Sister Islands Holiday Rentals

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Holiday Rentals in Sister Islands

Luxury Beachfront House on Cayman Brac's Nicest Beach! Vacation your way!

10.0 out of 10, Exceptional, (5)
"Enjoyed our time at the Brac"
Luxury Beachfront House on Cayman Brac's Nicest Beach! Vacation your way!

Only steps to the beach

Only steps to the beach

Beach Front Paradise Home. Luxurious Funishings!

10.0 out of 10, Exceptional, (57)
"Loved your place. Pool and screened in porch were our favorite, The Brac is great if you just want to have a quiet peaceful chill vacation. Will definitely be back"
Beach Front Paradise Home. Luxurious Funishings!

Serenity On The Bay1 - One Bed Apt Close to Supermarkets, Shops and Restaurants!

9.4 out of 10, Exceptional, (14)
"Serenity on the Bay was as it is named, it was a peaceful and beautiful location, the host Margaret was professional and accomadating. I would recomend staying at Serenity for anyone who loves nature want to relax, see beautiful sunsets."
Serenity On The Bay1 - One Bed Apt Close to Supermarkets, Shops and Restaurants!

THE ULTIMATE LUXURY BOTANICAL FAMILY ESTATE VERY LARGE 3,480 SQFT ON THE BEACH!!

6.4 out of 10, (5)
"I got an email on the day of our arrival saying that the reservation was canceled to a break in. Had to scramble to find a place for 6 people. We were successful due to the help of some of the locals. During our conversation was told that the house as trashed During a party mor than a week before our arrival, further more they told me that even without the damage done during the party that the house is run down and seriously in need of repairs and should not even be available to rent. Over all...
THE ULTIMATE LUXURY BOTANICAL FAMILY ESTATE VERY LARGE 3,480 SQFT ON THE BEACH!!

Pool, 5 bdrm, sandy beach, sunsets, quiet, cabana w/hammocks, bikes, well kept

10.0 out of 10, Exceptional, (73)
"Property was very nice, we didn’t get to do everything because of hurricane but we still loved it. We were keep informed about what was going to happen and what to do. Would stay again"
Pool, 5 bdrm, sandy beach, sunsets, quiet, cabana w/hammocks, bikes, well kept

Stargaze from the Hot Tub, Waterfront Luxury Private Villa with Central AC

10.0 out of 10, Exceptional, (51)
"This villa is by far our favorite stay in the Brac. We felt a world away from our busy lives in the states, and from the easy bustle of the Brac. The home is beautiful and remote, and a lot of thought and intention went into making it a five star accommodation. When not exploring the peaceful island, we lazed around the pool or just gazed at the mesmerizing, ever changing sea a skyscape. This will be our annual home away from home!"
Stargaze from the Hot Tub, Waterfront Luxury Private Villa with Central AC

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

10.0 out of 10, Exceptional, (22)
"Perfectly situated with the Caribbean right at your doorstep. Meticulous attention to cleanliness both inside and out. Interior appointments are more than was expected And it is light and airy with an open design. Outside, the grounds are manicured and there is a freshwater shower, dunk tank for divers and a large deck embellishes the front side of the home with unsurpassed views particularly situated for sunsets. The owners are warm, friendly, and accommodating. One cannot ask for more."
Lovely 'Sea Dreams Villa' w/ Private Beach & Deck!

Snorkelers & Divers Paradise-Cayman Brac-2 Bedroom On Beach With Deck

10.0 out of 10, Exceptional, (55)
"Everything was great with this property! I would highly recommend it!"
Snorkelers & Divers Paradise-Cayman Brac-2 Bedroom On Beach With Deck

Charming 1-bedroom house by the sea in quaint Cayman Brac

2.0 star property
Charming 1-bedroom house by the sea in quaint Cayman Brac

Nature Escape Getaway w/ in-room dining service & amenities/3bdrm 1bth/sleeps 5

8.0 out of 10, Very good, (1)
"Greeted by house manager who took us through the basics. Villa was super clean and very cute. Gorgeous outside area"
Nature Escape Getaway w/ in-room dining service & amenities/3bdrm 1bth/sleeps 5

Little Cayman Escape - Stunning Privacy - Call Cayman Villas!

10.0 out of 10, Exceptional, (17)
"Great as always. Love the place"
Little Cayman Escape - Stunning Privacy - Call Cayman Villas!

Ocean view from every room ,quiet neighborhood family friendly.Bluff view

Ocean view from every room ,quiet neighborhood family friendly.Bluff view

The ROCK HOUSE with Private Beach on Little Cayman

10.0 out of 10, Exceptional, (2)
"great location store, is bike able distance , shallow water snorkeling in front of house lots of conch, screen porch is outstanding feature . older houses like this one are usually in best locations"
The ROCK HOUSE with Private Beach on Little Cayman

Featherstone - The Estate

Featherstone - The Estate

Beach House Footsteps From The Water...

10.0 out of 10, Exceptional, (40)
"We could not have been more pleased with the property and our stay. The house is beautiful and convenient to the island and beach. Sunsets are amazing!"
Beach House Footsteps From The Water...

Sunsets, amazing sonkeling, seaside veranda, kayaks, bikes, fresh seafood 4U

9.8 out of 10, Exceptional, (51)
"The property is very well maintained. Beds are comfortable, kitchen well stocked with plates, utensils, etc, large refrigerator. Location couldn’t be better. "
Sunsets, amazing sonkeling, seaside veranda, kayaks, bikes, fresh seafood 4U

Featherstone - Downstairs Beach Front Apartment

10.0 out of 10, Exceptional, (1)
"Amazing location on the beach, completely secluded. The place is clean, has bikes, hammocks, kayaks, everything you would ever need for a relaxed quite vacation. The owner is amazing, always replied so quickly if I had a question (only 1 - checkout time!)"
Featherstone - Downstairs Beach Front Apartment

Featherstone - The Cottage

10.0 out of 10, Exceptional, (2)
Featherstone - The Cottage

Blossom Village Cottage – Charming Cottage by Cayman Villas.

10.0 out of 10, Exceptional, (23)
"This a true island get-away. There are so few people on the island. You feel like you have it all to yourself. Next year we are coming back for 2 weeks! No Grand Cayman! Just relaxing on Little Cayman."
Blossom Village Cottage – Charming Cottage by Cayman Villas.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Sister Islands you may be interested in

Le Soleil d'Or CaymanBrac

3.5 star property
9.6 out of 10, Exceptional, (4)
"My wife and I had a great stay here and would recommend it to anyone visiting Cayman Brac. But, I would recommend not staying at the Beach House. We chose it because it is the only room that is beachside. But, It is 2 miles from the main building and sits on-top of a restaurant and bar so anytime someone closes the door, it reverberates throughout the room. Also, you can hear the bar through the walls so it did get loud on Saturday night. But the main building is quiet and beautiful and the...
The price is AU$577
includes taxes & fees
19 Dec - 20 Dec
Le Soleil d'Or CaymanBrac

Luxury Beachfront House on Cayman Brac's Nicest Beach! Vacation your way!

10.0 out of 10, Exceptional, (5)
"Enjoyed our time at the Brac"
Luxury Beachfront House on Cayman Brac's Nicest Beach! Vacation your way!

Only steps to the beach

Only steps to the beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.