Cayman Islands Villas

Located just south of Miami, the Cayman Islands are made up of Grand Cayman, Cayman Brac, and Little Cayman.  It is the perfect villa vacation island getaway with long stretches of white sand and crystal clear water.  Almost guaranteed sunshine and virtually crime-free, the Cayman Islands are truly unique. This British overseas territory is a unique blend of British, West Indian, and American cultures.  The Cayman Islands are well-known for the legendary walls, colorful reefs, and wrecks that inhabit the translucent water, making this one of the best scuba diving locations in the Caribbean. Read More

About Cayman Islands

Cayman villa guests will find a quiet and restful destination which boasts the highest standard of living in the Caribbean. more

6+ Bedroom Cayman Islands Villas

    • Kaiku Photo
    • Kaiku Cayman Islands
    • 7 BR
    • Nestled amongst the lush landscaping and tranquil inlet in the beautiful residential area of Cayman Kai is a spacious deluxe private home & separate apartment.

    • $1,040$1,430 / night
    • Pool
    • Pieces of Eight Photo
    • Pieces of Eight Cayman Islands
    • 6 BR
    • This magnificent private villa is situated on a beautiful white powdery beach in the exclusive residential area of Cayman Kai.

    • $1,040$1,145 / night
    • Pool

4–5 Bedroom Cayman Islands Villas

    • Coral Reef - Grand Cayman Photo
    • Coral Reef - Grand Cayman Cayman Islands
    • 5 BR
      4.5 BA
    • This spacious and deluxe private beach front villa could be considered as one of the most sought after in the Cayman Islands! Situated directly on one of the best parts of the famous 7 Mile Beach.

    • $1,630 / night
    • Pool
    • Ecstasea Photo
    • Ecstasea Cayman Islands
    • 5 BR
    • Overlooking the powdery white sand and brilliant aquamarines of the ocean is a beautiful secluded, 5 bedroom villa.

    • $1,075 / night
    • Pool
    • Emmanuel Photo
    • Emmanuel Cayman Islands
    • 5 BR
    • This 5 Bedroom, two story private home is especially designed to not only take advantage of a breathtaking view of the turquoise ocean with its sparkling clear waters.

    • $1,040 / night 1 Special
    • Pool
    • Pease Bay House Photo
    • Pease Bay House Cayman Islands
    • 5 BR
      5.5 BA
    • This elegant, 5-bedroom residence is located about a 20 minute drive from the airport and George Town on the island's quiet and scenic south shoreline.

    • $1,725$1,950 / night
    • Pool
    • Two Rainbows Photo
    • Two Rainbows Cayman Islands 1
    • 5 BR
    • Nestled at the end of a quiet cul-de-sac on a secluded, powdery white beach is the gold at the end of Two Rainbows.

    • $750$1,000 / night 1 Special
    • Pool
    • Barefoot Kai Photo
    • Barefoot Kai Cayman Islands 1
    • 4 BR
    • Situated in the lovely quiet resort and residential area of Cayman Kai, this brand new spacious home is decorated in bright cheerful colors reflecting the taste of the Caribbean.

    • $445$500 / night
    • Blue Lagoon Photo
    • Blue Lagoon Cayman Islands
    • 4 BR
    • This charming, beachfront, Caymanian style,4 bedroom home is in the exclusive residential and resort area of Cayman Kai/Rum Point.

    • $680 / night
    • beachfront Pool
    • Calypso Blue Photo
    • Calypso Blue Cayman Islands
    • 4 BR
    • Nestled among the sea grape trees and tall coconut palms is a pretty Caymanian style, 4 bedroom cottage with a magnificent view of the clear warm waters of the Caribbean Sea.

    • $500$645 / night
    • Great Escape Photo
    • Great Escape Cayman Islands
    • 4 BR
    • Nestled on a quiet protected cove in the lovely Cayman Kai area, Great Eascape is a spacious, private 4 bedroom home.

    • $790$930 / night
    • Pool
    • Kaiconut Photo
    • Kaiconut Cayman Islands
    • 4 BR
    • Sunbathe under the swaying palms and clear blue sky, enjoy an energetic game of tennis, snorkel or dive at some of the best sites in the world...or delight in a quiet swim in your own pool on a warm and starry night.

    • $595 / night
    • Pool
    • La Playa Photo
    • La Playa Cayman Islands
    • 4 BR
    • Nestled in a tranquil inlet of water is a pretty Caymanian style wooden house in the secluded resort & residential area of Cayman Kai on the north coast of the Island.

    • $750 / night
    • Pool
    • Seaspray Too Photo
    • Seaspray Too Cayman Islands
    • 4 BR
    • This spacious 4 bedroom villa sits atop a magnificent cliff that creates spectacular sweeping views across the sparkling Caribbean Sea.

