Holiday rentals in East End

Luxury 5 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 main house plus separate studio apartment, 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

North Side Grand Cayman Beachfront Villa

Spacious beachfront home on Grand Cayman’s peaceful North Side. Walk out to crystal-clear water for snorkeling and paddleboarding — we provide kayaks, paddleboards, and snorkel gear. 4 en-suite bedrooms plus two sofa beds in living room, rooftop with ocean views, fast WiFi, full kitchen, and washer/dryer. Small grocery store and Over the Edge are 1 mile away. Supermarket in Savannah (~20 min). Restaurants & bars @ Kaibo & Rum Point (~15 min). Travel crib and kids’ games available. Self check-in.

3 Bedroom Beach House with Pools

Relax in this spacious East End house, surrounded by lush landscaping and 5 cascading pools. As seen on HGTV, Neptune’s Nest is a two-story, stand-alone home in the charming, pastel-colored, East End Paradise Villas. With only 10 homes and 300 ft beach across the road, this quiet complex is far from the crowds but close to restaurants, parks, and world-class dive sites. The natural beach (water shoes a plus) is a haven for marine life, perfect for snorkeling or kayaking out to the nearby reef.

New 3bed townhome w/ ocean view

Share memories with your family in a newly built 3 bedroom townhome in East End just next to the Blowholes. With an open plan living and dining room, everyone can enjoy time together in a comfortably furnished location. One primary suite is on the ground floor with ensuite bathroom with tub and rain shower - perfect for anyone with limited mobility. Upstairs, find two more bedrooms with balconies and ensuite bathrooms, the primary with a walk-in shower. Onsite, there is a pool and BBQ cabana.

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.

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.

Art Beach House, boutique style luxury.

Private getaway for couples or singles perfect for honeymooners situated at beautiful frank sound. 25 mins from George town so car essential, many attractions nearby include the crystal caves 5 mins botanical gardens and rum point, and the beautiful east end. we also boast some of the the best dining on island. So lots to do or just chill on your private beach away from the crowds. the apartment is situated on ground floor level with art studio/Gallery above. with exclusive use of pool,

OCEAN VIEW at SUNRISE SOLILOQUY - Paradise Villas

Nestled within an exclusive collection of only 10 villas on the peaceful East End of the island, our villa enjoys sweeping ocean views and access to a spectacular five-tier swimming pool at the heart of the grounds. One of the pools features refreshing built-in hydrotherapy jets for an added touch of relaxation. Guests may also enjoy exclusive access to over 300 feet of sandy beachfront just across the street, creating the perfect setting for a tranquil and luxurious island escape.

Luxury Penthouse 1 Bedroom Condo Beachfront Resort

Located in East End, this privately owned Castaway Cove penthouse condo at The Reef Beach Resort 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, 65” TV, sofa-bed, dining area and a large shared patio overlooking the beach.

Villa at Kaibo for 6, peaceful beach paradise

Escape to Cayman’s quiet side at Pools of the Kai, where romance meets island serenity. This stylish waterfront 2-bedroom with a sleeper sofa condo features a private screened pool, two king suites, fast WiFi, and soothing ocean views. Unwind in total comfort, from sun-drenched mornings to peaceful evenings by the water. Stroll to Kaibo, kayak to Starfish Point, explore Bio Bay, or ferry to Seven Mile Beach. A tranquil, intimate escape perfect for couples and slow island living.

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!!"

Paradise Beach House in South Sound, George Town

Paradise Beach House in South Sound, George Town Paradise Beach House is a beautiful vacation rental property located in South Sound, George Town, Grand Cayman. The house offers a spacious and luxurious living experience with its very own paradise beach and a view of the reef and famous wreck of South Sound! Please note the "Resort Fee" is the Government Tourist Tax that is charged to all international guests staying in the Cayman Islands.