Holiday rentals in George Town

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Top-rated holiday rentals in George Town

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Guest favourite
A spacious screened-in porch features comfortable seating and a dining area, with large windows that provide unobstructed views of the beach and ocean. Tropical palm trees are visible outside, enhancing the serene coastal atmosphere.
Apartment in Savannah
4.95 out of 5 average rating, 101 reviews

Beachfront Walkout with Amazing Patio & Ocean View

Step out your door onto one of Cayman’s most beautiful and peaceful beaches. Famous for its incredible snorkeling - you can swim with turtles just a short paddle from shore. Spend your days exploring the reef, relaxing under a palm tree, or enjoying the calm, shallow water perfect for families. Coral Bay is a bright, spacious beachfront walkout in a central location, giving you the best of both worlds: a quiet, virtually private beach - easy access to shops, restaurants, and island attractions.

Top guest favourite
The living area features a comfortable sofa adorned with decorative cushions. A light wooden coffee table sits on a patterned rug, and a wall-mounted TV is positioned across from the seating. Sunlight floods in through the sliding doors that open to a private patio.
Apartment in George Town
4.95 out of 5 average rating, 197 reviews

Cayman Reef Resort on Seven Mile Beach

At the heart of Seven Mile Beach, our home is in the middle of everything and far from nothing. Extensively renovated and well maintained, the condo is designed for you to enjoy a tranquil beach getaway in a luxurious setting with all the comforts of home. Picture perfect views, top of the line amenities and our local touch provide a warm welcome and cozy stay. We are fully licenced and our rate includes the 13% tourist accommodation tax. 20% discount from list price for local residents!

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, 293 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.
Apartment in George Town
4.88 out of 5 average rating, 179 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.

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
4.92 out of 5 average rating, 290 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 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.
Flat in George Town
4.99 out of 5 average rating, 79 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

Guest favourite
Apartment in Grand Cayman
4.95 out of 5 average rating, 22 reviews

Beachside Retreat - Walk to 7 Mile Beach

New Listing! Enjoy our brand-new unit at special introductory rates for a limited time. Modern renovated ground-floor 1BR/1BA — Seven Mile Beach Corridor Enjoy luxury living walking distance from Seven Mile Beach, top dining, shopping, and nightlife. Relax in the large, screened patio overlooking lush, landscaped grounds. Amenities include: - Swimming pool - 2 x beach chairs with coolers - 1 x beach umbrella - 2x beach towels - 2 x bath towels - Starter Shampoo and conditioner

Top guest favourite
Apartment in Grand Harbour
5 out of 5 average rating, 15 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.
Flat in George Town
4.96 out of 5 average rating, 50 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
4.97 out of 5 average rating, 190 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
Home in Grand Harbour
4.9 out of 5 average rating, 20 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.
Apartment in George Town
4.92 out of 5 average rating, 38 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.

Popular amenities for George Town holiday rentals