Holiday Rentals in Sister Islands

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Holiday Rentals in Sister Islands

Our top choices for Sister Islands holiday rentals

Beach Front Paradise Home. Luxurious Funishings!

10.0 out of 10, Exceptional, (64)
"We thoroughly enjoyed our 2 week stay at Paradise Found. The home was well equipped, clean and very comfortable. The screened in porch was a plus. We have vacationed on Cayman Brac many times and Paradise Found is now one of our favorites."
Beach Front Paradise Home. Luxurious Funishings!

Southern Exposure, Secluded New Beach House on Cayman Brac! Divers delight!

9.2 out of 10, Wonderful, (7)
"The ocean view and the sun rise was amazing "
Southern Exposure, Secluded New Beach House on Cayman Brac! Divers delight!

Luxury Oceanfront Villa, 2 Primary Suites + 3rd bdrm, Pool

10.0 out of 10, Exceptional, (60)
"No doubt about it, this is an amazing home in a lovely location. The layout of the house is well thought out. Kitchen has everything you need for preparing meals. The real highlight is the ocean and the pool. Snorkeling from the house was good. Short drives around the island to access a various heritage points and other snorkel sites. "
Luxury Oceanfront Villa, 2 Primary Suites + 3rd bdrm, Pool

Featherstone - The Estate

Featherstone - The Estate

Little Cayman Escape - Stunning Views and Privacy - Call Cayman Villas!

10.0 out of 10, Exceptional, (21)
"Love this place! We will be back !"
Little Cayman Escape - Stunning Views and Privacy - Call Cayman Villas!

Beachfront Villa with amazing views- Private pool/Wifi.

Beachfront Villa with amazing views- Private pool/Wifi.

PLEASE COME AND RELAX ON OUR PRIVATE BEACH!

9.0 out of 10, Wonderful, (15)
"Perfect locatioon for peace and quiet, however it's quite the distance from grocery stores and other points of interest. Definitely booking again next year."
PLEASE COME AND RELAX ON OUR PRIVATE BEACH!

Only steps to the beach

10.0 out of 10, Exceptional, (1)
"The unit had everything we needed for the two of us. Quiet location with beach access. "
Only steps to the beach

Incredible Views, Waterfront Luxury Private Villa with Central AC

10.0 out of 10, Exceptional, (57)
"Had a lovely time."
Incredible Views, Waterfront Luxury Private Villa with Central AC

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

10.0 out of 10, Exceptional, (7)
"Property was great."
Luxury Beachfront House on Cayman Brac's Nicest Beach! Vacation your way!

Blossom Village Cottage – Charming Beachfront Cottage by Cayman Villas.

10.0 out of 10, Exceptional, (27)
"Quiet property , clean, good management and perfect getaway for a family or couple. "
Blossom Village Cottage – Charming Beachfront Cottage by Cayman Villas.

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

10.0 out of 10, Exceptional, (26)
"Beautiful location near everything. Host was the best."
Lovely 'Sea Dreams Villa' w/ Private Beach & Deck!

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

Private 2-b beachfront cottage w/ hammocks, screened-in veranda, sunsets & more!

9.8 out of 10, Exceptional, (55)
"Great time. "
Private 2-b beachfront cottage w/ hammocks, screened-in veranda, sunsets & more!

Stunning and unique 3-bdr oceanfront villa, pool with pergola, hammocks, kayaks!

9.8 out of 10, Exceptional, (33)
"Five of us enjoyed a beautiful, relaxing stay at Henry's gorgeous home on the South West corner of the island. A spacious house with lots of room for 5 adults, a kitchen with everything that you need to enjoy an easy start to the day or a scrumptious meal at night. The highlights of the property include the pool, many loungers facing the ocean, shaded gazebo and screened in porch. We spent most of our time outdoors, in the porch or enjoying the breeze and sunshine under the sun shades. The...
Stunning and unique 3-bdr oceanfront villa, pool with pergola, hammocks, kayaks!

Awesome Sea Views! Secluded Beach

10.0 out of 10, Exceptional, (13)
"Tarpon House has as an amazing location and is very well finished. It was extremely relaxing staying there - quiet and calm, with the Milky Way filling the sky every night."
Awesome Sea Views! Secluded Beach

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

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

10.0 out of 10, Exceptional, (58)
"Lovely place very friendly people completely enjoy my stay"
Snorkelers & Divers Paradise-Cayman Brac-2 Bedroom On Beach With Deck

Little Cayman 3 Bedroom Oceanfront Private Villa

10.0 out of 10, Exceptional, (18)
"Best place to stay in Little Cayman, my second time here and enjoyed it so much!"
Little Cayman 3 Bedroom Oceanfront Private Villa

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

6.0 out of 10, (1)
"Stay was 1 week and the pool could not be used due to bees and was not cleaned regularly. One bath was out of service because of leak. The place is very nice tho hopefully all issues are fix would stay again."
Ocean view from every room ,quiet neighborhood family friendly.Bluff view
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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Top Sister Islands Hotel Reviews

Find out more about Sister Islands

Find out more about Sister Islands

Everything you need to know about Sister Islands holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sister Islands holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Sister Islands holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Sister Islands holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sister Islands. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sister Islands holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sister Islands holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Sister Islands rentals

At Expedia, we put the best Sister Islands holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Sister Islands rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Sister Islands holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sister Islands. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.