House vacation rentals in Little Cayman

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Popular amenities for Little Cayman house rentals

House rentals with a pool

Home in Stake Bay
5 out of 5 average rating, 15 reviews

Sea Fan Meadows: Oceanfront w/ Pool

MatthewRating, 5 stars9 months ago
Have been wanting to vacation at Cha Che’s home for 15years! Finally made it - didn’t want to leave! Total privacy, peaceful, and tranquil. Watched sunrise and sunset from the pool every day. House was lovely. Ocean was a bit rough some days due to hurricane Beryl but great snorkeling on property. Pool was perfect. Kitchen was lovely. Bed was comfy. Couldn’t ask for better. Will definitely return on our next trip to Cayman as it felt like our home away from home!!!
Home in Cayman Brac
4.44 out of 5 average rating, 9 reviews

Southern Reach. "A Little Piece of Paradise

TristanRating, 5 stars39 months ago
Our second trip in only a few months - love the location for the nature and the pool is a big hit. Paul is very responsive. Looking forward to coming back soon!
Guest favorite
Home in Spot Bay
5 out of 5 average rating, 5 reviews

Dan's Dive Seaside Retreat in Spot Bay with Pool

DavidRating, 5 stars2 months ago
What a quiet, peaceful and beautiful place. After traveling around the island, Spot Bay is the best and quietest part of the island. Highly recommend this cottage. It has awesome views of the Carribean, everything you need for a comfortable vacation, would most definitely stay again!
Home in Stake Bay
5 out of 5 average rating, 3 reviews

2 Homes 10 Guest Waterfront Luxury Cayman Brac

JanRating, 5 stars6 months ago
This is the second time that we have vacationed on Cayman Brac. We love the laid back, friendly atmosphere, the incredible natural beauty of the island, the snorkling (some gear provided), and the great accommodations! We planned to have more family members join us, but when they couldn't come, we decided to live the rich life at Coral Beach Villa ourselves. My husband and I had the main house to ourselves, and my son and daughter-in-law took the guest house. The entire place was equipped to sleep 10 comfortably with all bedrooms spacious with ensuite baths. The kitchen had everything we needed, and washer and dryer in laundry. The dining table was huge, but we preferred to eat most meals on the lovely outdoor table. Lounging by the pool at our completely private resort was our favorite activity, and Mr. Orane, the property manager, regularly came to clean the pool and check to see if we were all well. A tropical storm blew through, but the house was sturdy, and we never felt unsafe.

Weekly house rentals

Superhost
Home in Cayman Brac
4.74 out of 5 average rating, 54 reviews

Villa Villekulla - Relax Poolside

GingerRating, 5 stars1 month ago
A beautiful spot on Cayman Brac. We watched the sunrise every morning. Very clean, accurate photos and description, comfortable beds, gorgeous views. The pool needed some attention while we were there and the host was super responsive. As previously mentioned in other comments, the pool area is very sunny during the afternoon. We had an amazing stay and would stay again when visiting Brac.
Guest favorite
Home in Cayman Brac
5 out of 5 average rating, 16 reviews

Featherstone - Upstairs Beach Front Apartment

JeffRating, 5 stars1 month ago
Coralie was great. Proactive communication. Flexible on check-in and -out. Helped right away with a minor problem Place was great. Cottage vibe, nicely decorated, comfortable Mattresses were great/comfy Kitchen (very important for me cuz we cook) was stocked with basics - right spices, good amount of condiments in the fridge, pots, pans, etc. We would stay again.
Superhost
Home in West End
5 out of 5 average rating, 3 reviews

Sunsets! sandy beach, great outside screened in rm

JohnRating, 5 stars15 months ago
Henry’s place is on the west end and right on the water. It is a beautiful location. It is very well equipped. He was very responsive and helpful to make our stay a great one. Would definitely recommend!
Guest favorite
Home in Blossom Village
4.95 out of 5 average rating, 38 reviews

Gorgeous Beach House in Little Cayman

MichaelRating, 5 stars3 weeks ago
Very comfortable and cute beach house surrounded by an amazingly beautiful Caribbean setting. Could've asked for anything more.
Top guest favorite
Home in Stake Bay
5 out of 5 average rating, 58 reviews

