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Holiday rentals in George Town

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Top-rated holiday rentals in George Town

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Top 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
4.93 out of 5 average rating, 271 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.

Superhost
A clear blue swimming pool is surrounded by a well-maintained patio area. Two lounge chairs are positioned beside the pool, with lush greenery in the background. Bright, sunny skies and a modern building can be seen beyond the pool area.
Apartment in George Town
4.84 out of 5 average rating, 133 reviews

Cozy Condo near Seven Mile Beach!

Welcome to the Cozy Condo, the spot for everyone coming to Grand Cayman for work, play, or a little bit of both—all at a budget-friendly price! You’ll love our prime location, just minutes from the George Town, the lively Camana Bay, and the beautiful Seven Mile Beach. Plus, you’ll find two convenient supermarkets and pharmacy within easy walking distance or a quick drive which has everything you could want, from shopping and dining to entertainment and drinks. We can’t wait to to host you!

Guest favourite
A bright bedroom features a spacious bed with a textured headboard and decorative pillows. Natural light fills the room through glass doors leading to a balcony. An orange bench complements the space, along with a stylish lamp and a wooden side table.
Apartment in Savannah
4.83 out of 5 average rating, 23 reviews

Sweetspot@Spotts cozy retreat near Spotts Beach

Welcome to Sweetspot@Spotts! Special features: Master suite: adjustable king bed, ensuite bath, balcony, closet Second bedroom: queen bed, bath with tub Smart TVs with Netflix Fullly equipped kitchen including washer/dryer Fast Wi-Fi, AC, free parking, beach towels Walk to Spotts Beach for snorkeling and turtle sightings. Countryside Shops for dining and much more. Adventure, business or relaxation. We are your home for an unforgettable Cayman Islands experience. Book your stay today!

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
4.98 out of 5 average rating, 253 reviews

Paradise Escape-Charming Oceanfront Guest Suite

A tranquil oceanfront escape for couples and solo adventurers... Ours is a unique community with quaint freehold condo cottages on a vast tract of oceanfront land. 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.

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, 9 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!

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
4.94 out of 5 average rating, 33 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
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
4.98 out of 5 average rating, 169 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 favourite
A cozy bedroom features a spacious bed with a patterned blanket. A small television is positioned on a dresser against a wall. Natural light filters through textured window treatments, complementing the earthy tones of the decor. A comfortable chair is located nearby, adding to the inviting space.
Guest house in George Town
4.89 out of 5 average rating, 149 reviews

Zen Den 3, cozy private studio in George Town

Welcome to this private cozy studio in the vibrant heart of George Town! Lokated 10-15 minute walking distance to Smiths Cove Beach, this is separate unit with an independent entry. Has a bedroom, kitchenette, washer dryer, bathroom and designated parking spot. Located in George Town near hospitals, pharmacy, gas station and restaurants. Bedroom has queen bed, split A/C, smart TV and Internet. Private outside patio with seating and a hammock.

Top guest favourite
Flat in George Town
5 out of 5 average rating, 16 reviews

Luxury 2BR Condo | Walk to Seven Mile Beach, Pools

Enjoy upscale island living in this stylish 2BR/1BA condo, just a short walk from Seven Mile Beach. With a King and Queen bed, full kitchen, washer-dryer, Wi-Fi, and central A/C, it blends comfort and convenience. Relax on your private balcony overlooking the pool and canal, or explore the gated community’s 3 pools, hot tub, gym, and clubhouse. Perfectly located for beach days, dining, and nightlife, this is your ideal Cayman escape.

Guest favourite
An airy living area is depicted with a spacious couch, a coffee table, and a dining area featuring light-colored chairs. Large windows offer views of palm trees and the beach, while natural light brightens the room, creating a fresh and inviting atmosphere.
Apartment in George Town
4.98 out of 5 average rating, 88 reviews

Oceanview 2BR Condo w/ Big Balcony on 7 Mile Beach

Stylish, spacious, and steps from the sea—Cocoplum 10 is a renovated 2-bedroom, 2-bath condo with ocean views, coastal-modern interiors, and a large private balcony overlooking the Pool and Ocean. Located on the quieter end of Seven Mile Beach, you’ll enjoy calm waters for snorkeling and paddleboarding, a beachfront pool, and easy walks to local restaurants and shops. One of the most popular 2BR condos on the island—book early!

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
4.81 out of 5 average rating, 27 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 and complimentary WiFi, 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 favourite
A balcony table is set for two, featuring colorful dishware and cups. The view showcases palm trees framing a pool area in the distance, with the ocean visible beyond. Comfortable blue chairs complement the inviting outdoor space.
Apartment in George Town
4.9 out of 5 average rating, 187 reviews

Island Pine Villa Ocean View

Watch beautiful sunsets every night from the balcony, overlooking ocean, or take a short walk to Camana Bay center with lots of restaurants, cinema, great happy hours and lots of room for children to run around! And of course large supermarket Foster's with all your needs is located at short walking distance at Caymana Bay as well.

Popular amenities for George Town holiday rentals