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Kai Tana
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Rum Point 2 2 4 $395 4,788 Inquire
Kai Tana Grand Cayman Vacation Rental

Kai Tana in Rum Point Grand Cayman, a cozy 2-bedroom beachfront cottage. New homeowners have taken the best features of this beautiful oceanfront cottage and upgraded them for your comfort.

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Wee Kai
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Cayman Kai 2 2 4 $400 4,788 Inquire
Wee Kai Grand Cayman Vacation Rental

Wee Kai in Cayman Kai Grand Cayman, a thoughtfully designed and decorated large 2-bedroom condo overlooking the waters in the resort neighborhood of Cayman Kai.

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Sea Beauty
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South Coast 2 2 4+2 $275 4,788 Inquire
Sea Beauty Grand Cayman Vacation Rental

Welcome to Sea Beauty, a cozy 2-bedroom cottage located on the island's south coast. Perfect for small families and vacationing couples, Sea Beauty can also accommodate disabled guests as the home is both ADA and wheelchair-friendly.

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Papaya Cottage
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West Bay 2 2 5 $450 4,788 Inquire
Papaya Cottage Grand Cayman Vacation Rental

Papaya Cottage (1 king suite & 1 queen suite) is directly oceanfront and architecturally identical to the other 3 cottages surrounding it.

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Avocado Cottage
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West Bay 2 2 5 $450 4,788 Inquire
Avocado Cottage Grand Cayman Vacation Rental

Avocado Cottage (1 king suite & 1 queen suite) is directly oceanfront and architecturally identical to the other three cottages surrounding it.

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Seaside Dreams
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Cayman Kai 2 2.5 4 $295 4,788 Inquire
Seaside Dreams Grand Cayman Vacation Rental

Seaside Dreams in Cayman Kai, Grand Cayman a beautiful, newly renovated villa with modern yet comfortable furnishings.

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KiToCay
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North Side 3 2 5 $395 4,788 Inquire
KiToCay Grand Cayman Vacation Rental

Welcome to KiToCay! This 3,000 sq. ft. home is located in the village of Old Man Bay on the island’s beautiful North Side.

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Kailypso
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Cayman Kai 3 2.5 8 $495 4,788 Inquire
Kailypso Cayman Kai Grand Cayman

Welcome to Kailypso, a 3-bedroom beachfront villa in Cayman Kai located on Bio Bay. Measuring over 2,800 square feet with spectacular outdoor spaces, cozy interiors, and a secluded beach, this popular villa is the perfect destination for family vacations and group getaways.

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Shellen
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East End 3 2 8 $555 4,234 Inquire
Shellen Villa Prospect Point Grand Cayman

Tuck into your own private mini-resort at Shellen, a 3-bedroom (plus sleeper sofa), 2-bath villa poised at the edge of the rocky, dramatic Caribbean coastline.

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Conch'ed Out
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
North Side 3 3 6 $275 4,788 Inquire
Conch'ed Out Grand Cayman Vacation Rental

Conch'ed Out in North Side, Grand Cayman a sparkling oceanfront cottage in Old Man Bay along the north coast. This Caribbean-style 3 bedroom villa offers excellent snorkeling steps off the oceanfront pool.

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Coral Cottage Pink
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
North Side 3 3 6 $445 4,234 Inquire
Coral Cottage Pink Grand Cayman

Coral Cottage Pink is one of two charming brand new homes full of Cayman character, nestled together right on the oceanfront in Old Man Bay.

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Coral Cottage Yellow
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
North Side 3 3 6 $445 4,234 Inquire
Coral Cottage Yellow Grand Cayman

Coral Cottage Yellow in Old Man Bay is one of two, charming brand new homes, full of Cayman character, nestled together right on the oceanfront.

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Infinite Horizon
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
West Bay 3 3 10 $1,719 4,234 Inquire
Infinite Horizon Grand Cayman

Infinite Horizon is the perfect combination of a single-family residence with a luxury resort-lifestyle atmosphere, located in a gated community, just minutes from the world-famous Seven Mile Beach Corridor.

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Fingertip
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Cayman Kai 3 3 6 $695 4,234 Inquire
Fingertip Grand Cayman

Fingertip is directly waterfront at the end of a sandy point in Cayman Kai on the north coast. This one story, extremely private villa is an excellent choice for a honeymoon, anniversary or just a small family vacation. The property ends in a palm-shaded, white sand beach, with lounge chairs and a hammock under the palms.

