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Cayman Islands Vacation Rentals & Condos - 117 Rentals Available

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117 Vacation rentals

1 / 7

Bodden Town Cottage

  • 2
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning

from $121 / night

(2)

1 / 6

Little Cayman Condo

  • 3
  • 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$400

Excellent (2 reviews)

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from $400 / night

(1)

1 / 19

Rum Point Condo

  • 2
  • 4
  • Min stay varies
  • Ask about children
  • Air conditioning

$200

Excellent (1 reviews)

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from $200 / night

(3)

1 / 22

Rum Point Apartment

  • 1
  • 5
  • 4 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$200

Excellent (3 reviews)

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from $200 / night

(2)

1 / 15

George Town Condo

  • 3
  • 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$250

Excellent (2 reviews)

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from $250 / night

(1)

1 / 41

George Town Villa

  • 6
  • 17
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$1920

Excellent (1 reviews)

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from $1920 / night

1 / 16

Seven Mile Beach Condo

  • 1
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $225 / night

1 / 24

Seven Mile Beach Condo

  • 4
  • 8
  • 30 nights min
  • Ask about children
  • Air conditioning

$1200

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from $1200 / night

(1)

1 / 11

Little Cayman Condo

  • 2
  • 6
  • 2 nights min
  • Ask about children
  • Air conditioning

$295

Excellent (1 reviews)

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from $295 / night

(4)

1 / 24

Seven Mile Beach Condo

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$857

Excellent (4 reviews)

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from $857 / night

1 / 25

Seven Mile Beach Condo

  • 4
  • 8
  • 30 nights min
  • Ask about children
  • Air conditioning

$1200

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from $1200 / night

1 / 20

East End Condo

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $286 / night

1 / 20

West Bay Villa

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $399 / night

(1)

1 / 24

Seven Mile Beach Condo

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$315

Very Good (1 reviews)

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from $315 / night

(2)

1 / 100

Rum Point Villa

  • 3
  • 6
  • 3 nights min
  • Child friendly
  • Air conditioning

$1000

Very Good (2 reviews)

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from $1000 / night

1 / 22

George Town Condo

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning

from $650 / night

1 / 4

East End Condo

  • 1
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $189 / night

1 / 17

West End House

  • 3
  • 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $150 / night

1 / 9

Spot Bay Townhouse

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $179 / night

(1)

1 / 24

Rum Point Condo

  • 2
  • 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$143

Excellent (1 reviews)

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from $143 / night

1 / 24

Seven Mile Beach Condo

  • 1
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $225 / night

1 / 20

Seven Mile Beach Condo

  • 4
  • 8
  • 30 nights min
  • Ask about children
  • Air conditioning

$1200

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from $1200 / night

(5)

1 / 13

Little Cayman Villa

  • 3
  • 8
  • Min stay varies
  • Child friendly
  • Air conditioning

$225

Very Good (5 reviews)

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from $225 / night

(11)

1 / 14

Little Cayman Villa

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$360

Excellent (11 reviews)

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from $360 / night

1 / 34

Cayman Islands House

  • 3
  • 6
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

$549

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from $549 / night

(23)

1 / 12

Grand Cayman Apartment

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$190

Excellent (23 reviews)

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from $190 / night

1 / 21

West Bay Apartment

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $190 / night

1 / 19

Grand Cayman House

  • 3
  • 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $500 / night

1 / 20

West Bay Apartment

  • 1
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $155 / night

(13)

1 / 17

Grand Cayman Apartment

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$150

Very Good (13 reviews)

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from $150 / night

(4)

1 / 22

Grand Cayman Villa

  • 4
  • 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$430

Excellent (4 reviews)

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from $430 / night

(13)

1 / 14

Grand Cayman Apartment

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$180

Very Good (13 reviews)

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from $180 / night

(20)

1 / 20

Grand Cayman Apartment

  • 1
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$155

Very Good (20 reviews)

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from $155 / night

(9)

1 / 25

Cayman Islands Villa

  • 6
  • 15
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$750

Excellent (9 reviews)

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from $750 / night

1 / 33

Cayman Islands House

  • 2
  • 6
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

$299

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from $299 / night

(11)

