Villa holiday rentals in Cayman Islands

Stellar Views Waterfront Luxury Private Villa

Travel insiders are discovering our property. Coral Beach Villa was recently selected as one of the top 17 insider picks by Savoteur online travel magazine, and the ONLY privately owned home in the Cayman Islands to be featured besides luxury hotels. Cayman Brac is a 30 minute flight from Grand Cayman, but a world away from the traffic and crowds of the main island. The villa comfortably sleeps 8 in 3 master king bedrooms, each with private ensuites. Delight your senses and rejuvenate your soul!

Affordable Old Man Bay Villa #2

Tucked away in a corner of Northside, Grand Cayman, is the quaint little community of Old Man Bay, where time has stood still. This is the authentic Cayman, no crowds and the only thing you'll hear are the ocean waves. The 2 side-by-side 1 bedroom villas are identical in layout. The main floor has a living room with queen size sofa bed, flat screen TV, fully equipped kitchen with Dishwasher & powder room. The spacious bedroom is on the 2nd floor and has a full ensuite with a large shower.

Ocean Front Relaxation Villa

"This Ocean Front 3 bedroom villa is perfectly located! It's about a 25 minute drive from the airport but only a few minutes from local restaurants 3 minutes from Foster's grocery. Head to the private beach and snorkel the colorful reef just offshore, or enjoy the fresh water pool at the villa. Patio views are gorgeous! Please be advised that covid rules in Cayman still require quarantine. The Villa is an approved location for quarantine. See exploregov dot ky to see the latest updates

5-bdm beachfront villa w/pool, cabana & more

Truly amazing tropical beach paradise on the water with pool and the most stunning sunsets! Villa has 3 apartments with separate entrances with 5 bedrooms, perfect for family trips or friend group gatherings. Hosts up to 15 people, babies included and welcomed! Beach cabana, hammocks, bikes, grill, kayaks, fire pit, private deck. Great snorkeling right out front. Sandy beach. Leeward side of the island so many days with calm waters. AC's, TV, linens, beach + bath towels, games, books & more

Luxury villa right across 7mile Beach + Bed Swing

1 bedroom with King size bed and Queen size sofa bed to comfortably sleep up to 4 guests. Adorable small boutique community of 7 villas a few short steps from the white sand and crystal clear water of Seven Mile Beach. Includes all the comforts of home, 50” Smart TV, FREE high-speed WiFi, Keurig Coffee Machine, AppleTV, Apple HomePod, New AC in all rooms and Walk-in closet. Condo is recently remodeled w/ new furniture. There is also custom made outdoor swing bed on the patio to relax on.

Luxury 3bd Beach Front, # 4 Green, Stunning Views

Perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations and is conveniently located near renowned Stingray City, Rum Point and Kaibo’s restaurants, beaches and water sport activities. Bask on the white sand beach, enjoy the pool, swim and snorkel with a myriad of sea life, or simply lounge in your hammock snoozing away the day.

Coco Kai Beach Front Villa heated pool and dock

This property is situated in the quiet, pristine area of Cayman Kai. Our home also has a heated pool and sits on the beautiful beaches of the Caribbean. This is a very private, exclusive part of beautiful Grand Cayman. Coco Kai, is an upscale private vacation home located in the tranquil, pristine Northside of Grand Cayman, five minutes from Rum Point and Stingray City. Coco Kai is on the beautiful, white sand shore of the Caribbean Sea.

Laguna | Relaxing Family Oasis

Welcome to your spacious tropical retreat for the whole family all in a lush, flower-filled complex. Enjoy pond views, swaying palms, and vibrant greenery from two private patios—where turtles often visit. Stroll past the pool, hot tub, and BBQ area to your own slice of paradise: a private beach on the crystal-clear Caribbean Sea. Top-rated restaurants are just a stone’s throw away. The perfect island escape for sun, sea, and serenity.

Caribe Sun by Grand Cayman Villas

Please note that a $1,500 refundable damage deposit is required for all stays as outlined below. The refundable deposit will be charged via the Airbnb app 30 days before arrival. It will be refunded 7-10 business days after departure, subject to inspection for damages.