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Lone Palm
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East End 3 3 8 $550 4,234 Inquire
Lone Palm Prospect Point Grand Cayman

Welcome to Lone Palm! Nestled in Gun Bay along the East End, Lone Palm is a 3-bedroom, 3-bathroom award-winning home designed by renowned architect John Doak

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Casuarina Cove
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Noth Side 3 3.5 6 $550 4,234 Inquire
Casuarina Cove Grand Cayman

Casuarina Cove villa is located in the quiet neighborhood of Cayman Kai at the end of a private cul-de-sac on the very tip of a sandy peninsula.

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Kai Zen
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Cayman Kai 3 3.5 6 $700 4,234 Inquire
Kai Zen Grand Cayman

This beautiful waterfront home welcomes you to a luxurious private enclave on the Caribbean Sea. Mature palms, ferns and ornamental shrubbery evoke a tropical feel before you step through the front door.

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Les Jalousies
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Cayman Kai 3 4 8 $1,150 4,234 Inquire
Les Jalousies  Grand Cayman

Les Jalousies is a breathtakingly decorated, newly-renovated beach villa nestled in the exclusive resort neighborhood of Cayman Kai.

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Casa Luna (Villa 4)
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South Side 3 4 10 $750 4,234 Inquire
Casa Luna (Villa 1)  Grand Cayman

Welcome to Casa Luna, a luxuriously intimate resort-style community nestled along the coastline just south of Seven Mile Beach.

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Casa Luna (Villa 17)
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South Side 3 4 6 $1,649 4,234 Inquire
Casa Luna (Villa 17)  Grand Cayman

Much thought went into the concept and design of these exceptional homes — and it shows!

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Sir Turtle Villa
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Little Cayman 4 2 10 $360 $6,965 $9,450
Sir Turtle Villa Little Cayman

Sir Turtle Beach Villa defines Caribbean paradise. It sits on an exceptional stretch of private beachfront on the small and quiet island paradise of Little Cayman, with soft white sand to sink your feet into, an endless stretch of azure water to swim, kayak and snorkel, and tilted palms to shade your beachfront nap

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Castaway Cove
Location Beds Baths Sleeps Nightly Low Nightly High Weekly Peak
North Side 4 3.5 10 $415 $6,965 $9,450
Castaway Cove Cayman

Welcome to Castaway Cove, an oceanfront villa located in the Northside. Offering excellent snorkeling, this airy, sun-filled two-story beach home features breathtaking views from almost every room, vaulted ceilings, and open concept design.

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Maridadi
Location Beds Baths Sleeps Nightly Low Nightly High Weekly Peak
West Bay 4 3 10 $675 $6,965 $9,450
Maridadi Cayman

Maridadi is an African word that means 'beautiful' and the owners chose this name as they feel the home is just that - a beautiful property right here in paradise!

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Wight Away
Location Beds Baths Sleeps Nightly Low Nightly High Weekly Peak
Rum Point 4 3 10 $995 $6,965 $9,450
Wight Away Cayman

Find paradise 'right away' at this spectacular newly built 4-bedroom, 3 bathroom, waterfront villa with a spacious pool deck and dock overlooking the Caribbean Sea.

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Great Escape
Location Beds Baths Sleeps Nightly Low Nightly High Weekly Peak
Cayman Kai 4 3 10 $795 $6,965 $9,450
Great Escape Cayman

Great Escape is located on a quiet cove in Cayman Kai merely a few steps from the Rum Point Club. This sprawling villa consists of a main house with 3 bedrooms and 2 baths, plus an optional 1 bedroom, 1 bath guest cottage.

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Kai Vista
Location Beds Baths Sleeps Nightly Low Weekly High Weekly Peak
Rum Point 4 4 9 $745 $6,965 $9,450
Kai Vista Cayman

Welcome to Kai Vista! Located in Rum Point along the north coast, this luxe villa sits elevated on a ridge, offers excellent snorkeling off a private sandy beach, features an oceanfront infinity pool and hot tub, and a beachfront sundeck with plush loungers.

