Holiday rentals in Old Man Bay

Ocean Watercourse Retreat

Escape to your brand-new, one-bedroom condo with private pool in a serene 12-unit complex, just a minute’s drive from the beach and across the street from the ocean. NO CLEANING FEES! Inside,everything is brand new with beach-inspired decor. The condo sleeps 4 with a cozy bedroom for 2 and a comfy sofa bed for 2 more. Ideally located near dive and snorkel sites, restaurants and the turtle farm. After a sun-filled day, unwind with fast Wi-Fi and cable TV. Your ideal tropical retreat awaits!

Apartment in Frank Sound

Welcome to our home!! Situated in Frank Sound, North Side. This apartment provides accommodation with free private parking. Small apartment attached to the main house, for added privacy, the accommodation features a private entrance. One room with 1 small closet and with one bathroom and kitchen with utensils. The apartment includes TV, wifi, hot water, beach chairs, cooler and much more! A short drive to tourist attractions; Kaibo, Rum Point, Crystal Caves, Blow holes & Barefoot beach.

Paradise Escape-Charming Oceanfront Guest Suite

A tranquil oceanfront escape for couples and solo adventurers... Ours is a unique community with quaint freehold condo cottages on a vast tract of oceanfront land. Wake-up in bed to a lovely view of a luscious green landscape that melds with the emerald green and blue ocean, sip a hot cup of coffee on the porch, enjoy a sunset cocktail by the ocean front pool, break a sweat in a friendly game of tennis, or take a blanket out to the lawn under the palm trees for breathtaking star gazing.

Cozy Guesthouse in Middle of The Island

Welcome to our charming tropical-themed studio, a hidden gem nestled behind the inviting House on The Hill in the heart of Grand Cayman. This cozy studio retreat is perfect for those seeking a comfortable, inviting space to rest after exploring the island. The home is located in the center of the island and is located off the main arterial road, providing easy access to all sides of the island. It is close to beaches and 5 minutes from supermarkets and restaurants.

The Happystay

Enjoy exclusive use of our 3 bedroom property located 8 miles from George Town in the quiet area of Lookout Gardens. This cozy and spacious retreat offers a relaxing stay with all the essentials for a comfortable visit to Grand Cayman. Located close to essential amenities, including a pharmacy, beauty and barber shops, convenience stores, a health center, police station, and local churches. Governor Russell and Coe beaches are just minutes walking distance away.

Piece of Mine, Beachfront Villa #3

Private & Tranquil BEACHFRONT Cottage offers all the conveniences of a luxury home. KAYAKS and SNORKELING GEAR, daybed & smart TV on the SCREENED PORCH, beach chairs, beach swing, and beautiful SUNSETS. Hammocks are throughout the property. Modern walk-in Shower, Towels, and bathrobe. Full Kitchen, Keurig & regular coffee maker & Blender, Extra-large bedroom, Antique four-post bed, Desk + smart TV. Enjoy paradise & experience "True Caymanian Hospitality!!"

Zen Den 3, cozy private studio in George Town

Welcome to this private cozy studio in the vibrant heart of George Town! Lokated 10-15 minute walking distance to Smiths Cove Beach, this is separate unit with an independent entry. Has a bedroom, kitchenette, washer dryer, bathroom and designated parking spot. Located in George Town near hospitals, pharmacy, gas station and restaurants. Bedroom has queen bed, split A/C, smart TV and Internet. Private outside patio with seating and a hammock.

John John's Hideaway

Cozy 1 bedroom cottage with en-suite bathroom, sitting area, full kitchen, washer and dryer. Located in a quiet neighbourhood, a 2 minute walk away from Pedro St. James Castle. 3 minute drive from a supermarket and local restaurants. 5 minute drive to snorkel at the picturesque Spotts Beach. 20 minute drive from other popular destinations, including shopping centres and other local attractions.

Silver Reef #3 - 2 BR LUXE Oceanfront & Pool

The Silver Reef #3 is a new immaculate, luxuriously furnished two-bedroom, two-bathroom ocean and beachfront condo on the ground of the brand-new Silver Reef Residences. Situated on the shores of Grand Cayman’s Northeast Coast, this beautiful condo offers a luxurious and well-designed development with a range of amenities and is known for its picturesque and palm-lined coastline.