Holiday houses in Grand Harbour

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Top-rated holiday rentals in Grand Harbour

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

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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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Guest favourite

A charming cottage is surrounded by lush greenery and palm trees. The outdoor area features a cozy seating arrangement near a grill under an umbrella. A textured gravel driveway leads up to the entrance, contributing to the serene ambiance of the property.

Home in Grand Harbour

4.9 out of 5 average rating, 10 reviews

Happy Place! Cayman Cottage in Red Bay.

Take it easy at this unique and tranquil getaway. Our simple, comfortable two bedroom 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!

LocationFamilyWalkability

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

Condo in Grand Harbour

5.0 out of 5 average rating, 25 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!

ValueFamilyNearby

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.

Guesthouse in Grand Harbour

4.97 out of 5 average rating, 194 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.

ValueFamilyCleanliness

Guest favourite

Condo in Grand Harbour

4.88 out of 5 average rating, 123 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.

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Guest favourite

Home in Grand Harbour

4.91 out of 5 average rating, 47 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.

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Guest favourite

Apartment in George Town

4.83 out of 5 average rating, 23 reviews

Beautiful Wall Flowers Place

Our Beautiful Wallflowers Place apartment will be your home away from home. It is designed just for your ultimate vacation experience and relaxation. This cozy oasis is located in the quiet Adventures community, which is close to the Patrick Islands and the adjoining residential communities, central Grand Cayman Island This Cozy and spacious retreat offers a relaxing stay with all the essentials for a comfortable vacation in the Beautiful Cayman Island

LocationFamilyQuiet

Superhost

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

4.93 out of 5 average rating, 40 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.

ValueFamilyIndoor spaces

Superhost

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.

LocationFamilyAccuracy

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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Superhost

Apartment in George Town

4.87 out of 5 average rating, 30 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.

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