Little Cayman vacation rentals

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Popular amenities for Little Cayman vacation rentals

Little Cayman 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 stars5 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 stars13 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!)
Guest favorite
A tranquil scene features a wooden lounger with a striped cushion positioned near a swimming pool. Lush palm trees sway gently in the breeze, overlooking the sandy beach and calm waters of the Caribbean. The sky is painted in soft hues, hinting at a beautiful sunset.
Villa in West End
5 out of 5 average rating, 10 reviews

5-bdm beachfront villa w/pool, cabana & more

LisaRating, 5 stars5 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.
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 stars10 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!
Superhost
A tranquil pool is framed by calming water and palm trees, with sailboats visible in the distance. Sunshades stretch above the pool area, providing comfort from the sun while creating a serene outdoor space.
Villa in Cayman Brac

3-bdm unique oceanfront Villa w/ pool & more!

LauraRating, 5 stars31 months ago
Henry’s place was perfect for our dive trip. We could walk to the dive shop and the restaurant next door. The pool and beach were fantastic and the home is lovely. Very private and quiet.
The tranquil pool and spa are surrounded by a spacious deck, with views of the ocean and palm trees. The sunset casts a warm glow over the area, creating a serene atmosphere for relaxation by the water.
Villa in Stake Bay
5 out of 5 average rating, 10 reviews

Hot Tub Stargazing Waterfront Luxury Private Villa

DavisRating, 5 stars5 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.

Little Cayman house rentals

An outdoor pool is framed by palm trees, with lounge chairs arranged nearby. A shaded area provides relief from the sun, while the ocean is visible in the background. The exterior of the house features large windows that invite natural light.
Home in Stake Bay
5 out of 5 average rating, 15 reviews

Sea Fan Meadows: Oceanfront w/ Pool

MatthewRating, 5 stars10 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!!!
Guest favorite
A house is seen from a distance, situated along the shoreline with lush greenery surrounding its exterior. The bright blue water contrasts with the light-colored building, featuring large windows that reflect the sun. The peaceful atmosphere is accentuated by the nearby beach area.
Home in Cayman Brac
4.9 out of 5 average rating, 21 reviews

White Sands Hideaway - Cayman Brac

AbbyRating, 5 stars1 month ago
The perfect relaxation getaway. From the house itself to its beautiful location, White Sands Hideaway really was the most tranquil and suited place for us. The house was clean and provided everything we needed. The property manager was always so responsive if ever needed and the pick up from the airport to the house was seamless. Would highly recommend this house to others and we all know we will be visiting again. Thank you Geneta & Bill.
A stunning view of the ocean is framed by a spacious balcony. The clear water of the infinity pool merges with the sea, creating a seamless horizon. Lush greenery is visible along the rocky shorelines, enhancing the coastal ambiance.
Home in Creek
5 out of 5 average rating, 3 reviews

Sea Breeze in The Creek

Jon & LarisaRating, 5 stars5 months ago
We thoroughly enjoyed our stay at Sea Breeze the Creek! The home is situated right on the beach and we could even enjoy the beautiful waves right from bed! One could easily get used to waking up to that view and falling asleep to the sound of the waves. The place is comfortable, spacious, and fully equipped with everything that we needed, including spices and utensils for cooking and a washer and dryer. The island is small so everything was easily accessible. We were a short drive away from the incredible cliffs where the brown booby birds were nesting and a twenty minute drive from the scuba shop. After a day of exploring the island, we loved coming home to the peace and quiet of this sea side sanctuary, and with no neighbors on either side we almost felt like we had the island to ourselves - along with Kiki, the adorable kitty who would frequently visit and quickly won our hearts. We hope we can stay here again some day.
Guest favorite
An aerial view captures the cottage nestled along the shoreline, surrounded by palm trees. The clear blue ocean extends into the horizon, contrasting with the rocky seabed visible just off the beach, providing a tranquil coastal setting.
Home in Creek
5 out of 5 average rating, 31 reviews

On the Beach!