    • $775$1,110 / night
    • Pool

3 Bedroom Cayman Islands Villas

    • Caribbean Paradise Photo
    • Caribbean Paradise Cayman Islands
    • 3 BR
    • This beachfront, 3 bedroom villa is part of a resort situated on a sandy beach just a 5 minute drive from George Town, restaurants, shopping and watersports.

    • $445 / night
    • beachfront Pool
    • Cayman Reef Resort Photo
    • Cayman Reef Resort Cayman Islands
    • 3 BR
    • This is a large beachfront resort in the busier section of the popular and famous Seven Mile Beach. Within easy walking distance of restaurants.

    • $225$410 / night
    • beachfront Pool
    • Kai Rumba Photo
    • Kai Rumba Cayman Kai
    • 3 BR
    • This attractively designed, spacious and secluded villa, nestled on a beautiful quiet beach, gives you the feeling of nature interacting with the house.

    • $575 / night
    • Pool
    • Kailypso Photo
    • Kailypso Cayman Islands
    • 3 BR
    • Kailypso is a spacious and comfortabe home situated on a wide beach inside a little cove in the lovely residential and resort area of Cayman Kai.

    • $540 / night
    • Pool
    • Lacovia Photo
    • Lacovia Cayman Islands
    • 3 BR
    • One of the best locations on Seven Mile Beach!! Situated on the pearly white sands of Seven Mile Beach, with the crystal clear Caribbean Sea gently rolling on the shore, this resort offers all the luxuries that one expects.

    • See Rate Sheet
    • Pool
    • Mahogany Point Photo
    • Mahogany Point Cayman Islands
    • 3 BR
    • Situated in the quiet residential area of North Side, this small resort of luxury beachfront villas is poised to catch the warm fresh breezes off a clear and sparkling azure sea and foamy reef.

    • $245 / night
    • beachfront Pool
    • Regal Beach - Beachfront Photo
    • Regal Beach - Beachfront Cayman Islands
    • 3 BR
    • This 3 bedroom oceanfront townhouse is situated right in the middle of the most popular and famous Seven Mile Beach and next door to the Marriot Hotel.

    • $630$755 / night
    • Pool
    • Sea Spray Photo
    • Sea Spray Cayman Islands
    • 3 BR
    • This deluxe oceanfront 3+ Bedroom villa is especially positioned on a cliff top to catch the fresh breezes from a warm and inviting Caribbean Sea.

    • $665$890 / night
    • Pool
    • Sundowner 3 bedroom Photo
    • Sundowner 3 bedroom 7 Mile Beach
    • 3 BR
      3 BA
    • Sundowner is a small condo resort on the quiet northern part of our most popular and beautiful Seven Mile Beach.

    • $385 / night
    • Treasure Island Photo
    • Treasure Island Cayman Islands
    • 3 BR
    • Situated directly on the famous & beautiful Seven Mile Beach, this larger resort is perfect for those that crave action.

    • $475 / night
    • beachfront Pool

1–2 Bedroom Cayman Islands Villas

    • Aqua Bay Club Photo
    • Aqua Bay Club Cayman Islands
    • 2 BR
    • Aqua Bay Club - Grand Cayman, is one of the most desirable short term rental luxury condominiums along World Famous Seven Mile Beach.

    • $275$625 / night
    • Pool
    • Cool Change Photo
    • Cool Change Cayman Islands
    • 2 BR
    • This casual beachfront cottage has the typical setting for a real Caribbean Island getaway.

    • $290$390 / night
    • beachfront
    • Discovery Point Photo
    • Discovery Point 7 Mile Beach
    • 2 BR
      2 BA
    • This resort is located on the quiet Northern part of one of the most admired beaches in the Caribbean, Seven Mile Beach.

    • $260$335 / night
    • beachfront Pool
    • Fantasea Photo
    • Fantasea Cayman Islands
    • 2 BR
    • This airy, 2 bedroom beach front home is is situated in the lovely residential and resort area of Cayman Kai.

    • $360$575 / night
    • Pool
    • Grand View Photo
    • Grand View Cayman Islands
    • 2 BR
    • Grand view a modern 2 bedroom condo offers spectacular views from its expansive beach.

    • $300$460 / night
    • Pool
    • Habana Photo
    • Habana Cayman Islands
    • 2 BR
    • This cozy little, 2 bedroom villa is positioned to enjoy the gentle sea breezes on a beautiful palm fringed sandy white beach on the northern shore.

    • $445 / night
    • Halcyon Days Photo
    • Halcyon Days Cayman Islands
    • 2 BR
    • Nestled at the end of a tranquil and peaceful cove is a cheerfully decorated cottage with a boat dock that?s ideal for a small family or friends.

