Family-friendly vacation rentals in Rum Point

4.99 out of 5 average rating, 331 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

4.9 out of 5 average rating, 122 reviews

An open living area features a modern kitchen with white cabinetry and stainless steel appliances, complemented by a wooden bar with two stools. A comfortable gray sectional sofa and a unique wood block coffee table enhance the inviting atmosphere, with natural light illuminating the space.

Condo in Rum Point

Starfish Paradise Beachfront Condo

Starfish Paradise is a 2 bed, 2 bath ground-floor unit with direct beach access. Situated in the quiet, tranquil area of Kaibo with stunning ocean views. Just steps from a beach bar, restaurant, and coffee shop. Enjoy world-class diving, Stingray City, bioluminescent tours, and snorkeling—or simply relax on the sand. Whether it's a romantic escape, family trip, or work-from-paradise stay—Starfish Paradise has it all. 💫 Special rates from August to October—book your slice of paradise now!

4.93 out of 5 average rating, 217 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.

Apartment 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.

4.98 out of 5 average rating, 105 reviews

A charming traditional cottage is partially obscured by vibrant tropical foliage. The light blue exterior, framed by lush green palm leaves, creates a serene and inviting backdrop. Natural sunlight enhances the warmth of the atmosphere, while wooden railings suggest a welcoming entryway.

Cottage in East End

Hidden Gem Cottage on the Beach

Hidden Gem is a Traditional Cayman Style cottage located at Grapetree Cove on a beautiful beach area in sleepy fishing village of East End. The property is filled with trees that gives it a dreamy Island ambiance. The Cottage has been fully renovated with modern amenities that makes is very comfortable and homey. Hidden Gem offers a unique CaymanKind experience from a Caymanian host that knows the area well. Located minutes away from local dinning places and many key attractions in the area.

5 out of 5 average rating, 61 reviews

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.

Condo in Rum Point

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.

4.94 out of 5 average rating, 153 reviews

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.

Condo in Rum Point

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!

Guesthouse in Grand Harbour

The exterior of the studio apartment is framed by lush greenery and flowering plants. An outdoor dining set with an umbrella is positioned on a blue deck. The building features large windows and light-colored walls, complemented by stone accents and manicured landscaping.

4.97 out of 5 average rating, 172 reviews

Heavenly Suite 2 - The M @ The Edge

Heavenly Suíte #2 at The M @ The Edge is a studio apartment with sleek & modern furnishings, smart HD TV, sound bar, chandeliers, state of the art kitchenette with quartz counter-tops, Delta faucet, and under counter lights. The chic bedroom fashioned in white crisp tiles, scones and recessed lighting mimics the luxurious bath styled in porcelain & Carrera tiles, Delta faucets, mirrors. . The patio enlivened by red/white accents, greenery, bar, pergolas, and Jacuzzi.

4.87 out of 5 average rating, 105 reviews

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.

Condo in Grand Harbour

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.

Guest suite in George Town

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.

4.98 out of 5 average rating, 261 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!

Guesthouse in George Town

A cozy bedroom features a spacious bed with a patterned blanket. A small television is positioned on a dresser against a wall. Natural light filters through textured window treatments, complementing the earthy tones of the decor. A comfortable chair is located nearby, adding to the inviting space.

4.88 out of 5 average rating, 156 reviews

Zen Den 3, cozy private studio in George Town

Welcome to this private cozy studio in the vibrant heart of George Town! Lokated 10-15 minute walking distance to Smiths Cove Beach, this is separate unit with an independent entry. Has a bedroom, kitchenette, washer dryer, bathroom and designated parking spot. Located in George Town near hospitals, pharmacy, gas station and restaurants. Bedroom has queen bed, split A/C, smart TV and Internet. Private outside patio with seating and a hammock.

4.98 out of 5 average rating, 126 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.

Apartment 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.

4.96 out of 5 average rating, 202 reviews

A charming white cottage features a wooden front door with a cross design, flanked by blue potted plants. Lush green foliage surrounds the stone pathway leading to the entrance, while large windows provide a view of the inviting interior.

Cottage in Savannah

John John's Hideaway

Cozy 1 bedroom cottage with en-suite bathroom, sitting area, full kitchen, washer and dryer. Located in a quiet neighbourhood, a 2 minute walk away from Pedro St. James Castle. 3 minute drive from a supermarket and local restaurants. 5 minute drive to snorkel at the picturesque Spotts Beach. 20 minute drive from other popular destinations, including shopping centres and other local attractions.

Popular amenities for Rum Point family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

5 out of 5 average rating, 13 reviews

An open-concept living area features a spacious sectional sofa facing the ocean. Large glass doors provide panoramic sea views and natural light. A dining area is positioned nearby, complemented by contemporary lighting fixtures. Stylish barstools and a kitchen island offer additional seating options.

Apartment in West Bay

Sunset Point Oceanfront Luxury

An aerial view showcases the resort's layout, featuring a large pool surrounded by lush greenery and palm trees. The pool's inviting shape contrasts with the sandy beach that gently meets the turquoise water. Loungers and umbrellas are positioned along the beach for relaxation.

4.87 out of 5 average rating, 167 reviews

Grandview condominium directly on 7-mile beach

An aerial view captures the beachfront resort, characterized by multiple low-rise buildings surrounded by lush greenery. The sandy beach meets the turquoise lagoon, with a rocky jetty extending into the water. Lounge chairs are positioned by the pool area, inviting relaxation.

