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Luxury Cayman Islands Vacation Rentals

Luxury Villa Rentals in Cayman Islands for 2 people

Destination Guide
Coconut WalkCoconut Walk #2Coconut Walk #3Coconut Walk #4Coconut Walk #5Coconut Walk #6Coconut Walk #7Coconut Walk #8Coconut Walk #9Coconut Walk #10Coconut Walk #11Coconut Walk #12Coconut Walk #13Coconut Walk #14Coconut Walk #15Coconut Walk #16Coconut Walk #17
Starting at $5,000 /night.

Moon Kai

Cayman Kai, Cayman Islands

6 Bedrooms, Sleeps 12

Moon KaiMoon Kai #2Moon Kai #3Moon Kai #4Moon Kai #5Moon Kai #6Moon Kai #7Moon Kai #8Moon Kai #9Moon Kai #10Moon Kai #11Moon Kai #12Moon Kai #13Moon Kai #14Moon Kai #15Moon Kai #16Moon Kai #17Moon Kai #18
Starting at $2,500 /night.

Kaiku

Cayman Kai, Cayman Islands

8 Bedrooms, Sleeps 18

KaikuKaiku #2Kaiku #3Kaiku #4Kaiku #5Kaiku #6Kaiku #7Kaiku #8Kaiku #9Kaiku #10Kaiku #11Kaiku #12Kaiku #13Kaiku #14Kaiku #15Kaiku #16Kaiku #17Kaiku #18
Starting at $1,960 /night.
Pease Bay EstatePease Bay Estate #2Pease Bay Estate #3Pease Bay Estate #4Pease Bay Estate #5Pease Bay Estate #6Pease Bay Estate #7Pease Bay Estate #8Pease Bay Estate #9Pease Bay Estate #10Pease Bay Estate #11Pease Bay Estate #12Pease Bay Estate #13Pease Bay Estate #14Pease Bay Estate #15Pease Bay Estate #16Pease Bay Estate #17Pease Bay Estate #18Pease Bay Estate #19
Starting at $1,950 /night.
Seascape VillaSeascape Villa #2Seascape Villa #3Seascape Villa #4Seascape Villa #5Seascape Villa #6Seascape Villa #7Seascape Villa #8Seascape Villa #9Seascape Villa #10Seascape Villa #11Seascape Villa #12Seascape Villa #13Seascape Villa #14Seascape Villa #15Seascape Villa #16Seascape Villa #17
20% OFF!!
Starting at $1,950 /night.

Fischer's Reef

Rum Point, Cayman Islands

8 Bedrooms, Sleeps 18

Fischer's ReefFischer's Reef #2Fischer's Reef #3Fischer's Reef #4Fischer's Reef #5Fischer's Reef #6Fischer's Reef #7Fischer's Reef #8Fischer's Reef #9Fischer's Reef #10Fischer's Reef #11Fischer's Reef #12Fischer's Reef #13Fischer's Reef #14Fischer's Reef #15Fischer's Reef #16Fischer's Reef #17Fischer's Reef #18Fischer's Reef #19Fischer's Reef #20Fischer's Reef #21Fischer's Reef #22Fischer's Reef #23Fischer's Reef #24Fischer's Reef #25Fischer's Reef #26Fischer's Reef #27
Starting at $1,950 /night.

Villa Mora

South Sound, Cayman Islands

7 Bedrooms, Sleeps 18

Villa MoraVilla Mora #2Villa Mora #3Villa Mora #4Villa Mora #5Villa Mora #6Villa Mora #7Villa Mora #8Villa Mora #9Villa Mora #10Villa Mora #11Villa Mora #12Villa Mora #13Villa Mora #14Villa Mora #15Villa Mora #16Villa Mora #17Villa Mora #18Villa Mora #19Villa Mora #20Villa Mora #21Villa Mora #22Villa Mora #23
Starting at $1,900 /night.

