Villa vacation rentals in Little Cayman

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Popular amenities for Little Cayman villa rentals

Private villa rentals

Top guest favorite
A sandy beach area is framed by gently swaying palm trees. A hammock is suspended between two trees, providing a shaded spot for relaxation. The Caribbean Sea is visible in the background, with soft waves lapping at the shore.
Villa in Stake Bay
5 out of 5 average rating, 9 reviews

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

RichardRating, 5 stars3 months ago
Lynne, the host, was very responsive and friendly. She met us at the villa and gave us instructions. She even gave my wife a tour of the grounds, (very fascinating). Peaceful location with a great snorkeling spot just off the beach. Close to a nice grocery store, Kirkconnell’s Market. We enjoyed our stay.
A serene pool area is framed by palm trees and tropical plants. Lounge chairs are positioned around the pool, inviting relaxation. The villa buildings rise in the background, with a view of the ocean visible beyond the lush foliage.
Villa in LITTLE CAYMAN
5 out of 5 average rating, 9 reviews

The Club at Little Cayman - Two Bedrooms

PaulRating, 5 stars11 months ago
Very high quality and luxury condo, extremely homely and comfortable, in a beautiful small and quiet development of just 8 apartments. The island is amazing and use of kayaks and snorkeling from the resort was also great. Check-in / check-out could have been a bit clearer in terms of instructions and pick-ups etc , but great place on an amazing island, even if food options are very limited (Hungry Iguana by far the best!)
An aerial view captures the lush landscape of sandy beach alongside palm trees. Two houses are positioned among greenery, with a private swimming pool visible near the shoreline, providing a peaceful setting for relaxation and recreation.
Villa in West End
5 out of 5 average rating, 3 reviews

TROPICAL RUNaWAY, Cayman Brac

JulieRating, 5 stars8 months ago
The house was the perfect fit for our group. We were able to dive in the mornings, relax in the afternoon, and get in some sightseeing before dinner. Most days we used the kitchen to prepare all meals. All necessary cookware and small appliances were available. The upstairs bedrooms were roomy and had nice bathrooms. The downstairs rooms were just right for the young adults. Most of our group are scuba divers and greatly appreciated the rinse tank and spacious area to hang gear to dry and to spread out. The pool area was comfortable with plenty of room to soak in the sun. The beaches are nice although we suggest that you take a pair of shoes or wear your dive boots if you plan a walk. There are many rocks and shells and the sand is soft. Two sea kayaks were also available. We had a great time and would certainly return to Karen's place!
Guest favorite
A sea turtle glides gracefully over a vibrant coral reef, surrounded by various marine plants. In the background, a scuba diver explores the underwater landscape, highlighting the pristine environment that is ideal for snorkeling and diving.
Villa in West End
5 out of 5 average rating, 10 reviews

5 Bdrm, POOL, on the water, cabana, sandy beach

LisaRating, 5 stars3 months ago
Firstly, Henry’s communication after booking was superb. He gave all kinds of recommendations and suggestions that turned out to be spot on. He really knows the island! He and Leo met us at the airport and helped us get our luggage (for 10 people) to the house. He gave us a thorough tour of the houses and grounds. The space was just what we needed for our family Christmas. The only disappointment was the pool. The water was so cold we were basically unable to use it. We sat out by the pool but we weren’t able to swim. We did partake in many of his recommendations. Kelly provided poolside massages for all (The Spa, Cayman Brac) and was amazing!! Sasha came and cooked a fabulous lobster and jerk chicken meal for all of us, and Curtis took the guys on a fishing charter. We ate most of our meals at the Tipsy Turtle and had amazing food!!! We had an incredible vacation on CB at Secluded Sunsets.
A serene view of the villa's outdoor area is displayed, featuring a clear pool and a spa. Comfortable lounge chairs are positioned around the pool, with lush greenery and a pastel sky in the background, suggesting a peaceful atmosphere for relaxation.
Villa in Stake Bay
5 out of 5 average rating, 10 reviews

Hot Tub Stargazing Waterfront Luxury Private Villa

DavisRating, 5 stars3 months ago
My wife and I traveled to Cayman Brac with 2 of our adult children over Christmas week. Coral Beach Villa was the perfect property for this stay. It is centrally located, in a very private setting, with a private pool and hot tub. The three master bedroom suites were ideal and gave my adult children the individual privacy they wanted while on vacation. Joy was a delight to work with, providing valuable insight on the island and responding immediately to any questions or requests I had. I would highly recommend this property to anyone wanting high-end private accommodations on Cayman Brac.

