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Holiday rentals in Little Cayman

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Top-rated holiday rentals in Little Cayman

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

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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!

Top guest favourite
A shaded hammock is suspended under a rustic structure, resting on sandy ground. The calm sea stretches out in the background, sparkling under bright sunlight. A wooden dock extends into the water, enhancing the relaxing beach atmosphere.
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, 43 reviews

Two Bed Apt Brac - Close Airport 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. 13% Government Tax included in rate.

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
Home in Cotton Tree Bay
5 out of 5 average rating, 12 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. 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
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, 47 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.

Superhost
Flat in Blossom Village
New place to stay

Little Cayman Time - #18 - 2 Bed, 2 Pools, Jacuzzi

Little Cayman Time awaits you in Little Cayman at this beautiful condo with two beachfront pools and a relaxing jacuzzi. Featuring two spacious bedrooms, each with a king bed and ensuites, guests enjoy plenty of room to relax. Little Cayman is the perfect island to escape all of your troubles and truly relax. Local bars and restaurants are within steps via beach or road. Experience all that Little Cayman has to offer with a stay at our relaxing island.

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!

Superhost
Cottage in Little Cayman

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!

Guest favourite
Home in Creek
4.98 out of 5 average rating, 46 reviews

On the Beach!

This cottage on the ocean sleeps 4 persons. Enjoy fast Wi-Fi, flat screen smart tv, laundry, beach towels, linens, fully equipped kitchen with gas stove, a full sized fridge, and outside grill. Relax in one of our hammocks, sunbathe on the deck, or just snorkel and fish just a few feet away. Or go rock climbing, caving, diving, bird watching, or hiking at one of the many spots around the island!

Popular amenities for Little Cayman holiday rentals