Holiday rentals in Rum Point

5 out of 5 average rating, 29 reviews

A modern two-story home features expansive glass doors and large windows that provide views of the outdoor space. A private pool and putting green are surrounded by lush landscaping, creating a refreshing environment. Lounge chairs are positioned nearby for relaxation.

Home in North Side

Luxury Beachview Retreat, Cayman Island.

Luxurious, four bedroom, four and a half bath home with ensuite bathrooms and a half bath for guest. All bedrooms provide a private balcony with stunning oceanviews. This modern gated home in Northside is only 40mins from the airport and features a private pool, public beach access and a mini-golf course. BEDS Master on upper level has a king bed Second bedroom on upper level has a queen bed Third bedroom on upper level has 1 full bed and 3 twins Fourth bedroom on lower level has a queen bed.

5 out of 5 average rating, 9 reviews

Flat in Rum Point

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

4.99 out of 5 average rating, 363 reviews

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

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

4.92 out of 5 average rating, 226 reviews

A screened-in patio features a colorful area rug and seating arrangement with patterned cushions. A ceiling fan is visible above, while views of the lush garden and cove are framed by large glass panels. Kayaks and lounge chairs are positioned outside, enhancing the outdoor atmosphere.

Flat in Cayman Kai

Rum Cove on the Bioluminescent Bay with Ocean View

Welcome to Rum Cove – your private escape on the bioluminescent bay, just steps from the world-famous Rum Point. This bright & breezy 1-bedroom retreat is part of a charming triplex and offers stunning 360° views. Whether you’re relaxing on the patio, kayaking under the stars, or sipping coffee at sunrise, Rum Cove surrounds you with natural beauty & peace. A perfect space for couples, solo travelers or small families looking for a quiet getaway with the best of Cayman Kai on your doorstep.

Place to stay in Rum Point

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.

5 out of 5 average rating, 29 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.

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.

4.96 out of 5 average rating, 46 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!

A tranquil scene at sunset features palm trees silhouetted against a colorful sky, reflected in a serene pool. Lounge chairs are positioned near the water's edge, with a sandy beach leading to the horizon where boats can be seen in the distance.

5 out of 5 average rating, 76 reviews

Seaside Serenity at Cayman Kai

Forget your worries in this spacious and serene space. Kaibo Yacht Club Phase II is a small, 30-unit complex on the quiet side of Grand Cayman. Guests love the peacefulness of Cayman Kai, located on the opposite side of the island from Seven Mile Beach. A rental car is strongly recommended to fully appreciate island-wide attractions and to enjoy the many restaurants. Kaibo Restaurant, next door, offers many options. If you are a legal resident advise us at booking for tourist tax waiver.

Holiday home in Bodden Town

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.

5 out of 5 average rating, 107 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,

A screened-in covered patio features a wicker hanging chair and a sofa adorned with light cushions. Large glass doors provide unobstructed views of palm trees and the beachfront, while vibrant flowers add a touch of color to the tranquil space.

4.95 out of 5 average rating, 41 reviews

Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot

Nestled in the heart of serene and picturesque Cayman Kai, welcome to Jelly Kai, Unit A9, a 2 bedroom 2 bathroom beachfront condo located at Kaibo Yacht Club Phase 2. As you step into this recently renovated second-floor condo, you'll immediately feel the tranquil ambiance that the Cayman Kai area is renowned for. The condo's recent and meticulous renovation (Summer 2023) spared no expense, creating a welcoming retreat that will ensure that you and your family feel right at home.

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.

4.94 out of 5 average rating, 161 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!

A beachfront gazebo with a thatched roof is surrounded by palm trees, swaying gently in the breeze. The sandy area leads to the calm waters, showcasing the serene atmosphere of the property. A portion of the building is visible to the right.

5 out of 5 average rating, 37 reviews

Beachfront Kaibo Condo

Relax with the whole family at this peaceful place to stay. Spend lazy days under the coconut palms or lounging in a hammock in the shade under the beachfront gazebo. Kaibo Brisote is just a short walk to Cayman's famous Star Fish Point and an even shorter walk down the beach to Kaibo Beach Marina, Restaurant and Bar. The perfect spot for family vacations or just a quiet get away. Come make your Cayman Islands memories with us.

4.98 out of 5 average rating, 137 reviews

A round dining table is set for four, surrounded by light-colored chairs. The space features large glass windows that offer views of palm trees and neighboring outdoor seating. Natural light illuminates the interior, enhancing the serene setting.

Flat in KY

Rum Haven villa on Bioluminescent Bay & Ocean view

Welcome to Rum Haven - a 1-bedroom, 1-bath peaceful hideaway perfectly situated on the bioluminescent bay and directly across from the iconic Rum Point Club. This charming unit is ideal for couples seeking a relaxing island getaway. Unwind in the hammock, paddle along the Bio Bay in our complimentary kayak, or simply enjoy the views from your private porch. Maid service is included for stays over 7 nights.

Popular amenities for Rum Point holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Rum Point

5 out of 5 average rating, 17 reviews

An infinity pool reflects the vibrant colors of the sunset over the sea, surrounded by palm trees. Three transparent float loungers gently rest on the water's surface, creating a serene atmosphere. The calm ocean horizon is visible in the background, complementing the tranquil setting.

Home in Old Man Bay

Coral Cottage - Beach Front w/ Private Pool

4.96 out of 5 average rating, 26 reviews

The exterior of the townhouse showcases a sandy pathway leading to a shared outdoor space. Seating options include colorful lounge chairs arranged under palm trees, with the two-story structure visible in the background. Sunlight illuminates the area, creating a vibrant yet relaxing atmosphere.

Townhouse in Rum Point

Dream Kai Island House #15

Tall palm trees sway gently in the breeze, framing the beach bungalow. The sandy area is well-maintained, surrounded by neat shrubs. Light clouds drift in the sky, providing a calm backdrop to the inviting atmosphere of the resort.

Home in Rum Point

5 out of 5 average rating, 4 reviews

Sea Lodge #25

A dining area is featured on a spacious screened-in balcony, showcasing a glass table surrounded by comfortable chairs. Brightly colored towels are draped over the chairs, and a bowl of fresh fruit sits at the center, with stunning views of the turquoise waters and palm trees in the background.

4.91 out of 5 average rating, 11 reviews

The Retreat # 30 Beachfront Oasis at Rum Point

4.93 out of 5 average rating, 27 reviews

A tranquil beach scene features soft sand and clear turquoise waters. Palm trees frame the area, with a wooden pier extending into the sea. A signpost indicating various destinations stands nearby, while a lounge chair invites relaxation under the sun.

Home in GRAND CAYMAN

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

A sandy beach is depicted in the foreground, featuring a sign that reads 'You need is LOVE and the Beach' resting among seashells. The ocean and dusky sky create a serene backdrop, suggesting a peaceful atmosphere.

4.98 out of 5 average rating, 40 reviews

Beach & Pool in 2BR secluded condo at Rum Point

An aerial view captures a serene beachfront property lined with palm trees and white structures. The turquoise waters contrast with the vibrant blue sky, dotted with clouds. A stretch of road runs parallel to the shoreline, providing access to the secluded area.

4.55 out of 5 average rating, 22 reviews

Cayman Kai - Big Chill at the Sea Lodges