Holiday rentals in Little Cayman

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Top-rated holiday rentals in Little Cayman

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Guest favourite
A refreshing pool is framed by tropical palm trees and lounge chairs, providing an inviting area for relaxation. The water reflects the blue sky and fluffy clouds, offering a serene view towards the ocean in the background.
Bungalow in Blossom Village
4.91 out of 5 average rating, 11 reviews

Conch Club Cottage

This quaint 600 sq ft detached vacation Cottage has everthing you a need to experience the charm of Little Cayman. Includes all amenities of Conch Club (2 pools, dock, spa, snorkeling, shore diving, largest beach, 2 kayaks for both ocean and Booby Pond Nature Reserve, and 3 bikes). Within 5-10 min walking distance to all that Blossom Village has to offer, including restaurants, bars, shopping, grocery and hardware store, liquor shop, museums and the Booby Birding Center this Cottage has it all.

Top guest favourite
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.
Flat in Little Cayman
5 out of 5 average rating, 16 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!

Tall palm trees frame a serene beach scene, leading to clear turquoise waters. A wooden dock extends into the water, while lush green shrubs border the sandy shore. The bright blue sky enhances the tranquil atmosphere of the outdoor space.
Apartment in Blossom Village
4.84 out of 5 average rating, 68 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!

Top guest favourite
A spacious outdoor area features a clear blue pool surrounded by lounging chairs and tropical palm trees. The beachfront is seen in the background, with well-maintained landscaping adding to the inviting atmosphere of the area.
Townhouse in Blossom Village
4.98 out of 5 average rating, 54 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.

Guest favourite
Flat in Cayman Brac
4.91 out of 5 average rating, 45 reviews

2 Bed Cayman Brac-Airport Shops Restaurants Close

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. 13% Government Tax included in rate.

Guest favourite
Home in Cotton Tree Bay
5 out of 5 average rating, 13 reviews

Waterfront Swimming at Salty Dog Cottages!

Welcome to the Salty Dog Cottage, one of three residences on the Salty Dog property on the West End of Cayman Brac. Here, you will find a comfortable, amenity-filled space perfect for two people or a small family. Relax and enjoy the screened in porch, wake up to an ocean view, and enjoy comforts like a brand-new kitchen, Smart TV, fast internet, simple decor, and Ikea furnishings. Check in early and check out late- we want your vacation to be as stress free as possible!

Top guest favourite
Home in Stake Bay
5 out of 5 average rating, 75 reviews

Modern Oceanfront, 2Primary Suites, sleeps 6, pool

Just a 35-minute flight from Grand Cayman, this newer oceanfront home offers stunning sea views and relaxed barefoot luxury. Large windows and an open layout showcase the pool and Caribbean, connecting the kitchen, dining, and living areas. Two king suites face the ocean with tiled baths, plus a third queen room with tropical views. Travel tip: search flights to Grand Cayman first, then book the short Cayman Brac flight separately on Cayman Airways for better fares.

Top guest favourite
Cottage in KY
5 out of 5 average rating, 20 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 favourite
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
4.96 out of 5 average rating, 48 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 favourite
The image showcases a newly constructed house adjacent to a semi-private pool. Sunlight reflects off the clear water, while lush greenery frames the surroundings. A patio area features tile flooring and planters, enhancing the outdoor space for relaxation and enjoyment.
Home in Little Cayman
4.96 out of 5 average rating, 199 reviews

Just Chillin in Little Cayman

Just Chillin is a new 2 bedroom house that connects to a semi private pool, with queen size bed in both bedrooms, it is close to the airport, store and restaurants, the true Island life. Little Cayman is One mile wide and 10 miles long, we also provide bikes if you’re adventurous, our waters are blue and crystal clear for the divers and People that like to snorkel, it is Paradise, and tranquility for the people that just want to chill!

Superhost
Cottage in Little Cayman
4.67 out of 5 average rating, 3 reviews

Little Cayman Waterfront Getaway - 3 Bedroom

A spacious three bedroom townhouse getaway perfectly situated on the tranquil waterfront of Little Cayman. Just a 1.5 mile drive west from the airport. While there’s no beach access directly from the property, you’re only a short drive from some of Little Cayman’s most pristine shores and world-class dive sites. Tucked away in a quiet complex, ideal for those looking to slow down, recharge and connect with nature.

Top guest favourite
A serene beach scene reveals a calm turquoise sea under a partly cloudy sky. Soft sand and pebbles line the shore, while distant silhouettes of boats can be seen on the water. Lush greenery borders the edges of the image, enhancing the natural landscape.
Apartment in Stake Bay
4.98 out of 5 average rating, 51 reviews

Ocean Wave- 1 Bedroom 1 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, strong Wifi and Netflix. Get wet or sit back and relax at Ocean Wave!

Popular amenities for Little Cayman holiday rentals

Frequently Asked Questions

  • Where is Little Cayman located?

    Little Cayman is part of the Sister Islands in the Cayman Islands, nestled in the Caribbean Sea. It is known for its laid-back atmosphere and natural surroundings, including clear waters and unspoiled beaches.

  • When is the best time to visit Little Cayman?

    Many travelers prefer visiting in spring and early winter, when temperatures are pleasant and rainfall is lighter. Late summer and early fall often bring increased humidity and rain, so outdoor plans may be affected.

  • What are some things to do near Little Cayman?

    Travelers often explore diving sites around Bloody Bay Wall, visit the Central Caribbean Marine Institute, or enjoy birdwatching at Booby Pond Nature Reserve. Kayaking, snorkeling, and cycling are frequently suggested for those seeking outdoor activities.

  • How is the weather near Little Cayman?

    Little Cayman has warm temperatures year-round, typically ranging from 73–90°F (23–32°C). Rain is more frequent in late summer and early fall, while spring and winter months are drier.