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Grand Cayman Villas & Luxury Vacation Rentals

Caribbean  ·  Cayman Islands  ·  Grand Cayman

24 Villas found
Seascape
from $ 1964 / nt
14 6 5
Coral Reef - Cayman
from $ 2860 / nt
15 7 4
Seaspray Too and Studio
from $ 734 / nt
11 4 5
Treasure Cove
from $ 825 / nt
15 6 4
Sun Cloud
from $ 879 / nt
10 5 5
On The Rocks - Cayman
from $ 627 / nt
14 6 4
Far Tortuga
from $ 784 / nt
14 6 6
Coco Kai
from $ 440 / nt
10 6 7
Lime Tree Villa
from $ 586 / nt
9 4 3
Villa Emmanuel
from $ 660 / nt
12 5 4
Coral Stone Club Condos
from $ 578 / nt
6 3 3
No Snow
from $ 781 / nt
12 6 4
Boa Vida
from $ 588 / nt
10 4 4
Villa La Playa
from $ 473 / nt
9 4 5
Ocean Paradise - Cayman
from $ 322 / nt
8 3 3
Beachcomber Condos
from $ 715 / nt
8 4 5
Blue Lagoon - Grand Cayman
from $ 429 / nt
8 4 5
Coconut Beach
from $ 671 / nt
10 5 4

Grand Cayman

Explore Luxury Vacation Rentals & Private Villas In Grand Cayman

For most people, the Cayman Islands are synonymous with Grand Cayman. While sister islands Little Cayman and Cayman Brac certainly boast their fair share of dazzling topography, scuba diving sites, and crystalline sea, Grand Cayman remains the crown jewel of these Caribbean vacation destinations. The flourishing financial centers and iconic business districts offer Grand Cayman’s inhabitants a comfortable lifestyle, and few other Caribbean Islands epitomize the luxury vacation experience as Grand Cayman does. From business retreats hosted in private vacation homes outfitted with upscale amenities, to newlyweds honeymooning in luxury villa rentals with ocean views, Grand Cayman is a cherished Caribbean vacation destination for affluent travelers seeking extravagant and high-end living.

Discover and Enjoy Five Star Experiences In Grand Cayman

Seven Mile Beach is perhaps the most iconic destination in Grand Cayman, where wide stretches of sugar white sands ebb attract sun worshippers and beach bummers, and tranquil turquoise waters are ideal for ocean swimming. Upscale resorts, ritzy hotels, and luxury villa rentals line world-famous Seven Mile Beach, offering affluent travelers a first-row seat to these coveted shorelines. After a morning of sunbathing or snorkeling with stingrays, well-off travelers head to George Town. As the island’s capital, George Town features a smattering of historical sites, but is primarily renowned for high-end shopping and various upscale dining establishments. After a day scouring George Town’s posh boutiques and a gourmet meal in a luxurious restaurant, tourists can head back to Seven Mile Beach, where a multi-colored sunsets stream into the windows of oceanfront private vacation homes. A visit to Bodden Town enchants visitors with authentic island living and historical sites, as well as Caymanian restaurants teeming with local flavor. Once the island capital, Bodden Town offers a distinctive taste of island history, and remains less crowded than Seven Mile Beach or George Town.

If you’ve tired of world-famous Seven Mile Beach, upscale George Town, and historic Bodden Town, Grand Cayman offers numerous other destinations that brim with lush topography, crystalline sea, and distinctive Caymanian culture. Almost every luxury traveler stops off in idyllic West Bay, where tourist attractions meet bucolic island beauty. Travelers can spend just a few hours here, or launch an entire day unearthing the region’s beauty. And for those who rent private vacation homes in beautiful West Bay, a spectacular vista of gentle sunrises and dramatic sunsets frame the backdrop to their luxury villa rentals, where ocean waters surround them on three sides.

The North Side remains a popular area to rent private vacation homes, alluring affluent travelers to experience the quintessence of a true island escape. This remote island region provides travelers with an enchanting paradise, replete with isolate shorelines dotted with luxury villa rentals, intriguing caves worthy of exploration, and lush green landscapes where flowers flourish beneath a sparkling sun. Far from Grand Cayman’s tourist hubs and business centers, the North Side is an idyllic and isolated paradise that attracts visitors seeking a true getaway from daily life. Honeymooners delight in choosing luxury villa rentals here, where isolated beaches offer secluded and romantic coastlines just steps away from oceanfront private vacation homes. Equally remote and idyllic is Grand Cayman’s East End, where affluent travelers will find the true Caymanian way of life. Between paradisiacal scenery and enchanting local flavor, the East End is a favorite Grand Cayman region for vacationers taking the road less traveled. These less populated destinations also offer fabulous launch pads for scuba diving, snorkeling, or participating in a wealth of other aquatic daytime activities. While Grand Cayman’s reputation for its thriving financial industries offer populated tourist regions a wide variety of luxurious and upscale offerings, the North Side of Grand Cayman plus the East End offer authentic island living steeped in local flavor, and sun-drenched lands surrounded by sea.

From world-famous Seven Mile Beach and George Town, to Grand Cayman’s paradisiacal North Side and East End, this renowned Caribbean vacation destination appeals to anyone looking to enjoy the quintessential luxurious holiday. Whether you launch a Grand Cayman holiday in an oceanfront private vacation home on Seven Mile Beach, choose luxury villa rentals nearby George Town’s upscale dining, or seek paradise in charming accommodations that pepper the idyllic North Side, one thing is certain: a Grand Cayman vacation epitomizes a luxury experience. Book a Grand Cayman luxury villa rental today through Villaway and start preparing for an unforgettable holiday to this iconic Caribbean vacation destination.