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Blue Serenity
Location Beds Baths Sleeps Nightly Low Weekly High Weekly Peak
South Coast 4 4 10 $575 $6,965 $9,450
Blue Serenity Cayman

Blue Serenity a lovely oceanfront villa in Grand Cayman in the Cottage District, along the central south coast of Grand Cayman. Private dock, gazebo with hammocks, plenty of lounge chairs and outdoor furniture make this home extremely livable.

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Gypsy
Location Beds Baths Sleeps Nightly Low Weekly High Weekly Peak
Rum Point 4 4 10 $850 $6,965 $9,450
Gypsy Cayman

Welcome to Gypsy! This beautiful oceanfront villa has been professionally decorated and includes a private pool with elevated views and close proximity to the famous Rum Point Club.

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Present Moment
Location Beds Baths Sleeps Nightly Low Nightly High Weekly Peak
South Coast 4 4 12 $650 6,300 Inquire
Present Moment Cayman

This modern coastal retreat sleeps 12 guests across four bedrooms making it the perfect destination for family vacations. Located in Bodden Town.

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In Harmony
Location Beds Baths Sleeps Nightly Low Nightly High Weekly Peak
Bodden Town 4 4 8 $695 6,300 Inquire
In Harmony Cayman Kai Grand Cayman

Escape the stress of your daily life, but keep the comforts of your home. In Harmony Villa is our most down-to-earth option, with bright, sea-view spaces where families can gather and private nooks for tucking away with a new novel

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Heritage House
Location Beds Baths Sleeps Nightly Low Nightly High Weekly Peak
Rum Point 4 4 10 $575 6,300 Inquire
Heritage House Cayman Kai Grand Cayman

Heritage House is a two-story beachfront home located in Rum Point along the north coast. The most notable feature of this home is the two-story full-length double-porch facing the ocean.

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Black Urchin Suites
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Bodden Town 4 4.5 12 $2,119 Inquire Inquire
Black Urchin Suites Grand Cayman

Black Urchin Suites offers four-bedroom, four-bathroom suites set next to a large resort pool with two hot tubs and beachfront cabanas.

 

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Villa La Playa
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Cayman Kai 4 4.5 9 $430 Inquire Inquire
Villa La Playa Grand Cayman

This authentic Caymanian gem in the quiet residential neighbourhood of Cayman Kai will charm you with its waterfront location, swimming pool, traditional island architecture, distinctive paint colours, and surprisingly spacious interior with 4 bedrooms, 4.5 baths and an open-concept floor plan. All situated on a tranquil inlet on Grand Cayman’s northern shore

 

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The Penthouse at the Seafire Residences
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Seven Mile Beach 4 4.5 10 $4,500 Inquire Inquire
The Penthouse at the Seafire Residences Cayman

With elevated ceilings and views from more than 100 feet above sea level, this stunning penthouse sets the precedent for luxury oceanfront living with unobstructed views of Grand Cayman.

 

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Sea Breeze 8
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Grand Cayman 4 4.5 8 $1,150 Inquire Inquire
Sea Breeze 8 Cayman Kai Grand Cayman

A stunning sunset show awaits you at Seabreeze 8. This 4-bedroom, 4.5-bath, 4th floor unit provides a coveted vantage point for that perfect minute when the sun slides into the Caribbean—and many other unforgettable moments.

 

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Olympus
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Rum Point 4 5.5 12 $1,750 Inquire Inquire
Olympus Cayman Kai Grand Cayman

Welcome to Olympus, a majestic contemporary estate masterfully designed and perfectly positioned on a private oceanfront lot in Rum Point.

 

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Cayman Sands
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
North Side 4 5 14 $750 Inquire Inquire
Cayman Sands Cayman Kai Grand Cayman

Cayman Sands is an oceanfront villa in Old Man Bay along the north coast. This popular villa is one of only 2-3 homes that offer shore scuba-diving off the famous Cayman Wall.

 

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Villa Caymanas
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
North Side 4 5 8 $550 Inquire Inquire
Villa Caymanas Cayman Kai Grand Cayman

Welcome to Villa Caymanas! This beautiful oceanfront villa is located in Old Man Bay along the north coast. Boasting four full king suites, an oceanfront freshwater pool, and expansive balcony, Villa Caymanas is the perfect vacation retreat.

 

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White Dahlia
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Cayman Kai 4 5 10 $850 Inquire Inquire
White Dahlia Cayman Kai Grand Cayman

Welcome to White Dahlia. This open-concept, multi-windowed floor-plan offers up to 10 guests an opportunity to spend their vacation free of clutter with smart home technology, water toys and luxurious amenities.

