House holiday rentals in Cayman Islands

Seabreezes-Your Oceanside Escape

Kick back and relax in this calm, stylish loft situated in an oceanfront community- a perfect Caribbean get away. A central location allows for easy access by car to all the areas of the Island. The property offers open spaces, 5 pools, an oceanfront walkway and a Cabana. Why not enjoy a morning swim in the pool. a glass of wine on the porch, or sunset on the boardwalk. Only 5 minute drive east is the sandy Spotts beach which is well-known for its abundant sea life, including green sea turtles.

Beachfront Retreat w/ Pool – Rum Point Paradise

Sea Charm is a beautiful spacious beachfront house in Rum Point with panoramic sea views and sunrises. The villa can hold multiple families and has a large and pristine beach front with excellent snorkeling outside the doors. Family friendly or romantic vacation at this large beachfront home is great for adventure, fun and relaxation. It’s only a 3-minute walk from Rum Point club with a bar, restaurant and beach with water sports. Starfish Point, Kaibo and Bioluminescence Bay are minutes away.

Gorgeous 3 Bed Brand New by 7 Mile Beach

Enjoy a stylish experience at our centrally-located home. Spread out among two floors, three spacious bedrooms, a large living/dining space and a fully stocked kitchen. Just moments to Seven Mile Beach, immerse yourself in comfort in this brand new home with high-end, thoughtful furnishings. Each bedroom has a large flat screen TV, super comfortable beds and linens, and full black out blinds for deep restorative sleep. Your stay is just mere steps to the complex pool and grilling station.

TWBR | 2BR 1BA • Sleeps 4+Parking+Private Lawn

Join us at the Tranquil West Bay Retreat, centrally located 2 bedroom, 1 bathroom private getaway nestled in a safe, peaceful neighborhood in the beautiful Cayman Islands. This cozy retreat offers a serene and relaxing atmosphere, making it the perfect home away from home for your island getaway. — Master Bedroom • 1 Queen Sized Bed Bedroom 2 • 1 Double Sized Bed 1 Full Bathroom w/ Stand-up Shower (Attached to Master Bedroom) Living Room • 1 Loveseat + 1 Pack ‘n Play (not pictured)

Whispering Kai: beach home on Bio Bay, Cayman Kai

A quiet oasis with unforgettable views. Located directly on the Bioilluminesce Bay in the wonderful residential area of Cayman Kai is our luxurious yet comfortable 2 bedroom, 2 bathroom secluded beachfront home complete with a spacious screened-in back patio overlooking the water on a white sandy beach with a private boat dock. Check us out on Insta: @whisperingkai Master Bedroom: King Bed Guest Bedroom: King Bed plus two pull-out sofas (twins) Living Room: One pull-out sofa (double)

Oceanfront condo-pool, sunset boardwalk, modern

This renovated, oceanfront 2 bed, 2.5 bath condo away from the main road in a well-maintained, friendly complex has an extensively equipped kitchen. The pool is steps away & the unique boardwalk has breathtaking sunrise AND sunset views over the Caribbean Sea. Grand Cayman's many activities, restaurants, beaches, east and west locations, and historical landmarks are easily reached from this perfectly placed tranquil haven. Explore then return for an ice-cold drink watching the sunset.

Gorgeous Beach House in Little Cayman

Situated on 160ft of private beach, this rustic beach house is the perfect place to relax and unwind in beautiful Little Cayman. Watch the sunrise from the wraparound veranda and enjoy a lazy afternoon in the hammock. This spacious beach house has everything you need for the perfect vacation, including a comfy King bed, air conditioning, Wi-Fi, Sonos speaker, BBQ grill, paddleboards, and bikes. The perfect place to enjoy the simple magic of island life.

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.

Paradise Beach House in South Sound, George Town

Paradise Beach House in South Sound, George Town Paradise Beach House is a beautiful vacation rental property located in South Sound, George Town, Grand Cayman. The house offers a spacious and luxurious living experience with its very own paradise beach and a view of the reef and famous wreck of South Sound! Please note the "Resort Fee" is the Government Tourist Tax that is charged to all international guests staying in the Cayman Islands.

Sandalwood Escape Luxury Family Villa Private Pool

Welcome to Sandalwood Escape, your private Caribbean retreat just steps from the soft white sands of Seven Mile Beach. This exquisitely renovated 3-bedroom, 3-bathroom villa blends sophisticated island design with thoughtful family comforts, offering an unforgettable experience for both luxury-seekers and traveling families. We can also provide a step-free entrance for wheelchair accessibility and other mobility aids with prior notice.

Just Chillin in Little Cayman

Just Chillin is a new 2 bedroom house that connects to a semi private pool, with queen size bed in both bedrooms, it is close to the airport, store and restaurants, the true Island life. Little Cayman is One mile wide and 10 miles long, we also provide bikes if you’re adventurous, our waters are blue and crystal clear for the divers and People that like to snorkel, it is Paradise, and tranquility for the people that just want to chill!

Island Oasis

Island Oasis is an exquisite, spacious family home with 5 bedrooms plus sunroom/den with a sleeper sofa. It is about a 10-minute drive from Owen Roberts International Airport via the Esterley Tibbetts Highway and situated in the prime location of Snug Harbour. It is about a 10-minute walk to the nearest public beach access at the renowned Seven Mile Beach, an endless stretch of award-winning pristine beach for relaxation and fun.