1 / 22

Grand Cayman Villa

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$270

Very Good (11 reviews)

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from $270 / night

1 / 34

Cayman Islands House

  • 3
  • 6
  • 7 nights min
  • Suitable for children age 5+
  • Air conditioning

$549

Book

from $549 / night

(5)

1 / 16

Little Cayman Villa

  • 3
  • 9
  • Min stay varies
  • Child friendly
  • Air conditioning

$270

Excellent (5 reviews)

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from $270 / night

(2)

1 / 17

Grand Cayman Apartment

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$130

Average (2 reviews)

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from $130 / night

1 / 14

West Bay Apartment

  • 1
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $225 / night

About Cayman Islands

Calm blue waters, white sand, and swaying palm trees are the hallmarks of the Cayman Islands. Located south of Cuba and west of Jamaica, the Caymans are becoming the place to vacation in the Caribbean. Cayman Islands vacation rentals are perfect for families who want the comforts of home as they explore this island paradise. The Cayman Islands have so much beauty and adventure to offer its visitors, and this destination can’t be missed.

Climate

The Caymans enjoy a tropical marine climate. Temperatures hold steady around 80 degrees Fahrenheit during the summer and hover around 70 degrees in the winter. Summer is the wet season for the Cayman Islands, and it lasts from May to October. Winters are relatively dry and cool by island standards. The best time to visit the Cayman Islands is between May and June when temperatures are at their best and the weather is calm and clear.

Areas within the Cayman Islands

The Caymans consist of three islands: Grand Cayman, Cayman Brac, and Little Cayman. Grand Cayman is the largest of the three islands. Historic George Town offers fine dining and duty-free shopping among traditional Caribbean-style buildings. Cayman Brac has the most spectacular landscape of the three islands. Book Cayman Island vacation rentals with wonderful views of the limestone outcropping, or “brac,” in the center of the island which gives Cayman Brac its name. Little Cayman is smaller and less developed than its sisters but is world famous for scuba diving and has more than 50 unique dive sights.

Things to Do

The Cayman Islands are a playground for seaside activities and entertainment. On Grand Cayman, enjoy the white sands and crystal waters of Seven Mile Beach, voted one of the world’s ultimate beaches. When you’re not cooling off in the water or strolling along the sand at Seven Mile Beach, you can get up close and personal with the local wildlife at Stingray City and interact year-round with the friendly southern stingray here. Offshore, scuba dive through the warm, cerulean waters, explore man-made reefs like the USS Kittiwake. Visit the South Hole Sound Lagoon or dive at Bloody Bay Wall Marine Park on Little Cayman to see the brilliant underwater landscape.

Away from the sandy beaches, visit the imposing, three-story Pedro St. James Castle in Savannah, learn about the maritime past of the Cayman Islands at East End Lighthouse Park and discover the history of the Cayman Islands at the National Museum. Take the kids to Booby Pond Nature Reserve on Little Cayman, and see red-footed boobies at the largest colony in the Western Hemisphere. Birdwatching is popular on Cayman Brac where visitors can catch a glimpse of more than 200 species that call the island home.

Food & Dining

The cuisine of the Cayman Island is a mix of Jamaican, British, and native culinary traditions often supplemented with international flair. Local dishes contain native fruits, such as coconuts, plantains, breadfruit, and cassava, and reflect the abundance of the islands. Seafood is also prevalent in a variety of chowders and stews that contain conch, lobster, shrimp, and fresh fish. These local and Caribbean ingredients can be found in the dishes served up Upstairs at Kaibo, a renowned restaurant overlooking the serene North Sound. For casual dining with a colorful, Caribbean flair, head to Sunshine Grill, a favorite of the locals in Grand Cayman. For fishing enthusiasts, some restaurants even have “you catch, we cook” options.

Whether you enjoy swimming, diving, learning or simply relaxing, the Cayman Islands have something for every vacationer. Cayman Islands vacation rentals offer the perfect home away from home during your getaway and will allow you to see the island through the eyes of a local. There’s no place quite like the Cayman Islands for an island retreat.

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