Vacation rentals in Sister Islands

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Top-rated vacation rentals in Sister Islands

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Guest favorite
A house is seen from a distance, situated along the shoreline with lush greenery surrounding its exterior. The bright blue water contrasts with the light-colored building, featuring large windows that reflect the sun. The peaceful atmosphere is accentuated by the nearby beach area.
Home in Cayman Brac
4.9 out of 5 average rating, 21 reviews

White Sands Hideaway - Cayman Brac

Footsteps from the water with its own private beach, this 1200 SF 2 bedroom, 2 bathroom house offers a light, bright and open floor plan. There is a wraparound porch/patio for the beautiful sunsets and a view of Little Cayman. The house hosts cathedral ceilings, ceiling fans, air conditioning, free Wifi, a 55" HDTV, a Wii console, blue ray player, free US/Canada phone calls and a phone for local calls. There is a BBQ grill located on the patio. The house is located on Foster Rd in Stake Bay.

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.
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!

Top guest favorite
An outdoor seating area features modern furnishings with turquoise and white accents. A glass table is topped with a small vase of yellow flowers. In the background, a private pool reflects the sky, framed by palm trees and ocean views.
Home in Sister Islands
5 out of 5 average rating, 31 reviews

Bliss Beach House - Secluded, Oceanfront, Pool

Recently constructed, this one-bedroom waterfront home sits on approximately an acre of land with 100 feet of oceanfront. Our secluded south-side east beach property features a private pool and comfortable, shaded seating area. The house offers utmost privacy, as there are no close neighbours and with only one residence on the property, you will not share it with anyone else, nor will you share the pool. We are situated on Cayman Brac, a 30-minute flight from Grand Cayman via Cayman Airways.

Superhost
A panoramic view from the patio features two stylish chairs overlooking the ocean waves. The sunlight reflects off the water, creating a serene atmosphere. The horizon is complemented by a sky filled with soft clouds, enhancing the coastal experience.
Apartment in Cayman Brac
4.7 out of 5 average rating, 10 reviews

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.

Guest favorite
A wooden dock extends into clear turquoise water, leading toward a beach lined with palm trees and a row of beachfront properties. Fluffy clouds above are set against a bright blue sky, creating a serene coastal atmosphere.
Townhouse in Blossom Village
4.98 out of 5 average rating, 51 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 glass sliding door opens to a view of the ocean and coastline. The inviting blue sea is visible beyond a sandy beach, framed by palm trees swaying in the breeze. A sunlit outdoor space features lounge chairs in the foreground.
Cottage in West End
5 out of 5 average rating, 3 reviews

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!

Guest favorite
A light blue building is seen, featuring a white door and two white chairs placed on a small patio area. Bougainvillea with vibrant pink flowers is visible near the entrance, enhancing the natural surroundings. Stone pathways and a sandy area are part of the landscape.
Apartment in West End
4.94 out of 5 average rating, 18 reviews

Sandy Beach Retreat on the Ocean at Sonscape

On the beautiful island of Cayman Brac, enjoy Sonscape's private beachfront suite with swaying palms, tropical breezes and a 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 shaded veranda features a wooden dining table set with breakfast items and drinks, alongside a hammock. The view captures the horizon during sunrise, surrounded by vibrant greenery and coastal scenery.
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
The outdoor area features a large swimming pool with a built-in jacuzzi, surrounded by lounge chairs and tropical vegetation. A shaded cabana is visible, providing an area for relaxation with ocean views beyond. The clear blue water and bright sky create a serene atmosphere.
Home in Stake Bay
5 out of 5 average rating, 66 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
A well-maintained pool area features a shimmering blue pool surrounded by lounge chairs with blue cushions. Large umbrellas provide shade, and tropical palm trees create a serene backdrop. The villa is visible above, showcasing a spacious deck with outdoor seating.
Home in Little Cayman
4.67 out of 5 average rating, 3 reviews

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.

Superhost
A cozy beachfront cottage is surrounded by palm trees and tropical greenery. Loungers are positioned on the sandy beach, inviting relaxation. The clear water reflects the blue sky, enhancing the tranquil atmosphere of this serene coastal setting.
Apartment in Cayman Brac
4.9 out of 5 average rating, 41 reviews

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.

Top guest favorite
An aerial view captures the scenic coastline, showcasing a sandy beach gently meeting clear blue waters. Lush greenery surrounds a light-colored building, while a winding road and parked vehicles are visible in the distance.
Condo in Stake Bay
4.98 out of 5 average rating, 43 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 Sister Islands vacation rentals