
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.

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

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.

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

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!

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.

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.

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,

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!

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.

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!

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.

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
House rentals with a pool

Beachfront Retreat w/ Pool – Rum Point Paradise

Gorgeous 3 Bed Brand New by 7 Mile Beach

BeachPlumVilla

Island Oasis

Savhaven - 4 Bed 4 Bath w/ Pool (2 mins to Beach)

Oceanfront Dreamsicle Villa w/Outdoor Living Area

Seabreezes-Your Oceanside Escape

Oceanfront condo-pool, sunset boardwalk, modern
Apartment rentals with a pool

Oceanfront: 2 pools, diving & snorkeling on-site

Bougainvillea at Pappagallo Beach Villas (condo#2)

Fall Into Paradise Sale-Regal Beach 233 Seven Mile

Seven Mile Beach with Soul

Luxury 7Mille |Sleeps 6 | Heated Pool | Pickleball

Seven Mile Beach Area, Kyle's Condo @ ONE Resort!

Beachfront walkout with amazing patio & view

Blissful a Luxury Ocean Front Villa, Grand Harbour
Other holiday rentals with a pool

Seaside Serenity at Allure

Yippee Kai Yay Beachfront oasis

Be where the cruise ship crowds cannot go!

3-Bedroom Oceanview + Pool on Seven Mile Beach

Ocean Club Oasis

New Oversize Luxury 1 Bd |Turtle Center |Macabuca

Beach Living at Regal Beach BLDE

ONE Canal Point - 1 Bedroom Condo - Pool View
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