Luxury rentals in Grand Cayman

Find and book unique accommodations on Airbnb

Top-rated luxury vacation rentals in Grand Cayman

Guests agree: these stays are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Luxe
The villa is set against a backdrop of palm trees, with a spacious swimming pool featuring a central hot tub. Semi-submerged loungers and shaded areas enhance the outdoor space, while large glass doors lead into the airy interior, providing views of the harmonious surroundings.
Villa in Breakers

Black Urchin Residence 1

This gorgeous beachfront villa on Grand Cayman's South Sound near Bodden Town has the air of a private resort, with beautiful alfresco living areas bordering the white sands of a private beach. Sublime views of the Caribbean Sea, elegant interiors, six outstanding bedroom suites (including a well-equipped kids' room), and excellent amenities for entertainment, play, and relaxation invite families and large groups of friends to an unforgettable experience of the Cayman Islands. The villa's sparkling swimming pool frames a central hot tub, with stylish, semi-submerged loungers and a furnished sundeck flanking the pool's center line. Two covered lounge areas invite you to cool hours in the shade, while lovely furnishings await you on the beach's white sand. Plunging into the turquoise water, you'll discover a maze of precious coral or venture out by kayak and paddleboard on enchanting adventures. Relish an afternoon meal on the veranda, doze in the hammock, and pass the sunset hour in the ocean-view lounge. Sliding glass doors create a seamless transition to the open-concept interior. Here, spend evenings together without ever losing sight of the sea, sipping cocktails on lovely armchairs, preparing fabulous feasts in the fully-equipped kitchen, and celebrating life around the long dining table. At night, gather in the ample living lounge or cuddle up for movie night in the cozy media lounge. The luminous primary suite enjoys panoramic ocean views through glass doors that open to a private balcony. Its sumptuous king bed is just steps from the sea, while its deluxe ensuite bathroom includes a stand-alone tub and ocean-view shower. A king guest suite also opens to a balcony with ocean views. There are two guest suites with queen beds (one opening to the terrace, one with serene garden views), one room with two twin beds, and a fabulous kids' rooms with bunk beds and private media/game area. Black Urchin Residence 1 enjoys a uniquely excellent location for enjoying Grand Cayman's myriad riches. You're an easy drive or lovely bicycle ride to Bodden Town Beach, while Geoge Town is a little farther west. The pristine natural beauty of Meagre Bay Pond Animal Sanctuary is practically your back yard. Proximity to Owens International Airport makes this an excellent choice for destination wedding guests. Please note that this region may be affected by shifting seasonal currents and weather patterns causing an influx of seaweed at the beach. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower & bathtub, Walk-in closet, Television, Safe, Balcony, Ocean view • Bedroom 2: King size bed, Ensuite bathroom with stand-alone shower, Television, Balcony, Ocean view • Bedroom 3: 2 Twin size beds, Ensuite bathroom with shower/bathtub combo, Television • Bedroom 4: Queen size bed, Ensuite bathroom with stand-alone shower, Television, Terrace, Ocean view • Bedroom 5: Queen size bed, Ensuite bathroom with shower/bathtub combo, Television • Bedroom 6 - Bunk room: 2 Full size bunk beds, Shared access to hallway bathroom, Stand-alone shower, Television STAFF & SERVICES Included: • Pool maintenance Extra cost (advance notice may be required): • Activities & excursions • Additional housekeeping (conditions may apply - please reference the "Need to Know" section) • Laundry service

Luxe
A spacious living area features large floor-to-ceiling windows providing panoramic ocean views. Comfortable seating arrangements are complemented by sleek furniture. Natural light illuminates the room, highlighting the modern design and soothing color palette.
Villa in George Town
5 out of 5 average rating, 4 reviews

