Vacation rentals in East End

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Top-rated vacation rentals in East End

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Guest favorite
Home in East End
4.95 out of 5 average rating, 61 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

Top guest favorite
Cottage in West Bay
4.99 out of 5 average rating, 384 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
A spacious screened-in porch features comfortable seating and a dining area, with large windows that provide unobstructed views of the beach and ocean. Tropical palm trees are visible outside, enhancing the serene coastal atmosphere.
Condo in Savannah
4.95 out of 5 average rating, 103 reviews

Beachfront Walkout with Amazing Patio & Ocean View

Step out your door onto one of Cayman’s most beautiful and peaceful beaches. Famous for its incredible snorkeling - you can swim with turtles just a short paddle from shore. Spend your days exploring the reef, relaxing under a palm tree, or enjoying the calm, shallow water perfect for families. Coral Bay is a bright, spacious beachfront walkout in a central location, giving you the best of both worlds: a quiet, virtually private beach - easy access to shops, restaurants, and island attractions.

Guest favorite
Home in Gun Bay
4.96 out of 5 average rating, 77 reviews

East End Beach House with Private Dock!

Welcome! We may be biased but we believe we have the most beautiful beach in East End and would like to share it with you. We are located down the road from Morritts and The Reef Resorts, as well as Foster's Express and Italian Kitchen. We are a short drive from Tukka restaurant as well as Taco Cantina and Eagle Rays/Ocean Frontier's Diving. Here is a quick virtual tour for our property (please remove all the"spaces"): tour.metareal .com/apps/player?asset=59549321-791c-49a1-b1cb-c8ac21ce33d8

Guest favorite
An aerial view captures the spacious layout of Rum Cove, surrounded by lush greenery and shimmering waters. A private dock extends into the cove, with outdoor seating areas and a kayak visible nearby, presenting a serene atmosphere for relaxation and exploration.
Apartment in Cayman Kai
4.93 out of 5 average rating, 231 reviews

Rum Cove on the Bioluminescent Bay with Ocean View

Welcome to Rum Cove – your private escape on the bioluminescent bay, just steps from the world-famous Rum Point. This bright & breezy 1-bedroom retreat is part of a charming triplex and offers stunning 360° views. Whether you’re relaxing on the patio, kayaking under the stars, or sipping coffee at sunrise, Rum Cove surrounds you with natural beauty & peace. A perfect space for couples, solo travelers or small families looking for a quiet getaway with the best of Cayman Kai on your doorstep.

Guest favorite
Apartment in East End
5 out of 5 average rating, 7 reviews

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.

Top guest favorite
Cottage in East End
4.98 out of 5 average rating, 122 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 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.
Apartment in East End
4.99 out of 5 average rating, 72 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 favorite
Home in Rum Point
4.94 out of 5 average rating, 35 reviews

Whispering Kai: beach home on Bio Bay, Cayman Kai

A quiet oasis with unforgettable views. Located directly on the Bioilluminesce Bay in the wonderful residential area of Cayman Kai is our luxurious yet comfortable 2 bedroom, 2 bathroom secluded beachfront home complete with a spacious screened-in back patio overlooking the water on a white sandy beach with a private boat dock. Check us out on Insta: @whisperingkai Master Bedroom: King Bed Guest Bedroom: King Bed plus two pull-out sofas (twins) Living Room: One pull-out sofa (double)

Top guest favorite
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.
Condo in East End
4.97 out of 5 average rating, 33 reviews

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.

Top guest favorite
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, 119 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 favorite
A vibrant tropical landscape is displayed, featuring a five-tier swimming pool surrounded by colorful villas. Palm trees provide shade, and ocean views are visible in the background. Calm waters reflect the clear blue sky, creating a serene atmosphere for relaxation.
Villa in East End
4.93 out of 5 average rating, 60 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!

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