plan allow for breathtaking views of the pool and sea and includes a fully-equipped kitchen, the dining and living areas. Also overlooking the ocean are two master king bed suites each with their own tiled baths. A third bedroom has a queen bed and offers views of tropical foliage.

Just Chillin in Little Cayman
SUPERHOST
Entire residential home · 4 guests · 2 beds · 2 bathrooms

Just Chillin in Little CaymanJust Chillin is a new 2 bedroom house that connects to a semi private pool, with queen size bed in both bedrooms, it is close to the airport, store and restaurants, the true Island life. Little Cayman is One mile wide and 10 miles long, we also provide bikes if you’re adventurous, our waters are blue and crystal clear for the divers and People that like to snorkel, it is Paradise, and tranquility for the people that just want to chill!

Holiday rentals for every style

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Popular amenities for Cayman Islands holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Cayman Islands

SUPERHOST
  1. Entire bungalow
  2. Cayman Brac
Brac Magic - magical oceanfront home with pool
SUPERHOST
  1. Entire residential home
  2. Sister Islands
The Bach@Brac: Stylish & Relaxed Beach House
  1. Entire apartment
  2. George Town
Seven Mile Beach, Plantation Vlg, 2 bedroom 2 bath
SUPERHOST
  1. Entire apartment
  2. Grand Harbour
The Sanctuary at the Careenage, Grand Harbour
SUPERHOST
  1. Entire apartment
  2. KY
Luxury quiet beachfront w/coral reef snorkeling
  1. Entire cottage
  2. East End
Ruby's Hibiscus - Grand Cayman beach cottage
SUPERHOST
  1. Entire residential home
  2. Cayman Brac
Southern Exposure, Secluded Paradise, Cayman Brac
SUPERHOST
  1. Entire guest house
  2. West Bay
CAYMAN CHALET- BY THE SHORES
SUPERHOST
  1. Entire rental unit
  2. GRAND CAYMAN
Rum Cove on the Bioluminescent Bay with Ocean View
SUPERHOST
  1. Entire rental unit
  2. Blossom Village
Perfect for Staycations in Little Cayman
  1. Entire villa
  2. West Bay
Ocean Front Relaxation Villa
SUPERHOST
  1. Entire rental unit
  2. KY
Rum Haven villa on Bioluminescent Bay & Ocean view