
Holiday rentals with a pool in Cayman Islands
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Cayman Islands
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!

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. Youāll 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.

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!

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!

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 ā 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, itās 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 islandās 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!

Oceanview 2BR Condo w/ Big Balcony on 7 Mile Beach
Stylish, spacious, and steps from the seaāCocoplum 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, youāll 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 islandābook early!

2 BR beach condo resort with pool and ocean views
This luxury penthouse condo has everything for your perfect vacation. Enjoy stunning views of the sun setting over the Caribbean Sea from your private balcony. Located in a resort style complex with a great amenities. This includes bike use, large pool with swim up bar, kiddie pool and hot tub. Great snorkeling off our beach.

Sunset Point - Your Oasis Retreat
Sunset Point in West Bay, Cayman Islands, is your diver's paradise. Steps from the sea, indulge in coral reefs and marine life. Enjoy a pool, hot tub, and entertainment capturing island life. Feast at renowned restaurants just minutes away, and visit the famous Turtle Farm. Luxury, adventure, tranquility in one escape.
Popular amenities for Cayman Islands rentals with a pool
House rentals with a pool

Luxury 3bd Beach Front, # 5 Yellow, Stunning Views

Beachfront Retreat w/ Pool ā Rum Point Paradise

Gorgeous 3 Bed Brand New by 7 Mile Beach

Casa Avi - Your Shoreline Sanctuary

3 Bedroom Beach House with Pools

Modern Oceanfront, 2Primary Suites, sleeps 6, pool

Seabreezes-Your Oceanside Escape

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

Beach Living At Sunrise to Sunset Villa

Beachfront Kaibo Condo

Sunset Cove Condo on Seven Mile Beach - 2bed/2bath

Seven Mile Beach with Soul

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

Panoramic Ocean views and Magnificent Snorkeling

Blissful a Luxury Ocean Front Villa, Grand Harbour

Waterfront Sanctuary Cove 2BR King Bd Pool Porch
Other holiday rentals with a pool

Seaside Serenity at Allure

Yippee Kai Yay Beachfront oasis

West Bay Oasis: 2BR Condo w/Pool

Winter Sale-Regal Beach 233 Seven Mile

3-Bedroom Oceanview + Pool on Seven Mile Beach

Beautiful Modern Condo on 7 Mile Beach

Beachfront View on 7 Mile Beach

My House, Your House, Beachfront
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