Little Cayman vacation rentals

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Top-rated vacation rentals in Little Cayman

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Superhost

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.

Guest favorite

The view from the porch reveals a sandy beach leading to a wooden dock extending into the turquoise water. Two palm trees frame the scene, while a kayak is positioned on the beach. White clouds drift across the bright blue sky.

Apartment in Little Cayman

5 out of 5 average rating, 5 reviews

"A Shore Ting" Newest property to market in LCM!

New! The only beachfront unit available within the quaint and charming complex of Neptune's Berth, this ground floor unit boasts a 40' porch on THE most desirable strip of beach on Little Cayman. Enjoy morning coffee while you watch the sunrise on the porch, and a sundowner on the dock as you watch the sunset. Within walking distance to all stores, hotels, dive boats, restaurants and airport, yet it feels totally secluded and serine. We can’t wait to share the magic of this property with you!

Superhost

A bright yellow building stands by the beach, featuring multiple balconies and large windows. Palm trees provide shade along the sandy shore. Kayaks are neatly arranged on the sand, and a thatched-roof structure is visible, adding to the tropical ambiance.

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!

Guest favorite

Lounge chairs are positioned on soft sandy beach, facing a well-lit guest suite in the background. Tropical foliage provides a natural barrier, with warm lights illuminating the building, creating a serene evening atmosphere near the shoreline.

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.

Guest favorite

A bright image captures the view from a balcony overlooking a sandy beach and clear turquoise water. A wooden dock extends into the sea, framed by swaying palm trees. Sunlight enhances the cheerful yellow of nearby buildings under a partly cloudy sky.

Townhouse in Blossom Village

4.98 out of 5 average rating, 43 reviews

Stunning Little Cayman 3 Bedroom Beach Townhouse

Conch Club is a short walk up or down the down the beach to two restaurants and bars and a short bike ride to Blossom Village. Conch Club has a lovely beach, two pools, hot tub, a dock and spectacular views to the reef, Owen Island and perfect sunsets. Our newly refurbished 3 bedroom, 3 bathroom end town house has new furniture throughout and will sleep 9 people and is fully equipped and even has pool table, two Kayaks a stand up / sitdown paddle board, four old bikes and a gas BBQ.

Superhost

A private pool is visible at dusk, reflecting the colors of the sunset. Surrounding the pool are deck tiles and white railings, while the ocean extends into the horizon. The sky displays clouds with warm hues, offering a serene atmosphere.

Home in Cayman Brac

4.73 out of 5 average rating, 55 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!

Top guest favorite

Cottage in KY

5 out of 5 average rating, 13 reviews

Humble and Polite Little Cayman

Relax with the whole family at this peaceful oasis. Situated on private acreage in Preston Bay, on the West End of Little Cayman, this 3-bedroom cottage has absolutely everything you need. Unobstructed views of the Caribbean Sea with a one-of-a-kind edge salt water pool and hot tub set on a raised deck with cool-to-touch stone tiles, it’s easy to enjoy being surrounded by nature and comfortable breezes. Great for couples, families, or a small group retreat.

Guest favorite

A hanging chair crafted from wicker is suspended from the ceiling on a shaded veranda. Lush palm trees and the ocean view create a serene backdrop. The light-colored wooden deck enhances the relaxed atmosphere of this inviting outdoor space.

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.

Superhost

An outdoor tiki bar features wooden stools lined up against a polished countertop. The canopy above provides shade, while a view of the clear blue ocean and shoreline is visible in the background. Sunlight filters through the structure, creating a relaxed atmosphere.

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

Two bicycles are positioned among the shaded ground under trees, surrounded by lush greenery. Sunlight filters through the branches, creating a dappled pattern on the sandy surface. A wooden structure is visible in the background, adding to the outdoor recreation area.

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 serene beachfront scene features gently swaying palm trees framing a sandy shoreline that leads to clear blue waters. A wooden dock extends into the sea, inviting exploration of the colorful marine life, while a gradient of azure and turquoise hues adds to the calming atmosphere.

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.