Holiday rentals in George Town

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Top-rated holiday rentals in George Town

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Top guest favourite
The living area features a comfortable sofa adorned with decorative cushions. A light wooden coffee table sits on a patterned rug, and a wall-mounted TV is positioned across from the seating. Sunlight floods in through the sliding doors that open to a private patio.
Apartment in George Town
4.95 out of 5 average rating, 193 reviews

Cayman Reef Resort on Seven Mile Beach

At the heart of Seven Mile Beach, our home is in the middle of everything and far from nothing. Extensively renovated and well maintained, the condo is designed for you to enjoy a tranquil beach getaway in a luxurious setting with all the comforts of home. Picture perfect views, top of the line amenities and our local touch provide a warm welcome and cozy stay. We are fully licenced and our rate includes the 13% tourist accommodation tax. 20% discount from list price for local residents!

Guest favourite
A pool area is shown with lounge chairs arranged around a clear blue pool. The deck is paved with light-colored bricks and surrounded by greenery. In the background, a covered seating area with multiple chairs can be seen, alongside colorful buildings under a sunny sky.
Apartment in Grand Harbour
4.92 out of 5 average rating, 280 reviews

Waterfront Sanctuary Serene | 2BR | Pool & Porch

Cool clean contemporary Sanctuary with water views; a two bedroom/two bathroom condo with a full kitchen and living room packed with all popular amenities (wifi, cable television, Apple TV, Netflix, Playstation game console, central A/C, iron and ironing board, washer and dryer, outdoor patio, pool and free parking) - conveniently located in Grand Harbour. The Shoppes at Grand Harbour, & Harbour Walk are next door. Perfect for exploring and enjoying all that the Cayman Islands has to offer.

Guest favourite
A screened patio is furnished with a round glass table and four woven chairs, providing a comfortable space for outdoor dining. Lush greenery is visible through the balcony railing, enhancing the view of the surrounding landscape.
Apartment in George Town
4.93 out of 5 average rating, 15 reviews

Regal Beach Club #322 - 2BR Ocean View on SMB

Welcome to Regal Beach Club #322, your private haven on the world-renowned Seven Mile Beach. This beautifully designed 2-bedroom, 2-bathroom second-floor condo comfortably sleeps up to 6 guests and showcases breathtaking views of the Caribbean Sea and unforgettable sunsets from its private patio. With thoughtful touches throughout, plus access to resort-style amenities—Regal Beach Club #322 delivers the perfect blend of style, comfort, and location for your ultimate Cayman escape.

Top guest favourite
A cozy cottage is surrounded by lush tropical greenery, with a gravel driveway leading up to it. A large blue umbrella provides shade to a seating area, complemented by a barbecue grill nearby. The inviting entrance features a wooden deck with steps leading to the door.
Home in Grand Harbour
5 out of 5 average rating, 10 reviews

Happy Place 1 Bed/1 Bath Cayman Cottage in Red Bay

Take it easy at this unique and tranquil getaway. Our simple, comfortable cottage, is the perfect place for those wanting a private, relaxing stay in Grand Cayman. It is set back from the road on a lush 2/3 acre property, in a quiet and safe neighborhood, yet just a few minutes drive to beaches and amenities. Whether you want to spend time inside cooking or watching movies, or lounging outside watching the birds, you'll find everything you need for your private retreat in paradise!

Top guest favourite
A modern living area features a light-colored sofa adorned with striped cushions. A colorful abstract painting hangs above, providing visual interest. A compact kitchen is visible, equipped with essential appliances, and a round, patterned pouf sits beside a coffee table, enhancing the space's functionality.
Flat in Grand Harbour
5 out of 5 average rating, 30 reviews

Cosy 1-bed residence with on site amenities

Enjoy a modern contemporary experience at this centrally-located 1 bed residence in Grand Harbour, with free parking and wifi, 5 mins from the nearest beach Smiths Cove. With on site restaurants, coffee shop, pool, grocery store, salon and yoga studio, the apartment provides easy areas of Grand Cayman within 15 - 30 minutes (outside of rush hour). Everything you need is within a 2 minute (or less!) walking distance. Easy access to the unit, plenty of parking, 24 hour security.

Guest favourite
A serene beach scene is captured under a bright sun, with lounge chairs arranged in the sand. Silhouetted palm trees frame the view, while a small pavilion and dock are visible along the water's edge.
Flat in George Town
4.91 out of 5 average rating, 11 reviews

Two Bed Deluxe Studio on the Beach

The studio features a single spacious room furnished with two queen beds, each adorned with plush bedding and ample storage space for your belongings. The modern bathroom offers a shower, fresh towels, and essential toiletries to ensure a comfortable stay for all guests. Outside, you'll find a charming patio area where you can relax with a cup of coffee in the morning or unwind with a glass of wine in the evening while marveling at the stunning ocean views and vibrant sunsets.

