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
4.97 out of 5 average rating, 59 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 favourite
A modern two-story home features expansive glass doors and large windows that provide views of the outdoor space. A private pool and putting green are surrounded by lush landscaping, creating a refreshing environment. Lounge chairs are positioned nearby for relaxation.
Home in North Side
5 out of 5 average rating, 33 reviews

Luxury Beachview Retreat, Cayman Island.

Luxurious, four bedroom, four and a half bath home with ensuite bathrooms and a half bath for guest. All bedrooms provide a private balcony with stunning oceanviews. This modern gated home in Northside is only 40mins from the airport and features a private pool, public beach access and a mini-golf course. BEDS Master on upper level has a king bed Second bedroom on upper level has a queen bed Third bedroom on upper level has 1 full bed and 3 twins Fourth bedroom on lower level has a queen bed.

Top guest favourite
Home in Gun Bay
4.97 out of 5 average rating, 74 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 favourite
A screened-in patio features a colorful area rug and seating arrangement with patterned cushions. A ceiling fan is visible above, while views of the lush garden and cove are framed by large glass panels. Kayaks and lounge chairs are positioned outside, enhancing the outdoor atmosphere.
Flat in Cayman Kai
4.93 out of 5 average rating, 228 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.

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.

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
4.99 out of 5 average rating, 69 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
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
4.97 out of 5 average rating, 33 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, 65” TV, sofa-bed, dining area and a large shared patio overlooking the beach

Top guest favourite
A two-story coastal house is pictured, featuring light-colored walls and multiple windows. It is surrounded by lush tropical landscaping, including palm trees and decorative plants. A large, clear swimming pool reflects the sky, providing an inviting space for relaxation.
Holiday home in Bodden Town
5 out of 5 average rating, 109 reviews

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,

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
The master bedroom features a spacious bed dressed in soft white linens, accompanied by decorative pillows. A door opens to a private patio, offering ocean views and tropical vegetation. A television is mounted on the wall opposite the bed, enhancing the room's functionality.
Apartment in East End
4.98 out of 5 average rating, 57 reviews

Beachfront! Steps to Beach! @ Wyndham Reef Resort!

Relax at “Beachfront Oasis” in the Peaceful East End of Grand Cayman only steps away from the beautiful beaches in our BOTTOM/GROUND UNIT that has been recently remodeled to make you feel right at home! Our updated condo will make you never want to leave after waking up each morning with the breathtaking views and sounds of the ocean to ease all your worries away!! It doesn't get any better than this!

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.

Guest favourite
A vibrant outdoor scene showcases a multi-tiered freshwater pool with clear blue water, surrounded by palm trees and colorful villa buildings in hues of pink, yellow, and blue. The beach is visible in the background, providing a serene view of the Caribbean coastline.
Apartment in East End
4.86 out of 5 average rating, 14 reviews

Oceanfront 4BR East End - Cayman Paradise Villa #1

Welcome to Cayman Paradise Villas #1, a 4-bedroom 3.5-bath, 3-floor, direct oceanfront villa in laid back East End. If you're looking for a relaxing getaway, you're in for a treat! Our cozy Caribbean-style villas are bursting with color and charm, offering you a taste of luxury and comfort. Plus, we're right by secluded beaches, giving you that exclusive island feel.

Popular amenities for East End holiday rentals