Sister Islands Vacation Rentals

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Vacation Rentals in Sister Islands

Beach Front Paradise Home. Luxurious Funishings!
Pool
Beach Front Paradise Home. Luxurious Funishings!
10.0 out of 10, Exceptional, (52)
"Lovely home with gorgeous sunsets. Oceanside pool was awesome to cool off in afternoon after a day of exploring. Restaurants near by on this small island. Our two favs were Captains Table and Star Island. Came to island to scuba and chill. After the sun set the porch was great to star gaze and enjoy a glass of wine. Entry into the water was a bit rocky, we didn’t use the kayaks. On site washer and dryer was a welcome amenity. Communication with property manger using WhatsApp was excellent."
Beach Front Paradise Home. Luxurious Funishings!
Serenity On The Bay1 - One Bed Apt Close to Supermarkets, Shops and Restaurants!
Property grounds
Serenity On The Bay1 - One Bed Apt Close to Supermarkets, Shops and Restaurants!
9.4 out of 10, Exceptional, (12)
"Nice old Caribbean feel…..very little traffic compared to Grand Cayman. Beaches are rocky and not easy to enter the water, water shoes definitely needed. Strong NW winds and waves prevented us from snorkelling and swimming. We were able to snorkel one morning in front of the property and the fish life is like swimming in an aquarium. A few plastic dishes would be nice to eat outside or on the beach. All in all, we had a great time touring the whole island…… we will visit the Brac again. Scuba...
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!!
Property grounds
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!!
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Pool, 5 bdrm, sandy beach, sunsets, quiet, cabana w/hammocks, bikes, well kept
On the beach
Pool, 5 bdrm, sandy beach, sunsets, quiet, cabana w/hammocks, bikes, well kept
10.0 out of 10, Exceptional, (72)
"We rented all 3 units & worked well for the whole family"
Pool, 5 bdrm, sandy beach, sunsets, quiet, cabana w/hammocks, bikes, well kept
Oceanfront Villa - Charming, Romantic, Seaside Cottage with Stunning views
Beach nearby
Oceanfront Villa - Charming, Romantic, Seaside Cottage with Stunning views
9.0 out of 10, Wonderful, (2)
"We enjoyed our stay at Ocean Retreat. The location right by the sea was peaceful and relaxing. The house also had everything we needed and was comfortable. Liesel, the property manager, was helpful and available to answer any questions. Would stay again!"
Oceanfront Villa - Charming, Romantic, Seaside Cottage with Stunning views
Waterfront Luxury Private Villa, Gorgeous Views & Central AC; 3 Master suites
On the beach, sun loungers, beach towels
Waterfront Luxury Private Villa, Gorgeous Views & Central AC; 3 Master suites
10.0 out of 10, Exceptional, (49)
"Beautiful home on the ocean with all the privacy and quiet one could ask for. The property was neat and clean, Orane met us at the airport and helped us obtain groceries, etc, for our stay. We have already booked a stay for next year."
Waterfront Luxury Private Villa, Gorgeous Views & Central AC; 3 Master suites
Lovely 'Sea Dreams Villa' w/ Private Beach & Deck!
Beach
Lovely 'Sea Dreams Villa' w/ Private Beach & Deck!
10.0 out of 10, Exceptional, (22)
"The view is gorgeous and the reef is wonderful. Lynne and George are great landlords and we enjoyed their company immensely. They quickly responded to every concern, especially after the nor western storm that wrecked the northern part of the island. They promptly cleaned up the storm debris and restored the beach. We highly recommend Sea Dreams for a quiet and relaxing stay."
Lovely 'Sea Dreams Villa' w/ Private Beach & Deck!
Snorkelers & Divers Paradise-Cayman Brac-2 Bedroom On Beach With Deck
Beach | On the beach
Snorkelers & Divers Paradise-Cayman Brac-2 Bedroom On Beach With Deck
10.0 out of 10, Exceptional, (53)
"My husband, 1 year old and in-laws had a wonderful stay here. The beach is one of the best on the entire island. It was so great to have an area for my son to play just outside our door. Spacious and clean. Would absolutely stay here again!"
Snorkelers & Divers Paradise-Cayman Brac-2 Bedroom On Beach With Deck
Nature Escape Getaway w/ in-room dining service & amenities/3bdrm 1bth/sleeps 5
Pool
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
Save with fall rates!! Charming, Romantic, Seaside Cottage with Stunning views
On the beach, sun loungers, beach towels
Save with fall rates!! Charming, Romantic, Seaside Cottage with Stunning views
9.8 out of 10, Exceptional, (47)
"Quaint cottage. They met us at the airport and directed us to the property. We had a lovely time"
Save with fall rates!! Charming, Romantic, Seaside Cottage with Stunning views
Little Cayman Escape - Lighthouse Views of the Caribbean Sea
On the beach
Little Cayman Escape - Lighthouse Views of the Caribbean Sea
10.0 out of 10, Exceptional, (16)
"Great as always. Love the place"
Little Cayman Escape - Lighthouse Views of the Caribbean Sea
Ocean view from every room ,quiet neighborhood family friendly.Bluff view
Property grounds
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
Aerial 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
Only steps to the beach
Property grounds
Only steps to the beach
Only steps to the beach
Featherstone - The Estate
Exterior
Featherstone - The Estate
Featherstone - The Estate
Beach House Footsteps From The Water...
Terrace/patio
Beach House Footsteps From The Water...
10.0 out of 10, Exceptional, (39)
"Our stay was wonderful! Everything was provided and it was very relaxing."
Beach House Footsteps From The Water...
Sunsets, amazing sonkeling, seaside veranda, kayaks, bikes, fresh seafood 4U
Property grounds
Sunsets, amazing sonkeling, seaside veranda, kayaks, bikes, fresh seafood 4U
9.8 out of 10, Exceptional, (50)
"My wife and I have stayed with Henry before so we knew the product he supplied. Location is fantastic. He was very helpful with solving an A/C problem. Everything was clean and well appointed. I had forgotten how much kitchen, laundry and outdoor equipment he has to use. If we ever go back to Cayman Brac, we will hope that Henry has an opening again for us to enjoy. Cannot recommend enough!"
Sunsets, amazing sonkeling, seaside veranda, kayaks, bikes, fresh seafood 4U
Featherstone - Downstairs Beach Front Apartment
Beach/ocean view
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
Exterior
Featherstone - The Cottage
10.0 out of 10, Exceptional, (1)
Featherstone - The Cottage
Blossom Village Cottage – Charming Beachfront Accommodations on Little Cayman
Property grounds
Blossom Village Cottage – Charming Beachfront Accommodations on Little Cayman
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 Beachfront Accommodations on Little Cayman
Don't see what you're looking for?
See all available properties in Sister Islands
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.