 

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White Cottage
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Frank Sound 5 3 11 $1,779 Inquire Inquire
White Cottage Cayman Kai

Gather in a place where sea meets sand. With its own private stretch of child-friendly beach, our five-bedroom, three-bath White Cottage is an exceptional place to be together

 

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Kai Conut
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Cayman Kai 5 3 12 $695 Inquire Inquire
Kai Conut Cayman Kai

Kai Conut sits facing the sound on the shores of the southern peninsula in beautiful Cayman Kai. This one-story, 5-bedroom villa with a private sandy beachfront is perfect for vacationing families with small children.

 

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Hilltime
Location Beds Baths Sleeps Nightly Low Nightly High Weekly Peak
Rum Point 5 4 12 $745 6,300 Inquire
Hilltime Cayman

Hilltime is a large single-story beachfront villa located in Rum Point along the north coast of Grand Cayman. The most notable feature of this home—besides the views!

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Villa Emmanuel
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Cayman Kai 5 4 10 $750 Inquire Inquire
Villa Emmanuel Cayman Kai

Gather your favorite people and head to 5-bedroom, 4-bath Villa Emmanuel, on the quiet shores of Cayman Kai, near Rum Point

 

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Villa Bellagio
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Rum Point 5 4.5 12 $1,045 Inquire Inquire
Villa Bellagio Cayman Kai

Nestled amongst whispering palms on The Cove in the popular Cayman Kai area on the north coast is a comfortable family home that welcomes all!

 

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Villa Blanca
Location Beds Baths Sleeps Weekly Low Nightly High Nightly Peak
Grand Cayman 5 5 10 $799 $8,255 $11,970
Ecstasea Cayman Kai Grand Cayman

Villa Blanca, Cayman Islands, with over 7,000 sq. feet offers the most stunning views from every room, with crystal blue waters and privacy beyond compare. The house sits above a private small beach which can be accessed via path, it’s a truly spectacular way, as many clients would agree, of enjoying the Caribbean and all it has to offer.

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Coral Kai
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Rum Point 5 5 10 $895 $8,255 $11,970
Coral Kai Grand Cayman

Coral Kai is directly oceanfront in Rum Point on the north coast. This large one story villa offers a sizable sandy beach that’s perfect for long walks or just a lazy afternoon. Excellent snorkeling is just steps from the back door!

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Amoraflora
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Cayman Kai 5 5 12 $850 $8,255 $11,970
Amoraflora Grand Cayman

Welcome to Amoraflora. This one-of-a-kind oceanfront villa in Rum Point offers a 'mini-resort' experience for large families.

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Blue Water Villa
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Rum Point 5 5 10 $1,700 $8,255 $11,970
Blue Water Villa Grand Cayman

Welcome to Blue Water Villa! This gated villa estate sits directly on the oceanfront in Rum Point, along Grand Cayman's north coast.

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Reef Romance
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Rum Point 5 5.5 10 $825 $8,255 $11,970
Reef Romance Grand Cayman

Reef Romance is directly oceanfront in Rum Point along the north coast. A perfect getaway spot for up to five couples, Reef Romance features five king suites, a sizable sandy beach, and excellent snorkeling just steps off the back door!

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Cayman Castle
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
East End 5 5.5 12 $1,150 $8,255 $11,970
Cayman Castle Grand Cayman

Cayman Castle is directly oceanfront on a private 2-acre gated and walled estate on an elevated point of land and enjoys a wide white-sand beach with excellent snorkeling and sunbathing. Infinity pool, multi-tiered oceanfront terraces, panoramic roofed balconies and a covered first floor veranda provide guests plenty of room for spreading out, dining or enjoying the views.

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Pease Bay House
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
South Coast 5 5.5 10 $1,495 $8,255 $11,970
Pease Bay House Grand Cayman

Welcome to Pease Bay House, a luxurious gated estate only 20 minutes from the airport. This spectacular home sits along a private sandy point of beach facing southwest for exquisite sunsets views.

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Abita Kai
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Cayman Kai 5 6 16 $1,000 $8,255 $11,970
Abita Kai Grand Cayman

Welcome to Abita Kai (pronounced A-bit-a Kai), an airy oceanfront villa with private pool and new dock on a barefoot, white sand beach in Cayman Kai.

