House holiday rentals in Grand Cayman

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.

Location · Family · View

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.

Family · Location · View

South Beach Villa Ocean Front ~ Sleeps 12

Discover the ultimate escape in this secluded oceanfront home in serene Bodden Town, just a 25-minute drive from George Town. Hidden from the main road for added privacy, this charming retreat is perfect for a family vacation or a group getaway. The house features three inviting bedrooms, each with patio access. The master suite includes an en-suite bathroom, while the other two bedrooms, each equipped with two queen beds, share a family bathroom. The open-plan kitchen, dining, and lounge area

Family · Location · Comfort

Price competitive and offers more than the usual

- 3 large bedrooms, all with tv - Fully equipped kitchen with utility room, washer, dryer, and storage cabinets - Equipped office with computer, Printer, internet, office desk, and supplies. - Free unlimited local and int'l phone calls - 150 steps away from the famous 7 miles beach area - House comes with required towels, sheet, and more - Close to all sort after restaurants, some in walking distance - Outsider security cameras - House can accommodate up to 3 airbeds.

Location · Family · Accuracy

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.

Location · Family · Laundry

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)

Family · Value · Walkability

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.

Location · Family · View

Luxury 3 Bedroom Waterfront Condo in Paradise

Modern 3BR/3BA waterfront home offering luxury, comfort, and uninterrupted ocean views. Enjoy morning coffee as waves roll in and end your day sipping wine with breathtaking Caribbean sunsets off your private patio area. The complex features a pool, hot tub, gym and lounge areas, all set in a welcoming neighbourhood just a 2-minute walk to Cayman’s favourite tiki bar. A stylish retreat perfect for families, couples, or friends seeking a refined island stay.

Family · Location · Bathroom

Oceanside Townhome with Watersports at Fingertips!

Discover the magic of island life in this elegant 3-bedroom home nestled in a lush, secluded garden community. Spend your days floating between two pools, exploring the private beach, or snorkeling among vibrant marine life just steps away. Your patio overlooks tropical gardens and the pool, creating the perfect spot for golden Cayman sunsets. With the island’s beloved tiki bar only minutes away, this escape blends beauty, comfort, and coastal charm.

Value · Family · Nearby

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.

Location · Value · TV

Sandalwood Escape Luxury Family Villa Private Pool

Welcome to Sandalwood Escape, your private Caribbean retreat just steps from the soft white sands of Seven Mile Beach. This exquisitely renovated 3-bedroom, 3-bathroom villa blends sophisticated island design with thoughtful family comforts, offering an unforgettable experience for both luxury-seekers and traveling families. We can also provide a step-free entrance for wheelchair accessibility and other mobility aids with prior notice.

Location · Family · Layout

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.

Location · Value · Accuracy