KyleRating, 5 stars2 weeks ago
Amazing place on the sunset side of the island. Great snorkeling from the house or the many sites nearby. The locals were great to chat with and very helpful. Highly recommend this place to stay!
A charming outdoor area features rocking chairs arranged around a circular table, surrounded by sandy grounds and shade from leafy trees. The cottage is visible in the background, showcasing its light-colored exterior and large windows that invite natural light.
Home in Cayman Brac
5 out of 5 average rating, 4 reviews

New Listing - Breezy Bluff Cottage

TaraRating, 5 stars2 months ago
We visit the Brac 2 to 3 times a year and have a few houses we typically rent, but I noticed this was new to the rental market. In comparison to all the other houses we’ve stayed in this house is much more modern. One of the things I absolutely loved about it also was the screened in back porch with the swing. We are used to having l hammocks, but never a swing, and it was so relaxing! This house is also an excellent location as far as convenience to the airport, grocery store, several restaurants, and the dive shop, Brac Scuba shack. Julia was super helpful on check-in day about a couple of questions I had and also very responsive later in the week when I reached out to her again. The house is just past another house up on stilts called turtle run. The directions you click on for Airbnb did not take us to the house, it took us past the house. However, that is not an issue with Julia or the house rental at all. Lovely stay and we will definitely rent again in the future!
Guest favorite
A seaside retreat features a private pool surrounded by loungers and umbrellas. A charming white house with a covered porch is visible in the background, framed by lush greenery and a hillside. The sky is partly cloudy, creating a serene outdoor atmosphere.
Home in Spot Bay
5 out of 5 average rating, 6 reviews

Dan's Dive Seaside Retreat in Spot Bay with Pool

ChristineRating, 5 stars1 month ago
We were met at the Airport by Liesel who took us to the house and showed us around, this wasn't necessary as the location was easy to find, however is was a nice start and touch to our weekend away. You do need to hire a vehicle if staying here as it is a distance from most restaurants. Overall a nice quiet location with stunning views, would stay here again.
Guest favorite
A beachfront house is visible against a clear blue sky, surrounded by swaying palm trees. The structure features three large front-facing windows, with a porch that includes comfortable seating. The sandy beach extends towards the gentle waves lapping at the shore.
Home in Cayman Brac
4.83 out of 5 average rating, 81 reviews

Southern Exposure, Secluded Paradise, Cayman Brac

CedricRating, 5 stars2 weeks ago
Peaceful and clean environment. Beautiful home by the ocean. I would recommend anyone to stay at this home. Thanks for the hospitality.
A private pool area features a sleek turquoise pool, surrounded by wooden decking and lush greenery. Two lounge chairs and a sun umbrella provide shaded seating, while a set of stairs leads into the pool. The inviting outdoor space is bathed in natural light.
Home in West End
4.5 out of 5 average rating, 6 reviews

Villa VanEl

AlexiaRating, 5 stars12 months ago
Such a great place! Looks just like the pictures and Derri was always very responsive and accommodating. Would love to go back again.

Other great vacation rentals in Little Cayman

Superhost
Cottage in West End
5 out of 5 average rating, 3 reviews

2-bdm private cottage w/ hammocks, porch & sunsets

JohnRating, 5 stars16 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!
Superhost
A private swimming pool is surrounded by a wooden deck, with steps leading down into the water. Lush palm trees line the beach, and the ocean can be seen in the background under a clear blue sky.
Home in Cayman Brac
5 out of 5 average rating, 17 reviews

Featherstone - Upstairs Beach Front Apartment

JuliaRating, 5 stars2 weeks ago
Featherstone is a beautiful beach front Brac gem. It’s very homey. The kitchen was well appointed and it was such a joy cooking with that view. Coralie was an excellent host and was always available to help us with anything we needed - she even helped us rescue a stray dog! We traveled with a 1 year old and Coralie had a crib ready for us. The ocean was very easy to enter thanks to the dock, which is not common for Brac! We enjoyed the wrap around porch and the hammocks. Thank you for having us!
A shaded structure is positioned near the shoreline, supported by pink columns. A colorful hammock is suspended between the columns, alongside a stone table and several chairs. The expansive ocean can be seen in the background under a clear blue sky.
Apartment in Cayman Brac
4.33 out of 5 average rating, 6 reviews

BracGem

HannahRating, 5 stars1 month ago
Great spot to explore the Brac! Right on the ocean and by some good climbing spots!
Guest favorite
A spacious balcony features a hammock hanging between wooden posts, overlooking the vibrant greenery and the blue ocean. The tranquil view is complemented by tropical palm trees swaying in the breeze, providing a serene atmosphere for relaxation.
Place to stay in Cayman Brac
5 out of 5 average rating, 10 reviews