Top guest favourite
A modern living area features a teal sofa and a circular wooden coffee table. A light rug with a minimal pattern lies beneath. The space opens to a dining area with a sleek table and chairs. Warm light is provided by stylish ceiling fixtures.
Flat in George Town
4.96 out of 5 average rating, 45 reviews

Seaside Serenity at Allure

Affectionately dubbed the Seaside Chateau by owner and local fragrance designer Ted Green, Seaside Serenity at Allure is less Chateau and more contemporary island retreat that just happens to be nestled at the sea's edge of the North Sound (Caribbean Sea). A perfectly appointed and centrally located retreat. You will feel nestled away from it all, but in actuality, you're no farther than 5-10 mins from your favorite spots in South Sound, George Town, or Seven Mile Beach.

Top guest favourite
A graphic featuring green leaves creates a natural backdrop for the text 'Nim's Retreat,' which is displayed in a soft blue font. The overall design emphasizes a connection to nature, indicative of the serene environment surrounding the property.
Flat in George Town
4.99 out of 5 average rating, 75 reviews

~Nim's Retreat~ Grand Cayman BWI

Nim's Retreat is a unique dwelling designed and built by the USA based architect Rufus Nims. Nim's Retreat features two bedrooms with King size beds and two baths. It is centrally located near some of the best restaurants and dive sites on Grand Cayman. Just a short trip to Smith Cove to enjoy a quick swim and beautiful sunset. Nim's Retreat can comfortably accommodate up to six persons when using the pull-out queen sleeper sofa. The property features SONOs in each room.

Top guest favourite
The exterior of the studio apartment is framed by lush greenery and flowering plants. An outdoor dining set with an umbrella is positioned on a blue deck. The building features large windows and light-colored walls, complemented by stone accents and manicured landscaping.
Guest house in Grand Harbour
4.97 out of 5 average rating, 185 reviews

Heavenly Suite 2 - The M @ The Edge

Heavenly Suíte #2 at The M @ The Edge is a studio apartment with sleek & modern furnishings, smart HD TV, sound bar, chandeliers, state of the art kitchenette with quartz counter-tops, Delta faucet, and under counter lights. The chic bedroom fashioned in white crisp tiles, scones and recessed lighting mimics the luxurious bath styled in porcelain & Carrera tiles, Delta faucets, mirrors. . The patio enlivened by red/white accents, greenery, bar, pergolas, and Jacuzzi.

Superhost
A serene beach scene features soft white sand meeting a calm turquoise sea. A single palm tree sways gently in the breeze, with an orange kayak resting on the shore. Sunlight illuminates the water, creating a warm and inviting atmosphere.
Apartment in George Town
4.88 out of 5 average rating, 24 reviews

Beachside 2BR | Pool, Tennis & Shipwreck Views

Unwind in this spacious 2BR/2BA beachside apartment, just steps from the sand and sea. Swim in the large pool, play on newly resurfaced tennis courts, or take in unique views of a nearby shipwreck. Enjoy golden sandy beach access right outside your door, plus airy interiors with modern comfort. Nestled in a quiet complex yet close to dining, shopping, and attractions, it’s the perfect Cayman retreat for families or couples seeking both relaxation and convenience.

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
4.96 out of 5 average rating, 277 reviews

Paradise Escape-Charming Oceanfront Guest Suite

A tranquil oceanfront escape for couples and solo adventurers... Wake-up in bed to a lovely view of a luscious green landscape that melds with the emerald green and blue ocean, sip a hot cup of coffee on the porch, enjoy a sunset cocktail by the ocean front pool, break a sweat in a friendly game of tennis, or take a blanket out to the lawn under the palm trees for breathtaking star gazing. PLEASE NOTE: WE ARE NOT LOCATED ON BATS CAVE BEACH. AIRBNB HAS THIS WRONG!

Guest favourite
The living area features a comfortable blue sofa with decorative pillows, paired with a glass coffee table atop a patterned rug. A functional kitchen is visible, equipped with modern appliances, including a refrigerator and a washer-dryer. Natural light enters through nearby windows.
Flat in Grand Harbour
4.84 out of 5 average rating, 32 reviews

Elegant One-Bedroom Apartment in Grand Harbour

Escape to a stress-free vacation in our elegant one-bedroom apartment, nestled in the family-friendly Grand Harbour neighbourhood. With ample free parking, complimentary WiFi and a heated rooftop pool, our apartment offers all the comforts of home and the luxury of a relaxing getaway. The apartment consists of one bedroom with a queen sized bed plus a pull out queen sized sofa bed in the living area. Please note this is not a 2 bedroom apartment.

Popular amenities for George Town holiday rentals