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Treasure Cove
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Cayman Kai 6 4 15 $750 15,120 Inquire
Treasure Cove Grand Cayman, Vacation Rental

A fantastic place for reunions with friends or family at this secluded, crown-jewel property situated near land’s end beside the calm waters of Cayman Kai.

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Calypso Blue
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
North Side 6 4.5 12 $900 Inquire Inquire
Calypso Blue Grand Cayman

Calypso Blue has been fully renovated and redecorated, but is still at a reasonable cost for a larger family. Oceanfront freshwater pool with a sandy beach area lead to excellent coral reef snorkeling just steps from the back door.

 

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Hidden Cove
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Cayman Kai 6 5 12 $795 Inquire Inquire
Hidden Cove Grand Cayman

Welcome to Hidden Cove, a family vacation hideaway tucked back in a quiet corner in the beautiful Cayman Kai neighborhood.

 

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Coconut Beach
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Rum Point 6 5.5 12 $775 Inquire Inquire
Coconut Beach Grand Cayman

Coconut Beach is directly oceanfront in Rum Point on the north coast. This large, one-story family villa with detached 1BR/1BA guest suite offers excellent snorkeling directly behind the oceanfront pool along with a sandy, palm-shaded beach that is perfect for long walks or lazy afternoons with your toes in the sand.

 

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Sun Salutations
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Cayman Kai 6 5.5 12 $3,126 Inquire Inquire
Sun Salutations Cayman Kai Grand Cayman

Because morning stretches are better when they face the Caribbean Sea. Introducing Sun Salutations, an elegant, direct-oceanfront villa in Cayman Kai with five bedrooms, four baths and room for up to 12 adults (16 total if kids come along). Find minimalist style, a spacious, open floor-plan, and 36 feet of sliding glass framing your private infinity pool and the barefoot beach ahead

 

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Coral Cottages
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
North Side 6 6 12 $795 Inquire Inquire
Coral Cottages Cayman Kai Grand Cayman

Coral Cottages Pink & Yellow consists of two brand new villas, full of Cayman character, nestled together right on the oceanfront in Old Man Bay.

 

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Ocean Kai
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Rum Point 6 6 11 $1,150 Inquire Inquire
Ocean Kai Cayman Kai Grand Cayman

Ocean Kai is built on an oceanfront, elevated sandy ridge in Cayman Kai. Spanning over 5,500 square feet of vaulted living space and an open design, Ocean Kai can sleep 11 guests across 6 bedrooms, each with a private ensuite bath.

 

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Moon Kai
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Cayman Kai 6 6 14 $1,950 Inquire Inquire
Moon Kai Cayman Kai Grand Cayman

Moon Kai is a luxury oceanfront villa estate, located on a stretch of the best beach in Cayman Kai. The main house and optional, beautifully-equipped coachhouse apartment can accommodate a total of 14 people.

 

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Tranquility Cove
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
South Side 6 6.5 16 $3,169 Inquire Inquire
Tranquility Cove Cayman Kai Grand Cayman

Sweeping, clean-lined spaces meet stunning sea views at our 6-bedroom, 6.5-bathroom villa set on a large stretch of barefoot beach. Simple luxuries were carefully chosen to create breezy elegance, and walls of windows keep your gaze centered on the bright sea just steps away. We designed our outdoor living area to provide a boutique hotel experience just for your family

 

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Point of View
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
South Side 6 6.5 16 $3,554 Inquire Inquire
Point of View Cayman Kai Grand Cayman

Point of View is a newly renovated vacation rental right on the beach with amazing pool in Grand Cayman.

 

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Villa Amarone
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Seven Mile Beach 6 7 12 $1,300 Inquire Inquire
Villa Amarone Cayman

Welcome to Villa Amarone! This spectacular oceanfront home is situated on a sandy beach just minutes from George Town and Seven Mile Beach.

 

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Great Bluff Estates
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
East End 6 7 12 $1,295 Inquire Inquire
Great Bluff Estates Cayman

Welcome to Great Bluff Estates, a gated oceanfront villa with pool set into the bluffs of Grand Cayman’s Northside. This recently renovated 5-6 bedroom home offers a large family all they could want from excellent snorkeling steps off the backyard to a stunning elevated sundeck and freshwater pool.

