Holiday rentals with a pool in George Town

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in George Town

  • Total holiday rentals

    Explore 200 holiday rentals in George Town

  • Nightly prices starting at

    George Town holiday rentals start at €77 per night before taxes and fees

  • Verified guest reviews

    Over 5,360 verified reviews to help you choose

  • Family-friendly holiday rentals

    150 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    200 of George Town holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across George Town rentals

  • 4.9 Average rating

    George Town stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated rentals with a pool in George Town

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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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, 411 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

Superhost
Flat in George Town
5.0 out of 5 average rating, 4 reviews

7Mile sweeping sunset views, steps to sand & sea

Catering to groups of all sizes this condo has it all and especially rare is the ability to cater for families on 7mile! This is one of the most sort after locations on 7mile due to its walkability. Wake in the morning and relax with a coffee on the balcony looking over the sea. Easy walking distance to the major hotels, bars, restaurants , breakfast and brunch spots means cars are optional. The Grapetree complex in "Snooze lane" this condo is so close to everything you barely need to leave.

Guest favourite
A spacious balcony featuring lounge chairs offers panoramic views of the ocean, with the horizon meeting a vibrant blue sky. A figure stands in a bathrobe, gazing towards the water, creating a serene atmosphere for relaxation.
Apartment
4.96 out of 5 average rating, 89 reviews

Blissful a Luxury Ocean Front Villa, Grand Harbour

Experience Blissful, your luxurious getaway in the charming Allure community of Grand Harbour. This stylish 3-bedroom condo boasts modern comforts and features a fully-equipped kitchen, pool, and stunning ocean views. With supermarkets, a wide range of dining options and outdoor activities just minutes away, Blissful offers an unbeatable blend of convenience, relaxation and value. Whether you're here for adventure or relaxation, our condo provides the perfect unforgettable stay in Grand Cayman.

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, 211 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 room rate includes the 13% tourist accommodation tax only if you booked prior to 6 September 2026.

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, 303 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.

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, 183 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
Access to a private beach is visible through a white gate, framed by lush green shrubs and sandy paths. The ocean stretches out to the horizon, reflecting clear blue skies and soft clouds, inviting a serene coastal experience.
Apartment
4.94 out of 5 average rating, 113 reviews

Oceanfront 2bed 2bath Condo Seven Mile Beach

Seven Mile Beach property with direct ocean views newly refurbished throughout. Walking distance to Georgetown, supermarket, shops, gym, spa’s, and a variety of restaurants from fast food to fine dining. Spacious open plan condo with a private patio. The complex is small and family friendly with a pool, exclusive beach (with great snorkeling) & access to a tennis court. There is a comfy sofa, dining area, cable, ensuite master w/ ocean view, bedroom with a twin/king ensuite.

Guest favourite
Apartment in Grand Harbour
4.88 out of 5 average rating, 125 reviews

Waterfront Escape | King Suite + Pool + Walkable

Enhance your getaway experience in our meticulously clean, spacious, and tranquil retreat. Immerse yourself in serenity, surrounded by picturesque water views and a lush tropical landscape that will effortlessly melt your worries away. Ideally situated, our Sanctuary offers not just a stay, but a rejuvenating escape into nature's embrace. Come find your peace in this beautifully designed space, where every detail is crafted for your ultimate relaxation and enjoyment.

Top guest favourite
A serene ocean view captures calm turquoise waters meeting the sky, dotted with fluffy white clouds. The image features a rocky shoreline with a concrete dock extending into the water, surrounded by lush greenery and picturesque coastal scenery.
Apartment in West Bay
4.95 out of 5 average rating, 110 reviews

Oceanfront- Restaurant,Diving & Snorkeling on site

Magnificent Oceanfront condo Relax in this calm, stylish space with breathtaking ocean views. There is a natural sea cove pool with access for diving/snorkeling and one of the best house reefs on the island. The reef is in a marine protected area abundant in sea turtles, small marine life, parrot fish, and rays. Divetech, a full service dive shop, is conveniently located on site and offer shore as well as boat dives. Vivo restaurant is also located on site.

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
4.93 out of 5 average rating, 41 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.

Guest favourite
Flat in Grand Cayman
4.95 out of 5 average rating, 65 reviews

The Grove Too - 1 Bedroom Apartment

The one-bedroom suite at The Grove Too offers refined island elegance with generous living space, designer furnishings, and a private balcony overlooking our beautiful garden. Ideal for couples or solo travelers, the suite features a fully equipped kitchen, spa-inspired bathroom, and access to all resort-style amenities including the rooftop pool and personalized concierge services. To take a virtual tour of the unit please visit our website

Top guest favourite
A spacious living area is furnished with a light grey sectional sofa and a circular coffee table. A large flat-screen television is positioned on a wooden media console. Natural light floods in through glass doors, which lead to a balcony with views of greenery, enhancing the inviting ambience.
Flat in George Town
4.9 out of 5 average rating, 110 reviews

2 Bedroom 2 Bathroom Condo 7 Mile Beach

The apartment was previously used by us as a home. It has everything you need for a relaxed vacation. It is located on the northern side of the complex with a pleasant peaceful garden view yet close to the action on the Seven Mile Beach corridor where Camana Bay, the nightlife and famous Seven Mile Beach are located. The amenities of the complex are a short walk away.

Popular amenities for George Town rentals with a pool

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