
House vacation rentals in Little Cayman
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Top-rated house rentals in Little Cayman
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Vacation rentals for every style
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Popular amenities for Little Cayman house rentals
House rentals with a pool

Sea Fan Meadows: Oceanfront w/ Pool
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!!!

Captain's Cove Luxury Private Beachhouse
An out of this world location. The sound of the sea, the warm breeze, the peace and quiet, crystal clear night skies and twinkling stars, relaxing on the veranda. Could have quite happily spent another week there, the house was very comfortable and AC and ceiling fans kept things at a moderate temperature despite temperatures outside heading in the low 90F's. Location wise its easy to find and easily accessible from the airport, within 15/20 minutes. Will recommend to friends and family and would love to return at some point.

Southern Reach. "A Little Piece of Paradise
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!

Dan's Dive Seaside Retreat in Spot Bay with Pool
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!

2 Homes 10 Guest Waterfront Luxury Cayman Brac
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

Villa Villekulla - Relax Poolside
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.

Featherstone - Upstairs Beach Front Apartment
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.

Sunsets! sandy beach, great outside screened in rm
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!

Gorgeous Beach House in Little Cayman
Great stay at the Hideaway. Location is off the beaten path, but so is the whole island. Hideaway was clean and comfortable. A large iguana hung around the shed during my stay. The house is mere steps from the beach. The beach had algae growth, which prevented swimming. However, this algae seemed common around the island unfortunately. Considering the salt does a number on these properties, the bungalow was in good condition. The hanging chair on the patio was my favorite. The property manager quickly resolved a broken bolt holding the chair -- responsive hosts. This property is great for a couples getaway, or family with 2 children. Prepare ahead for food provisions. The one store has limited items. I was able to make coffee without a store visit since the kitchen was well equipped. The e-Bike ride from airport/store is 15-20 min. A scooter would be more convenient to reach further parts of the island. Little Cayman is best suited for those looking for solitude, and Hideaway delivers

Modern Oceanfront, 2Primary Suites, sleeps 6, pool
Tides End is THE place to recharge and get away. Such a beautiful location, very peaceful and serene. Julia is an excellent host, and her property manager, Derwin, was always available and helpful to us. The house was amazingly appointed: every kitchen appliance you could ever need, yoga mats, snorkels, water shoes, games galore! We are so grateful to know this place exists, and cannot wait to come back.

The Ocean Odyssey Main Guest House - Sonscape
AH-MAZ-ING. Perfect location. Amazing sunset. Fully stocked kitchen. Hammocks, deck view, and a very large space for our group. Books to pursue, a beautiful beach to wander, or just time to be still and relax, can’t recommend more.

Just Chillin in Little Cayman
Another brilliant stay. This will be my go to place when going to Little. Thank you for everything!
Private house rentals

Villa Villekulla - Relax Poolside
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.

Featherstone - Upstairs Beach Front Apartment
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.

Sunsets! sandy beach, great outside screened in rm
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!

Gorgeous Beach House in Little Cayman
Great stay at the Hideaway. Location is off the beaten path, but so is the whole island. Hideaway was clean and comfortable. A large iguana hung around the shed during my stay. The house is mere steps from the beach. The beach had algae growth, which prevented swimming. However, this algae seemed common around the island unfortunately. Considering the salt does a number on these properties, the bungalow was in good condition. The hanging chair on the patio was my favorite. The property manager quickly resolved a broken bolt holding the chair -- responsive hosts. This property is great for a couples getaway, or family with 2 children. Prepare ahead for food provisions. The one store has limited items. I was able to make coffee without a store visit since the kitchen was well equipped. The e-Bike ride from airport/store is 15-20 min. A scooter would be more convenient to reach further parts of the island. Little Cayman is best suited for those looking for solitude, and Hideaway delivers

Modern Oceanfront, 2Primary Suites, sleeps 6, pool
Tides End is THE place to recharge and get away. Such a beautiful location, very peaceful and serene. Julia is an excellent host, and her property manager, Derwin, was always available and helpful to us. The house was amazingly appointed: every kitchen appliance you could ever need, yoga mats, snorkels, water shoes, games galore! We are so grateful to know this place exists, and cannot wait to come back.

The Ocean Odyssey Main Guest House - Sonscape
AH-MAZ-ING. Perfect location. Amazing sunset. Fully stocked kitchen. Hammocks, deck view, and a very large space for our group. Books to pursue, a beautiful beach to wander, or just time to be still and relax, can’t recommend more.

Just Chillin in Little Cayman
Another brilliant stay. This will be my go to place when going to Little. Thank you for everything!
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