 

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Paradis Sur Mer
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Cayman Kai 6 10 12 $5,245 Inquire Inquire
Paradis Sur Mer Cayman

Paradis Sur Mer luxury vacation rental in Cayman Kai with 6 ensuite bedrooms including a large master suite with ocean views.

 

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On The Rocks
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
South Coast 7 4 14 $1,250 Inquire Inquire
On The Rocks Cayman Kai Grand Cayman

Proudly resting on the Beach Bay bluff over the shimmering azure Caribbean waters. This beautiful “On the Rocks” offers a rare elevation for Grand Cayman, making it a scenic paradise. Its elegantly furnished, sumptuous and spacious rooms in this deluxe villa are a delight to all.

 

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Seascape Villa
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Seven Mile Beach 7 5.5 21 $5,950 Inquire Inquire
Seascape Villa Cayman Kai Grand Cayman

Seascape Villa is located in the heart of Seven Mile Beach Cayman Islands, within walking distance of attractions including Camana Bay and its shops.

 

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Twin Palms
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
North Side 7 5 14 $1,295 Inquire Inquire
Twin Palms Cayman Kai Grand Cayman

Twin Palms Villa is directly oceanfront in the Rum Point district and enjoys a sandy beach and protective coral reef with excellent snorkeling.

 

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Morning Glory
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
South Coast 7 6 14 $1,750 16.063 Inquire
Morning Glory Grand Cayman

Morning Glory is truly one of the most elegant residential estates on the south coast. This state-of-the art house features 5 bedrooms and 5.5 bathrooms, with a 2 bed/1 bath apartment above the garage, that all together accommodates a total of 14 people

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Kempa Kai
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Cayman Kai 7 6.5 16 $4,950 Inquire Inquire
Kempa Kai Cayman Kai Grand Cayman

This remarkable Cayman Kai villa near Rum Point boasts 9,000 square feet of modern Balinese style luxury—a private compound that feels like your own boutique resort, only steps away from idyllic Starfish Point. Escape to barefoot luxury in this new 7 bedroom, 6 1/2 bath.

 

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Kaiku
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Cayman Kai 7 6.5 14 $1,850 16.063 Inquire
Kaiku Grand Cayman

You will find few villas like this one in the Cayman Islands. With the gentle Bioluminescent Bay on one side and fishtail palms creating a natural fence on the other – and sitting on a massive double lot – Kaiku feels a world away

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Crystal Blue
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
East End 7 6.5 18 $1,150 16.063 Inquire
Crystal Blue Cayman

Crystal Blue is a magnificent, private cliff-edged, gated villa with private pool and stone steps to the water below. Guests will not see another person behind the villa during their stay.

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Evolution
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Bodden Town 7 7.5 18 $1,950 16.063 Inquire
Evolution Villa Seven Mile Beach Grand Cayman

Welcome to Evolution, a luxury vacation rental oceanfront paradise with picture-perfect views of Grand Cayman's south coast with wonderful sandy beach

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Our Cayman Cottage
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
East End 7 7.5 18 $1,550 16.063 Inquire
Our Cayman Cottage Grand Cayman

This spacious, exquisitely designed beachfront home has 7 bedrooms and 5.5 bathroom. This wonderful home can comfortably sleeps up to 20 guests

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Black Urchin Estate 2
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Bodden Town 7 7.5 20 $3,000 16.063 Inquire
Black Urchin Estate 2 Beach Grand Cayman

Black Urchin Estate 2 is unlike any vacation rental in the Cayman Islands you'll every stay within, location and the spectacular view and wonderful beaches that go on for miles.

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Coral Reef
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Seven Mile Beach 7 7.5 26 $2,600 16.063 Inquire
Coral Reef Villa Seven Mile Beach Grand Cayman

On prestigious Seven Mile Beach, there are very few private villas for rent. Most offerings are condominiums, hotels, or not part of the rental pool. Coral Reef, however, is one phenomenal exception.

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Cayman Castle & Guesthouse
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
East End 7 7.5 18 $1,500 16.063 Inquire
Cayman Castle & Guesthouse Grand Cayman

Cayman Castle and Guesthouse sits directly oceanfront on a private 2-acre walled estate. Perched on an elevated point of land, the Cayman Castle grounds include an attached private white sandy beach with excellent snorkeling and sunbathing.

