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.

Oceanfront Oasis Home with cottage & private pool

Relax in paradise with the family at this peaceful home in Spanish Bay. With miles of incredible cresting waves and turquoise ocean, this is a tranquil and secluded property. The main home has 3 bedrooms & 3 bathrooms and the adjoining cottage is equipped with a bed, bathroom & kitchenette. On calm days, you can swim off the end of the garden into the sea, or swim in your private swimming pool with plenty of outdoor space for entertaining. 25 minutes to the airport; 10 minutes to 7 mile beach.

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

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.

1BR King Suite w/ Kitchen, Patio & Living Area

Island View- One Bedroom King Suite Spacious 900 sq. ft. suite with a private bedroom with king size bed and ensuite featuring a double vanity with walk-in shower. Includes a full kitchen, dining room, and living room with queen size sleeper sofa. Enjoy a private balcony or patio, flat-screen TV in bedroom and living room, in-room safe, coffee maker, microwave, full size fridge, oven, stove, iron, hairdryer, and more. Sleeps up to 4 adults or 3 adults and 1 child.

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.

Luxury 1Bdr Waterfront Apt w/ Pool, Hot Tub+ Gym

Tucked overlooking a canal on the Seven Mile Beach corridor, this one-bedroom, one-bathroom condo is nestled in a prime location. With direct access to the waterways from its ground floor location, the sleek and contemporary design includes luxurious finishes and high-end appliances in the fully equipped kitchen, perfect for whipping up a gourmet meal.