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North Side Grand Cayman Beachfront Villa

Spacious beachfront home on Grand Cayman’s peaceful North Side. Walk out to crystal-clear water for snorkeling and paddleboarding — we provide kayaks, paddleboards, and snorkel gear. 4 en-suite bedrooms plus two sofa beds in living room, rooftop with ocean views, fast WiFi, full kitchen, and washer/dryer. Small grocery store and Over the Edge are 1 mile away. Supermarket in Savannah (~20 min). Restaurants & bars @ Kaibo & Rum Point (~15 min). Travel crib and kids’ games available. Self check-in.

No Big Ting - Private Beach Home

Entering No Big Ting you're immediately greeted with stunning views of the beautiful Caribbean Ocean. It's all about outdoor living, from the spacious screened porch to the soft sandy beach. Cool off in the private pool or adventure out to the protected reef to snorkel with the abundant sea life. End a perfect day star gazing on the deck listening to the waves under the moonlight. No Big Ting delivers a tranquil ocean vibe and is the ultimate beachfront oasis to relax with family and friends.

3 Bedroom Beach House with Pools

Relax in this spacious East End house, surrounded by lush landscaping and 5 cascading pools. As seen on HGTV, Neptune’s Nest is a two-story, stand-alone home in the charming, pastel-colored, East End Paradise Villas. With only 10 homes and 300 ft beach across the road, this quiet complex is far from the crowds but close to restaurants, parks, and world-class dive sites. The natural beach (water shoes a plus) is a haven for marine life, perfect for snorkeling or kayaking out to the nearby reef.

Parrot‑ise 4BR Oceanfront Villa - Pool & Tiki Bar

Parrot‑ise Villa is a secluded 4BR/3.5BA two‑story luxury oceanfront home in Cayman Kai, set about 1,000 feet off Rum Point Drive for exceptional privacy. Fully air‑conditioned and fronting 100 feet of white‑sand beach, it features a private pool, tiki bar, and turtle‑nesting shoreline framed by sea grape trees. Located on Grand Cayman’s quiet North Side near Rum Point and Kaibo, it’s typically a 45–60 minute drive from International Airport, with dining and activities 3–20 minutes away.

Coral Cottage - Beach Front w/ Private Pool

Coral Cottage – Luxury Beachfront Retreat with Private Pool & Sea Views Old Man Bay, Grand Cayman | Sleeps 6 | 3 Bedrooms | 3 Bathrooms | Escape to your own slice of paradise. Nestled on the pristine beachfront of Old Man Bay, North Side. Coral Cottage is a stylish semi-detached villa offering the perfect blend of Caymanian charm and upscale comfort. With panoramic sea views, a private saltwater infinity pool, and lush gardens for al fresco dining, this is island living at its finest.

Whispering Kai: beach home on Bio Bay, Cayman Kai

A quiet oasis with unforgettable views. Located directly on the Bioilluminesce Bay in the wonderful residential area of Cayman Kai is our luxurious yet comfortable 2 bedroom, 2 bathroom secluded beachfront home complete with a spacious screened-in back patio overlooking the water on a white sandy beach with a private boat dock. Check us out on Insta: @whisperingkai Master Bedroom: King Bed Guest Bedroom: King Bed plus two pull-out sofas (twins) Living Room: One pull-out sofa (double)

Beach House & Cottage - The Bay

The Bay is a private home with 500 Feet of beach front over 5 acres in the laid-back Old Man Bay community on the North Side. 3 Acre protected beach next door. Beach Access: Nearby sandy shallow water cove at On the Bay condos and excellent sandy coral reefs 100 yards down the beach. Large screened-in patio, private oceanfront saltwater pool, gazebo with twin hammocks and lounge chairs. White sand beach adjoining an extended beach along the North Side. Countless activities.

Modern Island Studio | Peaceful Garden Hideaway

Quiet private cottage in a safe residential neighborhood, just minutes from beaches, restaurants, and grocery stores. Slip away to this cozy studio tucked in peaceful Red Bay—an ideal retreat for couples or solo travelers. Unwind in a plush queen bed, stream on smart TV, and enjoy the ease of a private entrance and free parking. Just minutes from the airport, grocery stores, George Town, and top dining spots, you’re perfectly placed for both relaxation and adventure.

Pools of the Kai #6 by Grand Cayman Villas

Relax under your own private, screened pool atrium at Pools of the Kai #6, a renovated 2-bedroom waterfront condo with all the island vibes. This tropical retreat offers a private pool with stunning water views, perfect for couples or families seeking a quiet getaway. Prime island experiences are just steps away: walk barefoot to The Kaibo for sunset drinks, snorkel the pier at Rum Point Club, explore Starfish Point, or take a kayak tour of the Bio-Bay.

Paradise Beach House in South Sound, George Town

Paradise Beach House in South Sound, George Town Paradise Beach House is a beautiful vacation rental property located in South Sound, George Town, Grand Cayman. The house offers a spacious and luxurious living experience with its very own paradise beach and a view of the reef and famous wreck of South Sound! Please note the "Resort Fee" is the Government Tourist Tax that is charged to all international guests staying in the Cayman Islands.

Waterfront 2BR with private screened pool

Unwind in this renovated waterfront 2BR at Pools of the Kai, featuring a private screened pool and two king suites with water views. The upper suite has a private balcony, while the lower opens directly onto the pool deck. A sofa bed accommodates 2 additional guests. Walk to Kaibo, kayak to Starfish Point or explore Bioluminescent Bay. Fast Wi-Fi and peaceful Cayman Kai surroundings make it ideal for couples, families and groups of up to 6.

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.