
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.

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

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!

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.

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.

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.

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.

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,

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.

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.

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.

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!

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
House rentals with a pool

Parrot-ise 4 Bedroom Oceanfront Villa

Gorgeous 3 Bed Brand New by 7 Mile Beach

Casa Avi - Your Calm Coastal Gem

3 Bedroom Beach House with Pools

Kailua by Grand Cayman Villas

Island Oasis

Oceanfront Dreamsicle Villa w/Outdoor Living Area

Savhaven - 4 Bed 4 Bath w/ Pool (2 mins to Beach)
Apartment rentals with a pool

Oceanfront: 2 pools, diving & snorkeling on-site

33 Sunset Point Vacations, Oceanfront Luxury

Seaing Spotts: Beachfront Seaside retreat! Cayman

Resort Style 2br/2ba Condo on Seven Mile Beach

Panoramic Ocean views and Magnificent Snorkeling

Nature's View: Pools of the Kai #2

Oceanfront 2 BDRM Seven Mile Condo

"Mai Kai" Recently renovated Oceanfront Condo
Other holiday rentals with a pool

Seaside Serenity at Allure

Tua'r Mor (near the sea) quiet waterfront escape.

Yippee Kai Yay Beachfront oasis

Beachfront on Spotts Beach!

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

3 Bed w/ Stunning Oceanfront Views & Beach Access

New Oversize Luxury 1 Bd |Turtle Center |Macabuca

Steps to Seven Mile Beach | 1-Bed at The Grove
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