Family-friendly holiday rentals in Cayman Brac

White Sands Hideaway - Cayman Brac

Footsteps from the water with its own private beach, this 1200 SF 2 bedroom, 2 bathroom house offers a light, bright and open floor plan. There is a wraparound porch/patio for the beautiful sunsets and a view of Little Cayman. The house hosts cathedral ceilings, ceiling fans, air conditioning, free Wifi, a 55" HDTV, a Wii console, blue ray player, free US/Canada phone calls and a phone for local calls. There is a BBQ grill located on the patio. The house is located on Foster Rd in Stake Bay.

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.

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.

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.

Southern Exposure, Secluded Paradise, Cayman Brac

On the Beach! Divers paradise! Beautiful slice of heaven on the exclusive south side of Cayman Brac. Stunning views from the windows - 100 ft of beachfront to call your own. The sea on one side, and the stunning and majestic bluff across the road. Pristine with luxury features to ensure you are comfortable. Local rates available! We have a 5 night minimum but please request for shorter stays. We look forward to hosting you at our island beach home! Jen & Rick IG: southernexposurecb

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.

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.

Featherstone - The Estate

Rent the entire Featherstone Estate for a secluded get away with family or friends. Comprising of 3 separate units on a beautiful private beach this is the perfect place to get away from it all. Featherstone can easily accommodate 3 families, each with their own private space, or groups of up to 15 people. All units are well appointed and there is a communal pool, laundry room, games room, hammocks, bikes, kayak, ping pong table, BBQ area and fire pit.

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.