Seafire Residence S301

Snorkel off Seven Mile Beach, experience the finest spa in the Caribbean, and return to this serene, ocean-view suite at Kimpton Seafire Resort. Named for the fiery glow of the sunset off Grand Cayman's west coast, this lifestyle resort has been ranked among the region's best, with a wide array of sport, wellness, and dining offerings. The suite itself enjoys panoramic ocean views and features everything you need for a rejuvenating escape. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower & bathtub, Dual vanity, Walk-in closet, Television, Safe, Private terrace, Ocean View • Bedroom 2: King size bed, Ensuite bathroom with shower/bathtub combo, Private terrace • Bedroom 3: 2 Twin over queen size bunk beds, Ensuite bathroom with shower/bathtub combo, Television FEATURES & AMENITIES • Wine fridge • More under “What this place offers” below OUTDOOR FEATURES • Outdoor living area • Valet or underground parking STAFF & SERVICES Included: • Dedicated concierge Extra cost (advance notice may be required): • Activities and excursions • 24/7 In-room dining SHARED ACCESS TO AMENITIES AT KIMPTON SEAFIRE RESORT (some amenities may require advance notice and/or extra costs) Included: • 24/7 Resort security • Rooftop terrace • Common barbecue and outdoor kitchen • Beachfront access • Sun loungers • 2 Swimming pools • Non-motorized water toy use including kayaks, SUP, water tricycle, floating rafts and sail boat • Snorkelling equipment • Access to public multi-use seaside trail  • Fitness Center • Daily fitness classes: beach yoga, Boxfit, paddle board yoga and Beachfit • Bicycles • Morning coffee social hour and hosted evening wine reception in Hotel lobby • Complimentary dining for children under 5 in main restaurant or beach restaurant At extra cost: • Camp Seafire kids program • Access to luxury Seafire Spa  • Pool Cabana rental of three different types • Ave Restaurant • Avecita Restaurant • Coccoloba Restaurant

Luxe
An aerial view of a spacious villa is surrounded by palm trees and lush greenery, with a private beach visible in the foreground. A shimmering infinity pool can be seen in the backyard, while the ocean sparkles in the background.
Villa in Rum Point

Kempa Kai

Please note this host requires a supplemental contract be signed at the time of booking. Please note that this listing requires an on-site security deposit of $5000 at check-in via cash/credit card, which will be held and resolved by the Host. Palm trees rustle in the breeze while coral stone floors and vaulted hand-woven thatch ceilings flow throughout this Cayman Islands villa, located only steps from world famous Starfish Point. Plunge into the infinity pool to for a refreshing dip, or saunter towards the beach to bask in the crystal-clear Caribbean. The sunset ignites the sky with a splash of vivid hues. Why not sip a glass of champagne on the private roof deck? Enjoy traditional Cayman Islands dining, only a 5 minute walk away, at Kaibo Marina. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM Main House • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower & bathtub, Television, Terrace, Ocean view • Bedroom 2 - Master: King size bed, Ensuite bathroom with stand-alone shower & bathtub, Television, Terrace, Ocean view • Bedroom 3: King size bed, Ensuite bathroom with stand-alone shower & bathtub, Television, Balcony, Garden view • Bedroom 4: King size bed, Ensuite bathroom with stand-alone shower & bathtub, Television, Terrace Bungalow • Bedroom 5: King size bed, Ensuite bathroom with stand-alone shower & bathtub, Television, Terrace • Bedroom 6: 4 Twin size beds (Ideal for children or young adults), Ensuite bathroom with stand-alone shower, Walk-in closet, Terrace Additional Bedding • Office: Queen size murphy bed, Balcony  FEATURES & AMENITIES • Staff kitchen • Wet bar • More under “What this place offers” below OUTDOOR FEATURES • Ocean view STAFF & SERVICES Included: • Concierge service Extra cost (advance notice may be required): • Activities & excursions • Laundry service • Family photography services  • More under “Add-on services” below

Luxe
A stylish living area is illuminated by natural light coming through arched windows, showcasing ocean views. Soft, neutral-toned furniture includes a pair of sofas and an armchair, arranged around a sleek coffee table. Decorative artwork adorns the walls, enhancing the tranquil atmosphere.
Villa in The Ritz-Carlton, Grand Cayman, Seven Mile Beach, KY1-1209, Cayman Islands

Ritz-Carlton Condo by RC Cayman Residences Rentals

Experience oceanfront luxury in this exquisite residence, perfectly located on the iconic Seven Mile Beach. Designed for seamless indoor-outdoor living, this home features expansive patios, both sun-drenched and shaded, with private ocean-view terraces adjoining each bedroom. The opulent master suite boasts a king-size bed, while two elegantly appointed guest rooms, each with dual queen beds, ensure unmatched comfort and sophistication for all. Copyright © Luxury Retreats. All rights reserved.

