House holiday rentals in Cayman Islands

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Top-rated house rentals in Cayman Islands

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Guest favourite

Home in Grand Cayman

5 out of 5 average rating, 19 reviews

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.

Guest favourite

Home in Stake Bay

5 out of 5 average rating, 45 reviews

Modern Oceanfront, 2Primary Suites, sleeps 6, pool

We offer a Hurricane Worry-free Guarantee. Only a short 25-minute flight from Grand Cayman, this newer home provides stunning oceanfront vistas with all modern amenities to enjoy barefoot luxury. Large windows and the open concept floor plan allow for breathtaking views of the pool and sea and include a fully-equipped kitchen, dining, and living areas. Also overlooking the ocean are two master king-size bed suites with tiled baths. A third bedroom has a queen bed and views of tropical foliage.

Guest favourite

Home in West End

5 out of 5 average rating, 14 reviews

POOL, sandy beach w/cabana, wi-fi, a/c, sunsets

Truly Amazing Tropical Beach Paradise on the Water w/Pool. Prop has private entrances, full kitchen (with everything), dining, living, full bathroom, beach cabana, hammocks, bikes available, grill, kayaks, fire pit. WiFi. Great snorkeling right out front. Great sunsets! One of the few rental places on the island with a sandy beach. Leeward side of the island so many days with calm waters. Local cell phone provided. Washer and Dryer, TV, Linens, beach and bath towels & more. 1 of only 3 units.

Guest favourite

Home in Cayman Brac

4.86 out of 5 average rating, 73 reviews

Southern Exposure, Secluded Paradise, Cayman Brac

On the Beach! Divers paradise! Beautiful slice of heaven on the exclusive south side of Cayman Brac. Stunning views from the windows - 100 ft of beachfront to call your own. The sea on one side, and the stunning and majestic bluff across the road. Pristine with luxury features to ensure you are comfortable. Local rates available! We have a 5 night minimum but please request for shorter stays. We look forward to hosting you at our island beach home! Jen & Rick IG: southernexposurecb

Guest favourite

Home in Bodden Town

5 out of 5 average rating, 34 reviews

Casa Avi - Beachfront bliss & luxury in Cayman

Discover Casa Avi an idyllic oasis nestled in sea-grape trees on a quiet, secluded beach on the edge of Bodden Town. Immerse yourself in elegant bedrooms, breathtaking ocean views, and art-infused living spaces curated by renowned artist Avril Ward. Savor panoramic ocean views from retractable sliding doors, and enjoy direct beach access for kayaking and snorkeling adventures or simply unwind in the casual embrace of hammocks and beanbags, and refresh in the private saltwater pool.

Guest favourite

Home in West Bay

5 out of 5 average rating, 20 reviews

The Highlands Retreat A

Your luxury home away from home - Highlands Retreat offers you all of the modern-day comforts and amenities available in the Cayman Islands with a sustainable touch. Nestled at the northern end of Seven Mile Beach, this is your perfect family getaway from the hustle and bustle of the busy hotel districts. Within walking distance of the world-famous 7-mile beach and just a few minutes drive away from Camana Bay, 7-mile shops and restaurants, and all that Cayman has to offer.

Guest favourite

Home in Blossom Village

4.96 out of 5 average rating, 27 reviews

Gorgeous Beach House in Little Cayman

Situated on 160ft of private beach, this rustic beach house is the perfect place to relax and unwind in beautiful Little Cayman. Watch the sunrise from the wraparound veranda and enjoy a lazy afternoon in the hammock. This spacious beach house has everything you need for the perfect vacation, including a comfy King bed, air conditioning, Wi-Fi, Sonos speaker, BBQ grill, paddleboards, and bikes. The perfect place to enjoy the simple magic of island life.

Guest favourite

Home in George Town

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.

Superhost

Home in Grand Harbour

4.75 out of 5 average rating, 12 reviews

Luxurious Oceanfront El Oceano

Welcome to our stunning beachfront Airbnb property! Located just a few minutes away from the Airport, this beautiful retreat offers the perfect combination of convenience and tranquility. As you arrive, you'll be greeted by a gated entrance that ensures privacy and security throughout your stay. Amazing space, thrilling water activities, and utmost privacy make it an unrivaled destination for creating treasured moments with your loved ones.

Guest favourite

Home in Little Cayman

4.97 out of 5 average rating, 152 reviews

Just Chillin in Little Cayman

Just Chillin is a new 2 bedroom house that connects to a semi private pool, with queen size bed in both bedrooms, it is close to the airport, store and restaurants, the true Island life. Little Cayman is One mile wide and 10 miles long, we also provide bikes if you’re adventurous, our waters are blue and crystal clear for the divers and People that like to snorkel, it is Paradise, and tranquility for the people that just want to chill!

Guest favourite

Home in George Town

5 out of 5 average rating, 17 reviews

Villa Olea -

This villa offers a modern and elegant single story 4 bedrooms, 3 and half bathrooms, a dedicated work space and a private pool. Expansive windows and sliding doors throughout the house lets natural light in, truly embracing outdoor/indoor living. Situated in a quiet residential area, minutes to town, shops and beaches.