
Vacation rentals in Little Cayman
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Top-rated vacation rentals in Little Cayman
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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!

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.

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.

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.

2-bdm private cottage w/ hammocks, porch & sunsets
This tranquil, beautiful oceanfront cottage offers all you need for a great vacation. Next to a large screened-in porch and huge backyard right at the beach, there's 2 bedrooms, 2 bathrooms, 2 walk-in closets, a big, fully equipped kitchen, living- and dining space with smart TV, A/C units and ceiling vents in every room, adjacent washing room, bikes, BBQ, kayaks, and much more to explore. Perfect location for a cozy, convenient and relaxing stay on beautiful south-west of Cayman Brac!

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!

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.

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.

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.

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!

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.

Two Bed Beach Apt-Close to Shops, Restaurants
Serenity On The Bay is located in peaceful and tranquil Cayman Brac. Cayman Brac is one of the three Cayman Islands. Imagine waking up to the most breathtaking view of the ocean, sound of the waves and tropical breeze. During the day enjoy the white sandy beach, excellent snorkeling and fishing right outside your door. In the evening enjoying a drink while watching a stunning sunset. Please view videos of our beach and Apt on You Tube.
Popular amenities for Little Cayman vacation rentals
Little Cayman villa rentals

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

4-Bed Luxury Villa in Little Cayman

The Club at Little Cayman - Two Bedrooms

TROPICAL RUNaWAY, Cayman Brac

The Farm House

3-bdm unique oceanfront Villa w/ pool & more!

Stellar Views Waterfront Luxury Private Villa
Little Cayman house rentals

Sea Fan Meadows: Oceanfront w/ Pool

White Sands Hideaway - Cayman Brac

Sea Breeze in The Creek

On the Beach!

New Listing - Breezy Bluff Cottage

Dan's Dive Seaside Retreat in Spot Bay with Pool

Southern Exposure, Secluded Paradise, Cayman Brac

Villa VanEl
Other great vacation rentals in Little Cayman

Featherstone - Upstairs Beach Front Apartment

Southern Reach. "A Little Piece of Paradise

Featherstone - The Estate

Ocean Wave- 2 Bedroom 2 Bathroom Condo

Sea Breeze Suite 1-bdr 1-bath on Beach with Pool!

One Bed Beach Apt- Close to Shops, Restaurants

Perfect for Staycations in Little Cayman

Featherstone - The Cottage
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