House holiday rentals in Grand Cayman

Seabreezes-Your Oceanside Escape

Kick back and relax in this calm, stylish loft situated in an oceanfront community- a perfect Caribbean get away. A central location allows for easy access by car to all the areas of the Island. The property offers open spaces, 5 pools, an oceanfront walkway and a Cabana. Why not enjoy a morning swim in the pool. a glass of wine on the porch, or sunset on the boardwalk. Only 5 minute drive east is the sandy Spotts beach which is well-known for its abundant sea life, including green sea turtles.

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 Home with cottage & private pool

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.

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.

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.

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.

Villa at Kaibo for 6, peaceful beach paradise

Escape to Cayman’s quiet side at Pools of the Kai, where romance meets island serenity. This stylish waterfront 2-bedroom with a sleeper sofa condo features a private screened pool, two king suites, fast WiFi, and soothing ocean views. Unwind in total comfort, from sun-drenched mornings to peaceful evenings by the water. Stroll to Kaibo, kayak to Starfish Point, explore Bio Bay, or ferry to Seven Mile Beach. A tranquil, intimate escape perfect for couples and slow island living.

Beautiful 4 BR South Sound Home w/pool.

Beautiful 4 Bedroom Home w/pool.  Close to Beach, George Town, Park, Tourist Center Step away from the busy resort area! This 4 BR home is located in a quiet area in South Sound.    and perfect for your family's vacation.  Enjoy a fun filled at the beach and relax by the pool later in the day. This home has 4 BR, 3 BA and sleeps 8-10. Full kitchen/outdoor grill. A screened porch and spacious veranda overlooking the pool is a perfect spot for breakfast or evening dinners. 

Serene Home with Saltwater Pool & Gardens

Discover 'Savannah Rose' - Ideal for Families and Groups! Our 3-Bedroom Home with Gym/Office boasts a Saltwater Pool, Patio with ample Seating, and surroundings of Tropical Mature Fruit Trees. Centrally located, you're equally close to the upscale Seven Mile Beach area and tranquil Eastern Districts. Shopping, restaurants, and more nearby. Enjoy a 5-Minute Drive to the stunning Spotts Beach, perfect for serene swims and unforgettable scuba diving encounters with turtles!

Luxury 3bd Beach View, # 3 Blue, Stunning Views

Perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations and is conveniently located near renowned Stingray City, Rum Point and Kaibo’s restaurants, beaches and water sport activities. Bask on the white sand beach, enjoy the pool, swim and snorkel with a myriad of sea life, or simply lounge in your hammock snoozing away the day.

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.