Holiday rentals in George Town

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.

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.

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.

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.

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.

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.

~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

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.

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.

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.

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.

Beachside Retreat - Walk to 7 Mile Beach

Modern, newly renovated 1‑bed condo in a prime Seven Mile Beach corridor location. Walk 0.3 miles to 7 Mile Beach and 0.1 miles to shops and restaurants. Bright open-plan living, fully equipped kitchen, king bedroom, walk‑in shower, and in-unit laundry. Enjoy a quiet garden-facing patio, large shared pool, and waterfront relaxation areas. Free parking, WiFi, beach towels, chairs & umbrella included.