Sister Islands Vacation Rental Travel Info

Vacation rentals
15
Popular accommodation
Sister Islands private vacation homes
International airport
George Town (GCM-Owen Roberts Intl.)

Other types of properties in Sister Islands you may be interested in

Le Soleil d'Or CaymanBrac
Exterior
Le Soleil d'Or CaymanBrac
3.5 star property
10.0 out of 10, Exceptional, (2)
"Beautiful property "
The price is $260
$375 total
includes taxes & fees
Jun 26 - Jun 27
Le Soleil d'Or CaymanBrac
Beach Front Paradise Home. Luxurious Funishings!
Pool
Beach Front Paradise Home. Luxurious Funishings!
10.0 out of 10, Exceptional, (52)
"Lovely home with gorgeous sunsets. Oceanside pool was awesome to cool off in afternoon after a day of exploring. Restaurants near by on this small island. Our two favs were Captains Table and Star Island. Came to island to scuba and chill. After the sun set the porch was great to star gaze and enjoy a glass of wine. Entry into the water was a bit rocky, we didn’t use the kayaks. On site washer and dryer was a welcome amenity. Communication with property manger using WhatsApp was excellent."
Beach Front Paradise Home. Luxurious Funishings!
Serenity On The Bay1 - One Bed Apt Close to Supermarkets, Shops and Restaurants!
Property grounds
Serenity On The Bay1 - One Bed Apt Close to Supermarkets, Shops and Restaurants!
9.4 out of 10, Exceptional, (12)
"Nice old Caribbean feel…..very little traffic compared to Grand Cayman. Beaches are rocky and not easy to enter the water, water shoes definitely needed. Strong NW winds and waves prevented us from snorkelling and swimming. We were able to snorkel one morning in front of the property and the fish life is like swimming in an aquarium. A few plastic dishes would be nice to eat outside or on the beach. All in all, we had a great time touring the whole island…… we will visit the Brac again. Scuba...
Serenity On The Bay1 - One Bed Apt Close to Supermarkets, Shops and Restaurants!
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.

Everything you need to know about Sister Islands vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Sister Islands vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Sister Islands vacation 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 low season months. For more hustle and bustle, you may prefer to visit Sister Islands in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Sister Islands rentals

At Expedia, we put the best Sister Islands vacation 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 vacation.

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.

Recent reviews of Sister Islands properties
Expedia verified reviews

Serenity On The Bay2 - Two Bed Apt Close to Supermarkets, Shops and Restaurants!

Serenity On The Bay2 - Two Bed Apt Close to Supermarkets, Shops and Restaurants!

5/5 Excellent
Serenity on the Bay - Awesome
"The location was near all the main activities. It was like a home away from home. Peaceful and serene. Very clean and has no disturbances. The Owner was very responsive to any queries. One suggestion is to have it linked to Google Maps so that it can be easily tracked for those not familiar with it. We felt very safe in the area."
A verified traveler stayed at Serenity On The Bay2 - Two Bed Apt Close to Supermarkets, Shops and Restaurants!
Posted 2 weeks ago
Serenity On The Bay2 - Two Bed Apt Close to Supermarkets, Shops and Restaurants!