Little Cayman vacation rentals

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Top-rated vacation rentals in Little Cayman

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

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Superhost

Condo in Sister Islands

4.78 out of 5 average rating, 36 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.

Guest favorite

Home in Cayman Brac

4.83 out of 5 average rating, 77 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

Guest favorite

Apartment in Cayman Brac

5 out of 5 average rating, 12 reviews

Apartment 3 @ The Bubble House

This unique place has a style all its own. The Bubble House is the only of its kind in the Caribbean! Recently renovated, we are best place to stay for a night, week or however long your heart desires! This space will be all yours with a private entrance and no shared spaces. Our full kitchen allows you to enjoy your own favorites with all The amenities including washer/dryer in the room. You’ll also find our smart tv keeps you up to date with Netflix or other amazing apps. Come stay!

Superhost

Home in West End

4.71 out of 5 average rating, 7 reviews

The Ocean Odyssey Main Guest House - Sonscape

Enjoy Sonscape's oceanfront home with amazing sunsets from the deck while being serenated by the surf and fanned by tropical breezes! Stroll the private beach under the stars by moonlight and relax in hammocks under the palm trees. Locals claim this is the best natural sandy beach on the Brac to watch the sunsets. Excellent snorkeling and diving right off the beach with small shallow reefs that have an assortment of colorful fish, sea fans, brain coral and soft corals.

Superhost

Home in West End

4.67 out of 5 average rating, 3 reviews

Sandy beach a/c cabana, wi-fi, a/c, sunsets, deck

Truly Amazing Tropical Beach Paradise on the Water w/Pool. Prop has private entrances, full kitchen (with everything), dining, living, full bathroom, beach cabana, hammocks, bikes available, grill, kayaks, fire pit. WiFi. Great snorkeling right out front. Great sunsets! One of the few rental places on the island with a sandy beach. Leeward side of the island so many days with calm waters. Washer and Dryer, TV, Linens, beach and bath towels & more. 1 of only 3 units.

Superhost

Home in Cayman Brac

4.74 out of 5 average rating, 50 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

Home in Blossom Village

4.94 out of 5 average rating, 32 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 Tibbett's Turn

5 out of 5 average rating, 9 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.

Guest favorite

Home in Stake Bay

5 out of 5 average rating, 51 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.

Superhost

Home in Blossom Village

4.25 out of 5 average rating, 8 reviews

THE ROCK HOUSE with private beach on Little Cayman

This is absolutely a get-away-from-it-all vacation! On a remote island (Little Cayman), just like Gilligan's island, you will not be disturbed by anyone. A pristine "dive" destination, plenty of fishing and lobster hunts or simply relax in the hammock at the outdoor tiki bar It will feel like you are staying on your own private island - there are a few restaurants, dive resorts and fishing tours available. You will not regret this vacation!

Guest favorite

Condo in Stake Bay

4.88 out of 5 average rating, 17 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!