Villa rentals with a pool

A serene outdoor area is highlighted by a clear swimming pool surrounded by lounge chairs. Lush tropical plants and palm trees add greenery to the space. The ocean is visible in the background, providing a tranquil backdrop to the inviting setting.
Villa in LITTLE CAYMAN
5 out of 5 average rating, 9 reviews

The Club at Little Cayman - Two Bedrooms

PaulRating, 5 stars11 months ago
Very high quality and luxury condo, extremely homely and comfortable, in a beautiful small and quiet development of just 8 apartments. The island is amazing and use of kayaks and snorkeling from the resort was also great. Check-in / check-out could have been a bit clearer in terms of instructions and pick-ups etc , but great place on an amazing island, even if food options are very limited (Hungry Iguana by far the best!)
A private in-ground swimming pool is surrounded by colorful shade sails, providing protection from the sun. Lush greenery and tropical plants frame the pool area, creating a serene environment. A rocky feature is visible near the pool, complemented by light-colored decking.
Villa in West End
5 out of 5 average rating, 3 reviews

TROPICAL RUNaWAY, Cayman Brac

JulieRating, 5 stars8 months ago
The house was the perfect fit for our group. We were able to dive in the mornings, relax in the afternoon, and get in some sightseeing before dinner. Most days we used the kitchen to prepare all meals. All necessary cookware and small appliances were available. The upstairs bedrooms were roomy and had nice bathrooms. The downstairs rooms were just right for the young adults. Most of our group are scuba divers and greatly appreciated the rinse tank and spacious area to hang gear to dry and to spread out. The pool area was comfortable with plenty of room to soak in the sun. The beaches are nice although we suggest that you take a pair of shoes or wear your dive boots if you plan a walk. There are many rocks and shells and the sand is soft. Two sea kayaks were also available. We had a great time and would certainly return to Karen's place!
Guest favorite
A peaceful pool area is presented, featuring a smooth, curved pool surrounded by wooden lounge chairs. Shade sails gently drape above, while palm trees and tropical greenery frame the view of the ocean beyond. The inviting atmosphere is created by the serene coastal setting.
Villa in West End
5 out of 5 average rating, 10 reviews

5 Bdrm, POOL, on the water, cabana, sandy beach

LisaRating, 5 stars3 months ago
Firstly, Henry’s communication after booking was superb. He gave all kinds of recommendations and suggestions that turned out to be spot on. He really knows the island! He and Leo met us at the airport and helped us get our luggage (for 10 people) to the house. He gave us a thorough tour of the houses and grounds. The space was just what we needed for our family Christmas. The only disappointment was the pool. The water was so cold we were basically unable to use it. We sat out by the pool but we weren’t able to swim. We did partake in many of his recommendations. Kelly provided poolside massages for all (The Spa, Cayman Brac) and was amazing!! Sasha came and cooked a fabulous lobster and jerk chicken meal for all of us, and Curtis took the guys on a fishing charter. We ate most of our meals at the Tipsy Turtle and had amazing food!!! We had an incredible vacation on CB at Secluded Sunsets.
A serene view of the villa's outdoor area is displayed, featuring a clear pool and a spa. Comfortable lounge chairs are positioned around the pool, with lush greenery and a pastel sky in the background, suggesting a peaceful atmosphere for relaxation.
Villa in Stake Bay
5 out of 5 average rating, 10 reviews

Hot Tub Stargazing Waterfront Luxury Private Villa

DavisRating, 5 stars3 months ago
My wife and I traveled to Cayman Brac with 2 of our adult children over Christmas week. Coral Beach Villa was the perfect property for this stay. It is centrally located, in a very private setting, with a private pool and hot tub. The three master bedroom suites were ideal and gave my adult children the individual privacy they wanted while on vacation. Joy was a delight to work with, providing valuable insight on the island and responding immediately to any questions or requests I had. I would highly recommend this property to anyone wanting high-end private accommodations on Cayman Brac.

