Time For A Dip! 14 Of Our Top Villa Pools

Villa Mora pool overlooking ocean image.
Gorgeous views from the pool at Villa Mora.


Searching for a villa with a pool?  95 percent of our homes include great swimming pools.  They all vary in design, size, position on the property, and the outdoor amenities accompanying them.  To make your search a little easier, I have compiled a list of the most unique pools on our website.  Enjoy!

Cayman Sands – Old Man Bay

This oceanfront freshwater pool is protected by a screened atrium keeping local wildlife and insects at bay from ruining your stay. Optional pool heat is available in the winter months for an additional surcharge. Large sliding glass doors open the width of the house enabling the pool area to become part of the main living space.  Absolutely perfect villa for families.

Far Tortuga – North Side

This is one of the island’s most popular villas on North Side.  Many repeat guests book here.  A tiled two-level sun deck and pool provide breathtaking views of the Caribbean and surrounding reef.  And when you’re ready to explore Cayman’s vibrant marine life, grab your snorkel gear and walk down Far Tortuga’s  130 foot pier to it’s shaded thatched cabana.  Simply fabulous!


Kai Vista’s stunning overlook pool.


Kai Vista – Cayman Kai 

Gorgeous view of the Caribbean from this private infinity pool and adjacent hot tub.  When you tire of lounging on the sundeck, grab your equipment and go snorkeling off Kai Vista’s sandy beach.

Olympus – Rum Point

A majestic contemporary estate masterfully designed with dramatic white angled walls, three levels of outdoor entertaining spaces, and an oceanfront living area with 40 feet of floor-to-ceiling sliding glass.  The L-shaped cerulean-blue swimming pool has tiled patios on both sides.  Luxurious!

Villa Zara – Rum Point 

A gorgeous pool and deck complete with an oceanfront hot tub to soak in and enjoy the sparkling Caribbean views. The tiled pool deck offers two shaded pavilions.  Make yourself a cocktail at the outdoor bar before throwing dinner on the poolside propane grill.


Amoraflora’s amazing pool that goes under the verdana.


Amoraflora – Rum Point

This 80′ lap pool has a gazebo suspended over the middle with views through the breezeway to the pool and tennis court.  A plexiglass floor panel in the gazebo allows guests to watch swimmers pass underneath.  Pool lights illuminate the gazebo with soft light setting the mood for cocktail hour.  The perfect spot for evening conversations.

Cayman Castle – East End

Take in one of the most amazing panoramic views of the Caribbean while relaxing in this heated infinity pool.  You’ll enjoy sipping a cocktail in the pool while watching the dive boats head off in the distance to their coral destinations.  You may even see an occasional kiteboarder or two soar by!  Supreme privacy. You’ll feel like the entire southeast end of the island belongs all to you.

New Private Villa – Cayman Kai

A generously sized seventy-foot-wide beachfront pool with swim-up bar, recessed bar stools and water immersed loungers.  One of the most important features incorporated into this amazing villa is the amount of covered/shaded pool area so that guests may enjoy a full day on the beach and in the pool, yet still be able to escape the hottest parts of the day while still feeling connected to the water.

Our Cayman Cottage – East End

A custom designed swimming pool and integral heated spa, tiled in the all of the beautiful blue colors of the Caribbean.  The frolicking frog fountain on the corner of the hottub adds a touch of whimsy.  Soak up the sun on the beachfront sundeck below the pool and when you’ve had enough, grab a chaise on the covered patio.  Gorgeous scenic views of the beach and ocean.

Pease Bay House – South Sound

This large salt-water infinity pool is gentle on the skin, clothes and eyes and offers a spectacular private view of the Caribbean.  Views of Cayman’s South Sound in such a relaxing luxurious setting will stay with you long after you’ve returned home.


Twin Palms luxury pool and hot tub.


Twin Palms – North Side

This gorgeous 56-foot pool has an integral heated infinity spa is LED lighted with color selections.  Sunbathe on your chase in the shallow end listening to the relaxing sounds of the stunning Dolphin fountain.  Or, enjoy your private view of the Caribbean under 100 feet of covered veranda.

Villa Mora– South Sound

This luxurious beachfront gated estate sits on over 200 feet of pristine Grand Cayman beach with fabulous snorkeling and breathtaking sunset views of tranquil South Sound.   The 75-foot-long pool, whirlpool spa, expansive covered veranda, outdoor kitchen and propane BBQ grill, plus an oceanfront cabana offers complete outdoor entertainment.

Fischer’s Reef– Rum Point

Luxurious features such as an oceanfront infinity pool, beach cabana, multiple indoor and outdoor dining areas make this a wonderful venue for entertaining and relaxation.