Vacation rentals with a pool in Cayman Brac

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Popular amenities for Cayman Brac rentals with a pool

House rentals with a pool

A serene outdoor space features white lounge chairs positioned by a swimming pool, with gentle palm trees swaying in the breeze. A fabric shade extends above, providing protection from the sun, while the ocean glimmers in the background under a soft sunset 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!!!
Superhost
A clear blue pool lies adjacent to a private beach, surrounded by soft white sand. Palm trees gently sway in the breeze, and the tranquil ocean stretches towards the horizon under a bright blue sky with scattered clouds.
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 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.
A clear view of the ocean is framed by palm trees, with gentle waves lapping against the rocky shoreline. A compact swimming pool lies just outside a covered terrace, surrounded by a stone deck. Sunlight reflects off the water, creating a serene atmosphere.
Home in Cayman Brac
4.44 out of 5 average rating, 9 reviews

Southern Reach. "A Little Piece of Paradise

TristanRating, 5 stars40 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
A charming two-story cottage is surrounded by lush greenery and palm trees. The exterior features a wooden facade with a spacious deck accessible from the upper level. Bright blue chairs sit invitingly on the ground level porch, creating a peaceful outdoor spot for relaxation.
Home in Cayman Brac
4.89 out of 5 average rating, 19 reviews

Featherstone - The Cottage

Jayda Rating, 5 stars8 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.
The outdoor pool area features a shaped pool with a soothing spa nearby, overlooking the tranquil sea. Palm trees line the horizon, and soft hues of evening light reflect off the water, creating a serene setting for relaxation.
Home in Stake Bay
5 out of 5 average rating, 3 reviews

2 Homes 10 Guest Waterfront Luxury Cayman Brac

JanRating, 5 stars8 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.
A wooden deck surrounds a refreshing swimming pool, leading to stunning ocean views. Two pool loungers are positioned beside the pool, allowing for relaxation. Lush green foliage borders the area, complementing the coastal atmosphere.
Home in Cayman Brac

The Bach@Brac

A serene sunset is captured over the ocean, with vibrant hues reflecting on the water. A private pool with an elegant design is visible in the foreground. Palm trees and tropical vegetation frame the scene, enhancing the tranquil atmosphere of the coastal setting.
Home in Cotton Tree Bay

Sundial Cove

Condo rentals with a pool

A serene outdoor pool area is highlighted, featuring a shimmering blue pool and two shaded cabanas. Palm trees sway gently in the breeze, while a nearby hammock offers a relaxing spot. The expansive view of the ocean stretches into the distance under a bright blue sky.
Condo in Sister Islands
4.73 out of 5 average rating, 40 reviews

Brac Sea'renity - Coastal chic oceanfront condo

BillRating, 5 stars3 months ago
Nice place. Comfy bed. Nice TV. High-end washer/dryer made life easier for 2 divers on a 15 day dive trip with just a carry on bag of clothes!
Guest favorite
A cozy bedroom is equipped with a spacious bed dressed in a patterned gray coverlet. Two windows allow natural light to fill the space, complemented by light gray walls. A bedside lamp and a small nightstand are positioned beside the bed, enhancing the room's functionality.
Condo in Cayman Brac
5 out of 5 average rating, 9 reviews

Cayman Brac, Carib Sands 221- "Stumble Inn"

BarbaraRating, 5 stars3 months ago
Really enjoyed our stay at the “Stumble Inn” . Karen was quick to respond to our inquiries and provided us with helpful suggestions - access was simple and straightforward, and the unit perfect for our visit. Great location with a nice pool and small beach - and great bird watching close by. Would definitely recommend contacting Karen if you plan on visiting Cayman Brac .
Superhost
The image showcases the Conch Club property with pastel yellow buildings lining a serene beach. A freshwater pool is visible in the foreground, surrounded by tropical greenery. Palm trees sway gently, and kayaks rest on the sandy shore, inviting outdoor activities.
Condo in Blossom Village
4.82 out of 5 average rating, 61 reviews

Conch Club 16, Little Cayman, Cayman Islands

LeslieRating, 5 stars3 months ago
We really loved staying in this condo. It was very quiet and comfortable. We loved the view from the top floor deck and being able to bring chairs to the beach right below the condo in the afternoon. Little Cayman is really different from other islands because not that many people live here. The plane rides between the islands were a blast and we felt safe with two pilots in the front of the plane. We loved all the red footed boobies nesting in trees right along the road. We had a great time diving the Bloody Bay Wall with Little Cayman Divers. We will be back!
A tranquil seascape showcases the gentle waves of the ocean lapping against a rocky shoreline. The sky is filled with soft clouds and pastel hues from the setting sun, creating a serene atmosphere. Coastal greenery is visible in the foreground.
Condo in Sister Islands
4.33 out of 5 average rating, 3 reviews

Charming, Ocean Front Condo with Pool & Bluff View

ArminRating, 5 stars15 months ago
lovely apartment!
A tranquil swimming pool is centered among the two-story villas, framed by palm trees and tropical vegetation. Lounge chairs are positioned around the pool area, offering spots for relaxation. The ocean is visible in the background, enhancing the peaceful resort atmosphere.
Condo in LITTLE CAYMAN
4.5 out of 5 average rating, 6 reviews

The Club at Little Cayman - Luxurious Living

JaydeRating, 5 stars31 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!

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