Holiday rentals with a pool in Cayman Brac

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Cayman Brac

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

The tranquil pool and spa are surrounded by a spacious deck, with views of the ocean and palm trees. The sunset casts a warm glow over the area, creating a serene atmosphere for relaxation by the water.

Villa in Stake Bay

5.0 out of 5 average rating, 14 reviews

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!

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Apartment

4.76 out of 5 average rating, 46 reviews

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.

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Top guest favourite

A serene oceanfront view is captured, showcasing a turquoise pool bordered by white decking. The house features a light-colored exterior and shaded seating areas, with the rhythmic waves of the ocean visible in the background under a cloudy sky.

Bungalow in Cayman Brac

5.0 out of 5 average rating, 29 reviews

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.

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A panoramic view from the patio features two stylish chairs overlooking the ocean waves. The sunlight reflects off the water, creating a serene atmosphere. The horizon is complemented by a sky filled with soft clouds, enhancing the coastal experience.

Flat in Cayman Brac

4.79 out of 5 average rating, 14 reviews

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.

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Guest favourite

A view from a covered porch offers a glimpse of the freshwater pool and the ocean beyond. Palm trees provide greenery, while gentle waves can be seen lapping at the shoreline in the distance. The space exudes a relaxing atmosphere.

Home in Cayman Brac

5.0 out of 5 average rating, 16 reviews

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.

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Flat in West End

5.0 out of 5 average rating, 3 reviews

Stylish 2-bdr 2-bath 1700 SF Suite on Beach w/Pool

Secluded Sunsets is a stunning beachfront property located on the island of Cayman Brac, the sister island to Grand Cayman. This very spacious 1700 sq ft 2-bedroom 2-bath suite with a full kitchen can sleep 7. A pool with an ocean view make this an ideal place to relax in the sunshine!! The West End is where everything is located - airport, stores, restaurants - you're centrally located but you're still in a very private place. Lots of activities and amenities await you!

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Top guest favourite

An outdoor seating area features modern furnishings with turquoise and white accents. A glass table is topped with a small vase of yellow flowers. In the background, a private pool reflects the sky, framed by palm trees and ocean views.

Home

5.0 out of 5 average rating, 38 reviews

Bliss Beach House - Secluded, Oceanfront, Pool

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.

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Top guest favourite

The outdoor area features a large swimming pool with a built-in jacuzzi, surrounded by lounge chairs and tropical vegetation. A shaded cabana is visible, providing an area for relaxation with ocean views beyond. The clear blue water and bright sky create a serene atmosphere.

Home in Stake Bay

5.0 out of 5 average rating, 77 reviews

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.

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An outdoor pool is framed by palm trees, with lounge chairs arranged nearby. A shaded area provides relief from the sun, while the ocean is visible in the background. The exterior of the house features large windows that invite natural light.

Home in Stake Bay

5.0 out of 5 average rating, 16 reviews

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.

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Superhost

A private pool area features a sleek turquoise pool, surrounded by wooden decking and lush greenery. Two lounge chairs and a sun umbrella provide shaded seating, while a set of stairs leads into the pool. The inviting outdoor space is bathed in natural light.

Home in West End

4.65 out of 5 average rating, 17 reviews

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.

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Guest favourite

A clear blue pool lies adjacent to a private beach, surrounded by soft white sand. Palm trees gently sway in the breeze, and the tranquil ocean stretches towards the horizon under a bright blue sky with scattered clouds.

Home in Cayman Brac

5.0 out of 5 average rating, 21 reviews

Featherstone - Upstairs Beach Front Apartment

This upstairs beach front apartment at Featherstone is incredible. Beautifully furnished and with direct access to the most stunning private beach in the Brac. The 2 bedroom apartment is well appointed and shares the private beach with the other 2 units. Other communal items include swimming pool, laundry room, games room, hammocks, bikes, kayak, ping pong table, BBQ area and fire pit.

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Guest favourite

Apartment in Cayman Brac

5.0 out of 5 average rating, 16 reviews

Cayman Brac, Carib Sands 221- "Stumble Inn"

Take it easy at this unique and tranquil getaway. Carib Sands is a quiet and restful place While relaxing or reading you can enjoy the breeze. 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.

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