Pet-friendly holiday rentals in Cayman Islands

Waterfront Sanctuary Serene | 2BR | Pool & Porch

Cool clean contemporary Sanctuary with water views; a two bedroom/two bathroom condo with a full kitchen and living room packed with all popular amenities (wifi, cable television, Apple TV, Netflix, Playstation game console, central A/C, iron and ironing board, washer and dryer, outdoor patio, pool and free parking) - conveniently located in Grand Harbour. The Shoppes at Grand Harbour, & Harbour Walk are next door. Perfect for exploring and enjoying all that the Cayman Islands has to offer.

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.

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.

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!

Featherstone - Upstairs Beach Front Apartment

This upstairs beach front apartment at Featherstone is incredible. Beautifully furnished and with direct access to the most stunning private beach in the Brac. The 2 bedroom apartment is well appointed and shares the private beach with the other 2 units. Other communal items include swimming pool, laundry room, games room, hammocks, bikes, kayak, ping pong table, BBQ area and fire pit.

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.