
Vacation 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.

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 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

Blissful a Luxury Ocean Front Villa, Grand Harbour
Experience Blissful, your luxurious getaway in the charming Allure community of Grand Harbour. This stylish 3-bedroom condo boasts modern comforts and features a fully-equipped kitchen, pool, and stunning ocean views. With supermarkets, a wide range of dining options and outdoor activities just minutes away, Blissful offers an unbeatable blend of convenience, relaxation and value. Whether you're here for adventure or relaxation, our condo provides the perfect unforgettable stay in Grand Cayman.

No Big Ting - Private Beach Home
Entering No Big Ting you're immediately greeted with stunning views of the beautiful Caribbean Ocean. It's all about outdoor living, from the spacious screened porch to the soft sandy beach. Cool off in the private pool or adventure out to the protected reef to snorkel with the abundant sea life. End a perfect day star gazing on the deck listening to the waves under the moonlight. No Big Ting delivers a tranquil ocean vibe and is the ultimate beachfront oasis to relax with family and friends.

Oceanfront Oasis: Endless Views, Pool & Cottage
Relax in paradise with the family at this peaceful home in Spanish Bay. With miles of incredible cresting waves and turquoise ocean, this is a tranquil and secluded property. The main home has 3 bedrooms & 3 bathrooms and the adjoining cottage is equipped with a bed, bathroom & kitchenette. On calm days, you can swim off the end of the garden into the sea, or swim in your private swimming pool with plenty of outdoor space for entertaining. 25 minutes to the airport; 10 minutes to 7 mile beach.

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.

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,

Waterfront Escape | King Suite + Pool + Walkable
Enhance your getaway experience in our meticulously clean, spacious, and tranquil retreat. Immerse yourself in serenity, surrounded by picturesque water views and a lush tropical landscape that will effortlessly melt your worries away. Ideally situated, our Sanctuary offers not just a stay, but a rejuvenating escape into nature's embrace. Come find your peace in this beautifully designed space, where every detail is crafted for your ultimate relaxation and enjoyment.

Oceanfront- Restaurant,Diving & Snorkeling on site
Magnificent Oceanfront condo Relax in this calm, stylish space with breathtaking ocean views. There is a natural sea cove pool with access for diving/snorkeling and one of the best house reefs on the island. The reef is in a marine protected area abundant in sea turtles, small marine life, parrot fish, and rays. Divetech, a full service dive shop, is conveniently located on site and offer shore as well as boat dives. Vivo restaurant is also located on site.

Luxury 3 Bedroom Waterfront Condo in Paradise
Modern 3BR/3BA waterfront home offering luxury, comfort, and uninterrupted ocean views. Enjoy morning coffee as waves roll in and end your day sipping wine with breathtaking Caribbean sunsets off your private patio area. The complex features a pool, hot tub, gym and lounge areas, all set in a welcoming neighbourhood just a 2-minute walk to Cayman’s favourite tiki bar. A stylish retreat perfect for families, couples, or friends seeking a refined island stay.

Just Chillin in Little Cayman
Just Chillin is a new 2 bedroom house that connects to a semi private pool, with queen size bed in both bedrooms, it is close to the airport, store and restaurants, the true Island life. Little Cayman is One mile wide and 10 miles long, we also provide bikes if you’re adventurous, our waters are blue and crystal clear for the divers and People that like to snorkel, it is Paradise, and tranquility for the people that just want to chill!
Popular amenities for Cayman Islands rentals with a pool
House rentals with a pool

Coral Cottage - Beach Front w/ Private Pool

You'So Breezy by Grand Cayman Villas

Featherstone - Upstairs Beach Front Apartment

Gorgeous 3 Bed Brand New by 7 Mile Beach

3 Bedroom Beach House with Pools

Beach House at Rum Point/3 Kayaks/4 bikes/WI-FI

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

Modern Oceanfront, 2Primary Suites, sleeps 6, pool
Condo rentals with a pool

Seaing Spotts: Beachfront Seaside retreat! Cayman

Oceanfront Luxury Condo w/ Private Garden

Seven Mile Beach with Soul

Modern Penthouse Oceanfront 1 Bdr Condo /w Pool

Panoramic Ocean views and Magnificent Snorkeling

Cayman Reef Resort on Seven Mile Beach

Beautiful Beachfront 2BR Condo.

Nature's View: Pools of the Kai #2
Other vacation rentals with a pool

Seaside Serenity at Allure

Oceans 9 LUXE | 4BR Beachfront Villa in West Bay

Luxurious Penthouse Condo

Tropical Chic 3BR Gardenview Condo w/ Pool & Beach

Kings Court Villa Britannia

Regal Beach Club #411

Stunning Little Cayman 3 Bedroom Beach Townhouse

Exotic Poolside Condo
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