
House vacation rentals in Grand Cayman
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Top-rated house rentals in Grand Cayman
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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.
4.99 out of 5 average rating, 117 reviews
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.
5.0 out of 5 average rating, 19 reviews
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
4.88 out of 5 average rating, 58 reviews
Beachfront w/Private Dock, 50ft Pool, Theatre - Wi
Windsong is an oceanfront, 5 bedroom villa on the pristine northern coast of Grand Cayman a few miles east of the famous Rum Point Beach Club. From a private beach and dock, to expansive pool and patio space, you have everything you could want on your vacation. The renovated interior is comfortable and welcoming, with numerous essentials provided for your stay. As you pull up to the villa, you'll pass through the horseshoe driveway surrounded by the beautifully landscaped front yard. Windson
4.88 out of 5 average rating, 17 reviews
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.
5.0 out of 5 average rating, 63 reviews
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.
4.75 out of 5 average rating, 28 reviews
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.
5.0 out of 5 average rating, 32 reviews
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)
4.95 out of 5 average rating, 39 reviews
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.
4.94 out of 5 average rating, 109 reviews
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.
5.0 out of 5 average rating, 18 reviews
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.
5.0 out of 5 average rating, 37 reviews
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.
5.0 out of 5 average rating, 45 reviewsPopular amenities for Grand Cayman house rentals
House rentals with a pool

Oceanside Townhome with Watersports at Fingertips!
4.96 out of 5 average rating, 27 reviews
You'So Breezy by Grand Cayman Villas
4.8 out of 5 average rating, 5 reviews
Gorgeous 3 Bed Brand New by 7 Mile Beach
5.0 out of 5 average rating, 16 reviews
Luxury 5 Bdr Ocean View Home w/ Pool + Hot Tub
4.94 out of 5 average rating, 67 reviews
Hidden Hideaway House -7 mile -2King/1Queen- Pool
5.0 out of 5 average rating, 9 reviews
3 Bedroom Beach House with Pools
4.95 out of 5 average rating, 40 reviews
Seabreezes-Your Oceanside Escape
4.98 out of 5 average rating, 46 reviews
Beach House at Rum Point/3 Kayaks/4 bikes/WI-FI
4.94 out of 5 average rating, 32 reviewsWeekly house rentals

Modern Island Studio | Peaceful Garden Hideaway
4.84 out of 5 average rating, 50 reviews
East End Beach House with Private Dock!
4.96 out of 5 average rating, 79 reviews
The Isaac @ E'scape
4.93 out of 5 average rating, 14 reviews
Apartment Private West Bay - Free Park
5.0 out of 5 average rating, 51 reviews
Sea Cove
5.0 out of 5 average rating, 29 reviews
Cozy Stays at Coco Hideaway | Palm Suite
5.0 out of 5 average rating, 26 reviews
Lemongrass
4.83 out of 5 average rating, 12 reviews
Happy Place! Cayman Cottage in Red Bay.
4.9 out of 5 average rating, 10 reviewsPrivate house rentals

Oceanfront Dreamsicle Villa w/Outdoor Living Area
4.97 out of 5 average rating, 58 reviews
Bright 2BR Retreat • Private Entry • Near Beach
5.0 out of 5 average rating, 4 reviews
Nature lovers paradise
4.95 out of 5 average rating, 20 reviews
Scuba & Family Home - Sleeps 9 - DreamCayman
5.0 out of 5 average rating, 4 reviews
Sea Lodge #25
5.0 out of 5 average rating, 4 reviews
Spacious Open Concept 3 Bedroom House.
4.82 out of 5 average rating, 28 reviews
Pig's Leap
5.0 out of 5 average rating, 7 reviews
Grand Cayman East End Paradise Villa House
4.76 out of 5 average rating, 90 reviewsDestinations to explore
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