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Holiday rentals in Breakers

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Top-rated holiday rentals in Breakers

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Top guest favourite
Home in North Side

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.

4.99 out of 5 average rating, 117 reviews
Top guest favourite
A private pool is framed by a wooden deck, offering views of the Caribbean Ocean. Bright blue lounge chairs are positioned nearby, alongside palm trees swaying in the gentle breeze. The turquoise water of the ocean contrasts with the sandy beach in the background.
Home in Rum Point

No Big Ting - Private Beach Home

Entering No Big Ting you're immediately greeted with stunning views of the beautiful Caribbean Ocean. It's all about outdoor living, from the spacious screened porch to the soft sandy beach. Cool off in the private pool or adventure out to the protected reef to snorkel with the abundant sea life. End a perfect day star gazing on the deck listening to the waves under the moonlight. No Big Ting delivers a tranquil ocean vibe and is the ultimate beachfront oasis to relax with family and friends.

5.0 out of 5 average rating, 19 reviews
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

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.

4.93 out of 5 average rating, 231 reviews
Superhost
An outdoor dining area features a large wooden table set for a meal, complete with plates and napkins. An ice bucket rests at the center, surrounded by a beautiful view of the ocean and sunset. The serene setting is enhanced by nearby beach chairs and the pool.
Home in North Side

Beachfront w/Private Dock, 50ft Pool, Theatre - Wi

Windsong is an oceanfront, 5 bedroom villa on the pristine northern coast of Grand Cayman a few miles east of the famous Rum Point Beach Club. From a private beach and dock, to expansive pool and patio space, you have everything you could want on your vacation. The renovated interior is comfortable and welcoming, with numerous essentials provided for your stay. As you pull up to the villa, you'll pass through the horseshoe driveway surrounded by the beautifully landscaped front yard. Windson

4.88 out of 5 average rating, 17 reviews
Top guest favourite
A serene view of the turquoise ocean stretches beyond a well-maintained pool area. Lush palm trees and vibrant greenery frame the space, with a sandy beach visible nearby. The outdoor seating area is partially shaded, creating a relaxing atmosphere for guests.
Holiday home in Bodden Town

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,

5.0 out of 5 average rating, 114 reviews
Top guest favourite
An infinity pool reflects the vibrant colors of the sunset over the sea, surrounded by palm trees. Three transparent float loungers gently rest on the water's surface, creating a serene atmosphere. The calm ocean horizon is visible in the background, complementing the tranquil setting.
Home in Old Man Bay

Coral Cottage - Beach Front w/ Private Pool

Coral Cottage – Luxury Beachfront Retreat with Private Pool & Sea Views Old Man Bay, Grand Cayman | Sleeps 6 | 3 Bedrooms | 3 Bathrooms | Escape to your own slice of paradise. Nestled on the pristine beachfront of Old Man Bay, North Side. Coral Cottage is a stylish semi-detached villa offering the perfect blend of Caymanian charm and upscale comfort. With panoramic sea views, a private saltwater infinity pool, and lush gardens for al fresco dining, this is island living at its finest.

5.0 out of 5 average rating, 32 reviews
Top guest favourite
Home in Rum Point

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)

4.95 out of 5 average rating, 39 reviews
Guest favourite
Three white lounge chairs are positioned on a sandy beach, facing the calm turquoise waters of the Caribbean Sea. Lush palm trees surround the area, under a bright blue sky dotted with fluffy white clouds, enhancing the serene coastal atmosphere.
Apartment in North Side

Spacious 2-Bed Beachfront Condo w/ Heated Pool

This two 2-bedroom condominium located in Old Man Bay on the North Side of Grand Cayman is nestled in a prime oceanfront location. Step into this expansive unit boasting over 1,685 sq ft of living space, including a generously sized balcony that offers panoramic and uninterrupted vistas of the magnificent Caribbean Sea. Immerse yourself in the breathtaking views not only from the balcony, but also from the comfort of the living room and kitchen, creating a truly mesmerizing experience.

4.89 out of 5 average rating, 55 reviews
Guest favourite
A modern living area showcases a round dining table surrounded by elegant grey chairs. Large sliding glass doors provide a clear view of the ocean and beach, while palm trees sway gently outside. A plush grey couch is positioned for optimal coastal scenery.
Apartment in North Side

Silver Reef #3 - 2 BR LUXE Oceanfront & Pool

The Silver Reef #3 is a new, immaculate, luxuriously furnished 2 bedroom, 2 bath oceanfront condo on the ground floor of the brand new Silver Reef Residences. Conveniently set along Grand Cayman’s scenic Northeast Coast in Old Man Bay, this modern retreat is typically about a 30–35 minute drive from Owen Roberts International Airport in George Town and sits within a thoughtfully designed, palm lined community with resort style amenities and a quiet, less traveled setting.

5.0 out of 5 average rating, 18 reviews
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

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!!"

4.99 out of 5 average rating, 121 reviews
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

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.

4.94 out of 5 average rating, 246 reviews
Top guest favourite
A clear view of a private pool surrounded by a spacious deck is presented, with the ocean visible in the background. Palm trees sway gently in the breeze, and shaded seating areas are positioned nearby, enhancing the serene atmosphere of this beachfront location.
Home in Grand Cayman

BeachPlumVilla

Snorkelers Beachfront Paradise. This private, well appointed beachfront villa has unhindered sea views, a large deck with pool, is located in a very private section of grand Cayman near Rum Point. Excellent snorkeling right off the beach and a bright and airy house with all amenities. - Please note all rates are EXCLUSIVE of Cayman Islands Dept of Tourism 13% tax.

4.98 out of 5 average rating, 85 reviews

Popular amenities for Breakers holiday rentals