Family-friendly villa rentals

A serene oceanfront view is depicted, featuring clear turquoise waters and a sandy shoreline. A palm tree sways nearby, with a wooden dock extending into the water. The villa's corner and outdoor seating area are visible, framed by lush greenery.
Villa in LITTLE CAYMAN
5 out of 5 average rating, 9 reviews

The Club at Little Cayman - Two Bedrooms

PaulRating, 5 stars11 months ago
Very high quality and luxury condo, extremely homely and comfortable, in a beautiful small and quiet development of just 8 apartments. The island is amazing and use of kayaks and snorkeling from the resort was also great. Check-in / check-out could have been a bit clearer in terms of instructions and pick-ups etc , but great place on an amazing island, even if food options are very limited (Hungry Iguana by far the best!)
Villa in West End
5 out of 5 average rating, 3 reviews

TROPICAL RUNaWAY, Cayman Brac

JulieRating, 5 stars8 months ago
The house was the perfect fit for our group. We were able to dive in the mornings, relax in the afternoon, and get in some sightseeing before dinner. Most days we used the kitchen to prepare all meals. All necessary cookware and small appliances were available. The upstairs bedrooms were roomy and had nice bathrooms. The downstairs rooms were just right for the young adults. Most of our group are scuba divers and greatly appreciated the rinse tank and spacious area to hang gear to dry and to spread out. The pool area was comfortable with plenty of room to soak in the sun. The beaches are nice although we suggest that you take a pair of shoes or wear your dive boots if you plan a walk. There are many rocks and shells and the sand is soft. Two sea kayaks were also available. We had a great time and would certainly return to Karen's place!
Guest favorite
A sunlit wooden deck includes a table surrounded by four chairs and two tall barstools. Large shade sails provide relief from the sun, with palm trees visible in the background. The Caribbean Sea can be seen in the distance, enhancing the serene atmosphere.
Villa in West End
5 out of 5 average rating, 10 reviews

5 Bdrm, POOL, on the water, cabana, sandy beach

LisaRating, 5 stars3 months ago
Firstly, Henry’s communication after booking was superb. He gave all kinds of recommendations and suggestions that turned out to be spot on. He really knows the island! He and Leo met us at the airport and helped us get our luggage (for 10 people) to the house. He gave us a thorough tour of the houses and grounds. The space was just what we needed for our family Christmas. The only disappointment was the pool. The water was so cold we were basically unable to use it. We sat out by the pool but we weren’t able to swim. We did partake in many of his recommendations. Kelly provided poolside massages for all (The Spa, Cayman Brac) and was amazing!! Sasha came and cooked a fabulous lobster and jerk chicken meal for all of us, and Curtis took the guys on a fishing charter. We ate most of our meals at the Tipsy Turtle and had amazing food!!! We had an incredible vacation on CB at Secluded Sunsets.
A serene view of the villa's outdoor area is displayed, featuring a clear pool and a spa. Comfortable lounge chairs are positioned around the pool, with lush greenery and a pastel sky in the background, suggesting a peaceful atmosphere for relaxation.
Villa in Stake Bay
5 out of 5 average rating, 10 reviews

Hot Tub Stargazing Waterfront Luxury Private Villa

DavisRating, 5 stars3 months ago
My wife and I traveled to Cayman Brac with 2 of our adult children over Christmas week. Coral Beach Villa was the perfect property for this stay. It is centrally located, in a very private setting, with a private pool and hot tub. The three master bedroom suites were ideal and gave my adult children the individual privacy they wanted while on vacation. Joy was a delight to work with, providing valuable insight on the island and responding immediately to any questions or requests I had. I would highly recommend this property to anyone wanting high-end private accommodations on Cayman Brac.

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