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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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Guest favourite
A modern living space features a light-colored sofa adorned with decorative pillows and a cozy blanket. A wooden coffee table is placed on a textured area rug, surrounded by greenery from a tall indoor plant. Large glass doors lead to a balcony, allowing in natural light.
Flat in West Bay
4.87 out of 5 average rating, 95 reviews

New, Luxury 1 Bed/ 1 Bath At 7 Mile Beach

Discover the perfect beachside retreat in our newly furnished 2nd floor apartment, just steps away from the beach. Indulge in the modern amenities, including a Smeg oven, dishwasher, and KitchenAid utensils, as well as a flat screen TV and high-speed fiber WiFi. The spacious living room and dining area provide ample space for relaxation. Unwind in the king-sized bed with a brand new hybrid mattress and luxury pillows, adorned with premium Brooklinen sheets. The modern bathroom features a refresh

Top guest favourite
A charming white cottage with a sleek metal roof is surrounded by lush tropical foliage and colorful flowering plants. Two lantern-style lights are mounted beside the entrance, where double doors provide an inviting entry point. The pathway is bordered by well-kept greenery.
Cottage in West Bay
5 out of 5 average rating, 106 reviews

Luxury Cottage, 1bd/1ba, desk | Pool+7 Mile Beach

Our King 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, 21 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

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, 189 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
4.88 out of 5 average rating, 169 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 spacious living area features large glass windows that provide panoramic ocean views. A balcony extends off the room, allowing direct access to the tranquil outdoors. A dining area is visible in the foreground, complementing the bright and airy design.
Home in Bodden Town
5 out of 5 average rating, 64 reviews

Casa Avi - Grand Cayman Serenity

Discover Casa-Avi an idyllic beach front oasis nestled in sea-grape trees and secluded on the edge of Bodden Town. Immerse yourself in elegant king size bedrooms, breathtaking ocean views, and art-infused living spaces curated by renowned artist Avril Ward. Savor panoramic ocean views from retractable sliding doors, enjoy direct beach access for kayaking and snorkeling adventures. Downstairs, simply unwind in the embrace of hammocks while you BBQ and refresh in the private saltwater pool.

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, 101 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
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, 156 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!

Top guest favourite
Tall palm trees sway gently by a sandy beach, framing a view of the North Sound. The manicured lawn is dotted with smooth stones, and lounge chairs are positioned along the shoreline. A building with balconies overlooks this serene coastal setting.
Apartment in Grand Cayman
4.9 out of 5 average rating, 30 reviews

1BR King Suite w/ Kitchen, Patio & Living Area

Island View- One Bedroom King Suite Spacious 900 sq. ft. suite with a private bedroom with king size bed and ensuite featuring a double vanity with walk-in shower. Includes a full kitchen, dining room, and living room with queen size sleeper sofa. Enjoy a private balcony or patio, flat-screen TV in bedroom and living room, in-room safe, coffee maker, microwave, full size fridge, oven, stove, iron, hairdryer, and more. Sleeps up to 4 adults or 3 adults and 1 child.

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, 265 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!

Superhost
Flat in Seven Mile Corridor
4.85 out of 5 average rating, 105 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
A private ocean-view patio features a dining table with several chairs, set against a backdrop of the clear blue sea. The stone wall adds texture, while lush greenery lines the edge of the patio, contributing to a serene and natural environment.
Apartment in West Bay
5 out of 5 average rating, 28 reviews

Oceanfront - On-Site Diving, Snorkeling & Dining

Enjoy our new unit at special reduced prices. Escape to this stunning oceanfront condo with magnificent views. Dive right into crystal-clear water with direct access from a natural sea cove pool, perfect for diving and snorkeling in one of the island’s best spots. Divetech is a full-service dive shop, conveniently located on-site offering both shore and boat dives. Vivo restaurant is also onsite with delicious meals and drinks with beautiful sunsets!

Popular amenities for Grand Cayman rentals with a pool