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Holiday rentals with a pool in Grand Cayman

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Grand Cayman

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, 359 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
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, 193 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!

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
4.96 out of 5 average rating, 279 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
4.87 out of 5 average rating, 174 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, 280 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.

Guest favourite
A comfortable seating area features a neutral-toned sofa and a green armchair. A coffee table with a textured surface is positioned in front. Large glass doors reveal a view of palm trees and the ocean, allowing natural light to brighten the space. A television sits on a light media console.
Apartment in George Town
4.91 out of 5 average rating, 101 reviews

Beautiful Beachfront 2BR Condo.

Our place is right on the beach, with close nightlife and the Warf, and other shopping and family-friendly activities. You’ll love the place because of the updated kitchen, beautiful view from the screened in patio, the comfy bed, and the touches of home and coziness. Our place is good for couples, solo adventurers, business travelers, and families (with kids). There is a community pool to relax and have a soak or simply enjoy the water of the ocean. Also, community grill and gazebo for use.

Top guest favourite
A serene view of the turquoise ocean stretches beyond a well-maintained pool area. Lush palm trees and vibrant greenery frame the space, with a sandy beach visible nearby. The outdoor seating area is partially shaded, creating a relaxing atmosphere for guests.
Holiday home in Bodden Town
5 out of 5 average rating, 105 reviews

Art Beach House, boutique style luxury.

Private getaway for couples or singles perfect for honeymooners situated at beautiful frank sound. 25 mins from George town so car essential, many attractions nearby include the crystal caves 5 mins botanical gardens and rum point, and the beautiful east end. we also boast some of the the best dining on island. So lots to do or just chill on your private beach away from the crowds. the apartment is situated on ground floor level with art studio/Gallery above. with exclusive use of pool,

Top guest favourite
A modern living area features a light-colored sofa adorned with striped cushions. A colorful abstract painting hangs above, providing visual interest. A compact kitchen is visible, equipped with essential appliances, and a round, patterned pouf sits beside a coffee table, enhancing the space's functionality.
Flat in Grand Harbour
5 out of 5 average rating, 30 reviews

Cosy 1-bed residence with on site amenities

Enjoy a modern contemporary experience at this centrally-located 1 bed residence in Grand Harbour, with free parking and wifi, 5 mins from the nearest beach Smiths Cove. With on site restaurants, coffee shop, pool, grocery store, salon and yoga studio, the apartment provides easy areas of Grand Cayman within 15 - 30 minutes (outside of rush hour). Everything you need is within a 2 minute (or less!) walking distance. Easy access to the unit, plenty of parking, 24 hour security.

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, 103 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
Flat in Seven Mile Corridor
4.87 out of 5 average rating, 119 reviews

Modern 1BR Apartment – Steps to Seven Mile Beach

Experience modern island living in this bright one-bedroom apartment, perfectly located in the Seven Mile Beach Corridor of Grand Cayman. Just a 2-minute walk to Governors Beach and a short drive from Owen Roberts International Airport, it’s your ideal Cayman Islands getaway. Enjoy a private bathroom, kitchenette, high-speed Wi-Fi, workspace, and free parking. Relax in a peaceful, secure setting at Governors Village - your home away from home in paradise.

Top guest favourite
Flat in West Bay
5 out of 5 average rating, 5 reviews

Aqua Bay | Premium 7Mile Beach

Experience Caribbean luxury on the best strip of Seven Mile Beach in Grand Cayman! This 1,361 sq ft corner condo offers stunning ocean views from a private balcony overlooking the Caribbean Sea. Featuring 2 spacious bedrooms—king in the primary and a queen in the second—plus a fully equipped kitchen, it's perfect for honeymooners, families, or groups. Wake up to waves, relax with breathtaking vistas, and enjoy the ultimate Caribbean lifestyle!

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
4.97 out of 5 average rating, 103 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!

Popular amenities for Grand Cayman rentals with a pool