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Cottage holiday rentals in Cayman Islands

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Cayman Islands

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

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Top Guest favourite
A charming white cottage with a sleek metal roof is surrounded by lush tropical foliage and colorful flowering plants. Two lantern-style lights are mounted beside the entrance, where double doors provide an inviting entry point. The pathway is bordered by well-kept greenery.
Cottage in West Bay
5 out of 5 average rating, 115 reviews

Luxury Cottage, 1bd/1ba, desk | Pool+7 Mile Beach

Our King 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.

Top Guest favourite
The exterior of the cottage is framed by vibrant tropical plants and flowering shrubs, showcasing a blend of lush greenery and colorful blooms. The white structure features a sloping roof, supported by two elegant columns at the entrance.
Cottage in West Bay
4.99 out of 5 average rating, 368 reviews

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

Top Guest favourite
Cottage in East End
4.98 out of 5 average rating, 120 reviews

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.

Guest favourite
A child is seen reaching for a starfish in shallow water. Several starfish are scattered across the sandy bottom, visible through the clear water. Sunlight reflects off the surface, creating a serene atmosphere.
Cottage in West Bay
5 out of 5 average rating, 8 reviews

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.

Top Guest favourite
Cottage in East End
5 out of 5 average rating, 31 reviews

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.

Top Guest favourite
The exterior of the cottage is presented with a contemporary design, featuring a symmetrical façade adorned with decorative archways. Lush landscaping surrounds the entrance, while soft lighting highlights the structure's features against a twilight sky.
Cottage in West Bay
4.97 out of 5 average rating, 64 reviews

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

Top Guest favourite
Two wooden chairs are positioned on a sandy beach, surrounded by lush palm trees. The tranquil ocean stretches out in the background, with gentle waves lapping at the shore. Bright greenery and tropical plants enhance the natural setting.
Cottage in East End
4.99 out of 5 average rating, 118 reviews

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!!"

Top Guest favourite
Cottage in KY
5 out of 5 average rating, 17 reviews

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.

Superhost
Cottage in Little Cayman

Little Cayman Waterfront Getaway - 3 Bedroom

A spacious three bedroom townhouse getaway perfectly situated on the tranquil waterfront of Little Cayman. Just a 1.5 mile drive west from the airport. While there’s no beach access directly from the property, you’re only a short drive from some of Little Cayman’s most pristine shores and world-class dive sites. Tucked away in a quiet complex, ideal for those looking to slow down, recharge and connect with nature.

Cottage in Little Cayman

Spectacular Sunsets over the Sea

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.

Top Guest favourite
A charming white cottage features a wooden front door with a cross design, flanked by blue potted plants. Lush green foliage surrounds the stone pathway leading to the entrance, while large windows provide a view of the inviting interior.
Cottage in Savannah
4.94 out of 5 average rating, 233 reviews

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.

A covered porch is visible, featuring a tiled floor and a row of chairs. The view encompasses a sandy beach with palm trees swaying gently in the breeze, leading to calm ocean waters. Bright green walls of the house contrast with the natural scenery.
Cottage in Cayman Brac
4.83 out of 5 average rating, 24 reviews

Ocean View Beach House #1

This lovely Beach House is located on the south side, West End of Cayman Brac. Views of the Ocean walking distance to Restaurants & Bars and near the Dive Shop & only 5 Minutes away from the airport. Vista Del Mar Beach Beach house is perfect for your next weekend getaway or if you're looking for a more calming and relaxing weekend to reset.

Popular amenities for Cayman Islands cottage rentals