Cottage vacation rentals in Grand Cayman

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Top-rated cottage rentals in Grand Cayman

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Top guest favorite

Cottage in West Bay

5 out of 5 average rating, 89 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 favorite

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, 273 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 favorite

Cottage in East End

4.98 out of 5 average rating, 101 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.

Top guest favorite

A sandy beach stretches along the coastline, bordered by gently swaying trees. The clear blue water reflects the sky, inviting visitors to enjoy a serene atmosphere. Areas of seaweed are visible along the shore, complementing the natural beauty of the seaside location.

Cottage in East End

5 out of 5 average rating, 21 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 favorite

Two Adirondack chairs are positioned side by side on a sandy beach, with palm trees gently swaying in the breeze. The ocean stretches out in the background, showcasing a calm turquoise hue, with a few boats visible in the distance.

Cottage in East End

4.97 out of 5 average rating, 64 reviews

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!

Superhost

A round table with colorful cups and a fruit bowl is set on a wooden terrace surrounded by palm trees. The view beyond reveals a sandy area leading to the ocean, under a clear blue sky.

Cottage in East End

4.57 out of 5 average rating, 30 reviews

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

Guest favorite

The exterior of the Family Cottage is highlighted by a charming white façade with elegant architectural details. Lush tropical landscaping surrounds the entrance, which features wooden double doors and lantern-style light fixtures. A paved pathway leads to the front of the cottage, offering a warm welcome.

Cottage in West Bay

4.96 out of 5 average rating, 48 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 favorite

A cottage exterior is presented with a coral and green color scheme, surrounded by a landscaped yard with gravel pathways. The screened porch offers views of the inviting outdoor space, while lush greenery and palm trees enhance the peaceful atmosphere.

Cottage in East End

4.99 out of 5 average rating, 109 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, Antique four-post bed, Desk + smart TV. Enjoy paradise & experience "True Caymanian Hospitality!!"

Top guest favorite

A vibrant yellow villa is situated in a beachfront setting, surrounded by well-maintained gardens and tropical palm trees. Two lounge chairs are placed on a gravel area, with a thatched gazebo visible in the background. A clear blue sky with scattered clouds enhances the atmosphere.

Cottage in Grand Cayman

5 out of 5 average rating, 30 reviews

PIECE of MINE, Beachfront Villa #2

Private, Quiet. BEACHFRONT VILLA offering all the conveniences of a luxury home. Enjoy KAYAKING, Swimming, SNORKELING GEAR, Beach chairs, and beautiful SUNSETS. Hammocks are throughout the property. Modern walk-in Shower, Towels, & Bath Robes. Full Kitchen, Keurig & regular coffee maker, Blender, Extra-large bedroom, Desk, two smart TVs (bedroom/Living room). Enjoy paradise & experience "True Caymanian Hospitality!!"

Guest favorite

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

4.96 out of 5 average rating, 178 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.

Guest favorite

A clear blue pool reflects the sunlight, surrounded by palm trees and sandy beach. In the background, the ocean is visible, framed by lush greenery, creating a tranquil setting inviting relaxation and outdoor enjoyment.

Cottage in East End

4.94 out of 5 average rating, 87 reviews

RUSTIC 3 BEDROOM BEACH HOUSE, SUPERB LOCATION

Charming beach house comfortably sleeping six which backs onto its own private bit of beach. Bask in the sun or sit under the shade of one of the coconut trees and look out onto the ocean and contemplate life. Or, if you are feeling a little more adventurous, snorkel out to the reef or try your hand at fishing.