Holiday houses in Cayman Islands

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Top-rated holiday rentals in Cayman Islands

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost

The exterior of the cottage is framed by vibrant tropical plants and flowering shrubs, showcasing a blend of lush greenery and colorful blooms. The white structure features a sloping roof, supported by two elegant columns at the entrance.

Cottage in West Bay

4.99 out of 5 average rating, 411 reviews

Luxury Cottage, 1bd/1ba steps to Pool+7 Mile Beach

Our Queen Cottages are part of the Botanica collection of award winning island style cottages. This unit has a private outdoor dining and garden shower. At Botanica, our focus is on casual luxury, dreamy details and high end amenities. Property highlights includes a resort style pool with heated spa set in a tropical oasis. We also offer a complimentary shuttle in our vintage Land Rover Defender to nearby beaches. Be sure to check out our other listings under my profile. Non Smoking Complex

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Guest favourite

Condo in West Bay

4.92 out of 5 average rating, 119 reviews

Beachside Boutique Villa Steps to Seven Mile Beach

Enjoy the conveniently located yet quiet and peaceful end of Seven Mile Beach with private beach and beach access just steps away. Enjoy short sunsets and beach walks to some of the islands best snorkeling , diving and restaurants or walk the whole of seven mile beach from right outside your front door . Make some memories at this unique , fully equipped cosy cottage with a real beachy vibe and tranquil private patio garden . We hope you will love Beach Love at Calypso as much as we do. :)

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Top Guest favourite

The studio apartment features a spacious bed adorned with a light blanket, accompanied by a round dining table and four chairs. Natural wood paneling enhances the ceiling, while decorative wall pieces and patterned kitchen tiles add character to the space.

Apartment in Grand Cayman

4.96 out of 5 average rating, 181 reviews

Adorable Boho-Style Beach Villa

This adorable studio apartment has been fully renovated & has everything you need to enjoy the perfect Caribbean getaway. Calypso Cove is directly across from the famous Seven Mile Beach, where you can swim in the crystal clear blue sea every day. The studio has a balcony so you can enjoy the sunset or a morning coffee. Walking distance to supermarket, restaurants, bank and pharmacy, this apartment is in the perfect location. Keurig coffee machine, deck chairs, fins and mask and beach umbrella.

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Top Guest favourite

A private pool is framed by a wooden deck, offering views of the Caribbean Ocean. Bright blue lounge chairs are positioned nearby, alongside palm trees swaying in the gentle breeze. The turquoise water of the ocean contrasts with the sandy beach in the background.

Home in Rum Point

5.0 out of 5 average rating, 18 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.

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Guest favourite

A screened-in patio features a colorful area rug and seating arrangement with patterned cushions. A ceiling fan is visible above, while views of the lush garden and cove are framed by large glass panels. Kayaks and lounge chairs are positioned outside, enhancing the outdoor atmosphere.

Apartment in Cayman Kai

4.93 out of 5 average rating, 231 reviews

Rum Cove on the Bioluminescent Bay with Ocean View

Welcome to Rum Cove – your private escape on the bioluminescent bay, just steps from the world-famous Rum Point. This bright & breezy 1-bedroom retreat is part of a charming triplex and offers stunning 360° views. Whether you’re relaxing on the patio, kayaking under the stars, or sipping coffee at sunrise, Rum Cove surrounds you with natural beauty & peace. A perfect space for couples, solo travelers or small families looking for a quiet getaway with the best of Cayman Kai on your doorstep.

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Top Guest favourite

A tranquil swimming pool is framed by palm trees and a rocky outcrop, with clear blue water inviting relaxation. The ocean is visible in the background, where waves gently meet the shore. Lounge chairs are arranged around the pool area, creating a serene atmosphere.

