Pet-friendly vacation 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 at the end of 7 Mile 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 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.

Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot

Nestled in the heart of serene and picturesque Cayman Kai, welcome to Jelly Kai, Unit A9, a 2 bedroom 2 bathroom beachfront condo located at Kaibo Yacht Club Phase 2. As you step into this recently renovated second-floor condo, you'll immediately feel the tranquil ambiance that the Cayman Kai area is renowned for. The condo's recent and meticulous renovation (Summer 2023) spared no expense, creating a welcoming retreat that will ensure that you and your family feel right at home.

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.

Pools of The Kai #1 - Your Home Away From Home

The most private getaway on the island, this end unit condo boasts the best view of Sunset Point. Unwind in your very own heated pool enclosed in a giant, invisible screen accessible from both the living room and bedroom. The disappearing glass doors provide a seamless transition from house to the private pool to a pristine beach complete with coconut palm trees to the crystal-clear, turquoise Caribbean. World-renowned sunsets and sunrises are also part of the package!

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 2BR/2BA Apartment Walk to Beach, Pool & BBQ

Step into your modern 2BR/2BA Cayman retreat, just minutes from a pristine Caribbean beach with snorkeling and sunsets. Enjoy beach access, pool access, and a BBQ grill for laid-back island living. Inside, relax in comfortable interior with a full kitchen, fast Wi-Fi, and cozy beds. Perfect for couples, friends, or families, this calm yet central location offers the ideal base to explore Seven Mile Beach, Camana Bay, and all the island’s natural beauty.

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.