Featherstone - The Estate

DoeRating, 5 stars5 months ago
Featherstone was the perfect location for our family's first visit to Cayman Brac! We were two grandmas, two moms, one dad and three kids, 17-21. From the moment we turned into the drive, we felt welcomed, re laxed and a bit pampered. This unique home offers a variety of spaces ideal for a group like ours. We had gracious space to be together and plenty of choices to reconnect one to one, unwind in solitude, collaborate to prepare a meal or try out a new game. The weather was disappointing but even so we were never bored...Coralie has stocked Featherstone with an assortment of indoor and outdoor toys, games and equipment for all ages to enjoy. We explored this unspoiled piece of land in the sea, sampled the famous cinnamon rolls and donuts, enjoyed the Beach Club, the Friday BBQ, and the granddaughters learned to scuba! Coralie is an attentive host who answered every question before and during our visit. Featherstone is the perfect home for a relaxing respite on "Island time"!
Guest favorite
Two reclining chairs are positioned beneath a large, spreading tree, providing shade. The sandy ground is scattered with fallen leaves, and the scene conveys a calm outdoor space for relaxation.
Condo in Stake Bay
4.9 out of 5 average rating, 20 reviews

Ocean Wave- 2 Bedroom 2 Bathroom Condo

RahulRating, 5 stars3 months ago
Carol Sue's 2 bed/2 bath unit was exactly as described. It was clean, the beds were very comfortable, the kitchen had lots of utensils and some spices and a few water bottles were in the fridge which was great upon arrival. The location is awesome, the area is quiet, very little traffic comes along the beach front road, a few roosters make for background noise but otherwise nothing much beyond the ocean waves. It's easy to go for a swim or a snorkel adventure right across from the house with entry from the dock (the beach itself is not sandy) and many afternoons fishermen would come in to clean their catch which attracted a nurse shark with her baby one day, it was awesome. We watched the stars and the planetary alignment every evening when out on evening strolls - plenty of places where the sky is very dark. We dove with the Brac Scuba Shack and they were simply perfect. Best lunch was had a The Beach Club. Carol Sue was an attentive host and we had such a wonderful week in Stake Bay.
Superhost
A shaded seating area is nestled beneath a leafy tree on the sandy beach. A rustic wooden bench faces the water, while a hammock is strung between two sturdy posts in a tranquil natural setting surrounded by lush greenery.
Home in West End
4.82 out of 5 average rating, 11 reviews

The Ocean Odyssey Main Guest House - Sonscape

SamanthaRating, 5 stars2 weeks ago
Krista’s Airbnb was beyond beautiful. The special details throughout the house really made our trip and stepping out to the beach right from the doorstep of the house - we honestly couldn’t have done better with our accommodation! 10/10 would recommend to anyone visiting the Brac.
Top guest favorite
A seating area is arranged around a central table, featuring two woven chairs with orange cushions and a matching coffee table. The semi-private pool is visible behind this space, surrounded by lush greenery and sunlight reflecting off the water.
Home in Little Cayman
4.96 out of 5 average rating, 169 reviews

Just Chillin in Little Cayman

NicholaiRating, 5 stars2 weeks ago
A hidden gem! We thoroughly enjoyed every minute and we’ll certainly be back soon! Dianne is super helpful and a great host. Thanks Dianne
Superhost
Apartment in West End
4.86 out of 5 average rating, 14 reviews

2-bdm tropical beach paradise w/ pool, cabana&more

TimothyRating, 5 stars2 months ago
Henry’s place was the perfect place for some deep relaxation! Right on the water, with beautiful grounds and hammocks that were perfect for drifting in and out of sleep, reading, and generally soothing the days away. The location too, was perfect. Just a few minutes from “downtown” and under ten minutes to the Brac Scuba Shack. The sea was a bit choppy right in front of the house, but on calm days, you could absolutely shore dive just out the front. While we were there, the other two units were unoccupied, which meant that we had the hammocks and pool to ourselves. The interior was perfectly appointed with a great kitchen and comfy couches. Communication was impeccable. We would absolutely return!

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