Family-friendly holiday rentals in Rum Point

4.99 out of 5 average rating, 317 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

Apartment in Grand Cayman

The studio apartment features a spacious bed adorned with a light blanket, accompanied by a round dining table and four chairs. Natural wood paneling enhances the ceiling, while decorative wall pieces and patterned kitchen tiles add character to the space.

4.96 out of 5 average rating, 152 reviews

Adorable Boho-Style Beach Villa

This adorable studio apartment has been fully renovated & has everything you need to enjoy the perfect Caribbean getaway. Calypso Cove is directly across from the famous Seven Mile Beach, where you can swim in the crystal clear blue sea every day. The studio has a balcony so you can enjoy the sunset or a morning coffee. Walking distance to supermarket, restaurants, bank and pharmacy, this apartment is in the perfect location. Keurig coffee machine, deck chairs, fins and mask and beach umbrella.

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.

4.9 out of 5 average rating, 121 reviews

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, 216 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.

4.93 out of 5 average rating, 271 reviews

A pool area is shown with lounge chairs arranged around a clear blue pool. The deck is paved with light-colored bricks and surrounded by greenery. In the background, a covered seating area with multiple chairs can be seen, alongside colorful buildings under a sunny sky.

Condo in Grand Harbour

Waterfront Sanctuary Serene | 2BR | Pool & Porch

Cool clean contemporary Sanctuary with water views; a two bedroom/two bathroom condo with a full kitchen and living room packed with all popular amenities (wifi, cable television, Apple TV, Netflix, Playstation game console, central A/C, iron and ironing board, washer and dryer, outdoor patio, pool and free parking) - conveniently located in Grand Harbour. The Shoppes at Grand Harbour, & Harbour Walk are next door. Perfect for exploring and enjoying all that the Cayman Islands has to offer.

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.

4.95 out of 5 average rating, 42 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!

4.98 out of 5 average rating, 104 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.

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, 254 reviews

Paradise Escape-Charming Oceanfront Guest Suite

A tranquil oceanfront escape for couples and solo adventurers... Ours is a unique community with quaint freehold condo cottages on a vast tract of oceanfront land. 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.

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, 147 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!

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.

4.98 out of 5 average rating, 169 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.

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.

4.98 out of 5 average rating, 47 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.

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.

4.89 out of 5 average rating, 149 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.

Popular amenities for Rum Point family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

5 out of 5 average rating, 10 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 lush, landscaped grounds, featuring a large swimming pool surrounded by sun loungers and umbrellas. The turquoise ocean and sandy beach are visible in the background, highlighting the property's beachfront location. Palm trees add to the tropical ambiance.

4.97 out of 5 average rating, 35 reviews

Be where the cruise ship crowds cannot go!

An aerial view shows a large pool area surrounded by lush greenery and sandy beach. The pool features a curved shape with a bridge and is furnished with multiple lounge chairs and umbrellas. Clear blue water meets the gentle waves of the Caribbean Sea.

4.88 out of 5 average rating, 160 reviews

Grandview condominium directly on 7-mile beach

A view of a sandy beach along the ocean with gentle waves lapping at the shore. People can be seen enjoying the water and walking along the beach. A rocky barrier is visible in the distance, complementing the vibrant blue sky and fluffy clouds above.

5 out of 5 average rating, 12 reviews

Beachfront - Sunset Cove Resort

An aerial view showcases the beachfront property nestled along the clear blue water. The sandy beach is lined with lounge chairs, and a private cove with calm water is visible in the foreground. The landscaped area features palm trees and well-maintained greenery, creating a relaxing environment.

5 out of 5 average rating, 9 reviews

Sunset Cove Condo on Seven Mile Beach - 2bed/2bath

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, 176 reviews

Beautiful Modern Condo on 7 Mile Beach

4.95 out of 5 average rating, 21 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

Family- and pet-friendly home rentals

4.94 out of 5 average rating, 33 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

4.85 out of 5 average rating, 34 reviews

A spacious living area is adorned with large windows that showcase stunning ocean views. Bright white cabinetry and stainless-steel appliances complement the kitchen area, creating a modern and inviting atmosphere.

Condo in North Side

Oceanfront rooftop luxury2B2B Residency pool beach

5 out of 5 average rating, 27 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, 58 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, 122 reviews

A modern living area features a sectional sofa and a comfortable armchair, complemented by a stylish coffee table. The kitchen, visible in the background, includes stainless steel appliances and white cabinetry. Soft blue walls add a serene touch, while natural light brightens the space.

Villa in West Bay

Luxury villa right across 7mile Beach + Bed Swing

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

4.71 out of 5 average rating, 328 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

Family-friendly home rentals with a pool

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.

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, 98 reviews

Art Beach House, boutique style luxury.

4.93 out of 5 average rating, 104 reviews

A clear view of a spacious pool area is presented, featuring multiple sun loungers arranged around the pool. Palm trees sway gently in the background, leading to the ocean. Umbrellas provide shade, and the water reflects the blue sky and nearby greenery.

Condo in West Bay

Cayman Wind and Sea

5 out of 5 average rating, 11 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, 58 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 - Secluded Slice of Heaven - Grand Cayman

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, 133 reviews

Cozy Condo near Seven Mile Beach!

5 out of 5 average rating, 3 reviews

Villa in Rum Point

Fantasea by Grand Cayman Villas