Holiday houses in Grand Harbour

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Top-rated holiday rentals in Grand Harbour

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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
4.99 out of 5 average rating, 399 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

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, 299 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
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
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, 134 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.

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
4.94 out of 5 average rating, 54 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, 121 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, 40 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
A modern outdoor area features a tranquil infinity pool with illuminated water and several lounge chairs arranged around a circular table. The serene waterfront view showcases the horizon against a soft evening sky.
Condo in George Town
4.92 out of 5 average rating, 39 reviews

Waterfront 3BR/3BA Condo with Pool – Allure #22

Allure Villa #22 is a spacious two story 3 bedroom, 3 bath waterfront retreat with sweeping, uninterrupted North Sound views from a private patio just steps from a quiet shared pool, perfect for morning laps or sunset unwinds. Tucked into the peaceful Tropical Gardens neighborhood, it sits less than five minutes from George Town’s restaurants, shops, and groceries, offering a calm, residential setting with easy access to town and Seven Mile Beach.

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.
Apartment in Grand Harbour
4.83 out of 5 average rating, 40 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.

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, 102 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
Apartment in George Town
4.88 out of 5 average rating, 26 reviews

1BD 1.5B Cozy, Central Location, Patio and Pool

Kick back and relax in this calm, stylish apartment tucked along a quiet island street just minutes from the airport and George Town. Perfect for couples, business travelers, or anyone seeking comfort and convenience. Enjoy a modern interior with a private balcony, shared pool, and on-site parking. Located for easy access by car to beaches, dining, and shopping, this peaceful retreat is your ideal Cayman home away from home.

Popular amenities for Grand Harbour holiday rentals