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Villa Mora
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
South Coast 7 7.5 18 $1,850 16.063 Inquire
Villa Mora Cayman

Welcome to Villa Mora. This luxurious 7 bedroom 7.5 bath beachfront gated estate sits on over 200 feet of pristine beach with fabulous snorkeling and breathtaking sunset views of tranquil South Sound.

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Kaia Kamina
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Cayman Kai 7 9 16+2 $4,239 16.063 Inquire
Kaia Kamina Grand Cayman

Kaia Kamina is a true seaside majesty. This remarkable Cayman Kai villa near Rum Point presents 10,000 square feet of modern West Indies style – a getaway that feels like your own boutique resort.

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Villa Del Mare
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Rum Point 8 8.5 24 $2,950 16.063 Inquire
Villa Del Mare Cayman

Welcome to Villa Del Mare! This magnificent, Spanish-tiled oceanfront villa is an architectural masterpiece located within a mile of the famous Rum Point Club.

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Fischer's Reef
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Rum Point 8 8.5 20 $2,950 16.063 Inquire
Fischer's Reef Cayman

Located only 1 mile from the famous Rum Point Club, Fischer's Reef is a perfectly designed 8 bedroom oceanfront villa ideal for large families, or group getaways. Featuring multiple living and sleeping areas.

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Coconut Walk
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Seven Mile Beach 8 8.5 18 $5,950 16.063 Inquire
Coconut Walk Cayman

Welcome to Coconut Walk, a luxuriously gated oceanfront estate directly on Seven Mile Beach with private pool, guest services, and water-sports equipment.

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Sea Orchard Retreat
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
West Bay 8 9.5 22 $1,250 16.063 Inquire
Sea Orchard Retreat Cayman

Sea Orchard Retreat offers individuals, couples, families and small groups the opportunity to combine a relaxing Caribbean vacation with watersports, eco-excursions, and wellness treatments from private vendors for massage, yoga and more!

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Bella Rocca
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
East End 8 10 22 $2,450 16.063 Inquire
Bella Rocca Cayman

Bella Rocca is a brand-new 8,000 sq. ft. uniquely-designed luxury vacation rental of contemporary oceanfront with resort amenities and panoramic ocean views on the East End of Grand Cayman.

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Rip Kai
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Rum Point 9 10 24 $3,450 16.063 Inquire
Rip Kai Cayman

Rip Kai luxury vacation rental is a magnificent 9-bedroom villa in Rum Point.

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Timeless Paradise
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Rum Point 11 13 28 $2,995 16.063 Inquire
Timeless Paradise Cayman

Timeless Paradise, a beautiful beachfront vacation rental in the Cayman Islands which sleeps an incredible 28 guests.

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The Suitest Escape
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Bodden Town 16 16 48 Inquire 16.063 Inquire
The Suitest Escape Cayman

The Sutiest Escape is a very exclusive vacaiton rental which combines a boutique resort and privacy on Grand Cayman Island.

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About Cayman Islands

The Cayman Islands can be summated in two ways, by it’s lovely and amazing beaches and entertainment and as a Leader in the Financial Banking  System, both of which they take very seriously.  You would think these 3 Caribbean Islands that make up the Cayman Islands would need the tourism dollars, but really they rely heavily on their financial infrastructure and have for some time.  Yet people flock there year after year for the sandy white beaches and the lovely amenities one can find in the Caymans.  As well the islands hold you captive with their rich history of Pirates and dubious beginnings.  It’s a wonder they are not called the Pirate Islands as some of their ancestors most certainly were Pirates of the Caribbean. 

However fun and adventurous you may be, this is one location you won’t want to escape from.  It’s a wonderful mix of relaxation and superb living. 

How to Get to Cayman Islands

Owen Roberts International Airport is the Largest Airport in the Caymans and has easy Flights from Miami or many other US and international Hubs.

Where to Rent a Car in the Caymans

Andy’s Car Rental is one of the local Car Rental Companies and easy to find at the airport.

Budget Grand Cayman is an International Car Rental Company that is also easy to find in Grand Cayman

Where to Charter a Boat For Fishing

Just Fish’n in the Cayman Islands is a Great Place to Charter a Boat and Get some great trophy fish.

Where to Charter a Boat for Scuba and Snorkeling

Captain Asley’s Water-sports offers some great scuba and snorkeling.

Great Tours Grand Cayman

Tropicana Tours offers tours of the Island makes it easy for everyone who wants to know the island.

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