Vacation rentals with a pool in Cayman Brac

Brac Sea'renity - Coastal chic oceanfront condo

Indulge in the comfort and tranquility of this newly remodeled oceanfront condo located on Cayman Brac’s South Side East. The space features an open-concept layout with lots of natural light, bright sun-baked colors, tasteful furnishings and décor. Enjoy mesmerizing ocean views from the kitchen, living room & primary suite! Wake up to the best view of the sunrise over the sparkling Caribbean Sea, play by the pool, relax in the hammocks & fall asleep to the soothing sound of the ocean waves.

TROPICAL RUNaWAY, Cayman Brac

PRICES INCLUDE TAXES (13%), CLEANING. 2.5 acres with 500' of sandy beach and sheltered, private, in ground, swimming pool, shared between two houses that rent separately. There is a 4 bedroom house and a 1 bedroom house. The big house is ideal for 3 couples to share, or 3 couples with young children. It also suits 2 couples. Larger groups consider reserving the entire property, both houses. The 1 bedroom house is $255 /night fees and taxes included! Excellent privacy between the houses.

2 Homes 10 Guest Waterfront Luxury Cayman Brac

Wake up to the beautiful ocean views of Coral Beach Villa & Guest House, Cayman Brac. Only 30 min flight from Grand Cayman. A private winding driveway through palm trees and lush tropical foliage leads to the 2 homes. Fully air conditioned property comfortably sleeps 2-10 people in 4 king master bedrooms, each with ensuite. 2000 sq ft of deck space with a gorgeous pool, shaded gazebo, and hot tub. Enjoy gentle waves as you stroll the rocky coral beach at sunset. Complete tranquil privacy awaits

Brac Magic - magical oceanfront home with pool

"Brac Magic" truly lives up to its name. Built in 2017, this magical oceanfront home has 2 bedrooms and sleeps 6-8, with 2 1/2 baths. It's air conditioned and has all of the amenities, including washer/dryer, fully equipped kitchen, smart tv, wifi, BBQ, rinse station and drying rack for dive gear. Relax in the pool or in a hammock in the shade while listening to the waves crash. It's secluded and peaceful here, away from the populated areas but only a short drive to everything you need.

Sunburst Bliss

Nestled along the coastline, this charming oceanfront condo offers an idyllic escape where the rhythmic waves become your daily soundtrack. Wake up to breathtaking sunrises that paint the sky in hues of blue and pink, and spend your days basking in the salty breeze as it whispers through the swaying palms. With panoramic views of the cerulean sea stretching to the horizon, the serene beauty of the ocean is just steps away, inviting you to explore, relax, or simply unwind in nature's embrace.

Charming, Ocean Front Condo with Pool & Bluff View

This spacious, 2 bedroom, 2 bathroom condo is located in a quiet, private complex on Cayman Brac's south shore; the secluded east end of the island, away from the busy end but still close enough to dive operators, hotels, stores and restaurants. Relax with privacy, tranquility & seclusion at this tropical paradise, where the sea meets the famous 140 ft bluff. The complex boasts an oceanfront pool, private shore dive entrance, outdoor shower, rinse tank, cabanas, hammocks, and BBQ grill.

Villa Villekulla - Relax Poolside

Welcome to Villa Villekulla, a place where time slows down and complete relaxation is possible. It’s located on the quaint sister island, Cayman Brac. You can Relax poolside in a private pool with spectacular views of the waves hitting the shore. We now have Exclusive Car Rental and Boat Charter rates. Just ask us! We do more for you to enjoy! Ask us also about Massage and beauty treatments. This too is now exclusively provided to guests at a discounted rate!

Featherstone - The Estate

Rent the entire Featherstone Estate for a secluded get away with family or friends. Comprising of 3 separate units on a beautiful private beach this is the perfect place to get away from it all. Featherstone can easily accommodate 3 families, each with their own private space, or groups of up to 15 people. All units are well appointed and there is a communal pool, laundry room, games room, hammocks, bikes, kayak, ping pong table, BBQ area and fire pit.

Modern Oceanfront, 2Primary Suites, sleeps 6, pool

Only a short 35-minute flight from Grand Cayman, this newer home provides stunning oceanfront vistas with all modern amenities to enjoy barefoot luxury. Large windows and the open concept floor plan allow breathtaking views of the pool and sea and include a fully-equipped kitchen, dining, and living areas. Also overlooking the ocean are two primary king-size bed suites with tiled baths. A third bedroom has a queen bed and views of tropical foliage.