Family-friendly vacation rentals in Rum Point

4.99 out of 5 average rating, 411 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

4.99 out of 5 average rating, 117 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.

5.0 out of 5 average rating, 19 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

Entering No Big Ting you're immediately greeted with stunning views of the beautiful Caribbean Ocean. It's all about outdoor living, from the spacious screened porch to the soft sandy beach. Cool off in the private pool or adventure out to the protected reef to snorkel with the abundant sea life. End a perfect day star gazing on the deck listening to the waves under the moonlight. No Big Ting delivers a tranquil ocean vibe and is the ultimate beachfront oasis to relax with family and friends.

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.

4.92 out of 5 average rating, 299 reviews

Condo in Grand Harbour

Waterfront Sanctuary | King Suite | 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.

4.99 out of 5 average rating, 137 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.

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.

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,

5.0 out of 5 average rating, 114 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.

4.94 out of 5 average rating, 170 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!

4.95 out of 5 average rating, 109 reviews

A serene ocean view captures calm turquoise waters meeting the sky, dotted with fluffy white clouds. The image features a rocky shoreline with a concrete dock extending into the water, surrounded by lush greenery and picturesque coastal scenery.

Condo in West Bay

Oceanfront- Restaurant,Diving & Snorkeling on site

Magnificent Oceanfront condo Relax in this calm, stylish space with breathtaking ocean views. There is a natural sea cove pool with access for diving/snorkeling and one of the best house reefs on the island. The reef is in a marine protected area abundant in sea turtles, small marine life, parrot fish, and rays. Divetech, a full service dive shop, is conveniently located on site and offer shore as well as boat dives. Vivo restaurant is also located on site.

4.94 out of 5 average rating, 108 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.

5.0 out of 5 average rating, 18 reviews

Home in Rum Point

Waterfront 2BR with private screened pool

Unwind in this renovated waterfront 2BR at Pools of the Kai, featuring a private screened pool and two king suites with water views. The upper suite has a private balcony, while the lower opens directly onto the pool deck. A sofa bed accommodates 2 additional guests. Walk to Kaibo, kayak to Starfish Point or explore Bioluminescent Bay. Fast Wi-Fi and peaceful Cayman Kai surroundings make it ideal for couples, families and groups of up to 6.

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.

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

4.9 out of 5 average rating, 110 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

Indoor spacesPoolAccuracy

Guesthouse in Grand Harbour

A vibrant outdoor area surrounds the unit, featuring a patio with a blue umbrella over a black dining table. Lush greenery and flowering plants enhance the space. A seating area offers relaxation options, with decorative stones leading to a grassy area, providing a serene atmosphere.

Heavenly Suite 1 - The M @ the Edge

4.99 out of 5 average rating, 151 reviews

4.97 out of 5 average rating, 181 reviews

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.

Condo

2 BR beach condo resort with pool and ocean views

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.

Yippee Kai Yay Beachfront oasis

4.97 out of 5 average rating, 38 reviews

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

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, 43 reviews

Beachfront Kaibo Condo

4.94 out of 5 average rating, 54 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

5.0 out of 5 average rating, 26 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

Family- and pet-friendly home rentals

4.94 out of 5 average rating, 186 reviews

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.

Condo in George Town

Seven Mile Beach with Soul

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

The Cottage at Rum Point

5.0 out of 5 average rating, 7 reviews

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

Studio Suite, Queen Bed, Patio, Kitchenette

4.73 out of 5 average rating, 110 reviews

4.92 out of 5 average rating, 92 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

5.0 out of 5 average rating, 37 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

4.97 out of 5 average rating, 58 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)

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: Turquoise Views, Pool & Cottage

4.94 out of 5 average rating, 16 reviews

A modern single-story home is framed by lush palm trees, featuring a white exterior and a welcoming entrance. A gated pathway leads to the front door, while a manicured yard offers an open view, inviting guests to explore the surrounding landscape.

Home in West Bay

West Bay Dream

Family-friendly home rentals with a pool

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.

Paradise Escape-Charming Oceanfront Guest Suite

4.97 out of 5 average rating, 304 reviews

4.97 out of 5 average rating, 119 reviews

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.

Condo

Oceanview 2BR Condo w/ Big Balcony on 7 Mile Beach

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

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, 63 reviews

Beachfront Bliss 7th Night Free @ Rum & Kai

Apartment in Rum Point Beach

A serene beach scene is captured at sunset, showcasing white lounge chairs positioned on soft sand. A glass filled with a beverage rests on a nearby table, while vibrant hues of orange and blue fill the sky and reflect off the calm water.

Caribbean Marine Park Retreat, Beachfront Bliss

4.97 out of 5 average rating, 29 reviews

4.94 out of 5 average rating, 32 reviews

Home

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