Pet-friendly holiday rentals in Grand Cayman

Oceanfront rooftop luxury2B2B Residency pool beach

Discover this luxurious oceanfront private residency 12 at Silver Reef 2 bedrooms and 2 bathrooms with a terrace on the second floor with rooftop. Designed for tranquillity, relaxation, and wellbeing, this private getaway offers a retreat from the strains of everyday life. It’s available for short or long-stay. Enjoy remarkable sea views and a private rooftop terrace. Amenities include a sea saltwater pool, gym, &our floor robotic vacuum mop , in the beautiful North Side of the Cayman Islands.

Luxury villa just a few steps from 7 Mile Beach

Welcome to Calypso Cove, a charming boutique complex with 7 villas across from Beach in West Bay. The one-bedroom unit features a king bed, queen sofa bed, and comfortably sleeps 4. Just steps from the white sand and clear water tail-end of Seven Mile Beach, it offers amenities like Smart TV, free WiFi, Keurig, Apple TV, Apple HomePod, wireless charger and a walk-in closet. All new furniture, it also has a custom outdoor swing bed on the patio for relaxing and enjoying your morning coffee

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)

Coastal Hideaway

This charming 1-bedroom retreat is in a convenient neighborhood, minutes from beaches, restaurants, and attractions. Bright and inviting, it features a comfy queen bed, a beautifully decorated living area, and a fully-equipped kitchen. Enjoy your private patio for morning coffee or an evening drink, plus a shared pool and lush gardens. With Wi-Fi, TV streaming, and air conditioning, it’s all set for a comfortable stay. Perfect for exploring and unwinding in the Cayman Islands.

Seaside Serenity at Allure

Affectionately dubbed the Seaside Chateau by owner and local fragrance designer Ted Green, Seaside Serenity at Allure is less Chateau and more contemporary island retreat that just happens to be nestled at the sea's edge of the North Sound (Caribbean Sea). A perfectly appointed and centrally located retreat. You will feel nestled away from it all, but in actuality, you're no farther than 5-10 mins from your favorite spots in South Sound, George Town, or Seven Mile Beach.

~Nim's Retreat~ Grand Cayman BWI

Nim's Retreat is a unique dwelling designed and built by the USA based architect Rufus Nims. Nim's Retreat features two bedrooms with King size beds and two baths. It is centrally located near some of the best restaurants and dive sites on Grand Cayman. Just a short trip to Smith Cove to enjoy a quick swim and beautiful sunset. Nim's Retreat can comfortably accommodate up to six persons when using the pull-out queen sleeper sofa. The property features SONOs in each room.

Luxury 3bd Beach Front, # 5 Yellow, Stunning Views

Perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations and is conveniently located near renowned Stingray City, Rum Point and Kaibo’s restaurants, beaches and water sport activities. Bask on the white sand beach, enjoy the pool, swim and snorkel with a myriad of sea life, or simply lounge in your hammock snoozing away the day.

Waterfront Sanctuary Cove 2BR King Bd Pool Porch

Enhance your getaway experience in our meticulously clean, spacious, and tranquil retreat. Immerse yourself in serenity, surrounded by picturesque water views and a lush tropical landscape that will effortlessly melt your worries away. Ideally situated, our Sanctuary offers not just a stay, but a rejuvenating escape into nature's embrace. Come find your peace in this beautifully designed space, where every detail is crafted for your ultimate relaxation and enjoyment.

Modern Studio | Walk to Beach, Pool & BBQ, Cayman

Modern 1BR/1BA retreat just steps from a Caribbean beach. Relax in a peaceful complex with a large pool, sunny lounge, and tropical gardens. Walk to the shore for swimming, snorkeling, and unforgettable sunsets. Inside, enjoy a fully equipped kitchen, fast Wi-Fi, and a cozy bedroom—ideal for couples, solo travelers, or remote workers. Close to local shops and dining, this stylish getaway is your perfect Cayman escape for sun, sea, and serenity.

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.

Modern Studio Apt Near Beach w/ Rooftop Pool, Onsi

This modern studio apartment with one-bathroom exudes brightness and airiness with its glass balcony doors, creating a welcoming and inviting atmosphere. The open-plan layout offers a comfortable and functional living space that's perfect for entertaining or relaxing. The decor is contemporary and sleek, with a neutral color palette that adds to the sense of spaciousness and modernity.

Studio Suite, Queen Bed, Patio, Kitchenette

Island View Studio Suite Spacious 500 sq. ft. studio with a queen bed and queen size sleeper sofa. Features a full bathroom with double vanity and walk-in shower, microwave, coffee maker, mini fridge, flat-screen TV, in-room safe, iron, hairdryer, and alarm clock. Enjoy your own balcony or patio. Sleeps up to 3 adults or 2 adults and 1 child.