Luxe
Villa in East End
5 out of 5 average rating, 11 reviews

Great Bluff Estates by Grand Cayman Villas

Recently renovated 5-6 bedroom gated estate with oceanfront pool, multiple gazebos, sunbathing terraces, and excellent snorkeling. Great vacation home for large families & group getaways. Book today and save 10% off nightly rates.

Luxe
Villa in Rum Point
4.67 out of 5 average rating, 6 reviews

Crystal Waters by Grand Cayman Villas

Newly renovated 6 bedroom oceanfront villa in Cayman Kai within walking distance to the Rum Point Club and Kaibo. New pool to be built in 2018 for summer guests. Perfect vacation rental for families and group getaways.

Luxe
Villa in Rum Point
5 out of 5 average rating, 4 reviews

Cos Kai Villa by Grand Cayman Villas

Luxurious 5 bedroom oceanfront villa in Cayman Kai. 3 king master suites and large screen porch for fabulous sunsets. Great vacation rental for families and large groups. Discount rates available!

Luxe
Villa in Rum Point
5 out of 5 average rating, 13 reviews

Tarasand by Grand Cayman Villas

4 bedroom oceanfront vacation rental in Cayman Kai. Perfect vacation villa for families or holiday home for group getaways. Discount rates available! Book securely online and avoid booking fees.

Luxe
Villa in Grand Cayman
4.83 out of 5 average rating, 6 reviews

Kaiku by Grand Cayman Villas

Luxury 8-bedroom waterfront estate in Cayman Kai. Property includes a private pool, heated spa, and dock. Perfect holiday home for large families and groups. Book direct for lowest rates.

Luxe
Villa in Rum Point Drive
4.75 out of 5 average rating, 8 reviews

White Dahlia by Grand Cayman Villas

New ultra modern villa with private pool & spa, plus dock and beach access. Sleeps 10 guests across 3 California king suites, 1 twin suite & a den with queen sleeper sofa.

Luxe
Condo in Seven Mile Beach
4.67 out of 5 average rating, 3 reviews

Aqua Fourth Floor Residence by Grand Cayman Villas

Newly completed, full-floor oceanfront condos on Seven Mile Beach complete with 50-foot wide oceanfront balconies, ultra-luxe interiors, and a private infinity pool.

Luxe
An outdoor terrace features a spacious dining table surrounded by stylish seating. Sun loungers and umbrellas are arranged along the edge, offering views of the Caribbean sea. Lush greenery borders the area, enhancing the serene coastal environment.
Place to stay in Rum Point

Club Suites 3 Bedroom at Rum Point

Please note this Host requires a supplemental contract to be signed at the time of booking.

Popular amenities for Grand Cayman luxury vacation rentals

All about Grand Cayman

Planning a Cayman Islands vacation? We’re here to help!

Think of the Cayman Islands and what comes to mind? Sun, sea, and sand, obviously. Cruise ships sailing in and out, perhaps. Or Tom Cruise in a motorboat on glamorous location for the movie The Firm – referencing the islands’ reputation as a titan of offshore banking. Sure, there are lots of banks, although you’re not here to see those. You should definitely see Seven Mile Beach, the name handily referencing its impressive length, which is entirely public access and can be walked from one end to the other if you’re so inclined. Most people just pick a spot and settle for a day of sun and surf – the coconut-fringed, powder-soft stretch is often listed as one of the best in the Caribbean and even when those cruise ships are in town (no, not Tom’s) there’s enough space on the sand that it never really feels crowded. But there’s more to these Caribbean coral isles. The British Overseas Territory of the Cayman Islands is made up of three ‘sister’ islands – Grand Cayman, Little Cayman and Cayman Brac. Most places to stay are located on the largest, Grand Cayman, along with that lengthy beach and the capital, George Town, but there’s plenty to explore on the smaller Caymans, especially for lovers of nature both terrestrial and aquatic.

