Cayman Islands Vacation Rentals & Condos - 107 Rentals Available
107 Vacation rentals
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
from $300 / night
Ocean Paradise Home # 5 Yellow - Fall Discount 20% Off
North Side Villa
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 8 8
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$219
from $219 / night
Cayman Island Beachfront Condo
Rum Point Condo
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 7 7
- Min stay varies
- Beach/lakeside relaxation
- Child friendly
- Air conditioning
$180
from $180 / night
Ocean Paradise Home # 3 Blue - Fall Discount 20% Off
Rum Point Villa
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 8 8
- Min stay varies
- Beach/lakeside relaxation
- Child friendly
$199
from $199 / night
The Cottage at Rum Point
Rum Point Villa
- 3 bedrooms 3
- 4 bathrooms
- Sleeps 6 6
- Min stay varies
- Child friendly
- Air conditioning
$1000
from $1000 / night
No Big Ting - Luxury Beach Villa with a Pool!
North Side Villa
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 8 8
- Min stay varies
- Beach/lakeside relaxation
- Nearest beach 0.8 mi
- Swimming pool
$500
from $500 / night
Ocean Paradise Home # 2 Peach - Fall Discount 20% Off
Rum Point Villa
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 8 8
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$199
from $199 / 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
$171
from $171 / night
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
$360
from $360 / night
Coral Loft - Casual Living With A Luxurious Twist
North Side Villa
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 10 10
- Min stay varies
- Beach/lakeside relaxation
- Nearest beach 2 mi
- Swimming pool
$625
from $625 / night
Ocean Paradise Home # 1 Cream - Fall Discount 20% Off
North Side House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 8 8
- Min stay varies
- Beach/lakeside relaxation
- Child friendly
- Air conditioning
$179
from $179 / 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
$171
from $171 / night
Neptune's Berth - A Little Cayman Escape
Little Cayman Condo
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 6 6
- Min stay varies
- Ask about children
- Air conditioning
$295
from $295 / night
Mi Casa, Su Casa, The Retreat at Rum Point
Rum Point Apartment
- 1 bedroom 1
- 1 bathroom
- Sleeps 5 5
- 4 nights min
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$200
from $200 / 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
$1920
from $1920 / night
The Watercolours - Villa B
Seven Mile Beach Condo
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Child friendly
- Air conditioning
$1200
from $1200 / night
Modern 3BR Seven Mile Beach 30 steps to the sand
George Town Condo
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- Min stay varies
- Nearest beach 0.1 mi
- Swimming pool
- Ask about children
$850
from $850 / night
Ocean Paradise Home # 4 Green - Fall Discount 20% Off
North Side Villa
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$219
from $219 / night
Paradise Found at Kaibo in Relaxing Cayman Kai
Rum Point Condo
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Ask about children
- Air conditioning
$200
from $200 / 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
$260
from $260 / night
Beautiful 1Bed on Beach Cayman Reef 36
Seven Mile Beach Condo
- 1 bedroom 1
- 1 bathroom
- Sleeps 4 4
- Min stay varies
- Beach/lakeside relaxation
- Ask about children
- Air conditioning
$225
from $225 / night
Book your luxury vacation by July 31 2015 and SAVE
Cayman Brac Apartment
- 2 bedrooms 2
- 3 bathrooms
- Sleeps 6 6
- 7 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$170
from $170 / night
Sir Turtle Beach Villas - Ocean Front Villas - 8 b
Little Cayman House
- 8 bedrooms 8
- 4 bathrooms
- Sleeps 20 20
- 3 nights min
- Swimming pool
- Child friendly
- Car not necessary
$400
from $400 / night
Cayman Coast Escape
West Bay Villa
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- 7 nights min
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$399
from $399 / night
The Watercolours - Villa C
Seven Mile Beach Condo
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- 14 nights min
- Child friendly
- Air conditioning
$1200
from $1200 / 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
$858
from $858 / night
View of the Ocean from every room / Pool
Cayman Brac Townhouse
- 2 bedrooms 2
- 3 bathrooms
- Sleeps 6 6
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$200
from $200 / night
Fun, bright 2BR condo on Seven Mile Beach!
Seven Mile Beach Condo
- 2 bedrooms 2
- 3 bathrooms
- Sleeps 4 4
- Min stay varies
- Beach/lakeside relaxation
- Ask about children
- Air conditioning
$315
from $315 / night
The Watercolours - Villa A
Seven Mile Beach Condo
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Child friendly
- Air conditioning
$1200
from $1200 / night
Flip Flop Kai
North Side Villa
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$375
from $375 / night
Moon Bay #18
Bodden Town Villa
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 6 6
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$155
from $155 / night
Little Cayman Escape
Little Cayman Villa
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 9 9
- Min stay varies
- Child friendly
- Air conditioning
$270
from $270 / night
Serenity Sands
Bodden Town Villa
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Swimming pool
- Child friendly
$250
from $250 / night
Discovery Point Club #18
West Bay Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 6 6
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$190
from $190 / night
Villas Pappagallo # 22
West Bay Apartment
- 1 bedroom 1
- 1 bathroom
- Sleeps 4 4
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$155
from $155 / 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
from $155 / night
Treasure Cove
Cayman Islands Villa
- 6 bedrooms 6
- 4 bathrooms
- Sleeps 15 15
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$750
from $750 / night
Villa Bellagio
Grand Cayman Villa
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 12 12
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$460
from $460 / night
Halcyon Days
Grand Cayman Villa
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 5 5
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$295
from $295 / night
Blossom Village Cottage
Little Cayman Villa
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- Min stay varies
- Child friendly
- Air conditioning
$225
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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