    • $430$500 / night
    • Pool
    • Kaibo Yacht Club Photo
    • Kaibo Yacht Club Cayman Islands
    • 2 BR
    • This small exclusive resort is perfect for those who need a quiet haven to relax and unwind.

    • $290 / night
    • Pool
    • Kirk Kove Photo
    • Kirk Kove Cayman Islands
    • 2 BR
    • This nicely furnished beachfront house is located on a cul-de-sac and quiet protected cove in the exclusive residential area of the Cayman Kai.

    • $260$290 / night
    • beachfront
    • No Big Ting Photo
    • No Big Ting Cayman Islands
    • 2 BR
    • Surrounded by lush tropical landscaping, this not-so-little, not-so-big, private, two bedroom beachfront home is situated within close walking distance to a tennis court, beach bar, restaurant, watersports.

    • $280$390 / night
    • beachfront
    • On the Bay  #104 Photo
    • On the Bay #104 Cayman Islands
    • 2 BR
    • On the Bay is a small resort situated on a beautiful white sandy bay graced with whispering palms and a breathtaking view.

    • $245$290 / night
    • Pool
    • Poinsettia - B4 Photo
    • Poinsettia - B4 Cayman Islands
    • 2 BR
    • Enjoy the best of both worlds! Located at the beginning of 7 Mile Beach, you can enjoy all the activitiesit has to offer or enjoying a cool dip in your quiet pool.

    • $295 / night
    • beachfront Pool
    • Regal Beach  - Beach View Photo
    • Regal Beach - Beach View Cayman Islands
    • 2 BR
    • This luxurious resort with pool, jacuzzi and lighted tennis court is situated right in the middle of the most popular area on Grand Cayman, the famous Seven Mile Beach.

    • $295$430 / night
    • Pool
    • Sea Cove Photo
    • Sea Cove Cayman Islands
    • 2 BR
    • This elegant, spacious and airy, 2 bedroom villa is situated on a quiet inlet of water with a magnificent view of the little cove and the open ocean beyond.

    • $375 / night
    • Sundowner 2 Bedroom Photo
    • Sundowner 2 Bedroom Cayman Islands
    • 2 BR
    • Sundowner is a small condo resort on a quiet part of our most popular and beautiful Seven Mile Beach.

    • $295 / night
    • Thatch Hill Photo
    • Thatch Hill Cayman Islands
    • 2 BR
    • This attractive & airy Caribbean style private beach front villa is situated in the secluded and lovely residential and resort area of Cayman Kai.

    • $430$510 / night
    • Pool
    • Kozy Kai Photo
    • Kozy Kai Cayman Islands
    • 1 BR
      1 BA
    • Kozy Kai is beach front with a panoramic ocean view and only a few minutes drive to restaurants, beach bars, water sport shops, tennis court and grocery store.

    • $200 / night
    • The Pools Photo
    • The Pools Cayman Islands
    • 1 BR
    • This one bedroom/one bath villa is perfect for a couple who wants to be away from the glitter, but still be close enough to great restaurants and activities

    • $290 / night
    • Pool
    • Whitesands Photo
    • Whitesands Cayman Islands
    • 1 BR
    • This small resort is nestled on the quiet northern part of beautiful Seven Mile Beach.

    • $250 / night
    • beachfront

More About Cayman Islands Villa Rentals

Enjoy a hike around the island, swim with stingrays and turtles at Stingray City and The Cayman Turtle Farm, and enjoy a relaxing afternoon in your luxurious villa.

Our Cayman Island villas are situated atop of a magnificent cliff with an incredible view of the sandy/rocky shoreline, nestled among seagrape trees, or situated on a beautiful white sand beach. And many of our Cayman Island villas are condo-style properties, providing for prime location along the popular 7-mile beach. Our villas range in size from one to seven bedrooms and many are equipped with a private pool, and maid service.  

The Cayman Islands are wonderful for scuba-diving, deep-sea fishing, swimming and snorkeling, especially on Seven Mile Beach.  And playing golf on Jack Nicklaus’ beautiful golf course is an experience not to be missed. There’s also incredible shopping for local arts and crafts in addition to duty-free jewelry, perfumes, and crystal in the capital, George Town.  Renting a villa on the Cayman Islands is perfect for couples getting married or renewing their vows, as there are many beautiful pristine white beaches to hold an intimate gathering. There are many repeat travelers to the Cayman Islands, as villa vacationers enjoy the friendly inhabitants and plethora of activities.

Browse through our luxury selection of the most sought-after villas and vacation homes on the Cayman Islands. Call today to plan your villa getaway at 800.832.2302.