Cayman Islands Vacation Rentals & Condos - 101 Rentals Available
101 Vacation rentals
Ultimate Oceanfront Penthouse W Unbeatable Views!!
Seven Mile Beach Apartment
- 3 bedrooms 3
- 2 bathrooms
- sleeps 7 7
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
Responds fast! Avg. 1 hour 10 minutes
$515.00
from $515.00 / night
Barefoot Lagoon Island House
Rum Point House
- 2 bedrooms 2
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$300.00
from $300.00 / night
Featherstone's House of the Rising Sun
Cayman Brac Cottage
- 1 bedroom 1
- 1 bathroom
- sleeps 3 3
- 5 nights min
- Beach/lakeside relaxation
- Nearest beach 0 mi
- Child friendly
Responds fast! Avg. 3 hours 36 minutes
$171.00
from $171.00 / night
Magnificent Ocean Views in the Heart of 7 Mile Beach !! Fully Stocked!
Seven Mile Beach Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 1 night min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 10 minutes
$280.00
from $280.00 / night
Grand Cayman/Rum Point area, Beachfront Condo- sleeps 6 comfortably
Rum Point Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 7 7
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 0 mi
- Swimming pool
$175.00
from $175.00 / night
Sir Turtle Beach Villas - Ocean Front Villas - 8 b
Little Cayman House
- 8 bedrooms 8
- 4 bathrooms
- sleeps 20 20
- min stay varies
- Swimming pool
- Child friendly
- Car not necessary
$360.00
from $360.00 / night
Ocean Paradise Home # 1 Cream - Summer Discount 10-20% Off
North Side House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Beach/lakeside relaxation
- Child friendly
- Air conditioning
$219.00
from $219.00 / night
Gorgeous Ocean Views!! In the Center of 7 Mile Beach!! Walk to Most Everything!
Seven Mile Beach Condo
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 1 night min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 10 minutes
$376.00
from $376.00 / night
Ocean Paradise Home # 5 Yellow - Summer Discount 10-20% Off
North Side Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$259.00
from $259.00 / night
LUCKY 13 Pay for 13 nights, get the 14th night FREE
Cayman Brac Apartment
- 2 bedrooms 2
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Beach/lakeside relaxation
- Nearest beach 0.01 mi
- Swimming pool
$200.00
from $200.00 / night
View of the Ocean from every room / Pool
Cayman Brac Townhouse
- 2 bedrooms 2
- 3 bathrooms
- sleeps 6 6
- 1 night min
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$200.00
from $200.00 / night
Cayman Brac's Most Beautiful Seaside Rental
Cayman Brac Apartment
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- 5 nights min
- Beach/lakeside relaxation
- Air conditioning
- Private garden
Responds fast! Avg. 3 hours 36 minutes
$171.00
from $171.00 / night
Ocean Paradise Home # 3 Blue - Summer Discount 10-20% Off
Rum Point Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$239.00
from $239.00 / night
Ocean Paradise Home # 2 Peach - Summer Discount 10-20% Off
Rum Point Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$239.00
from $239.00 / night
Beautiful Ocean Views! Only steps from the ocean! in the Center of 7 Mile Beach!
Seven Mile Beach Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 10 minutes
$350.00
from $350.00 / night
Ocean Paradise Home # 4 Green - Summer Discount 10-20% Off
North Side Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$259.00
from $259.00 / night
Sea Breeze 5 luxury 4 bedroom on SMB
Seven Mile Beach Condo
- 4 bedrooms 4
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$1,000.00
from $1,000.00 / night
Majestic Luxury Private Home On Seven Mile Beach
George Town Villa
- 6 bedrooms 6
- 5 bathrooms
- sleeps 17 17
- min stay varies
- Beach/lakeside relaxation
- Ask about children
- Air conditioning
Responds fast! Avg. 2 hours 17 minutes
$1,950.00
from $1,950.00 / night
On The Bay #104
Old Man Bay Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$130.00
from $130.00 / night
Kaibo Yacht Club #20B
North Side Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$150.00
from $150.00 / night
Villa Spirit
Old Man Bay House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$400.00
from $400.00 / night
Kozy Kai - Sealodge #17
North Side Apartment
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Child friendly
- Air conditioning
$170.00
from $170.00 / night
Flip Flop Kai
North Side Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$376.00
from $376.00 / night
Sir Turtle Beach - Villa1 red
South Town Villa
- 4 bedrooms 4
- 2 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$360.00
from $360.00 / night
Present Moment
Bodden Town Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$650.00
from $650.00 / night
Little Cayman Escape
South Town Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 9 9
- min stay varies
- Child friendly
- Air conditioning
$270.00
from $270.00 / night
The Pools #12
North Side Apartment
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$170.00
from $170.00 / night
Lime Tree Villa
Camana Bay Villa
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$595.00
from $595.00 / night
Halcyon Days
North Side Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$295.00
from $295.00 / night
Treasure Cove
North Side Villa
- 6 bedrooms 6
- 4 bathrooms
- sleeps 15 15
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$751.00
from $751.00 / night
White Sands #16
West Bay Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Child friendly
- Air conditioning
$200.00
from $200.00 / night
Moon Bay #31
Bodden Town Apartment
- 2 bedrooms 2
- 1 bathroom
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$130.00
from $130.00 / night
Villas Pappagallo #5
West Bay Apartment
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$155.00
from $155.00 / night
Coconut Bay #109
West Bay Apartment
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$200.00
from $200.00 / night
Villa La Playa
North Side Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 9 9
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$430.00
from $430.00 / night
Regal Beach Club #234
Seven Mile Beach Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$250.00
from $250.00 / night
Moon Bay #27
Bodden Town Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$150.00
from $150.00 / 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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