Cayman Brac vacation rentals

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Top-rated vacation rentals in Cayman Brac

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Top guest favorite

A sandy beach area is framed by gently swaying palm trees. A hammock is suspended between two trees, providing a shaded spot for relaxation. The Caribbean Sea is visible in the background, with soft waves lapping at the shore.

Villa in Stake Bay

5 out of 5 average rating, 9 reviews

Lovely 'Sea Dreams Villa' w/ Private Beach & Deck!

Let your Caribbean daydreams become a reality when you book this charming 2-bedroom, 2-bath Cayman Brac vacation rental. Nestled next to the crystal clear waters of the Caribbean Sea, this beachside bungalow ensures that relaxation comes easily and a sun-kissed glow is a given. Spend your days sipping iced tea on the ocean-facing deck, reading a book in the hammock, or preparing a picnic lunch in the breezy kitchen. Later on, explore the island's natural wonders like Long Beach and Peter's Cave.

Superhost

Apartment in West End

4.67 out of 5 average rating, 3 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 outdoor pool area is highlighted, featuring a shimmering blue pool and two shaded cabanas. Palm trees sway gently in the breeze, while a nearby hammock offers a relaxing spot. The expansive view of the ocean stretches into the distance under a bright blue sky.

Condo in Sister Islands

4.77 out of 5 average rating, 39 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.

An aerial view captures the lush landscape of sandy beach alongside palm trees. Two houses are positioned among greenery, with a private swimming pool visible near the shoreline, providing a peaceful setting for relaxation and recreation.

Villa in West End

5 out of 5 average rating, 3 reviews

TROPICAL RUNaWAY, Cayman Brac

PRICES INCLUDE TAXES (13%), CLEANING. 2.5 acres with 500' of sandy beach and sheltered, private, in ground, swimming pool, shared between two houses that rent separately. There is a 4 bedroom house and a 1 bedroom house. The big house is ideal for 3 couples to share, or 3 couples with young children. It also suits 2 couples. Larger groups consider reserving the entire property, both houses. The 1 bedroom house is $255 /night fees and taxes included! Excellent privacy between the houses.

Superhost

A light blue two-story house is surrounded by lush greenery and features a flowering bougainvillea tree. A wooden staircase leads to the upper level, enhancing the home's coastal charm. Adjacent to the house, sandy beach and tropical foliage create a serene outdoor atmosphere.

Home in West End

4.8 out of 5 average rating, 10 reviews

The Ocean Odyssey Main Guest House - Sonscape

On the beautiful island of Cayman Brac, enjoy Sonscape's oceanfront home with amazing sunsets from the deck while being serenated by the surf and fanned by tropical breezes! Stroll our lovely beach and relax in a hammock under the palm trees. Locals claim this is the best natural sandy beach on the Brac to watch the sunsets. There is excellent snorkeling and diving right off our beach with small shallow reefs that have an assortment of colorful fish, sea fans, brain coral and soft corals.

Guest favorite

A beach house is positioned directly on the shore, featuring light-colored exterior walls and multiple windows. Nearby palm trees sway gently in the coastal breeze, with rugged bluffs visible in the background under a clear blue sky.

Home in Cayman Brac

4.84 out of 5 average rating, 79 reviews

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

Superhost

Lounge chairs sit poolside, offering a view of the ocean waves. The bright sky contrasts with the tranquil water, while the surrounding deck features a patterned edge. The scene is designed for relaxation and enjoyment of the coastal ambiance.

Home in Cayman Brac

4.74 out of 5 average rating, 54 reviews

Villa Villekulla - Relax Poolside

Welcome to Villa Villekulla, a place where time slows down and complete relaxation is possible. It’s located on the quaint sister island, Cayman Brac. You can Relax poolside in a private pool with spectacular views of the waves hitting the shore. We now have Exclusive Car Rental and Boat Charter rates. Just ask us! We do more for you to enjoy! Ask us also about Massage and beauty treatments. This too is now exclusively provided to guests at a discounted rate!

Guest favorite

A shaded veranda features a wooden dining table set for two, complemented by a chair and a hammock nearby. Lush greenery frames the view, while the ocean lies in the distance under a gently cloudy sky. Natural light floods the inviting outdoor space.

Home in Blossom Village

4.95 out of 5 average rating, 39 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.

Guest favorite

Place to stay in Cayman Brac

5 out of 5 average rating, 10 reviews

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.

Top guest favorite

Home in Stake Bay

5 out of 5 average rating, 58 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

Two reclining chairs are positioned beneath a large, spreading tree, providing shade. The sandy ground is scattered with fallen leaves, and the scene conveys a calm outdoor space for relaxation.

Condo in Stake Bay

4.9 out of 5 average rating, 20 reviews

Ocean Wave- 2 Bedroom 2 Bathroom Condo

Ocean Wave is a divers paradise with all the amenities. Just opposite the your condo is a 30 foot dock that allows for easy entry and exit to the best diving in Cayman Brac! Situated in the town center, it's a 5 minute walk to the museum and a 2 minute drive to the supermarket. Also, enjoy all the modern conveniences you would expect, including strong Wifi and Netflix. Get wet or sit back and relax at Ocean Wave!