4.85 out of 5 average rating, 178 reviews

Beautiful Modern Condo on 7 Mile Beach

5 out of 5 average rating, 6 reviews

Apartment in West Bay

Oceanfront Sunset Patio w/ BBQ + Pool, Gym & Spa

Condo in Seven Mile Beach

An expansive pool area is featured, surrounded by modern buildings and lush landscaping. Lounge chairs are positioned along the pool's edge, reflecting the vibrant colors of the sunset. Umbrellas provide shade, enhancing the space for relaxation and enjoyment.

5 out of 5 average rating, 29 reviews

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

4.96 out of 5 average rating, 24 reviews

A covered terrace is presented with a round dining table surrounded by four woven chairs. A glimpse of the swimming pool and ocean can be seen in the background, complemented by clear blue skies and a subtle breeze.

Condo in West Bay

Sunset Point - Elegance Redefined

5 out of 5 average rating, 6 reviews

A sparkling whirlpool is surrounded by lush tropical landscaping filled with vibrant flowers. Palm trees sway gently in the breeze, leading the eye towards the azure Caribbean Sea in the background. The well-maintained pathways connect various areas of the resort, enhancing the serene environment.

Apartment in George Town

Beach Living at Regal Beach BLDE

A spacious living area features a light-colored sectional sofa and a large area rug. Wooden beams line the ceiling, reflecting natural light. A dining table is visible, accompanied by modern lighting fixtures. The open layout connects to the kitchen area, enhancing the inviting ambiance.

4.96 out of 5 average rating, 165 reviews

2 BR beach condo resort with pool and ocean views

Family- and pet-friendly home rentals

4.94 out of 5 average rating, 35 reviews

A modern living area features a teal sofa and a circular wooden coffee table. A light rug with a minimal pattern lies beneath. The space opens to a dining area with a sleek table and chairs. Warm light is provided by stylish ceiling fixtures.

Apartment in George Town

Seaside Serenity at Allure

5 out of 5 average rating, 28 reviews

A serene outdoor space features a turquoise swimming pool surrounded by a tiled deck with several lounge chairs. A light-colored home with large windows and a shaded patio area offers views of lush greenery and a clear sky.

Home in West Bay

Oceanfront Oasis Home with cottage & private pool

Apartment in Seven Mile Beach

A bright living area features modern furnishings, including a spacious sofa and a cozy armchair. Natural light floods through a floor-to-ceiling sliding door, leading to a private balcony. Textured area rugs enhance the space, complementing the neutral color palette.

5 out of 5 average rating, 60 reviews

Luxury 1 bed apt near Seven Mile Beach, The Grove

A screened patio area is visible, featuring a blue dining table surrounded by six white chairs. Colorful cushions in vibrant patterns are placed on the long seating along the back. Lush greenery can be seen through the patio screens, creating a tropical atmosphere.

4.93 out of 5 average rating, 164 reviews

Seven Mile Beach with Soul

4.93 out of 5 average rating, 123 reviews

Villa in West Bay

Luxury villa right across 7mile Beach + Bed Swing

4.72 out of 5 average rating, 330 reviews

A comfortable living area is presented with two light-colored sofas facing a glass-top coffee table. A patterned area rug lies beneath the furnishings, while a window allows natural light to fill the space. Two wooden stools are positioned against the wall, adding functionality.

Apartment in George Town

Condo in the Heart of Grand Cayman

Apartment in Patricks Island

An exterior view of a warm-colored building features a welcoming front door, flanked by stylized plants and decorative accents. A trellis overhead supports greenery, while patterned tiles add texture to the entryway. A large window above allows natural light to brighten the facade.

5 out of 5 average rating, 12 reviews

Blue Paradise

5 out of 5 average rating, 17 reviews

A clear, inviting pool glistens under the sun, surrounded by a spacious patio. Lush tropical landscaping and palm trees add greenery to the backdrop, while the home features large windows reflecting the serene outdoor space.

Home in George Town

Sandalwood Escape Luxury Family Villa Private Pool

Family-friendly home rentals with a pool

4.85 out of 5 average rating, 34 reviews

Condo in North Side

Oceanfront rooftop luxury2B2B Residency pool beach

Guesthouse in Cayman Islands

A serene outdoor space is showcased, featuring two lounge chairs oriented towards a tranquil canal. Lush greenery and palm trees frame the area, enhancing the view of the water. A well-maintained garden includes potted plants, contributing to a relaxing atmosphere.

5 out of 5 average rating, 56 reviews

Tua'r Mor (near the sea) quiet waterfront escape.

Vacation 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, 100 reviews

Art Beach House, boutique style luxury.

5 out of 5 average rating, 12 reviews

A modern living area is showcased with a large sectional sofa accented by light blue and beige pillows. A plush rug anchors the space, while natural light pours in through sliding glass doors that lead to a private balcony with greenery.

Apartment in Bodden Town

Moonbay dream

5 out of 5 average rating, 62 reviews

A spacious living area features large glass windows that provide panoramic ocean views. A balcony extends off the room, allowing direct access to the tranquil outdoors. A dining area is visible in the foreground, complementing the bright and airy design.

Home in Bodden Town

Casa Avi - Grand Cayman Serenity

A clear blue swimming pool is surrounded by a well-maintained patio area. Two lounge chairs are positioned beside the pool, with lush greenery in the background. Bright, sunny skies and a modern building can be seen beyond the pool area.

4.84 out of 5 average rating, 134 reviews

Cozy Condo near Seven Mile Beach!

5 out of 5 average rating, 15 reviews

A serene beachfront scene features clean white sand gently sloping to a clear turquoise sea. Lush palm trees provide shade along the shore, while a rocky outcrop is visible in the water. Beach chairs are arranged invitingly, offering views of the tranquil coastline.

Apartment in North Side

On The Bay 310 - Enjoy the View