Holiday rentals 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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Top guest favourite

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

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

ValueFamilyBreakfast

4.99 out of 5 average rating, 411 reviews

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.

Flat in Grand Cayman

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.

LocationFamilyComfort

4.96 out of 5 average rating, 182 reviews

Guest favourite

Apartment in West Bay

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. :)

LocationValueQuiet

4.92 out of 5 average rating, 119 reviews

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

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.

LocationFamilyQuiet

5.0 out of 5 average rating, 19 reviews

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.

Flat in Cayman Kai

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.

LocationValueKitchen

4.93 out of 5 average rating, 231 reviews

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

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.

ValueFamilyPool

4.97 out of 5 average rating, 304 reviews

Top guest favourite

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.

Flat in Savannah

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.

LocationFamilyLong stay

4.99 out of 5 average rating, 137 reviews

Guest favourite

Apartment in Grand Harbour

Waterfront Escape | King Suite + Pool + Walkable

Enhance your getaway experience in our meticulously clean, spacious, and tranquil retreat. Immerse yourself in serenity, surrounded by picturesque water views and a lush tropical landscape that will effortlessly melt your worries away. Ideally situated, our Sanctuary offers not just a stay, but a rejuvenating escape into nature's embrace. Come find your peace in this beautifully designed space, where every detail is crafted for your ultimate relaxation and enjoyment.

ValueFamilyGetting around

4.88 out of 5 average rating, 124 reviews

Top guest favourite

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.

Apartment in West Bay

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.

FamilyValueTV

4.95 out of 5 average rating, 109 reviews

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

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.

ValueLocationLaundry

4.94 out of 5 average rating, 108 reviews

Top guest favourite

Home in Rum Point

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.

LocationValueView

5.0 out of 5 average rating, 18 reviews

Top guest favourite

The image showcases a newly constructed house adjacent to a semi-private pool. Sunlight reflects off the clear water, while lush greenery frames the surroundings. A patio area features tile flooring and planters, enhancing the outdoor space for relaxation and enjoyment.

Home in Little Cayman

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!

FamilyLocationCheckout

4.96 out of 5 average rating, 205 reviews