Pet-friendly holiday rentals in 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.

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.

S1 BP | Steps to Beach | Entire Apartment

Unmatched value. Personalised hospitality. SUITE 1, BLUE PAVILION is your cozy, retro-chic escape, just steps from quiet, unspoiled stretches of Seven Mile Beach (2–5 min walk). Perfect for couples, solo travellers, families & remote workers, Suite 1 offers a peaceful retreat with thoughtful amenities & concierge services to enhance your stay. 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.

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!

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.

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

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.

On the Beach!

This cottage on the ocean sleeps 4 persons. Enjoy fast Wi-Fi, flat screen smart tv, laundry, beach towels, linens, fully equipped kitchen with gas stove, a full sized fridge, and outside grill. Relax in one of our hammocks, sunbathe on the deck, or just snorkel and fish just a few feet away. Or go rock climbing, caving, diving, bird watching, or hiking at one of the many spots around the island!

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.