Waterfront vacation rentals in Cayman Brac

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Cayman Brac

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Superhost

A serene pool area is surrounded by swaying palm trees and shaded by large fabric canopies. The inviting pool is framed by wooden lounge chairs, offering a perfect spot for relaxation while enjoying views of the nearby water.

Apartment in West End

4.75 out of 5 average rating, 4 reviews

2-bd tropical beach apartm. w/ deck, pool, cabana

Truly amazing tropical beach paradise on the water with pool and the most stunning sunsets! Property has private entrances, fully equipped kitchen with open dining area, living room, 1 bedroom w/ 2 bed, 1 bathroom, closets, separate washing room. Beach cabana, hammocks, bikes, grill, kayaks, fire pit, private deck. Great snorkeling right out front. Sandy beach. Leeward side of the island so many days with calm waters. AC's, TV, linens, beach + bath towels, games, books & more. 1 of only 3 units.

A serene bedroom features a spacious bed dressed in white linens, complemented by fluffy pillows and a teal throw. Two woven pendant lights cast a soft glow, while large windows provide a view of the ocean outside and fill the room with natural light.

Condo in Sister Islands

4.73 out of 5 average rating, 41 reviews

Brac Sea'renity - Coastal chic oceanfront condo

Indulge in the comfort and tranquility of this newly remodeled oceanfront condo located on Cayman Brac’s South Side East. 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 sunrise over the sparkling Caribbean Sea, play by the pool, relax in the hammocks & fall asleep to the soothing sound of the ocean waves.

Superhost

The image showcases the Conch Club property with pastel yellow buildings lining a serene beach. A freshwater pool is visible in the foreground, surrounded by tropical greenery. Palm trees sway gently, and kayaks rest on the sandy shore, inviting outdoor activities.

Condo in Blossom Village

4.82 out of 5 average rating, 61 reviews

Conch Club 16, Little Cayman, Cayman Islands

Walk directly from your condo to the palm shaded beach or one of the pools on this very tranquil little island. Enjoy the best diving in the Cayman Islands, great fishing, long walks on the beach, explore the Island on a bike or simply feel the breeze while relaxing on your patio. Take a chance fishing from the wooden dock or a very short paddle in the kayak to Owen's Island - a real desert island. Conch Club is a lovely place to unwind, experience the underwater world and a life on the beach!

Top guest favorite

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 in Sister Islands

5 out of 5 average rating, 29 reviews

Bliss Beach House - Secluded, Oceanfront, Pool

Newly constructed, custom designed 1 bedroom waterfront home on just under an acre of land with 100 ft. of oceanfront. All the conveniences of home, located on a secluded south side east beach property with private pool. This beach house is very private, with no close neighbours. There is only one residence on our property, so you will not be sharing either the property or the pool with anyone else. We are located on Cayman Brac, a short 30 minute flight from Grand Cayman on Cayman Airways.

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.

Apartment in Cayman Brac

4.86 out of 5 average rating, 7 reviews

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.

Guest favorite

A charming beachfront property is framed by lush greenery and sandy pathways. The structure features large windows that allow natural light to fill the interior, with a wraparound porch providing easy access to the beach. The clear sky highlights the tranquil setting.

Guesthouse in West End

4.94 out of 5 average rating, 17 reviews

The Sandy Beach Retreat Guest Suite - Sonscape

On the beautiful island of Cayman Brac, enjoy Sonscape's beachfront guest suite with swaying palms, tropical breezes and a private sandy beach. Relax in a hammock, enjoy magnificent sunsets and incredible stars. Guests say this is the nicest natural sand beach on the island and locals claim it is the best spot on Cayman Brac to watch the sunsets. The guest suite opens right onto the beach and is located 100 feet from the water, offering excellent snorkeling and diving right off the beach.

A sandy beach area is visible, leading up to a modern white cottage with large glass windows. Tropical palm trees sway gently in the breeze, while a decorative sculpture stands on the left. Outdoor lounge chairs are positioned on the patio, inviting relaxation.

Home in Cayman Brac

5 out of 5 average rating, 4 reviews

New Listing - Breezy Bluff Cottage

Breezy Bluff Cottage is a piece of paradise nestled between the Caribbean Sea and the majestic Cayman Brac bluff. This traditional but modern Cayman cottage is situated on a private beach surrounded by seagrape and casuarina trees. Located on the breezy and peaceful south side of the Island. Enjoy the outdoor barbeque area, drink under a seagrape tree, bike ride, glass bottom kayak or dive into a book in one of the rocking chairs in what are the stunning surrounds of Breezy Bluff Cottage.

Guest favorite

The beach house is set amidst tropical greenery, with a wraparound veranda offering views of the ocean. Its elevated structure provides a sense of privacy while showcasing the nearby beach and water, framed by gently swaying trees under a clear blue sky.

Home in Blossom Village

4.95 out of 5 average rating, 40 reviews

Gorgeous Beach House in Little Cayman

Situated on 160ft of private beach, this rustic beach house is the perfect place to relax and unwind in beautiful Little Cayman. Watch the sunrise from the wraparound veranda and enjoy a lazy afternoon in the hammock. This spacious beach house has everything you need for the perfect vacation, including a comfy King bed, air conditioning, Wi-Fi, Sonos speaker, BBQ grill, paddleboards, and bikes. The perfect place to enjoy the simple magic of island life.

Top guest favorite

Home in Stake Bay

5 out of 5 average rating, 61 reviews

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.

Guest favorite

A cozy bedroom is equipped with a spacious bed dressed in a patterned gray coverlet. Two windows allow natural light to fill the space, complemented by light gray walls. A bedside lamp and a small nightstand are positioned beside the bed, enhancing the room's functionality.

Condo in Cayman Brac

5 out of 5 average rating, 9 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 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.

Guest favorite

Two welcoming dark blue Adirondack chairs are positioned on a balcony, facing a stunning view of the sea. A small wooden table sits between the chairs, surrounded by vibrant greenery. The scene is framed by a clear sky, enhancing the tranquil coastal atmosphere.

Apartment in Cayman Brac

4.91 out of 5 average rating, 23 reviews

Featherstone - Downstairs Beach Front Apartment

This apartment on the ground floor of the main building at Featherstone and has incredible panoramic views of the sea and direct access to the beautiful beach - one of Cayman Brac's nicest. The apartment is well appointed and shares the private beach & pool with the other 2 units. Other communal items include laundry room, games room, hammocks, bikes, kayak, ping pong table, BBQ area and fire pit. Featherstone is the perfect place to unwind.

Superhost

A two-story villa is set on a sandy plot, surrounded by lush palm trees. The light blue exterior features a welcoming entrance with a white staircase. Large windows allow ample natural light, and nautical elements add to the coastal charm of the property.

Home in Little Cayman

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.