
Holiday rentals with a pool in Grand Cayman
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Top-rated rentals with a pool in Grand Cayman
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Oceanviews-Restaurant, Diving & Snorkeling on site
New Oceanfront Penthouse at reduced rates. Relax in this calm, stylish space with ocean views that is never ending. Snorkeling and diving, right at your doorstep. A natural sea cove pool offers easy access to calm, crystal-clear waters — perfect for swimming, snorkeling, or shore diving. The reef lies within a marine protected area, teeming with a variety of vibrant marine life. For divers, Divetech, a full-service dive shop located on-site, provides equipment rentals, shore dives, and daily

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. 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.

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!

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!

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!

Sunset Point: Chic Meets Luxury
Escape to Sunset Cove, a spacious 1-bed, 1-bath retreat where Caribbean elegance meets tranquility. Step right out from your patio to the pool and outdoor dining area, with stunning views of the Caribbean Sea just beyond. Dine at top-tier restaurants, explore the famous Turtle Farm, or dive into vibrant underwater adventures. As the sun sets, unwind in this peaceful haven, turning every moment into a cherished memory.

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.
Popular amenities for Grand Cayman rentals with a pool
House rentals with a pool

Beachfront Retreat w/ Pool – Rum Point Paradise

Parrot-ise 4 Bedroom Oceanfront Villa in Cayman Ka

Gorgeous 3 Bed Brand New by 7 Mile Beach

Casa Avi - Your Shoreline Sanctuary

3 Bedroom Beach House with Pools

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

Oceanfront Dreamsicle Villa w/Outdoor Living Area

Seabreezes-Your Oceanside Escape
Apartment rentals with a pool

Oceanfront rooftop luxury2B2B Residency pool beach

Ocean Cabanas - Upstairs Two bedroom

The Grove Residences 2Bed/2Bath Apartment

Seven Mile Beach with Soul

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

Blissful a Luxury Ocean Front Villa, Grand Harbour

Spacious 2 BR on SMB near town

Serenity by SunsetCove 2b/r 2 b/r
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Be where the cruise ship crowds cannot go!

3-Bedroom Oceanview + Pool on Seven Mile Beach

Beachfront View on 7 Mile Beach

Steps to Seven Mile Beach - Modern 2BR with Pool

New Oversize Luxury 1 Bd |Turtle Center |Macabuca

Oceanfront 2bed 2bath Condo Seven Mile Beach

Regal Beach Club #411

Kaibo Kove
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