 

Seawalls and shipwrecks

If you love to strap an oxygen tank to your back and get up close and personal with underwater creatures, this is the place for you. The Cayman Islands are surrounded by a wealth of reefs, making them one of the best diving destinations in the Caribbean. Many of the top sites lie only minutes from shore, so you’ve got incredibly easy access to crenelated coral formations, caverns, grottos, tunnels, wrecks, and steep walls, all with excellent visibility.

Little Cayman may be the smallest of the three sister islands, but what it lacks in land mass it more than makes up for in watery wonders. There is excellent diving to be had in the incredibly clear turquoise waters, with more than 50 dive sites around the island, some descending down to depths of 6,000 feet, others basking in the shallows at 20. Bloody Bay Marine Reserve, named after a long-ago battle between Caribbean pirates and the British, lies just offshore and is a favorite of both experienced and beginner divers. The star site is Bloody Bay Wall, where the reef gives way to a drop that plummets to more than 5,000 feet. Fantastic visibility that averages at around 100 feet means it’s easy to spot the local stingrays, turtles, and sharks going about their daily business.

Cayman Brac, the island furthest from Grand Cayman, is also worth the short plane journey or somewhat lengthier boat trip. The Captain Keith Tibbetts wreck is one of the most famous wrecks in the world, being the only diveable Russian warship anywhere in the Western hemisphere. The 330-foot-long former Russian missile frigate was bought by the Cayman Islands government and scuttled in the mid-1990s to create an artificial reef. It’s now home to an array of marine creatures including groupers, scorpionfish, stingrays, barracuda, red soldierfish, angelfish and green moray eels, who meander nonchalantly past two giant cannons that make for excellent photo opportunities.

Walking in nature

If you’re happier with your feet planted on solid ground, there’s still plenty of opportunity to meet the Caribbean wildlife here. Managed by the National Trust for the Cayman Islands, The Mastic Reserve on Grand Cayman is designed to protect an area of dry subtropical forest that’s typical to the Caribbean but endangered by deforestation in many areas. Within the reserve, the Mastic Trail is a centuries-old gravel path that was abandoned when the island’s roads were developed but that has been reclaimed and repaired to provide a two-mile hike through forest, palms and mangrove wetlands. Lace up your sturdy shoes and slap on some mosquito repellent before heading out to spot wild orchids, birds, and small animals such as lizards, frogs, and hermit crabs. The National Trust runs guided tours that take two to three hours, or you can pick up a map to hike the trail on your own for free.

A five-minute drive away you’ll find another National Trust highlight, the Grand Cayman Queen Elizabeth II Royal Botanic Park. Opened by the British queen in 1994, it’s a gorgeous place for a stroll, through flower gardens and past lily-smothered ponds with butterflies fluttering by as they launch themselves from their perches on the park’s many orchids – it’s home to four orchid species that cannot be found anywhere else on the planet, including Cayman’s national flower, the wild banana orchid. The QEII Park is also working to protect the endangered blue iguana, and if you’re lucky you’ll bump into one basking in the Caribbean sun or enjoying a promenade around the park. To up your chances of meeting a ‘blue dragon’, sign up for one of the park’s guided tours.

Experience the luxury of our villas in the Cayman Islands

Whether you’re keen to sample the resort delights of Seven Mile Beach or take it easy in laidback Rum Point, Bodden Town or East End, we have plenty of Grand Cayman luxury villas to choose from. Our Grand Cayman beachfront rentals range from boutique hotel spaces with access to facilities such as a fitness room and scuba equipment to villas with spectacular sea views, lush gardens, and private pools. Stake out your spot on a poolside lounger or hammock under the palms, rum punch to hand, and while away a lazy day with a book before firing up the grill as the sun sets for a spicy feast of seasoned snapper and a late-night dip in the bubbling hot tub.