Babylon Reef
North Side, Cayman Islands
Babylon Reef is an oceanfront villa in North Side with a private pool, large sundeck, and shallow snorkeling access along the shoreline.
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Cayman Islands
Vacation homes in Cayman Islands · Private pools
25 homes published by their hosts. Enquire or book directly with the host.
Of these 25 homes, 25 have a private pool, 22 sleep at least 8, and 22 meet both requirements. Counts reflect host-published facts; missing details are not treated as confirmed amenities. Dates and prices are confirmed on each host’s booking site.
Compare published facts: Babylon Reef: Sleeps 6 · 3 bedrooms · 2.5 baths · Private pool · Bella Vista: Sleeps 11 · 5 bedrooms · 5.5 baths · Private pool · Bit of Heaven: Sleeps 8 · 3 bedrooms · 3 baths · Private pool
Filter these homes25 homes · Cayman Islands
Bella Vista
East End, Cayman Islands
Bella Vista is a five-bedroom oceanfront villa on an ironshore bluff in East End, with ocean views from all five bedrooms and ensuite bathrooms.
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Bit of Heaven
Cayman Kai, Cayman Islands
Bit of Heaven is a three-bedroom, three-bathroom beachfront cottage in Cayman Kai with a private pool and private white-sand beachfront.
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Caribe Sun 4BR
Cayman Kai, Cayman Islands
Caribe Sun is a newly constructed four-bedroom villa in the Cayman Kai neighborhood, with a private pool, water views, and a private boat dock.
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Coconut Beach | 5BR
Rum Point, Cayman Islands
Oceanfront five-bedroom family villa in Rum Point with a private pool and direct beach setting.
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Coconut Walk 7BR | Luxury Platinum Villa
Seven Mile Beach, Cayman Islands
Coconut Walk is a gated oceanfront estate directly on Seven Mile Beach with a private heated pool and beachfront access.
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Coral Kai
Rum Point, Cayman Islands
Coral Kai is a five-bedroom oceanfront villa on the north shore in Rum Point, with a beachfront, private freshwater pool and backyard snorkeling reef.
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Crystal Waters
Cayman Kai, Cayman Islands
Oceanfront villa in Cayman Kai with a private infinity pool, private dock, barefoot beach, and nearby restaurants and attractions.
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Envision
North Side, Cayman Islands
Envision is an oceanfront beach house on Grand Cayman's North Side with a sandy beachfront, backyard snorkeling, and a private saltwater pool with spa.
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Gypsy
Rum Point, Cayman Islands
A four-bedroom oceanfront villa in Rum Point with a private pool, sandy beachfront and ocean views.
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Hidden Cove
Cayman Kai, Cayman Islands
Hidden Cove is a family vacation home in the Cayman Kai neighborhood with a private pool, boat dock, kayaks, bicycles and space for up to 12 guests.
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Hidden Treasure
South Coast, Cayman Islands
Oceanfront five-bedroom villa on Grand Cayman’s quiet southern coast, with a private pool, sandy beach, private dock and ocean views.
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Kai Conut
Cayman Kai, Cayman Islands
A five-bedroom, single-level beachfront home in Cayman Kai with a private pool and dock.
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Kai Cove
Cayman Kai, Cayman Islands
Kai Cove is a furnished beachfront home in Cayman Kai on Grand Cayman's Bioluminescent Bay.
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Kaiku & Guesthouse
Cayman Kai, Cayman Islands
An eight-bedroom gated waterfront estate in Cayman Kai with a six-bedroom main house and a detached two-bedroom guest cottage.
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Kaiku Villa
Cayman Kai, Cayman Islands
Kaiku is a six-bedroom beachfront gated estate in Cayman Kai on the Bioluminescent Bay.
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Kailypso
Cayman Kai, Cayman Islands
A three-bedroom beachfront villa in Cayman Kai on Bio Bay, with a private pool, secluded beach, private dock and kayaks.
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Lone Palm
Gun Bay, Cayman Islands
Oceanfront villa in Gun Bay on Grand Cayman's East End with a private pool, beachfront veranda, and white-sand beach access.
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Moon Kai 5BR | Platinum Villa
Cayman Kai, Cayman Islands
Moon Kai is an oceanfront villa in Cayman Kai with five oceanfront suites, a private infinity pool, and direct access from the pool deck to a white sandy beach.
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On The Rocks | 6BR
South Coast, Cayman Islands
On The Rocks is a six-bedroom gated estate in the Beach Bay community along Grand Cayman's rugged South Coast, with ocean views, a private freshwater pool and access to a shared sandy beach cove.
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Pools of the Kai #3
Cayman Kai, Cayman Islands
A two-bedroom villa in Cayman Kai with a private pool atrium, water views, and barefoot beach access.
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Pools of the Kai #6
Cayman Kai, Cayman Islands
A two-bedroom, two-bathroom beachfront condo in Cayman Kai with water views and a private pool atrium.
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Rip Kai Villa 7BR | Luxury Platinum Villa
Rum Point, Cayman Islands
Oceanfront villa in Rum Point with seven bedrooms, private pool and spa, beach access, extensive indoor and outdoor entertaining space, and optional guest services.
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Sun Salutations | Luxury Platinum Villa
Cayman Kai, Cayman Islands
Sun Salutations is an oceanfront estate in Cayman Kai with a private infinity pool, beachfront access, ocean views, and a short barefoot stroll to the Rum Point Club.
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