Holiday 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.

Brac Magic - magical oceanfront home with pool

"Brac Magic" truly lives up to its name. Built in 2017, this magical oceanfront home has 2 bedrooms and sleeps 6-8, with 2 1/2 baths. It's air conditioned and has all of the amenities, including washer/dryer, fully equipped kitchen, smart tv, wifi, BBQ, rinse station and drying rack for dive gear. Relax in the pool or in a hammock in the shade while listening to the waves crash. It's secluded and peaceful here, away from the populated areas but only a short drive to everything you need.

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 @Cayman Breakers complex

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

Just a 35-minute flight from Grand Cayman, this newer oceanfront home offers stunning sea views and relaxed barefoot luxury. Large windows and an open layout showcase the pool and Caribbean, connecting the kitchen, dining, and living areas. Two king suites face the ocean with tiled baths, plus a third queen room with tropical views. Travel tip: search flights to Grand Cayman first, then book the short Cayman Brac flight separately on Cayman Airways for better fares.

Little Cayman Time - #18 - 2 Bed, 2 Pools, Jacuzzi

Little Cayman Time awaits you in Little Cayman at this beautiful condo with two beachfront pools and a relaxing jacuzzi. Featuring two spacious bedrooms, each with a king bed and ensuites, guests enjoy plenty of room to relax. Little Cayman is the perfect island to escape all of your troubles and truly relax. Local bars and restaurants are within steps via beach or road. Experience all that Little Cayman has to offer with a stay at our relaxing island.

Villa VanEl

Conveniently located near the airport and restaurants. The idyllic island of Cayman Brac is truly an Island for nature lovers with a laid back life style to rejuvenate the mind. Every now and then the islanders will feel the urge to lively up the Island with music mostly country and western and Bob Marley on weekends for all to enjoy. The native culture welcomes everyone to relax and unwind.