Holiday houses in George Town

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Top-rated holiday rentals in George Town

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

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Top Guest favourite
Condo in Patricks Island
5 out of 5 average rating, 15 reviews

Oceanfront 3BR Sea Haven – Cassava Point Villa 4D

Cassava Point Villa 4D is a stunning 3 bedroom, 2.5 bath, two story oceanfront smart home villa with sweeping waterfront views in the Prospect/Sea Haven area. Overlooking the tranquil North Sound and surrounding waterways, it blends luxury finishes with a warm, welcoming feel in a quiet, family friendly dead end enclave. It’s an ideal choice for up to 6 guests seeking a peaceful, water oriented Cayman retreat with dock access, pool, and easy access to the island’s beaches and attractions.

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, 300 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.

Top Guest favourite
An aerial view showcases the resort's layout, featuring a large pool surrounded by lush greenery and palm trees. The pool's inviting shape contrasts with the sandy beach that gently meets the turquoise water. Loungers and umbrellas are positioned along the beach for relaxation.
Condo in George Town
4.88 out of 5 average rating, 181 reviews

Grandview condominium directly on 7-mile beach

This family friendly condo is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love this place because of the location, the people, the ambiance, the outdoors space, and the neighborhood. My place is good for couples, solo adventurers, business travelers as well as families with children. The property has biggest pool on Seven Mile Beach and hot tub overlooking beach with best sunsets. It also offers tennis courts and Basketball.

Top Guest favourite
A vibrant outdoor area surrounds the unit, featuring a patio with a blue umbrella over a black dining table. Lush greenery and flowering plants enhance the space. A seating area offers relaxation options, with decorative stones leading to a grassy area, providing a serene atmosphere.
Guesthouse in Grand Harbour
4.99 out of 5 average rating, 151 reviews

Heavenly Suite 1 - The M @ the Edge

Heavenly Suite #1 at The M is a 1-bedroom unit with a stylish living/dining room designed in sleek furnishings, leather sofa bed, smart HD TVs, chandeliers, state-of-the-art kitchen, quartz counter-tops, Delta touch faucet & garbage disposal. The chic bedroom fashioned in crisp white tiles & crystal chandeliers mimics the luxurious bath styled in porcelain & Carrera tiles, Delta faucets, mirrors & sconces. The patio enlivened with teal & white accents, greenery, bar, pergolas, and Jacuzzi.

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.
Apartment in George Town
4.99 out of 5 average rating, 80 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. NOT LISTED ON VRBO

Top Guest favourite
Apartment in George Town
5 out of 5 average rating, 42 reviews

Hidden Hideaway - 7mile - 2bed/2bth-Pool

*BRAND NEW * This Guest Suite has ample space for family and friends with 2beds/2baths (KING&QUEEN) located on the 2nd level of our detached Guest house on a private acre, fully equipped kitchen , in-suite laundry, private entrance , parking & deck overlooking the acre & pool. 7mile beach is across the public road at the end of our street with a cross walk to get you safely across to the shops , restaurants and downtown port as well. You’ll have access to a shared pool and beach items.

Top Guest favourite
Condo in Grand Harbour
5 out of 5 average rating, 24 reviews

Luxury + Comfort + Water View + Pool + BBQ + Patio

Welcome To Your Grand Cayman Getaway at Grand Harbour – Connor’s Retreat. Discover the perfect blend of luxury and comfort in our beautifully renovated two-bedroom, two-bathroom condo. Water views, patio, pool, BBQ. Moments from the tranquil waters of South Sound. Within walking distance to: • Trendy restaurants and “continental” cafés • Supermarkets and specialty liquor stores • Stylish salons and state-of-the-art gyms • An indulgent ice cream parlour Enjoy the perfect retreat!

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.
Apartment in George Town
4.95 out of 5 average rating, 55 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.

Guest favourite
A light-filled living area features a comfortable sofa facing a modern coffee table. Floor-to-ceiling curtains frame a set of glass doors that lead to a balcony with a view. A wall-mounted television is positioned beside a console, enhancing the space's contemporary design.
Condo in Grand Harbour
4.88 out of 5 average rating, 122 reviews

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.

Guest favourite
Home in Grand Harbour
4.9 out of 5 average rating, 41 reviews

Modern Island Studio | Peaceful Garden Hideaway

Quiet private cottage in a safe residential neighborhood, just minutes from beaches, restaurants, and grocery stores. Slip away to this cozy studio tucked in peaceful Red Bay—an ideal retreat for couples or solo travelers. Unwind in a plush queen bed, stream on smart TV, and enjoy the ease of a private entrance and free parking. Just minutes from the airport, grocery stores, George Town, and top dining spots, you’re perfectly placed for both relaxation and adventure.

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, 103 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.

Top Guest favourite
Villa in seven mile beach, george town
5 out of 5 average rating, 36 reviews

Laguna | Relaxing Family Oasis on Seven Mile Beach

Welcome to your spacious Cayman retreat in a peaceful Seven Mile Beach complex, surrounded by lush gardens and lagoon views. Relax on two private patios where turtles visit, or stroll past the pool, hot tub, and BBQ area to a private Caribbean beach just steps away. Perfect for families, this tropical escape blends nature and comfort, with top restaurants within walking distance. Sun, sea, and serenity await in your island paradise.

Popular amenities for George Town holiday rentals