Amarone

South Sound, Cayman Islands

6 Bedrooms, Sleeps 12

AmaroneAmarone #2Amarone #3Amarone #4Amarone #5Amarone #6Amarone #7Amarone #8Amarone #9Amarone #10Amarone #11Amarone #12Amarone #13Amarone #14Amarone #15Amarone #16Amarone #17Amarone #18Amarone #19Amarone #20Amarone #21Amarone #22Amarone #23
20% OFF!!
Starting at $1,850 /night.
Cayman Castle & GuesthouseCayman Castle & Guesthouse #2Cayman Castle & Guesthouse #3Cayman Castle & Guesthouse #4Cayman Castle & Guesthouse #5Cayman Castle & Guesthouse #6Cayman Castle & Guesthouse #7Cayman Castle & Guesthouse #8Cayman Castle & Guesthouse #9Cayman Castle & Guesthouse #10Cayman Castle & Guesthouse #11Cayman Castle & Guesthouse #12Cayman Castle & Guesthouse #13Cayman Castle & Guesthouse #14Cayman Castle & Guesthouse #15Cayman Castle & Guesthouse #16Cayman Castle & Guesthouse #17Cayman Castle & Guesthouse #18Cayman Castle & Guesthouse #19
20% OFF!!
Starting at $1,750 /night.
Twin Palms VillaTwin Palms Villa #2Twin Palms Villa #3Twin Palms Villa #4Twin Palms Villa #5Twin Palms Villa #6Twin Palms Villa #7Twin Palms Villa #8Twin Palms Villa #9Twin Palms Villa #10Twin Palms Villa #11Twin Palms Villa #12Twin Palms Villa #13Twin Palms Villa #14Twin Palms Villa #15Twin Palms Villa #16Twin Palms Villa #17Twin Palms Villa #18Twin Palms Villa #19
Starting at $1,650 /night.
Sea Orchard RetreatSea Orchard Retreat #2Sea Orchard Retreat #3Sea Orchard Retreat #4Sea Orchard Retreat #5Sea Orchard Retreat #6Sea Orchard Retreat #7Sea Orchard Retreat #8Sea Orchard Retreat #9Sea Orchard Retreat #10Sea Orchard Retreat #11Sea Orchard Retreat #12Sea Orchard Retreat #13
Starting at $1,450 /night.
Great Bluff EstatesGreat Bluff Estates #2Great Bluff Estates #3Great Bluff Estates #4Great Bluff Estates #5Great Bluff Estates #6Great Bluff Estates #7Great Bluff Estates #8Great Bluff Estates #9Great Bluff Estates #10Great Bluff Estates #11Great Bluff Estates #12Great Bluff Estates #13Great Bluff Estates #14Great Bluff Estates #15Great Bluff Estates #16Great Bluff Estates #17Great Bluff Estates #18Great Bluff Estates #19Great Bluff Estates #20Great Bluff Estates #21Great Bluff Estates #22Great Bluff Estates #23Great Bluff Estates #24
10% OFF!!
Starting at $1,425 /night.

Olympus

Rum Point, Cayman Islands

5 Bedrooms, Sleeps 12

OlympusOlympus #2Olympus #3Olympus #4Olympus #5Olympus #6Olympus #7Olympus #8
Starting at $1,400 /night.

Ocean Kai

Cayman Kai, Cayman Islands

5 Bedrooms, Sleeps 10

Ocean KaiOcean Kai #2Ocean Kai #3Ocean Kai #4Ocean Kai #5Ocean Kai #6Ocean Kai #7Ocean Kai #8Ocean Kai #9Ocean Kai #10Ocean Kai #11Ocean Kai #12Ocean Kai #13Ocean Kai #14Ocean Kai #15Ocean Kai #16Ocean Kai #17
20% OFF!!
Starting at $1,350 /night.
Cayman Castle VillaCayman Castle Villa #2Cayman Castle Villa #3Cayman Castle Villa #4Cayman Castle Villa #5Cayman Castle Villa #6Cayman Castle Villa #7Cayman Castle Villa #8Cayman Castle Villa #9Cayman Castle Villa #10Cayman Castle Villa #11Cayman Castle Villa #12Cayman Castle Villa #13Cayman Castle Villa #14Cayman Castle Villa #15
20% OFF!!
Starting at $1,350 /night.

Cos Kai

Cayman Kai, Cayman Islands

5 Bedrooms, Sleeps 14

Cos KaiCos Kai #2Cos Kai #3Cos Kai #4Cos Kai #5Cos Kai #6Cos Kai #7Cos Kai #8Cos Kai #9Cos Kai #10Cos Kai #11Cos Kai #12Cos Kai #13Cos Kai #14
Starting at $1,200 /night.

