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Breezes at Barkers

Off the beaten track located walking distance Barkers beach, the near the island's most northern and untouched landscape. Enjoy watching the sunrise from the balcony or the sunset on a horseback beach ride! *I aim to ensure guests have a pleasant experience as highlighted in my first review. I've unfortunately had a horrible guest experience who has left a bitter taste for hosting. Be assured the claims are false and purely malicious in retaliation of addressing the guests for theft. BOOK US!

Family House with Private Heated Pool near Beach

Make some memories at this unique and family-friendly house with its own private heated pool and loads of backyard games to entertain everyone. This house is the place to kick back and soak up the sun. With snorkeling and kitesurfing right off the beach a short walk from the house, and scuba diving or jet skiing just a short drive away, you have it all. Stargaze with our telescope, enjoy our outdoor cinema or challenge someone at ping pong, cornhole or foosball. 2 paddleboards also available.

Caribbean Marine Park Retreat, Beachfront Bliss

What makes this apartment the perfect choice for your Grand Cayman getaway? Just 20 steps on powdery white sand separate your porch from the calm, crystal-clear waters of the lagoon. One of the rare spots where you can savor both the golden sunrise and fiery sunset right from your living room. Gaze out over the bluest waters of the North Side, where vibrant turquoise coral formations replace the green seaweed found elsewhere. Search for "The Retreat #25" online and take a glimpse of paradise.

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

The Country Valley

The Country Valley is approx 1200 sq.ft unit located on the second floor with a fresh and unique look. Forget all your worries and enjoy country style living in this spacious and cozy 3 bedroom, 2 bath unit with all its amenities including onsite swimming pool. As the sun set enjoy a glass of wine on the balcony or in the small garden while grilling. Shopping center, banking, fine dining and fast food restaurants located about 5 minutes away or enjoy the beaches less than 10 minutes away.

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.

Morritts - Bells' Timeshare

Family-friendly hotel Take advantage of 2 swim-up bars, 2 poolside bars, and a terrace at Morritts Tortuga Club. With a white sand beach, sun loungers, and scuba diving, this hotel is the perfect place to soak up some sun. Treat yourself to a manicure/pedicure, a body scrub, or Ayurvedic treatments at La Mer Spa, the onsite spa. Enjoy international cuisine and more at the two onsite restaurants. Enjoy the gym, as well as activities like windsurfing, kayaking, and beach volleyball.

Beach House & Cottage - The Bay

The Bay is a private home with 500 Feet of beach front over 5 acres in the laid-back Old Man Bay community on the North Side. 3 Acre protected beach next door. Beach Access: Nearby sandy shallow water cove at On the Bay condos and excellent sandy coral reefs 100 yards down the beach. Large screened-in patio, private oceanfront saltwater pool, gazebo with twin hammocks and lounge chairs. White sand beach adjoining an extended beach along the North Side. Countless activities.

Compass Point Dive Resort - 2 Bed Beachfront Condo

Compass Point Dive Resort's location did not happen by accident and was carefully selected with the diver in mind. We are the furthest away from the airport, nightlife and furthest away from the islands capital, but closest to the best diving the island has to offer. When you are not diving, layout on the beach or in a hammock, have a BBQ or enjoy the view of the crystal blue Caribbean Sea from your own private balcony. This is the perfect place to get away from it all.

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!!"

Luxury 2BR Condo | Walk to Seven Mile Beach, Pools

Enjoy upscale island living in this stylish 2BR/1BA condo, just a short walk from Seven Mile Beach. With a King and Queen bed, full kitchen, washer-dryer, Wi-Fi, and central A/C, it blends comfort and convenience. Relax on your private balcony overlooking the pool and canal, or explore the gated community’s 3 pools, hot tub, gym, and clubhouse. Perfectly located for beach days, dining, and nightlife, this is your ideal Cayman escape.

The One Love Oceanfront Studio Cottage in East End

ONE LOVE #1 is a ground‑floor, handicap‑friendly studio at The Cottages on Grand Cayman’s East End, about 45 minutes from the airport, sleeping 2 guests. It offers a serene, comfortable oceanfront setting with modern amenities, accessible features, personalized service, and easy access to on‑site and nearby attractions—ideal for a romantic escape or peaceful retreat.