
Vacation rentals with a pool in Cayman Brac
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Top-rated 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

Home in Stake Bay
5 out of 5 average rating, 15 reviewsSea 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

Home in Cayman Brac
5 out of 5 average rating, 17 reviewsFeatherstone - 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!

Home in West End
4.5 out of 5 average rating, 6 reviewsVilla 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.

Home in Cayman Brac
4.44 out of 5 average rating, 9 reviewsSouthern 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

Home in Cayman Brac
4.89 out of 5 average rating, 19 reviewsFeatherstone - 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.

Home in Stake Bay
5 out of 5 average rating, 3 reviews2 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.

Home in Cayman Brac
The Bach@Brac

Home in Cotton Tree Bay
Sundial Cove
Condo rentals with a pool

Condo in Sister Islands
4.73 out of 5 average rating, 40 reviewsBrac 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

Condo in Cayman Brac
5 out of 5 average rating, 9 reviewsCayman 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

Condo in Blossom Village
4.82 out of 5 average rating, 61 reviewsConch 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!

Condo in Sister Islands
4.33 out of 5 average rating, 3 reviewsCharming, Ocean Front Condo with Pool & Bluff View
ArminRating, 5 stars15 months ago
lovely apartment!

Condo in LITTLE CAYMAN
4.5 out of 5 average rating, 6 reviewsThe 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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