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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.

Oceanfront Oasis: Endless Views, Pool & Cottage

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.

Savhaven - 4 Bed 4 Bath w/ Pool (2 mins to Beach)

Savhaven is located in the tranquil area of Savannah which is the middle of Grand Cayman. Savhaven is less than 5 minutes away from Spott’s Beach. This beach gives you the best sighting of sea turtles on the island and is excellent for snorkeling. It takes about 30 minutes to reach East End or North Side from Savhaven and 15 minutes to get to the capital George Town and 30 minutes to get to West Bay. All the major attractions on the island can be reached within minutes. Google Savhaven video

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.

Beach House at Rum Point/3 Kayaks/4 bikes/WI-FI

PROMOTION: 10% discount applies to reservations of 7 or more nights. SWIM with Stingrays, SNORKEL close to the coolest corals around Barrier Reef, DIVE to devilishly deep drop-offs and wicked wrecks or KAYAK slowly under a blanket of stars Cayman’s only bio-luminescent bay , the best in the Caribbean! More Comfort, More space! More privacy! More for your money! A Caribbean Island Vacation at our Island House at Rum Point has long been a pleasant alternative to a Hotel Room Vacation.

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)

Charming 2 Bdr Canal-Front Escape in Rum Point

Dragon’s Pearl is a beautifully renovated 2-bedroom, 2-bath canal-front cottage in Rum Point that blends old Cayman charm with modern comforts. Sleeping up to six adults (seven with a toddler), it offers bright open living spaces, a fully equipped kitchen, and a spacious screened patio capturing cooling trade winds. Enjoy an upper sun deck, private 40-ft dock with gazebo, kayaks, and fishing. Steps from Rum Point Beach, dining, and watersports, it’s a relaxed waterfront island retreat.

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.

The Cottage at Rum Point

Back on the market under new management, Nestled at the tip of the peninsula on Sand Point Road, this elevated 3-bedroom cottage offers an unforgettable getaway. Whether you're planning a family vacation or a retreat with friends, this spacious and beautifully designed home has everything you need for a relaxing and adventurous stay.