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Holiday rentals with a pool in Rum Point

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Rum Point

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
Flat in Rum Point
5 out of 5 average rating, 5 reviews

Rum Point Retreat | Your island escape

Enjoy this spacious 1 bed, 1 bath short-term rental at The Retreat at Rum Point, Grand Cayman. The large lounge room offers stunning views of the Caribbean Sea, perfect for relaxing or entertaining. The open layout is filled with natural light, highlighting the beautiful sea scenery. Located close to Rum Point’s pristine beaches and crystal-clear waters, this retreat is ideal for a peaceful, scenic getaway in paradise. Comfortable, modern, and conveniently situated for a memorable Caribbean stay

Top guest favourite
The exterior of the cottage is framed by vibrant tropical plants and flowering shrubs, showcasing a blend of lush greenery and colorful blooms. The white structure features a sloping roof, supported by two elegant columns at the entrance.
Cottage in West Bay
4.99 out of 5 average rating, 343 reviews

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

Guest favourite
An expansive infinity pool reflects swaying palm trees under a sunset sky. Lounge chairs are arranged along the poolside, inviting relaxation by the water. The serene atmosphere is enhanced by the soft colors of the sky and the tranquil water's surface.
Place to stay in Rum Point
5 out of 5 average rating, 26 reviews

Yippee Kai Yay Beachfront oasis

Welcome to Yippee Kai Yay /Kaibo Sunset - Unit B17! Situated within the prestigious development of Cayman Kai, where us locals go to unwind and relax ,Kaibo Sunset is the premiere vacation getaway in Grand Cayman with fun and activities at your fingertips! For the water enthusiast, it is paradise, with soft white sandy beaches fringed with coconut and royal palms intermixed with carefully chosen tropical plants ,a beautiful infinity pool and hot tub for the true Cayman Caribbean experience.

Top guest favourite
A sandy beach is framed by tall palm trees, with a relaxing hammock suspended between them. Two lounge chairs are positioned nearby, offering a peaceful spot to enjoy the ocean view, while calm waters stretch into the distance under a clear blue sky.
Apartment in Rum Point
4.95 out of 5 average rating, 44 reviews

"Mai Kai" Recently renovated Oceanfront Condo

“Mai Kai” is a beautiful renovated 2 bedroom, 2 bathroom oceanfront condo at Kaibo Yacht Club II, in the heart of the Cayman Kai community. At ground floor level you have direct easy access to the gorgeous beach through the private screened outdoor patio. Steps away is the large pool and hot tub to laze away the days, two Kayaks are also included for your use and enjoyment. So whether you are seeking a romantic getaway or a family fun filled vacation "Mai Kai" and surroundings will deliver!

Top guest favourite
A serene view of the turquoise ocean stretches beyond a well-maintained pool area. Lush palm trees and vibrant greenery frame the space, with a sandy beach visible nearby. The outdoor seating area is partially shaded, creating a relaxing atmosphere for guests.
Holiday home in Bodden Town
5 out of 5 average rating, 102 reviews

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,

Top guest favourite
An outdoor dining area is presented under a vibrant teal umbrella, featuring a glass-top table surrounded by several green chairs. The view beyond includes sandy beach and the Caribbean Sea, framed by palm trees and coastal vegetation.
Apartment in Rum Point
4.94 out of 5 average rating, 158 reviews

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!

Guest favourite
A light-filled living area features a comfortable sofa facing a modern coffee table. Floor-to-ceiling curtains frame a set of glass doors that lead to a balcony with a view. A wall-mounted television is positioned beside a console, enhancing the space's contemporary design.
Apartment in Grand Harbour
4.87 out of 5 average rating, 108 reviews

Waterfront Sanctuary Cove 2BR King Bd Pool Porch

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.

Top guest favourite
A clear, blue pool is surrounded by lush greenery and palm trees, offering a serene setting. White lounge chairs are arranged along the pool's edge, inviting relaxation. The area is well-maintained, with a staircase leading into the water and a gentle slope for easy access.
Flat in Rum Point
5 out of 5 average rating, 12 reviews

The Retreat at Rum Point Beach #19 Cayman Kai

Forget your worries in this spacious and serene space. we're located in the peaceful beauty area known for it privates, Cayman Kai, on the most pristine beach on Grand Cayman. Known for the most beautiful sunrises and sunsets. This complex is well maintained. it has its only private tennis court/Gym . You can swim/dive or snorkel outside of your door. Can rent jet ski and other such items next door. Also great food next door. One of the safest place on earth.

Top guest favourite
A tranquil swimming pool is framed by palm trees and a rocky outcrop, with clear blue water inviting relaxation. The ocean is visible in the background, where waves gently meet the shore. Lounge chairs are arranged around the pool area, creating a serene atmosphere.
Guest suite in George Town
4.98 out of 5 average rating, 271 reviews

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!

Top guest favourite
A beachfront view of a multi-story condo complex is captured, with tropical palm trees swaying in the gentle breeze. The clear waters reflect the blue sky, while sun loungers are visible on the sandy beach, inviting relaxation along the shoreline.
Apartment in Rum Point
4.98 out of 5 average rating, 52 reviews

Beachfront Bliss 7th Night Free @ Rum & Kai

New to AirBnB, but not new to our guests. Get away from it all at 'Rum and Kai', located at the Retreat in Rum Point. This beach front 1 bedroom condo is located in the stunning upscale vacation home enclave of Cayman Kai on beautiful Grand Cayman. The unit is tastefully decorated with high-end furnishings and the finest linens; all in an understated, yet elegant tropical West Indies motif. Private beach with world class snorkeling right off the shore.

Top guest favourite
Two pink beach chairs are positioned on a sandy beach, framed by palm leaves. The tranquil sea extends in vibrant shades of blue and green, meeting a clear sky dotted with fluffy clouds.
Flat in Rum Point
5 out of 5 average rating, 16 reviews

Mi Casa, Su Casa, Beachfront

Forget your worries in this spacious and serene space on the quieter side of the Island on the North Coast. Mi Casa, Su Casa is a home away from home. This is a 1,039 sq ft one bed, one bathroom condo on the 2nd floor (no elevator). The screened patio faces the sea and has a dining table for 4 along with 2 comfy armchairs and small table for you to eat/read/work outdoors if that is your preference. This is a little piece of paradise.

Top guest favourite
An airy living area is depicted with a spacious couch, a coffee table, and a dining area featuring light-colored chairs. Large windows offer views of palm trees and the beach, while natural light brightens the room, creating a fresh and inviting atmosphere.
Apartment in George Town
4.98 out of 5 average rating, 100 reviews

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 Rum Point rentals with a pool

When is the best time to visit Rum Point?

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Avg. price£311£390£323£322£251£287£287£248£211£227£273£309
Avg. temp26°C26°C26°C27°C28°C29°C29°C29°C29°C28°C27°C26°C

Quick stats about holiday rentals with a pool in Rum Point

  • Total holiday rentals

    Explore 120 holiday rentals in Rum Point

  • Nightly prices starting at

    Rum Point holiday rentals start at £7 per night before taxes and fees

  • Verified guest reviews

    Over 1,470 verified reviews to help you choose

  • Family-friendly holiday rentals

    110 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    120 of Rum Point holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Rum Point rentals

  • 4.9 Average rating

    Rum Point stays are highly rated by guests – averaging 4.9 out of 5!