Family-friendly vacation rentals in Rum Point

4.99 out of 5 average rating, 406 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

Indoor spacesKitchenWalkability

4.99 out of 5 average rating, 115 reviews

Home in North Side

North Side Grand Cayman Beachfront Villa

Spacious beachfront home on Grand Cayman’s peaceful North Side. Walk out to crystal-clear water for snorkeling and paddleboarding — we provide kayaks, paddleboards, and snorkel gear. 4 en-suite bedrooms plus two sofa beds in living room, rooftop with ocean views, fast WiFi, full kitchen, and washer/dryer. Small grocery store and Over the Edge are 1 mile away. Supermarket in Savannah (~20 min). Restaurants & bars @ Kaibo & Rum Point (~15 min). Travel crib and kids’ games available. Self check-in.

FamilyKitchenCheckout

4.93 out of 5 average rating, 231 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.

Indoor spacesFamilyBackyard

4.98 out of 5 average rating, 124 reviews

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.

FamilyIndoor spacesTV

4.88 out of 5 average rating, 183 reviews

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.

Condo in George Town

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.

Indoor spacesFamilyGetting around

4.99 out of 5 average rating, 136 reviews

The entrance features a dark front door framed by two windows with black shutters. Potted plants are positioned on either side of the door, adding greenery to the wooden facade. The porch is supported by two white columns, creating a welcoming appearance.

Apartment in Savannah

Enoe’s Escape

Welcoming 1 bedroom apartment with en-suite bathroom, sitting area, full kitchen, washer, dryer, and outdoor patio. Located in a quiet neighbourhood in close proximity to most things. 2-minute walk to the historic site Pedro St. James Castle, a stunning spot to view sunsets! 3-minute drive from the nearest supermarket and local restaurants. 5-minute drive to the picturesque Spotts Beach. 20-minute drive from other popular destinations, including shopping centres and other local attractions.

Indoor spacesKitchenAccess

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.

5.0 out of 5 average rating, 114 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,

KitchenFamilyDecor

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, 169 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!

Indoor spacesFamilyView

4.99 out of 5 average rating, 121 reviews

A cottage exterior is presented with a coral and green color scheme, surrounded by a landscaped yard with gravel pathways. The screened porch offers views of the inviting outdoor space, while lush greenery and palm trees enhance the peaceful atmosphere.

Cottage in East End

Piece of Mine, Beachfront Villa #3

Private & Tranquil BEACHFRONT Cottage offers all the conveniences of a luxury home. KAYAKS and SNORKELING GEAR, daybed & smart TV on the SCREENED PORCH, beach chairs, beach swing, and beautiful SUNSETS. Hammocks are throughout the property. Modern walk-in Shower, Towels, and bathrobe. Full Kitchen, Keurig & regular coffee maker & Blender, Extra-large bedroom, Caribbean Antique four-post bed, Desk + smart TV. Enjoy paradise & experience "True Caymanian Hospitality!!"

FamilyIndoor spacesValue

4.94 out of 5 average rating, 106 reviews

An outdoor terrace features comfortable wicker seating, complemented by colorful cushions. Lush palm trees frame the view of the tranquil turquoise waters and clear sky, enhancing the inviting coastal atmosphere.

Home in George Town

Paradise Beach House in South Sound, George Town

Paradise Beach House in South Sound, George Town Paradise Beach House is a beautiful vacation rental property located in South Sound, George Town, Grand Cayman. The house offers a spacious and luxurious living experience with its very own paradise beach and a view of the reef and famous wreck of South Sound! Please note the "Resort Fee" is the Government Tourist Tax that is charged to all international guests staying in the Cayman Islands.

KitchenIndoor spacesQuiet

4.98 out of 5 average rating, 141 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

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.

Indoor spacesKitchenValue

4.95 out of 5 average rating, 107 reviews

Condo in Savannah

Swim with Turtles! Uncrowded Oceanfront Retreat!

Imagine waking to the gentle sound of waves, brewing a cup of coffee, and stepping onto your screened beachfront patio as the Caribbean glows shades of turquoise and blue. Just beyond your door lies one of Grand Cayman's best-kept secrets—a quiet white-sand beach where guests regularly snorkel with sea turtles only a short swim from shore.

Indoor spacesKitchenSleep quality

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

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, 194 reviews

Heavenly Suite 2 - The M @ The Edge

KitchenFamilyBathroom

4.9 out of 5 average rating, 108 reviews

A spacious living area is furnished with a light grey sectional sofa and a circular coffee table. A large flat-screen television is positioned on a wooden media console. Natural light floods in through glass doors, which lead to a balcony with views of greenery, enhancing the inviting ambience.

Apartment in George Town

2 Bedroom 2 Bathroom Condo 7 Mile Beach

KitchenIndoor spacesNearby

4.99 out of 5 average rating, 137 reviews

A spacious living area features vaulted ceilings with soft white beams and large windows allowing natural light to fill the room. A comfortable light-colored sectional sofa is complemented by an ottoman and a textured area rug. The dining table is set for six, while a modern kitchen is visible in the background.

