Cayman Brac vacation rentals

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Top-rated vacation rentals in Cayman Brac

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

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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!

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What guests are saying

Brac Magic - magical oceanfront home with pool

5 out of 5 average rating, 27 reviews8 months ago

A lovely private place with a fabulous outlook over the beach and out to sea. Having a pool was great as it’s not much of a swimming beach. Plenty of room for 6 of us with everything we needed in the house. Would recommend as long as you have a car.

Bungalow in Cayman Brac

What guests are saying

BracGem

4.25 out of 5 average rating, 4 reviews2 months ago

The house had everything we needed and the complex it is part of has a great patio and pool overlooking the beach. Renée was helpful with all our questions about the island. Because there's a unit upstairs and they are close together we did hear the neighbors but it's a quiet area. The windows don't open but the air conditioner keeps it very comfortable.

Apartment in Cayman Brac

What guests are saying

1-bdm tropical beach paradise w/pool & more

4.94 out of 5 average rating, 17 reviews5 months ago

Henry is a great host. He has someone meet you at the airport and arranges a rental car for you so it is easy the moment you step off the plane. His place is right on the ocean and it is beautiful and tranquil there. Henry took good care of us when a hurricane unexpectedly showed up and we felt perfectly safe. When our flight got canceled because of the storm, Henry stepped right in and accommodated us even though our time was up. He responded very quickly each time we texted and made us feel right at home.

Apartment in West End

What guests are saying

Vista Del Mar Beach House #2

4.9 out of 5 average rating, 21 reviews6 months ago

We had a great stay at this beautiful location. We will definitely be coming back and hope to stay here again. Shina was a great host, very easy to get in touch with and always helpful. The house was easy to find, had great parking and was as described. The beach was beautiful with shallow water extending 100+ yards from shore, great for snorkeling. The sunrise was visible from the back deck and stunning sunsets were visible at West End, just 5 minutes from the house. The Alexander hotel was a two minute walk and they had very good food, the Caral Isle restarunt/bar is right next door. The food is local and good and the bar stays open late and seems to be a hot spot for the locals. We also really enjoyed the food at Barracudas, they had a fresh daily catch and the Barracuda burger was outstanding. Can't wait to come back to the Brac!

Guesthouse in Cayman Brac

What guests are saying

2-bdm tropical beach paradise w/ pool, cabana&more

4.86 out of 5 average rating, 14 reviews3 weeks ago

Henry’s place was the perfect place for some deep relaxation! Right on the water, with beautiful grounds and hammocks that were perfect for drifting in and out of sleep, reading, and generally soothing the days away. The location too, was perfect. Just a few minutes from “downtown” and under ten minutes to the Brac Scuba Shack. The sea was a bit choppy right in front of the house, but on calm days, you could absolutely shore dive just out the front. While we were there, the other two units were unoccupied, which meant that we had the hammocks and pool to ourselves. The interior was perfectly appointed with a great kitchen and comfy couches. Communication was impeccable. We would absolutely return!

Home in West End

What guests are saying

5 Bdrm, POOL, on the water, cabana, sandy beach

5 out of 5 average rating, 10 reviews3 months ago

Firstly, Henry’s communication after booking was superb. He gave all kinds of recommendations and suggestions that turned out to be spot on. He really knows the island! He and Leo met us at the airport and helped us get our luggage (for 10 people) to the house. He gave us a thorough tour of the houses and grounds. The space was just what we needed for our family Christmas. The only disappointment was the pool. The water was so cold we were basically unable to use it. We sat out by the pool but we weren’t able to swim. We did partake in many of his recommendations. Kelly provided poolside massages for all (The Spa, Cayman Brac) and was amazing!! Sasha came and cooked a fabulous lobster and jerk chicken meal for all of us, and Curtis took the guys on a fishing charter. We ate most of our meals at the Tipsy Turtle and had amazing food!!! We had an incredible vacation on CB at Secluded Sunsets.

Villa in West End

What guests are saying

Cayman Brac, Carib Sands 221- "Stumble Inn"

5 out of 5 average rating, 9 reviews2 months ago

Really enjoyed our stay at the “Stumble Inn” . Karen was quick to respond to our inquiries and provided us with helpful suggestions - access was simple and straightforward, and the unit perfect for our visit. Great location with a nice pool and small beach - and great bird watching close by. Would definitely recommend contacting Karen if you plan on visiting Cayman Brac .

Condo in Cayman Brac

What guests are saying

The Sandy Beach Retreat Guest Suite - Sonscape

4.94 out of 5 average rating, 17 reviews1 week ago

If your looking for a place to escape and just relax Sonscape is the place. The private beach is just a step out the back door with lots of lounging available and 2 hammocks. The blue hammock, which is located under one of the trees was my favorite. Sonscape's guest suite was the perfect size for my spouse and I. This quaint place had everything we needed for a week long get away. The bathroom, bedroom and living room are spacious. The kitchen may not be ideal for gourmet cooking but has enough space for one person to do the cooking. The bed is a good size but was a little uncomfortable. The beach is amazing. Sonscape is located close to all the amenities you will need and more. Just a little ways down is Buccaneer's Reef, which was a really nice location to snorkel from. A little ways down from there is Kabana Kai Café which had good coffee and Barracudas Bar and Grill had good pizza and burgers. Definitely check out Coral Isle Restaurant while your on the island too.

Guesthouse in West End

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