Vacation rentals with a pool in Cayman Brac

Stellar Views Waterfront Luxury Private Villa

Travel insiders are discovering our property. Coral Beach Villa was recently selected as one of the top 17 insider picks by Savoteur online travel magazine, and the ONLY privately owned home in the Cayman Islands to be featured besides luxury hotels. Cayman Brac is a 30 minute flight from Grand Cayman, but a world away from the traffic and crowds of the main island. The villa comfortably sleeps 8 in 3 master king bedrooms, each with private ensuites. Delight your senses and rejuvenate your soul!

Conch Club Cottage

This quaint 600 sq ft detached vacation Cottage has everthing you a need to experience the charm of Little Cayman. Includes all amenities of Conch Club (2 pools, dock, spa, snorkeling, shore diving, largest beach, 2 kayaks for both ocean and Booby Pond Nature Reserve, and 3 bikes). Within 5-10 min walking distance to all that Blossom Village has to offer, including restaurants, bars, shopping, grocery and hardware store, liquor shop, museums and the Booby Birding Center this Cottage has it all.

Brac Sea’renity | Oceanfront Coastal Chic Condo

Indulge in the comfort and tranquility of this elevated oceanfront condo located on the South Side East of Cayman Brac. The space features an open-concept layout with lots of natural light, bright sun-baked colors, tasteful furnishings and décor. Enjoy mesmerizing ocean views from the kitchen, living room & primary suite! Wake up to the best view of the sunrises over the sparkling Caribbean Sea, play by the pool, relax in the hammocks or fall asleep to the soothing sound of the ocean waves.

Bliss Beach House - Secluded, Oceanfront, Pool

Recently constructed, this one-bedroom waterfront home sits on approximately an acre of land with 100 feet of oceanfront. Our secluded south-side east beach property features a private pool and comfortable, shaded seating area. The house offers utmost privacy, as there are no close neighbours and with only one residence on the property, you will not share it with anyone else, nor will you share the pool. We are situated on Cayman Brac, a 30-minute flight from Grand Cayman via Cayman Airways.

Sunburst Bliss

Nestled along the coastline, this charming oceanfront condo offers an idyllic escape where the rhythmic waves become your daily soundtrack. Wake up to breathtaking sunrises that paint the sky in hues of blue and pink, and spend your days basking in the salty breeze as it whispers through the swaying palms. With panoramic views of the cerulean sea stretching to the horizon, the serene beauty of the ocean is just steps away, inviting you to explore, relax, or simply unwind in nature's embrace.

Sea Breeze Suite 1-bdr 1-bath on Beach with Pool!

Located on a stunning property called Secluded Sunsets on the West End of the island of Cayman Brac, this stylish downstairs 1 bedroom 1 bathroom suite can sleep 4. A beachfront location with an ocean view and a pool make this an ideal place to relax in the sunshine. The West End is also where everything is located - Airport, stores, post office, etc. - you're centrally located but you're still in a very private place at the end of the street. Lots of activities and amenities await you!

Stunning Little Cayman 3 Bedroom Beach Townhouse

Conch Club is a short walk up or down the down the beach to two restaurants and bars and a short bike ride to Blossom Village. Conch Club has a lovely beach, two pools, hot tub, a dock and spectacular views to the reef, Owen Island and perfect sunsets. Our newly refurbished 3 bedroom, 3 bathroom end town house has new furniture throughout and will sleep 9 people and is fully equipped and even has pool table, two Kayaks a stand up / sitdown paddle board, four old bikes and a gas BBQ.

Captain's Cove Luxury Private Beachhouse

Captain's Cove offers privacy with the conveniences of home. There are two bedrooms with Kingsize beds and bathrooms off each. Both bedrooms have french doors facing the ocean with access to the expansive front porch. The freshwater pool is only steps from the porch and allows for a refreshing private retreat. Oceanside is a cabana with hammocks for a relaxing nap in the breeze. There is a coral-stone shoreline with slight sandy beach. Diving or snorkeling can be done right from shore.

Modern Oceanfront, 2Primary Suites, sleeps 6, pool

Only a short 35-minute flight from Grand Cayman, this newer home provides stunning oceanfront vistas with all modern amenities to enjoy barefoot luxury. Large windows and the open concept floor plan allow breathtaking views of the pool and sea and include a fully-equipped kitchen, dining, and living areas. Also overlooking the ocean are two primary king-size bed suites with tiled baths. A third bedroom has a queen bed and views of tropical foliage.

Sea Fan Meadows: Oceanfront w/ Pool

This home and property are legend on the island. Spacious rooms decorated by an art collector, showers so roomy a curtain isn't needed, a gourmet kitchen, a full top-tier entertainment system- these are just a few of the amenities awaiting you! Sea Fan Meadows is located on two acres of ocean front, parrot occupied secluded property. Located directly off shore from a reef, the location offers the best of Brac snorkeling right in your backyard.

Cayman Brac, Carib Sands 221- "Stumble Inn"

Take it easy at this unique and tranquil getaway. Carib Sands is a quiet and restful place with a pool and boat dock with hammocks on the upper deck. While relaxing or reading you can enjoy the breeze. Also you can watch the fish swim around down below. The Stumble Inn has been freshly painted and new flooring installed alone with a new Queen size Murphy bed in the living room. The balcony is a great place to watch the ocean and boats go by.

Sir Turtle Beach Villas, Little Cayman- Red Side

Sir Turtle Beach Villa defines Caribbean paradise. Sitting on an exceptional stretch of private beachfront on small and quiet Little Cayman, with soft white sand to sink your feet into, an endless stretch of azure water to swim, kayak and snorkel these two villas can be rented individually or together. The large pool is shared between both villas. Base Price is per Villa for 1-6 people. Subject to extra person charges per person per day.