Condo in George Town

Beach condo with sunset view

KitchenFamilyWalkability

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.

4.97 out of 5 average rating, 37 reviews

Yippee Kai Yay Beachfront oasis

Indoor spacesKitchenBiking

4.94 out of 5 average rating, 53 reviews

A spacious balcony is enclosed with large glass windows, offering unobstructed views of the beach and palm trees swaying in the breeze. Comfortable seating arrangements are present, inviting relaxation in this tranquil outdoor space. Natural light floods in, creating an open and airy atmosphere.

Apartment in Rum Point

Incredible Beach Front Condo At Kaibo Yacht Club

FamilyKitchenTV

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, 49 reviews

"Mai Kai" Recently renovated Oceanfront Condo

FamilyIndoor spacesHeating

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.

5.0 out of 5 average rating, 41 reviews

Beachfront Kaibo Condo

FamilyKitchenParking

5.0 out of 5 average rating, 25 reviews

A spacious outdoor patio features a wooden dining table surrounded by matching chairs. Large windows provide unobstructed views of palm trees and the beach, with light filtering through. Ceiling fans are installed, enhancing airflow in the area.

Apartment in Rum Point

Kaibo Kove

Indoor spacesFamilyCheckout

Family- and pet-friendly home rentals

4.92 out of 5 average rating, 295 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 | King Suite | Pool + Porch

FamilyKitchenSleep quality

Superhost

A spacious cottage awaits at the water's edge, surrounded by palm trees and soft sandy beach. The elevated structure features a broad porch and large windows, allowing natural light to fill the interior while offering serene views of the surrounding landscape.

Home in Rum Point

5.0 out of 5 average rating, 7 reviews

The Cottage at Rum Point

FamilyIndoor spacesGetting around

5.0 out of 5 average rating, 43 reviews

A private swimming pool is set within a tiled outdoor area, surrounded by lounge chairs and tropical plants. The ocean sparkles in the background, with gentle waves under a clear blue sky. A wooden railing marks the edge of the pool area, offering unobstructed sea views.

Home in West Bay

Oceanfront Oasis: Endless Views, Pool & Cottage

Indoor spacesKitchenQuiet

4.95 out of 5 average rating, 20 reviews

A serene beach scene is captured under a bright sun, with lounge chairs arranged in the sand. Silhouetted palm trees frame the view, while a small pavilion and dock are visible along the water's edge.

Apartment

Two Bed Deluxe Studio on the Beach

KitchenIndoor spacesSleep quality

4.96 out of 5 average rating, 57 reviews

The entrance of Savhaven is framed by tropical plants, featuring vibrant foliage. Steps lead up to a set of double doors, highlighted by an arched window above. A decorative wreath hangs on the door, inviting guests into the property.

Home in Savannah

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

Indoor spacesFamilyLong stay

Superhost

A studio suite features a cozy sleeping area with a spacious bed and light color scheme. A compact kitchenette with a sink, microwave, and coffee maker is visible. A small dining table and chairs are present, with natural light streaming in through a nearby window.

Condo in Grand Cayman

4.73 out of 5 average rating, 102 reviews

Studio Suite, Queen Bed, Patio, Kitchenette

KitchenIndoor spacesCheckout

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.

4.99 out of 5 average rating, 77 reviews

Steps to Seven Mile Beach | 1-Bed at The Grove

FamilyIndoor spacesParking

4.92 out of 5 average rating, 90 reviews

A modern living space is shown, featuring a comfortable sofa and a light wood coffee table. Bar stools are arranged at a kitchen counter, with a fully equipped kitchen visible in the background. A ceiling fan circulates air, and a warm, inviting atmosphere is created by pendant lighting.

Apartment in West Bay

Coastal Hideaway

KitchenFamilyValue

Family-friendly home rentals with a pool

5.0 out of 5 average rating, 16 reviews

A private pool is framed by a wooden deck, offering views of the Caribbean Ocean. Bright blue lounge chairs are positioned nearby, alongside palm trees swaying in the gentle breeze. The turquoise water of the ocean contrasts with the sandy beach in the background.

Home in Rum Point

No Big Ting - Private Beach Home

FamilyIndoor spacesSleep quality

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

FamilyKitchenBeach

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, 62 reviews

Beachfront Bliss 7th Night Free @ Rum & Kai

Indoor spacesFamilyTV

5.0 out of 5 average rating, 16 reviews

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.

Apartment in Rum Point

The Retreat at Rum Point Beach #19 Cayman Kai

KitchenFamilySleep quality

4.94 out of 5 average rating, 32 reviews

Home

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

KitchenIndoor spacesBackyard

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, 44 reviews

Beach & Pool in 2BR secluded condo at Rum Point

KitchenIndoor spacesWalkability