Vacation rentals in Grand Harbour

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Top-rated vacation rentals in Grand Harbour

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Top guest favorite
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, 398 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 favorite
Condo in Grand Cayman
5 out of 5 average rating, 10 reviews

Lake View Beachside Retreat - Walk to 7 Mile Beach

Modern Renovated Second-Floor 3BR/2BA | Seven Mile Beach Corridor Experience luxury living just a 3–5 minute walk to Seven Mile Beach, with top-tier dining, shopping, and nightlife all within easy walking distance. This beautifully renovated second-floor residence is set within lush, landscaped grounds featuring expansive green spaces and a stunning pool overlooking Mitchells Creek. Enjoy serene water views from the living room, TV room, private patio, and primary bedroom—perfect for relaxing

Top guest favorite
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.

Guest favorite
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.
Condo in Grand Harbour
4.92 out of 5 average rating, 293 reviews

Waterfront Escape | 2BR Retreat Pool & Walkable

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.

Top guest favorite
Condo in Grand Harbour
5 out of 5 average rating, 23 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 favorite
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.

Top guest favorite
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, 193 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.

Guest favorite
Home in Grand Harbour
4.89 out of 5 average rating, 37 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 favorite
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.

Top guest favorite
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.

Top guest favorite
A charming white cottage features a wooden front door with a cross design, flanked by blue potted plants. Lush green foliage surrounds the stone pathway leading to the entrance, while large windows provide a view of the inviting interior.
Cottage in Savannah
4.94 out of 5 average rating, 242 reviews

John John's Hideaway

Cozy 1 bedroom cottage with en-suite bathroom, sitting area, full kitchen, washer and dryer. Located in a quiet neighbourhood, a 2 minute walk away from Pedro St. James Castle. 3 minute drive from a supermarket and local restaurants. 5 minute drive to snorkel at the picturesque Spotts Beach. 20 minute drive from other popular destinations, including shopping centres and other local attractions.

Guest favorite
A row of colorful flip flops is arranged on a sandy beach, with shades of pink, navy blue, and striped patterns visible. The clear blue ocean stretches into the horizon, complementing the vibrant colors of the footwear under a sunny sky.
Apartment in George Town
4.96 out of 5 average rating, 131 reviews

Flip Flop Villa

A superb location to all things fun makes this condo a great spot! Centrally located to Spotts Beach or Smith Cove Beach its only 10 mins away or George Town to Seven Mile Beach 15 mins away. Ideally located to explore both coasts. Out of the way of the hustle & bustle but close to it if you like. Two grocery, convenient stores and restaurants within a few mins.

Popular amenities for Grand Harbour vacation rentals