Pet-friendly holiday rentals in Grand Cayman

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.

Waterfront Escape | 2BR Retreat Pool & Walkable

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.

~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. NOT LISTED ON VRBO

Country Road, Take Me Home

A home away from home where you will have your own private oasis. Located away from busy streets only 2 minutes away from Spotts Beach where you can swim with turtles& enjoy gorgeous sunsets. This private cottage is best for couples or singles including a private driveway, outdoor dining space, kitchen, washroom and bedroom. Grocery store & restaurants 1 minute down the street & a bus stop at the very end of the road. We look forward to hosting you as you experience our wonderful island!

Andy's Inn #1 Oceanview Guesthouse

Prepare to indulge in the perfect island retreat in the historic first capital of Bodden Town where island charm meets hospitality. Andy's Inn is a delightful locally owned and operated guesthouse complete with all the touches of home. Great ocean views, luxury furnishings and refreshing sea breeze which offers the perfect atmosphere to unwind, relax and enjoy our Island paradise. When you stay at Andy's Inn you will get to make some memories at this unique and family-friendly place.

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.

Beautiful Wall Flowers Place

Our Beautiful Wallflowers Place apartment will be your home away from home. It is designed just for your ultimate vacation experience and relaxation. This cozy oasis is located in the quiet Adventures community, which is close to the Patrick Islands and the adjoining residential communities, central Grand Cayman Island This Cozy and spacious retreat offers a relaxing stay with all the essentials for a comfortable vacation in the Beautiful Cayman Island

S4 BP | Steps to Beach

Unmatched value. Personalised hospitality. SUITE 4, BLUE PAVILION, offers cozy, retro-chic charm, just steps away from the unspoiled stretches of Seven Mile Beach (2–5 min walk). Perfect for couples, solo travellers, and small families. Peaceful retreat with thoughtful amenities & concierge services. Whether you’re here to relax by the beach, explore the local area, or enjoy a hassle-free getaway, we’re committed to making your stay extraordinary.

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.

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.