Guest suite in George Town

4.97 out of 5 average rating, 304 reviews

Paradise Escape-Charming Oceanfront Guest Suite

A tranquil oceanfront escape for couples and solo adventurers... Wake-up to a lovely view of a luscious landscape that melds with the emerald green and blue ocean, sip a hot cup of coffee on the porch or enjoy a sunset cocktail by the ocean front pool. Accuracy Disclaimer Important: Airbnb currently displays an incorrect message stating this home is “Right on Bats Cave Beach.” The property is located near Spotts Beach, approx a 1-min drive away. Bats Cave Beach is private and not accessible.

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Superhost

The entrance features a dark front door framed by two windows with black shutters. Potted plants are positioned on either side of the door, adding greenery to the wooden facade. The porch is supported by two white columns, creating a welcoming appearance.

Apartment in Savannah

4.99 out of 5 average rating, 137 reviews

Enoe’s Escape

Welcoming 1 bedroom apartment with en-suite bathroom, sitting area, full kitchen, washer, dryer, and outdoor patio. Located in a quiet neighbourhood in close proximity to most things. 2-minute walk to the historic site Pedro St. James Castle, a stunning spot to view sunsets! 3-minute drive from the nearest supermarket and local restaurants. 5-minute drive to the picturesque Spotts Beach. 20-minute drive from other popular destinations, including shopping centres and other local attractions.

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Top Guest favourite

Home in Rum Point

4.95 out of 5 average rating, 39 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)

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Guest favourite

A modern living space is shown, featuring a comfortable sofa and a light wood coffee table. Bar stools are arranged at a kitchen counter, with a fully equipped kitchen visible in the background. A ceiling fan circulates air, and a warm, inviting atmosphere is created by pendant lighting.

Apartment in West Bay

4.92 out of 5 average rating, 90 reviews

Coastal Hideaway

This charming 1-bedroom retreat is in a convenient neighborhood, minutes from beaches, restaurants, and attractions. Bright and inviting, it features a comfy queen bed, a beautifully decorated living area, and a fully-equipped kitchen. Enjoy your private patio for morning coffee or an evening drink, plus a shared pool and lush gardens. With Wi-Fi, TV streaming, and air conditioning, it’s all set for a comfortable stay. Perfect for exploring and unwinding in the Cayman Islands.

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Top Guest favourite

An open-concept living area features a spacious sectional sofa facing the ocean. Large glass doors provide panoramic sea views and natural light. A dining area is positioned nearby, complemented by contemporary lighting fixtures. Stylish barstools and a kitchen island offer additional seating options.

Condo in West Bay

5.0 out of 5 average rating, 34 reviews

Oceanfront Luxury Condo with Panoramic Views

Bask in panoramic Caribbean views from this brand-new 3-bedroom, 3-bathroom waterfront condo in Grand Cayman. This luxury retreat blends modern design with effortless island living. Floor-to-ceiling glass doors open onto a 35-foot oceanfront balcony, blurring the lines between indoors and out. Whether you’re sipping morning coffee listening to the waves or toasting with sunset cocktails on the terrace, this condo promises a clean, inviting, and luxurious Caribbean escape.

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Superhost

A serene ocean view captures calm turquoise waters meeting the sky, dotted with fluffy white clouds. The image features a rocky shoreline with a concrete dock extending into the water, surrounded by lush greenery and picturesque coastal scenery.

Condo in West Bay

4.95 out of 5 average rating, 108 reviews

Oceanfront- Restaurant,Diving & Snorkeling on site

Magnificent Oceanfront condo Relax in this calm, stylish space with breathtaking ocean views. There is a natural sea cove pool with access for diving/snorkeling and one of the best house reefs on the island. The reef is in a marine protected area abundant in sea turtles, small marine life, parrot fish, and rays. Divetech, a full service dive shop, is conveniently located on site and offer shore as well as boat dives. Vivo restaurant is also located on site.

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Guest favourite

An outdoor terrace features comfortable wicker seating, complemented by colorful cushions. Lush palm trees frame the view of the tranquil turquoise waters and clear sky, enhancing the inviting coastal atmosphere.

Home in George Town

4.94 out of 5 average rating, 108 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.

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