Our Cayman Cottage

East End, Cayman Islands

7 Bedrooms, Sleeps 18

Our Cayman CottageOur Cayman Cottage #2Our Cayman Cottage #3Our Cayman Cottage #4Our Cayman Cottage #5Our Cayman Cottage #6Our Cayman Cottage #7Our Cayman Cottage #8Our Cayman Cottage #9Our Cayman Cottage #10Our Cayman Cottage #11Our Cayman Cottage #12Our Cayman Cottage #13Our Cayman Cottage #14Our Cayman Cottage #15Our Cayman Cottage #16Our Cayman Cottage #17Our Cayman Cottage #18
Starting at $1,200 /night.

Crystal Blue

East End, Cayman Islands

7 Bedrooms, Sleeps 16

Crystal BlueCrystal Blue #2Crystal Blue #3Crystal Blue #4Crystal Blue #5Crystal Blue #6Crystal Blue #7Crystal Blue #8Crystal Blue #9Crystal Blue #10Crystal Blue #11Crystal Blue #12Crystal Blue #13Crystal Blue #14Crystal Blue #15Crystal Blue #16Crystal Blue #17Crystal Blue #18Crystal Blue #19Crystal Blue #20
Starting at $1,150 /night.
On the Rocks EstateOn the Rocks Estate #2On the Rocks Estate #3On the Rocks Estate #4On the Rocks Estate #5On the Rocks Estate #6On the Rocks Estate #7On the Rocks Estate #8On the Rocks Estate #9On the Rocks Estate #10On the Rocks Estate #11On the Rocks Estate #12On the Rocks Estate #13On the Rocks Estate #14
10% OFF!!
Starting at $1,135 /night.
Reef Romance VillaReef Romance Villa #2Reef Romance Villa #3Reef Romance Villa #4Reef Romance Villa #5Reef Romance Villa #6Reef Romance Villa #7Reef Romance Villa #8Reef Romance Villa #9Reef Romance Villa #10Reef Romance Villa #11Reef Romance Villa #12Reef Romance Villa #13
Starting at $1,100 /night.
Villa Two RainbowsVilla Two Rainbows #2Villa Two Rainbows #3Villa Two Rainbows #4Villa Two Rainbows #5Villa Two Rainbows #6Villa Two Rainbows #7Villa Two Rainbows #8Villa Two Rainbows #9Villa Two Rainbows #10Villa Two Rainbows #11Villa Two Rainbows #12Villa Two Rainbows #13Villa Two Rainbows #14
Starting at $1,100 /night.

Coral Kai

Rum Point, Cayman Islands

5 Bedrooms, Sleeps 10

Coral KaiCoral Kai #2Coral Kai #3Coral Kai #4Coral Kai #5Coral Kai #6Coral Kai #7Coral Kai #8Coral Kai #9Coral Kai #10Coral Kai #11Coral Kai #12Coral Kai #13Coral Kai #14Coral Kai #15Coral Kai #16Coral Kai #17Coral Kai #18Coral Kai #19
20% OFF!!
Starting at $1,100 /night.

Villa Zara

Rum Point, Cayman Islands

4 Bedrooms, Sleeps 8

Villa ZaraVilla Zara #2Villa Zara #3Villa Zara #4Villa Zara #5Villa Zara #6Villa Zara #7Villa Zara #8Villa Zara #9Villa Zara #10Villa Zara #11Villa Zara #12Villa Zara #13
20% OFF!!
Starting at $1,100 /night.

Crystal Waters

Cayman Kai, Cayman Islands

5 Bedrooms, Sleeps 10

Crystal WatersCrystal Waters #2Crystal Waters #3Crystal Waters #4Crystal Waters #5Crystal Waters #6Crystal Waters #7Crystal Waters #8Crystal Waters #9Crystal Waters #10Crystal Waters #11Crystal Waters #12Crystal Waters #13
Starting at $995 /night.

Villa Ecstasea

Rum Point, Cayman Islands

5 Bedrooms, Sleeps 10

Villa EcstaseaVilla Ecstasea #2Villa Ecstasea #3Villa Ecstasea #4Villa Ecstasea #5Villa Ecstasea #6Villa Ecstasea #7Villa Ecstasea #8Villa Ecstasea #9Villa Ecstasea #10Villa Ecstasea #11Villa Ecstasea #12Villa Ecstasea #13Villa Ecstasea #14Villa Ecstasea #15Villa Ecstasea #16Villa Ecstasea #17
Starting at $995 /night.

