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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
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, 316 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

Guest favourite
The studio apartment features a spacious bed adorned with a light blanket, accompanied by a round dining table and four chairs. Natural wood paneling enhances the ceiling, while decorative wall pieces and patterned kitchen tiles add character to the space.
Flat in Grand Cayman
4.96 out of 5 average rating, 152 reviews

Adorable Boho-Style Beach Villa

This adorable studio apartment has been fully renovated & has everything you need to enjoy the perfect Caribbean getaway. Calypso Cove is directly across from the famous Seven Mile Beach, where you can swim in the crystal clear blue sea every day. The studio has a balcony so you can enjoy the sunset or a morning coffee. Walking distance to supermarket, restaurants, bank and pharmacy, this apartment is in the perfect location. Keurig coffee machine, deck chairs, fins and mask and beach umbrella.

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.

Top guest favourite
An aerial view shows a large pool area surrounded by lush greenery and sandy beach. The pool features a curved shape with a bridge and is furnished with multiple lounge chairs and umbrellas. Clear blue water meets the gentle waves of the Caribbean Sea.
Apartment in George Town
4.87 out of 5 average rating, 158 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.

Top guest favourite
A vibrant outdoor area surrounds the unit, featuring a patio with a blue umbrella over a black dining table. Lush greenery and flowering plants enhance the space. A seating area offers relaxation options, with decorative stones leading to a grassy area, providing a serene atmosphere.
Guest house in Grand Harbour
4.99 out of 5 average rating, 137 reviews

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.

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!

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!

Top guest favourite
A modern living space is shown, featuring a comfortable sofa and a light wood coffee table. Bar stools are arranged at a kitchen counter, with a fully equipped kitchen visible in the background. A ceiling fan circulates air, and a warm, inviting atmosphere is created by pendant lighting.
Flat in West Bay
4.94 out of 5 average rating, 51 reviews

Coastal Hideaway

This charming 1-bedroom retreat is in a convenient neighborhood, minutes from beaches, restaurants, and attractions. Bright and inviting, it features a comfy queen bed, a beautifully decorated living area, and a fully-equipped kitchen. Enjoy your private patio for morning coffee or an evening drink, plus a shared pool and lush gardens. With Wi-Fi, TV streaming, and air conditioning, it’s all set for a comfortable stay. Perfect for exploring and unwinding in the Cayman Islands.

Guest favourite
A cozy living area features a soft gray loveseat with plush cushions, positioned near a wall-mounted flat-screen TV displaying the Netflix logo. A small table with two chairs is seen in the background, adjacent to a kitchenette with green cabinetry.
Guest house in Bodden Town
4.94 out of 5 average rating, 17 reviews

Cozy Cayman Guesthouse in Center of Island

Welcome to our charming tropical-themed studio, a hidden gem nestled behind the inviting House on The Hill in the heart of Grand Cayman. This cozy studio retreat is perfect for those seeking a comfortable, inviting space to rest after exploring the island. The home is located in the center of the island and is located off the main arterial road, providing easy access to all sides of the island. It is close to beaches and 5 minutes from supermarkets and restaurants.

Superhost
A serene beach scene features soft white sand meeting a calm turquoise sea. A single palm tree sways gently in the breeze, with an orange kayak resting on the shore. Sunlight illuminates the water, creating a warm and inviting atmosphere.
Apartment in George Town
4.93 out of 5 average rating, 14 reviews

Beachside 2BR | Pool, Tennis & Shipwreck Views

Unwind in this spacious 2BR/2BA beachside apartment, just steps from the sand and sea. Swim in the large pool, play on newly resurfaced tennis courts, or take in unique views of a nearby shipwreck. Enjoy golden sandy beach access right outside your door, plus airy interiors with modern comfort. Nestled in a quiet complex yet close to dining, shopping, and attractions, it’s the perfect Cayman retreat for families or couples seeking both relaxation and convenience.

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.

Popular amenities for George Town holiday rentals

Quick stats about holiday rentals in George Town

  • Total rentals

    240 properties

  • Nightly prices starting at

    ₹4,401 before taxes and fees

  • Total number of reviews

    6.4K reviews

  • Family-friendly rentals

    170 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    180 properties have a pool