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Holiday rentals with a pool in George Town

Find and book unique homes with a pool on Airbnb

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, 341 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

Top guest favourite
An outdoor dining area is presented on a shaded balcony, featuring a large white table set with placemats, cutlery, and a small potted plant. Lush green grass, tropical plants, and the ocean are visible in the background, with a cruise ship framed by palm trees.
Flat in George Town
5 out of 5 average rating, 22 reviews

Oceanfront Condo on Seven Mile Beach

This freshly renovated condo features two bedrooms, each with a king-size bed, and a living room with a futon that's perfect for accommodating kids. Located in the heart of George Town, this condo offers breathtaking 180-degree panoramic ocean views. Enjoy modern amenities, stylish decor, and a prime location within walking distance to Camana Bay, shops, and restaurants. Whether you're looking to relax by the pool, explore local attractions, or indulge in water sports, this condo provides the

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, 190 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
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
4.87 out of 5 average rating, 171 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 modern living area features large windows offering expansive ocean views. A light-colored sectional sofa is paired with a round woven coffee table, while a neutral rug anchors the space. A wooden sideboard and stylish armchair complement the airy atmosphere.
Flat in George Town
5 out of 5 average rating, 23 reviews

3-Bedroom Condo with ocean view

Experience luxury at its best with this beautiful new condo on Seven Mile. Featuring stunning ocean views, sunsets, spacious living spaces. This charming property features 3 bedrooms with 1 king bed and 2 queen beds, perfect for a group of friends or family, living areas with large windows to take in the natural beauty of the Caribbean. Amenities include a swimming pool, hot tub, fitness center, parking, rooftop lounge. Ideal for vacation or year-round living. Book your dream vacation today!

Top guest favourite
A large swimming pool is framed by lush palm trees and tropical landscaping. Lounge chairs are arranged around the pool area, providing spaces for relaxation. The clear blue water reflects the sky, and stepping stones lead into the pool, enhancing the inviting outdoor environment.
Flat in George Town
5 out of 5 average rating, 10 reviews

Kings Court Villa Britannia

Ground floor, spacious, modern and bright 2 bed and 2 bath canal front condo in Kings Court Britannia. Features a brand new custom wood kitchen , fitted laundry room, custom bar and extended patio. open plan living, dining and kitchen area with canal and garden views. comes with allocated parking, 24 hour security, outdoor kitchen, large pool and hot tub and beautifully landscaped gardens. located on the seven mile beach corridor and walking distance to Camana Bay and Seven Mile Beach

Superhost
Apartment in Grand Cayman
5 out of 5 average rating, 6 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
An outdoor dining area is presented under a vibrant teal umbrella, featuring a glass-top table surrounded by several green chairs. The view beyond includes sandy beach and the Caribbean Sea, framed by palm trees and coastal vegetation.
Apartment in Rum Point
4.94 out of 5 average rating, 157 reviews

Nature's View: Pools of the Kai #2

Discover the peaceful Caribbean paradise of Cayman Kai. This secluded oasis will put you at ease as soon as you walk through the door. Our beach front property features stunning views across the Caribbean Sea to an unspoiled nature reserve. The double story screened in private pool deck can't be beat. Perfect for family holidays or a romantic getaway. Savor heavenly mornings and sundowners on your master bedroom balcony. Stroll down the beach to Kaibo, true barefoot living!

Guest favourite
A light-filled living area features a comfortable sofa facing a modern coffee table. Floor-to-ceiling curtains frame a set of glass doors that lead to a balcony with a view. A wall-mounted television is positioned beside a console, enhancing the space's contemporary design.
Apartment in Grand Harbour
4.87 out of 5 average rating, 106 reviews

Waterfront Sanctuary Cove 2BR King Bd Pool Porch

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 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, 270 reviews

Paradise Escape-Charming Oceanfront Guest Suite

A tranquil oceanfront escape for couples and solo adventurers... 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. PLEASE NOTE: WE ARE NOT LOCATED ON BATS CAVE BEACH. AIRBNB HAS THIS WRONG!

Top 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, 100 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
Flat in George Town
5 out of 5 average rating, 8 reviews

1BD 1.5B Convenient and Cosy Apartment with 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.

Popular amenities for George Town rentals with a pool

When is the best time to visit George Town?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$657 SGD$636 SGD$650 SGD$592 SGD$528 SGD$551 SGD$532 SGD$504 SGD$414 SGD$477 SGD$536 SGD$701 SGD
Avg. temp26°C26°C26°C27°C28°C29°C29°C29°C29°C28°C27°C26°C

Quick stats about holiday rentals with a pool in George Town

  • Total holiday rentals

    Explore 180 holiday rentals in George Town

  • Nightly prices starting at

    George Town holiday rentals start at $115 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,920 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

    180 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!