Amoraflora

Rum Point, Cayman Islands

5 Bedrooms, Sleeps 10

AmorafloraAmoraflora #2Amoraflora #3Amoraflora #4Amoraflora #5Amoraflora #6Amoraflora #7Amoraflora #8Amoraflora #9Amoraflora #10Amoraflora #11Amoraflora #12Amoraflora #13Amoraflora #14Amoraflora #15Amoraflora #16Amoraflora #17Amoraflora #18Amoraflora #19Amoraflora #20Amoraflora #21
20% OFF!!
Starting at $995 /night.
Coconut Beach VillaCoconut Beach Villa #2Coconut Beach Villa #3Coconut Beach Villa #4Coconut Beach Villa #5Coconut Beach Villa #6Coconut Beach Villa #7Coconut Beach Villa #8Coconut Beach Villa #9Coconut Beach Villa #10Coconut Beach Villa #11Coconut Beach Villa #12Coconut Beach Villa #13Coconut Beach Villa #14Coconut Beach Villa #15Coconut Beach Villa #16Coconut Beach Villa #17Coconut Beach Villa #18Coconut Beach Villa #19Coconut Beach Villa #20
20% OFF!!
Starting at $995 /night.

Tarasand

Rum Point, Cayman Islands

4 Bedrooms, Sleeps 8

TarasandTarasand #2Tarasand #3Tarasand #4Tarasand #5Tarasand #6Tarasand #7Tarasand #8Tarasand #9Tarasand #10Tarasand #11Tarasand #12Tarasand #13Tarasand #14
Starting at $995 /night.

Kai Vista

Cayman Kai, Cayman Islands

4 Bedrooms, Sleeps 9

Kai VistaKai Vista #2Kai Vista #3Kai Vista #4Kai Vista #5Kai Vista #6Kai Vista #7Kai Vista #8Kai Vista #9Kai Vista #10Kai Vista #11Kai Vista #12Kai Vista #13Kai Vista #14Kai Vista #15Kai Vista #16
Starting at $995 /night.

Far Tortuga

North Side, Cayman Islands

6 Bedrooms, Sleeps 12

Far TortugaFar Tortuga #2Far Tortuga #3Far Tortuga #4Far Tortuga #5Far Tortuga #6Far Tortuga #7Far Tortuga #8Far Tortuga #9Far Tortuga #10Far Tortuga #11Far Tortuga #12Far Tortuga #13Far Tortuga #14Far Tortuga #15Far Tortuga #16
10% OFF!!
Starting at $950 /night.
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Cayman Islands Visitors Guide

With white-sand beaches and crystal-clear water, the Cayman Islands are known as one of the Caribbean's premier destinations. Composed of Grand Cayman, Cayman Brac and Little Cayman, each member of the Cayman Islands offers its own unique advantages, with the larger Grand Cayman offering great dining and shopping, and the little islands offering amazing landscapes and snorkelling. Cayman Islands vacation rentals can also be found in all shapes and sizes as a result and offer accommodation that caters to all price ranges. From affordable apartments to beachfront condos, a variety of rentals can be found, though the islands are, of course, known for their sprawling villas and infinity pools. They're also known for their breathtaking Caribbean beaches, including the world-famous Seven Mile Beach on Grand Cayman. Like any good Caribbean destination, the Caymans also feature a variety of water sports, boat rentals, surfing, and fishing, as well as enough fresh seafood to satisfy anyone.

Saving Money with Cayman Islands Vacation Rentals

If you're looking to save money or simply add value to your trip, Cayman Islands vacation rentals offer plenty of extras you won't find at hotels. The larger ones also feature private pools and added features like wet bars, with owners usually being happy to assist guests with extras like boat rentals as well. If you consider the number of people these villas can accommodate, those traveling with groups or families can often save a great deal of money by choosing a rental over hotel rooms.

Finding Luxury Cayman Islands Vacation Rentals

Those looking to indulge in a little luxury will find no shortage of it the Caymans, as the island have long catered to an affluent crowd. That means that stunning Cayman Islands vacation rentals are not hard to find, with owners and property management companies often also offering a full concierge services for guests as well. Of course, you can even have your villa staffed with cooks and maids, though the price of doing so is higher than it is on other Caribbean islands. Meanwhile, the islands' stunning scenery makes a lovely backdrop for romance, which is why it is an increasingly popular spot for both destination weddings, and honeymoons.

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