Cottage vacation rentals in Cayman Islands

Cayman Cottage by the Sea

Just 50 steps from a powdery white sand beach, this 2-bedroom, 2 bath cottage offers spacious accommodations. Located in the peaceful East End of Grand Cayman, it’s ideal for diving, snorkeling, kiteboarding, and windsurfing. You’re only a 5-minute drive from a grocery store, restaurants, and the Morritt’s & Reef Resorts. Enjoy free use of kayaks and paddleboards during your stay. 13% accommodation tax applies. Minimum stay: 5 nights (high season), 4 nights (low season), 7 nights at Christmas.

Luxury Cottage, 1bd/1ba steps to Pool+7 Mile Beach

Our Queen Cottages are part of the Botanica collection of award winning island style cottages. This unit has a private outdoor dining and garden shower. 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

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.

PIECE of MINE, Beachfront Villa # 1

Quiet BEACHFRONT Cottage & all the conveniences. Large Bedroom, oversized chair & ottoman, Closet & office space, chair, KAYAKs, Swimming, SNORKEL GEAR, & the beach. Relax in a daybed on a SCREENED PORCH, Beach chairs, and beautiful SUNSETS. Hammocks are throughout the property. Bathroom glass enclosure shower, Towels, and bathrobes. FULL KITCHEN, Keurig & reg coffee maker, Blender, Toaster, smart TVs. Enjoy a paradise experience with well-maintained facilities & True Caymanian Hospitality!

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!

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, Caribbean Antique four-post bed, Desk + smart TV. Enjoy paradise & experience "True Caymanian Hospitality!!"

Blue Karma - Luxury Beachfront Cottage Cayman Brac

Vacation your way on one of the best island destinations in the Caribbean! With Blue Karma, you get a spacious 2,000 SQ. FT., 2 bedroom house with a private beach. With fold-away beds you can sleep 8 people comfortably. Check-in is at 3:00PM and Check-out is at 12:00PM. At $200.00 per night you can enjoy swimming, snorkeling, scuba diving, hiking rock climbing and much more. Or just relax on the beach during the day and dine away at night. Your vacation, your way!

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.

Spectacular Sunsets

A quiet Condo on the tip of the West End of Little Cayman. Overlooking the ocean with spectacular sunsets. And with no light pollution the night sky gives spectacular viewing, If you are looking for an unspoiled, relaxed destination in order to escape the chaos of daily life, you have found it. It is a rare and magical place. Little Cayman offers unrivalled diving, snorkelling, hidden beaches and clean air.

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.