Luxury rentals in Grand Cayman

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Top-rated luxury vacation rentals in Grand Cayman

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Luxe
A contemporary villa is set amidst lush greenery, featuring an inviting pool and spacious outdoor seating areas. Sun loungers are positioned near the sandy beach, with views of the ocean beyond. Large windows enhance natural light, creating a seamless connection with the outdoor environment.
Villa in Breakers

Black Urchin

Turquoise waves kiss sugary sand in front of this contemporary-minded estate on the south coast of Grand Cayman. The property pairs 2 sleek oceanfront villas for twinned pools, decks, and outdoor living and dining areas. Inside, dramatic touches like smoke-dark wallpaper contrast with the tropical sun pouring in full-height windows. It’s steps to a private beach and Bodden Town is a short drive. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM Residence 1 • 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: Twin size bunk bed, 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 Double size bunk beds, Shared access to hallway bathroom, Stand-alone shower, Television Residence 2: • Bedroom 7 - Primary: King size bed, Ensuite bathroom with 2 stand-alone showers & bathtub, Walk-in closet, Television, Ceiling fan, Balcony, Ocean view • Bedroom 8: King size bed, Ensuite bathroom with shower/bathtub combo, Television, Ceiling fan, Balcony, Ocean view • Bedroom 9: King size bed, Ensuite bathroom with shower/bathtub combo, Television, Ceiling fan, Balcony, Ocean view • Bedroom 10: King size bed, Ensuite bathroom with stand-alone shower, Television, Balcony, Ocean view • Bedroom 11: King size bed, Ensuite bathroom with stand-alone shower, Television, Balcony, Ocean view • Bedroom 12: 2 Queen size beds, Ensuite bathroom with stand-alone shower, Television, Ceiling fan • Bedroom 13: 2 Double size bunk beds, Ensuite bathroom with stand-alone shower, Television OUTDOOR FEATURES STAFF & SERVICES Residence 1 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 • Resort fee (12.91%) Residence 2 Extra Cost (advance notice may be required): • Activities and excursions • Housekeeping - weekly • Concierge service • Resort fee (12.91%)

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 Seven Mile Beach

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 West Bay
5 out of 5 average rating, 4 reviews

Turtle Breeze by Grand Cayman Villas

Please note, a $2,500 refundable damage deposit is required for all stays as outlined below. The refundable deposit will be charged via the Airbnb app 30 days prior to arrival. It will be refunded 7-10 business days after departure, subject to any damages found upon checkout.

Luxe
Villa in East End
5 out of 5 average rating, 3 reviews

Bella Rocca by Grand Cayman Villas

Please note, a $2,500 refundable damage deposit is required for all stays as outlined below. The refundable deposit will be charged via the Airbnb app 30 days prior to arrival. It will be refunded 7-10 business days after departure, subject to any damages found upon checkout.

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

Olympus by Grand Cayman Villas

Note: A $2,500 refundable damage deposit is required for all stays. 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 any damages found upon checkout.

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, 12 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.

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.