Cottage holiday rentals in Cayman Islands

Hidden Gem Cottage on the Beach

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.

Cayman Cottage on Cemetery Beach

Charming Cayman 2 bedroom cottage just steps from Cemetery Beach. The beach and snorkeling are just steps away. Close to resort area and George Town, but just far enough away from all the hustle and bustle. Walk to grocery, liquor store, restaurants and bus stop. A comfortable living room, ample kitchen, 2 BR and 1 BA, queen and twin beds. Outdoor deck area for dining alfresco or coffee in the morning. Washing machine and dryer, AC, WiFi. A great place for family getaways.

Miss Annie's @ E'scape

E’scape, nestled in the idyllic seaside village of East End, is the ideal setting for a quick getaway or extended vacation. Whether visiting as a couple, group or family, its sweeping beachfront view invites tranquility, relaxation and rejuvenation. Incorporating touches of Cayman heritage and culture in the décor of both houses, two-bedroom “Ms. Annie’s”, sleeps four and reflects the charm of yesteryear. Larger and more modernly designed “The Isaac”, sleeps up to ten. Book your stay today.

Cayman Cottage by the Sea

Pool Construction is Complete! 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. X-Mas - 7 Days

2-bdm private cottage w/ hammocks, porch & sunsets

This tranquil, beautiful oceanfront cottage offers all you need for a great vacation. Next to a large screened-in porch and huge backyard right at the beach, there's 2 bedrooms, 2 bathrooms, 2 walk-in closets, a big, fully equipped kitchen, living- and dining space with smart TV, A/C units and ceiling vents in every room, adjacent washing room, bikes, BBQ, kayaks, and much more to explore. Perfect location for a cozy, convenient and relaxing stay on beautiful south-west of Cayman Brac!

Luxury Cottage, 2bd/2ba on 7 Mile Strip

Our Family Cottage is part of the Botanica collection of award winning island style cottages. This unit has two bedrooms (Queen & Bunk Bed). At Botanica, our focus is on casual luxury, dreamy details and high end amenities. Property highlights includes a resort style pool with heated spa set in a tropical oasis. We also offer a complimentary shuttle in our vintage Land Rover Defender to nearby beaches. Be sure to check out our other listings under my profile. Non Smoking Complex

Humble and Polite Little Cayman

Relax with the whole family at this peaceful oasis. Situated on private acreage in Preston Bay, on the West End of Little Cayman, this 3-bedroom cottage has absolutely everything you need. Unobstructed views of the Caribbean Sea with a one-of-a-kind edge salt water pool and hot tub set on a raised deck with cool-to-touch stone tiles, it’s easy to enjoy being surrounded by nature and comfortable breezes. Great for couples, families, or a small group retreat.

Piece of Mine, Beachfront Villa #3

Private & Tranquil BEACHFRONT Cottage offers all the conveniences of a luxury home. KAYAKS and SNORKELING GEAR, daybed & smart TV on the SCREENED PORCH, beach chairs, beach swing, and beautiful SUNSETS. Hammocks are throughout the property. Modern walk-in Shower, Towels, and bathrobe. Full Kitchen, Keurig & regular coffee maker & Blender, Extra-large bedroom, Antique four-post bed, Desk + smart TV. Enjoy paradise & experience "True Caymanian Hospitality!!"

John John's Hideaway

Cozy 1 bedroom cottage with en-suite bathroom, sitting area, full kitchen, washer and dryer. Located in a quiet neighbourhood, a 2 minute walk away from Pedro St. James Castle. 3 minute drive from a supermarket and local restaurants. 5 minute drive to snorkel at the picturesque Spotts Beach. 20 minute drive from other popular destinations, including shopping centres and other local attractions.