Modern Oceanfront, 2Primary Suites, sleeps 6, pool

MelodyRating, 5 stars1 week ago
Julia’s home is amazing! A great place for relaxing! The island is so peaceful, and everyone is friendly! Julia has amazing recommendations! Everything was exactly as described and had everything we needed for a relaxing week! We would definitely come back again! Thank you Julia for all your helpful suggestions, and Derwin was great too!!
Superhost
Home in West End
4.78 out of 5 average rating, 9 reviews

The Ocean Odyssey Main Guest House - Sonscape

KarenRating, 5 stars1 month ago
Krista’s home was absolutely perfect for our family! A Warm, inviting and clean beach house that had perfect decks for watching the sunsets in the evening and for relaxing during the day enjoying the views of the ocean! The beach was also beautiful! Water shoes are a must if you will be going into the water! But our family enjoyed snorkeling and kayaking right in our backyard! Overall, it was a perfect place for us that met all of our needs!
Top guest favorite
Home in Little Cayman
4.96 out of 5 average rating, 168 reviews

Just Chillin in Little Cayman

SophiaRating, 5 stars2 days ago
Another brilliant stay. This will be my go to place when going to Little. Thank you for everything!

Private house rentals

Superhost
Home in Cayman Brac
4.74 out of 5 average rating, 54 reviews

Villa Villekulla - Relax Poolside

GingerRating, 5 stars1 month ago
A beautiful spot on Cayman Brac. We watched the sunrise every morning. Very clean, accurate photos and description, comfortable beds, gorgeous views. The pool needed some attention while we were there and the host was super responsive. As previously mentioned in other comments, the pool area is very sunny during the afternoon. We had an amazing stay and would stay again when visiting Brac.
Guest favorite
Home in Cayman Brac
5 out of 5 average rating, 16 reviews

Featherstone - Upstairs Beach Front Apartment

JeffRating, 5 stars1 month ago
Coralie was great. Proactive communication. Flexible on check-in and -out. Helped right away with a minor problem Place was great. Cottage vibe, nicely decorated, comfortable Mattresses were great/comfy Kitchen (very important for me cuz we cook) was stocked with basics - right spices, good amount of condiments in the fridge, pots, pans, etc. We would stay again.
Superhost
Home in West End
5 out of 5 average rating, 3 reviews

Sunsets! sandy beach, great outside screened in rm

JohnRating, 5 stars15 months ago
Henry’s place is on the west end and right on the water. It is a beautiful location. It is very well equipped. He was very responsive and helpful to make our stay a great one. Would definitely recommend!
Guest favorite
Home in Blossom Village
4.95 out of 5 average rating, 38 reviews

Gorgeous Beach House in Little Cayman

MichaelRating, 5 stars3 weeks ago
Very comfortable and cute beach house surrounded by an amazingly beautiful Caribbean setting. Could've asked for anything more.
Top guest favorite
Home in Stake Bay
5 out of 5 average rating, 58 reviews

Modern Oceanfront, 2Primary Suites, sleeps 6, pool

MelodyRating, 5 stars1 week ago
Julia’s home is amazing! A great place for relaxing! The island is so peaceful, and everyone is friendly! Julia has amazing recommendations! Everything was exactly as described and had everything we needed for a relaxing week! We would definitely come back again! Thank you Julia for all your helpful suggestions, and Derwin was great too!!
Superhost
Home in West End
4.78 out of 5 average rating, 9 reviews

The Ocean Odyssey Main Guest House - Sonscape

KarenRating, 5 stars1 month ago
Krista’s home was absolutely perfect for our family! A Warm, inviting and clean beach house that had perfect decks for watching the sunsets in the evening and for relaxing during the day enjoying the views of the ocean! The beach was also beautiful! Water shoes are a must if you will be going into the water! But our family enjoyed snorkeling and kayaking right in our backyard! Overall, it was a perfect place for us that met all of our needs!
Top guest favorite
Home in Little Cayman
4.96 out of 5 average rating, 168 reviews

Just Chillin in Little Cayman

SophiaRating, 5 stars2 days ago
Another brilliant stay. This will be my go to place when going to Little. Thank you for everything!

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