Little Cayman vacation rentals

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Popular amenities for Little Cayman vacation rentals

Little Cayman villa rentals

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!)
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.
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!
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.

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 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!!!
A serene beach scene features two lounge chairs positioned on a sandy shore, framed by a tall palm tree. The ocean waves gently lap at the shore, under a clear blue sky with scattered clouds.
Home in Cayman Brac
4.51 out of 5 average rating, 35 reviews

Affordable Caribbean Luxury.

IverRating, 5 stars14 months ago
Beautiful location on the beach. Very private and peaceful. The tide pools below had a lot of life. Some of the best snorkeling from the shore just down the road at the public beach that we have ever seen. Lots of corals, reef life, etc. Comfortable house. Husband and kids were able to work/do school on the wifi.
Guest favorite
The open living area showcases light blue armchairs positioned for comfort. A spacious kitchen with modern appliances is visible in the background. A dining table for six is centrally located, surrounded by bright, natural light from large windows.
Home in Cayman Brac
4.9 out of 5 average rating, 20 reviews

White Sands Hideaway - Cayman Brac

LisaRating, 5 stars6 months ago
We had a wonderful and relaxing time. Cayman Brac is so peaceful and quiet and the view from the house is amazing. We enjoyed snorkeling and resting. The beds were super comfortable. The only hiccup was one night when a frog was on the toilet! Haha. Island life. We helped him make his way back outside, but he sure gave me a fright. I highly recommend this beautiful home for anyone who is looking for a laid back, tranquil place.
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 stars3 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.
A spacious living area is presented with a comfortable brown sofa adorned with patterned pillows. A wooden coffee table sits in front, featuring a vase of sunflowers. Light cream tiles cover the floor, while vibrant curtains frame the windows, contributing to a bright, airy feeling.
Home in Cayman Brac
4.8 out of 5 average rating, 5 reviews

Bluff Vacation Home & Suite

EricRating, 5 stars2 months ago
Linden was very communicative and great host
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 stars1 month 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 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
4.84 out of 5 average rating, 79 reviews

Southern Exposure, Secluded Paradise, Cayman Brac

ChristopherRating, 5 stars2 months ago
The wind was steady all week from the south. Beautiful surf to look at , but no safe swimming this week at the house. However, we found many nice swimming and snorkeling spots around the island and everything is close by. Highly recommend Cayman BracScuba Shack! The house was super clean an all parts of it worked well. We wanted a vacation which would be very slow and relaxing with fewer choices and fewer things to do. Cayman Brac was perfect for that. We like the few small and simple bars and restaurants. They were perfect for us. But don’t go there thinking there’s any nightlife. The beach club that was associated with the farm that’s on the southside Road, was excellent. The farm restaurant was excellent. If you want to use the facilities of Soleil D’or, Jen and ricks place is between their beach club and right next to their main facility. Can get fresh vegetables on Mondays from their tiny farm market. Groceries on the island are limited and expensive. Good to bring some groceries.
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, 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!

Other great vacation rentals in Little Cayman

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!
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, 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.
Guest favorite
Two welcoming dark blue Adirondack chairs are positioned on a balcony, facing a stunning view of the sea. A small wooden table sits between the chairs, surrounded by vibrant greenery. The scene is framed by a clear sky, enhancing the tranquil coastal atmosphere.
Apartment in Cayman Brac
4.91 out of 5 average rating, 22 reviews

Featherstone - Downstairs Beach Front Apartment

SatishaRating, 5 stars2 weeks ago
Had such a lovely stay at Coralie’s place. So peaceful and relaxing. Her place has any and every thing you need to enjoy your time there. Communication was excellent. Will certainly be staying there again and will recommend to anyone visiting the island. Thank you so much!
Superhost
Apartment in West End
4.94 out of 5 average rating, 17 reviews

1-bdm tropical beach paradise w/pool & more

CarolynRating, 5 stars5 months ago
Henry is a great host. He has someone meet you at the airport and arranges a rental car for you so it is easy the moment you step off the plane. His place is right on the ocean and it is beautiful and tranquil there. Henry took good care of us when a hurricane unexpectedly showed up and we felt perfectly safe. When our flight got canceled because of the storm, Henry stepped right in and accommodated us even though our time was up. He responded very quickly each time we texted and made us feel right at home.
A serene beach scene is presented, featuring a stretch of soft sand alongside calm turquoise waters. Four lounge chairs are arranged under swaying palm trees, inviting relaxation. The lush greenery in the background enhances the tranquil coastal atmosphere.
Condo in LITTLE CAYMAN
4.5 out of 5 average rating, 6 reviews

The Club at Little Cayman - Luxurious Living

JaydeRating, 5 stars30 months ago
Great stay - very quiet complex located just a short walk from LCBR. Easy check in and thanks for letting us in early! Pool and beach right there with a nice sea view from the balcony! We’ll be back!
Top guest favorite
The image showcases a newly constructed house adjacent to a semi-private pool. Sunlight reflects off the clear water, while lush greenery frames the surroundings. A patio area features tile flooring and planters, enhancing the outdoor space for relaxation and enjoyment.
Home in Little Cayman
4.96 out of 5 average rating, 168 reviews

Just Chillin in Little Cayman

SophiaRating, 5 stars1 week ago
Another brilliant stay. This will be my go to place when going to Little. Thank you for everything!
Superhost
Home in West End
4.86 out of 5 average rating, 14 reviews

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

TimothyRating, 5 stars3 weeks 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!
Guest favorite
Five light blue sun loungers are positioned on a sandy beach, partially shaded by palm trees. A large umbrella provides additional shade nearby, ensuring a relaxed setting. In the background, a wooden structure is visible, surrounded by lush greenery.
Home in Cayman Brac
4.89 out of 5 average rating, 19 reviews

Featherstone - The Cottage

Jayda Rating, 5 stars7 months ago
My partner and I had a lovely and peaceful experience here at featherstone. The place was very cozy and felt like at home. The scenery was beautiful, very easy accessible. Our host was great as well, she was very helpful, responsive and friendly. We plan to come again in the near future! This place was the perfect fit for our vacation.

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