Holiday rentals in East End

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Top-rated holiday rentals in East End

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Guest favourite
An outdoor area features a gazebo with dining seating, surrounded by sun loungers. A sparkling pool is visible nearby, while the expansive deck offers unobstructed views of the ocean. Lush greenery and clear blue skies create a serene atmosphere.
Home in East End
4.96 out of 5 average rating, 49 reviews

Luxury 4 Bdr Ocean View Home w/ Pool + Hot Tub

Indulge in the ultimate vacation experience with Southwinds Vacation Home, a stunning luxury retreat boasting 4 bedrooms and 3.5 baths, perched perfectly on the East End with proximity to a myriad of attractions, activities, and top-rated dining destinations. Ideal for families and groups of friends, this residence offers an abundance of space, including a serene outdoor oasis complete with a gazebo, sparkling pool, hot tub, and even a hammock to bask in the calming ocean sounds and warm Caribbe

Guest favourite
A sandy beach stretches along the coastline, bordered by lounge chairs under swaying palm trees. The turquoise water transitions to deeper shades, and the sky is clear with a few scattered clouds. A pathway of light-colored pavers leads towards the beachfront area.
Apartment in East End
4.95 out of 5 average rating, 21 reviews

Luxury Penthouse 1 Bedroom Condo Beachfront Resort

Located in East End, this privately owned penthouse condo at the Castaway Cove resort at the Wyndham boasts an oceanfront view along a pristine sandy beach. It has three swimming pools and a hot tub, a lively bar, restaurant with daily menus, coffee shop, diving, nightly entertainment, snorkeling, spa, and fitness center. This huge condo has one king bedroom, a luxury bathroom, full kitchen, laundry, living room, 75” TV, sofa-bed, dining area and a large patio overlooking the beach for drinks

Top guest favourite
A charming traditional cottage is partially obscured by vibrant tropical foliage. The light blue exterior, framed by lush green palm leaves, creates a serene and inviting backdrop. Natural sunlight enhances the warmth of the atmosphere, while wooden railings suggest a welcoming entryway.
Cottage in East End
4.98 out of 5 average rating, 104 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 favourite
A serene beach scene is captured at sunset, with soft golden sunlight reflecting on the calm surface of the water. Gentle waves lap against the sandy shore, where strands of seaweed are visible, creating a peaceful atmosphere.
Flat in East End
4.98 out of 5 average rating, 57 reviews

Beautiful one bedroom beach view unit with cabana

Welcome to the unique and tranquil Rea’s Vista in the Seafarers district of East End in the beautiful Cayman Islands! Enjoy the beach life, the marine life or just swimming at your own private beach where you can also see sunrise! Sunset! Moon rise! in a relaxing atmosphere enjoying the Caribbean Sea. The one bedroom unit offers WiFi, TV, washer and dryer, surveillance cameras and comes fully stocked with utensils to manage your own meals or one may choose to visit nearby local restaurants.

Top guest favourite
The exterior of the studio apartment is framed by lush greenery and flowering plants. An outdoor dining set with an umbrella is positioned on a blue deck. The building features large windows and light-colored walls, complemented by stone accents and manicured landscaping.
Guest house in Grand Harbour
4.98 out of 5 average rating, 169 reviews

Heavenly Suite 2 - The M @ The Edge

Heavenly Suíte #2 at The M @ The Edge is a studio apartment with sleek & modern furnishings, smart HD TV, sound bar, chandeliers, state of the art kitchenette with quartz counter-tops, Delta faucet, and under counter lights. The chic bedroom fashioned in white crisp tiles, scones and recessed lighting mimics the luxurious bath styled in porcelain & Carrera tiles, Delta faucets, mirrors. . The patio enlivened by red/white accents, greenery, bar, pergolas, and Jacuzzi.

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

Guest favourite
Guest house in Bodden Town
4.94 out of 5 average rating, 17 reviews

Cozy Cayman Guesthouse Mins to Beach & Dining

Welcome to our charming tropical-themed studio, a hidden gem nestled behind the inviting House on The Hill in the heart of Grand Cayman. This cozy studio retreat is perfect for those seeking a comfortable, inviting space to rest after exploring the island. The home is located in the center of the island and is located off the main arterial road, providing easy access to all sides of the island. It is close to beaches and 5 minutes from supermarkets and restaurants.

Top guest favourite
A light-filled living area features a comfortable sofa facing a modern coffee table. Floor-to-ceiling curtains frame a set of glass doors that lead to a balcony with a view. A wall-mounted television is positioned beside a console, enhancing the space's contemporary design.
Apartment in Grand Harbour
4.87 out of 5 average rating, 101 reviews

Waterfront Sanctuary Cove 2BR King Bd Pool Porch

Enhance your getaway experience in our meticulously clean, spacious, and tranquil retreat. Immerse yourself in serenity, surrounded by picturesque water views and a lush tropical landscape that will effortlessly melt your worries away. Ideally situated, our Sanctuary offers not just a stay, but a rejuvenating escape into nature's embrace. Come find your peace in this beautifully designed space, where every detail is crafted for your ultimate relaxation and enjoyment.

Guest favourite
A cozy bedroom features a spacious bed with a patterned blanket. A small television is positioned on a dresser against a wall. Natural light filters through textured window treatments, complementing the earthy tones of the decor. A comfortable chair is located nearby, adding to the inviting space.
Guest house in George Town
4.89 out of 5 average rating, 150 reviews

Zen Den 3, cozy private studio in George Town

Welcome to this private cozy studio in the vibrant heart of George Town! Lokated 10-15 minute walking distance to Smiths Cove Beach, this is separate unit with an independent entry. Has a bedroom, kitchenette, washer dryer, bathroom and designated parking spot. Located in George Town near hospitals, pharmacy, gas station and restaurants. Bedroom has queen bed, split A/C, smart TV and Internet. Private outside patio with seating and a hammock.

Guest favourite
A private lanai offers views of the ocean and surrounding landscape. The space is furnished with a small table and chairs, and a clear blue sky is visible above, accentuating the serene atmosphere. The oceanfront pool and greenery are observed in the distance.
Apartment in East End
5 out of 5 average rating, 20 reviews

The Blue Iguana Oceanfront Studio Cottage in East

The "BLUE IGUANA" #10 cottage is a 2nd-floor studio in The Cottages, a boutique 10-studio Bed and Breakfast on Grand Cayman's East End, accommodating up to 2 guests. The cottage provides a serene and luxurious environment with modern comforts, attentive service, and access to both on-site and nearby attractions on Grand Cayman. Whether it's a romantic getaway or a serene escape, the cottage offers a picturesque setting for guests to enjoy.

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
4.96 out of 5 average rating, 197 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 favourite
Lush greenery frames a serene view of the ocean, complemented by tall palm trees swaying gently in the breeze. The shimmering water meets the horizon under a clear sky, while a sandy area provides a relaxing space for beachside enjoyment.
Villa in East End
4.94 out of 5 average rating, 51 reviews

OCEAN VIEW at SUNRISE SOLILOQUY - Paradise Villas

Our Villa is located in an intimate complex of 10 villas surrounding a gorgeous 5 tier swimming pool. It is found in the peaceful East End, the sleepy side of the island! Enjoy our ocean views! The 300' sandy beach across the street is included in our property!

Popular amenities for East End holiday rentals