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Cottage holiday rentals in Cayman Islands

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Top-rated cottage rentals in Cayman Islands

Guests agree: These cottages are highly rated for location, cleanliness and more.

Superhost
Cottage in East End
Cayman Cottage by the Sea
Just 50 steps away from a powdery white, sandy beach the 2 bedroom cottage provides basic, spotlessly clean accommodations. Located in the peaceful East End of Grand Cayman: Great Diving, snorkelling, kiteboarding and windsurfing. A 5 minute drive from the grocery store, restaurants & the Morritts & Reef Resorts. Free use of kayaks and paddleboards. 13% Accommodation tax is added to rate. MINIMUM STAY: 5 Days High season, 4 days/low. NOTE: Christmas bookings are a minimum of 7 days.
Guest favourite
Cottage in East End
Hidden Gem at Grapetree Cove
Hidden 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.
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.

Popular amenities for Cayman Islands cottage rentals

Cottage rentals with a hot tub

Cottage in KY
Humble and Polite Little Cayman
Guest favourite
Cottage in West Bay
Luxury Cottage, 2bd/2ba on 7 Mile Strip
Guest favourite
Cottage in West Bay
Luxury Cottage, 1bd/1ba, desk | Pool+7 Mile Beach
Guest favourite
Cottage in West Bay
Luxury Cottage, 1bd/1ba steps to Pool+7 Mile Beach
Superhost
Cottage in East End
Cayman Cottage by the Sea

Private cottage rentals

Superhost
Cottage in Gun Bay
Castle Guesthouse by Grand Cayman Villas
Cottage in Cayman Brac
Blue Karma - Luxury Beachfront Cottage Cayman Brac
Cottage in Cayman Brac
Vista Del Mar Beach House #1
Cottage in West Bay
Exclusive Cottage steps from 7-Mile Beach
Guest favourite
Cottage in East End
PIECE of MINE, Beachfront Villa # 1
Guest favourite
Cottage in Grand Cayman
PIECE of MINE, Beachfront Villa #2
Guest favourite
Cottage in East End
Miss Annie's @ E'scape

Destinations to explore