Time For A Dip! 14 Of Our Top Villa Pools

Many of our villas have nice pools, but these pools we’ve listed truly have the wow factor.


Searching for a villa with a pool?  95% of our homes include great swimming pools.  They all vary by design, size, position on the property, and the outdoor amenities accompanying them.  To make your search a little easier, we’ve compiled a list of the best pools available for your vacation. Enjoy!

Casa Luna Villa near Seven Mile Beach
The pool deck at Casa Luna overlooks the resort’s barefoot beach and secluded swimming cove. Oh, and the pool deck includes a heated spa.

Casa Luna – Rates as low as $795 per night.

With its high perch overlooking the resort’s barefoot beach and secluded swimming cove, the pool deck at Casa Luna is simply stunning. Exclusive only to villa owners and guests, you won’t find yourself battling the crowds for a spot by the pool or on the beach.

Crystal Waters in Cayman Kai
This newly constructed pool has quickly become a guest favorite with oceanfront views, submerged loungers, and LED night lighting.

Crystal Waters – Rates as low as $1,350 per night.

Enjoy a gorgeous view of the Caribbean from this private pool.  With luxurious in-pool chairs and a sandy barefoot beach, Crystal Waters is at the top of many groups list.


Olympus has a unique “L” shaped pool.


Olympus – Rum Point

Rates as low as $1,500 per night.

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’s stunning pool and hot tub.


Blue Water Villa (Villa Zara) – Rum Point 

Rates as low as $1,100 per night.

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 veranda.


Amoraflora – Rum Point

Rates as low as $795 per night.

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 has a stunning Veranda that features unparalleled views.


Cayman Castle – East End

Rates as low as $995 per night.

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.



Pease Bay House’s poolside sunsets make for a perfect end of the day in paradise.


Pease Bay House – South Sound

Rates as low as $1,950 per night.

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 Palm’s pool.


Twin Palms – North Side

Rates as low as $1,500 per night.

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.


Our Cayman Cottage has one of the most spectacular pools on the island.


Our Cayman Cottage – East End

Rates as low as $1,195 per night.

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 hot tub 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.


Villa Mora has one of the largest pools on the island.


Villa Mora– South Sound

Rates as low as $1,600 per night.

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 pool.


Fischer’s Reef– Rum Point

Rates as low as $1,950 per night.

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.