Holiday rentals with a pool in Cayman Islands

Sanctuary Serene | 2BR Waterfront | Porch & Pool

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.

Tua'r Mor (near the sea) quiet waterfront escape.

This lovely one-bedroom, one-bath charismatic bungalow is located in the quiet neighborhood of Sunrise Landing, Newlands, and is perfect for couples or small families. Tua’r Mor provides everything you need to feel at home, with an open kitchenette and dining/living area. The unit has everything from beach towels, beach chairs, and coolers so you can enjoy a day out. A hammock awaits you in your own private garden, overlooking the canal, where you can enjoy watching the sun rise or set.

Grandview condominium directly on 7-mile beach

This family friendly condo is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love this place because of the location, the people, the ambiance, the outdoors space, and the neighborhood. My place is good for couples, solo adventurers, business travelers as well as families with children. The property has biggest pool on Seven Mile Beach and hot tub overlooking beach with best sunsets. It also offers tennis courts and Basketball.

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.

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.

Oceanfront - On-Site Diving, Snorkeling & Dining

Escape to this stunning oceanfront condo with magnificent views. Dive right into crystal-clear water with direct access from a natural sea cove pool, perfect for diving and snorkeling in one of the island’s best spots. Divetech is a full-service dive shop, conveniently located on-site offering both shore and boat dives. Vivo restaurant is also onsite with delicious meals and drinks with beautiful sunsets!

Beach condo with sunset view

This luxury penthouse condo has everything for your perfect vacation. Enjoy stunning views of the sun setting over the Caribbean Sea from your private balcony. Located in a resort style complex with a great amenities. This includes bike use, large pool with swim up bar, kiddie pool and hot tub. Great snorkeling off our beach.

Sunset Point - Your Oasis Retreat

Sunset Cove Resort in West Bay, Cayman Islands, is your diver's paradise. Steps from the sea, indulge in coral reefs and marine life. Enjoy a pool, hot tub, and entertainment capturing island life. Feast at renowned restaurants just minutes away, and visit the famous Turtle Farm. Luxury, adventure, tranquility in one escape.