Family-friendly holiday rentals in George Town

4.99 out of 5 average rating, 327 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 Harbour

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.

4.92 out of 5 average rating, 274 reviews

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.

The living area features a comfortable sofa adorned with decorative cushions. A light wooden coffee table sits on a patterned rug, and a wall-mounted TV is positioned across from the seating. Sunlight floods in through the sliding doors that open to a private patio.

4.95 out of 5 average rating, 186 reviews

Cayman Reef Resort on Seven Mile Beach

At the heart of Seven Mile Beach, our home is in the middle of everything and far from nothing. Extensively renovated and well maintained, the condo is designed for you to enjoy a tranquil beach getaway in a luxurious setting with all the comforts of home. Picture perfect views, top of the line amenities and our local touch provide a warm welcome and cozy stay. We are fully licenced and our rate includes the 13% tourist accommodation tax. 20% discount from list price for local residents!

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.

4.88 out of 5 average rating, 165 reviews

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.

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!

Welcome to the Cozy Condo, the spot for everyone coming to Grand Cayman for work, play, or a little bit of both—all at a budget-friendly price! You’ll love our prime location, just minutes from the George Town, the lively Camana Bay, and the beautiful Seven Mile Beach. Plus, you’ll find two convenient supermarkets and pharmacy within easy walking distance or a quick drive which has everything you could want, from shopping and dining to entertainment and drinks. We can’t wait to to host you!

4.93 out of 5 average rating, 123 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

1 bedroom with King size bed and Queen size sofa bed to comfortably sleep up to 4 guests. Adorable small boutique community of 7 villas a few short steps from the white sand and crystal clear water of Seven Mile Beach. Includes all the comforts of home, 50” Smart TV, FREE high-speed WiFi, Keurig Coffee Machine, AppleTV, Apple HomePod, New AC in all rooms and Walk-in closet. Condo is recently remodeled w/ new furniture. There is also custom made outdoor swing bed on the patio to relax on.

Guest house 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.

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, 258 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!

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

Welcome to our beautiful second floor condo on the world renowned Seven Mile Beach. Sunset Cove is a beachfront resort minutes from George Town. It has a stunning beach lagoon and amazing pool with a kiddies pool, hot tub and swim-up bar. Our “beach chic” condo has just been fully renovated. We stripped it back to the bare concrete floor and walls and everything is brand new. We hope you like it and look forward to welcoming you to our little island paradise!

Guest house 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, 155 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.

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.

4.96 out of 5 average rating, 201 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 George Town 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, 12 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.

Flat 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, 36 reviews

Be where the cruise ship crowds cannot go!

Sun loungers are positioned beside vibrant pink flowers, creating a serene atmosphere. Beyond the flowers, the turquoise waters of the Caribbean Sea are visible, offering a tranquil view of the beach and horizon.

5 out of 5 average rating, 85 reviews

Step Into Paradise right on Seven Mile Beach

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.

Apartment in Rum Point

Starfish Paradise Beachfront Condo

4.93 out of 5 average rating, 14 reviews

An aerial view showcases a large, inviting pool with various lounging areas surrounded by tropical landscaping. Several sun loungers and umbrellas are positioned around the pool, with a hot tub visible nearby. The backdrop features multiple white structures with balconies.

Flat in George Town

Condo-Sunset Cove-Ocean | Pool | Seven Mile Beach

The open-plan kitchen features granite countertops and modern appliances, including a microwave and stove. A dining area with a round wooden table is visible, complemented by a spacious living room with a large sofa and sliding glass doors showcasing lush garden views.

4.98 out of 5 average rating, 81 reviews

Resort Style 2br/2ba Condo on Seven Mile Beach

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, 12 reviews

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

5 out of 5 average rating, 5 reviews

Flat in West Bay

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

Family- and pet-friendly home rentals

4.89 out of 5 average rating, 61 reviews

A charming yellow home is nestled among palm trees, featuring a spacious porch with seating and a hammock. The inviting pool area is visible nearby, surrounded by well-manicured greenery and white sand, under a bright blue sky dotted with fluffy clouds.

Home in Rum Point

Luxury 3bd Beach Front, # 5 Yellow, Stunning Views

4.97 out of 5 average rating, 36 reviews

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.

Apartment in Rum Point

Newly Renovated 2 Bed Beachfront Condo w/Pool+Hot

4.92 out of 5 average rating, 24 reviews

A cozy bedroom features a spacious bed dressed in a white quilt. There are two windows adorned with sheer white curtains, allowing natural light to enter. A palm tree painting is displayed on the wall, adding a touch of island decor.

Home in West Bay

TWBR | 2BR 1BA • Sleeps 4+Parking+Private Lawn

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

5 out of 5 average rating, 58 reviews

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.

Flat in Seven Mile Beach

Luxury 1 bed apt near Seven Mile Beach, The Grove

Serviced apartment in West Bay

A patio area is visible through sliding glass doors, featuring a coastal view of the Caribbean Sea. Lush greenery and palm trees frame the scene, while a single chair is positioned on the tiled floor, providing a relaxing spot to enjoy the ocean breeze.

4.86 out of 5 average rating, 7 reviews

Look No Further! Outdoor Pool and Pets Allowed

Serviced apartment in West Bay

A vibrant suite interior features a queen bed adorned with colorful bedding, a cozy dining area with wooden chairs, and a work desk. The open-plan kitchen showcases essential appliances, while large windows invite natural light, enhancing the welcoming ambiance.

4.92 out of 5 average rating, 65 reviews

S1 BP | Steps to Beach

5 out of 5 average rating, 12 reviews

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.

Flat in Patricks Island

Blue Paradise

Family-friendly home rentals with a pool

4.81 out of 5 average rating, 27 reviews

The living area features a comfortable blue sofa with decorative pillows, paired with a glass coffee table atop a patterned rug. A functional kitchen is visible, equipped with modern appliances, including a refrigerator and a washer-dryer. Natural light enters through nearby windows.

Flat in Grand Harbour

Elegant One-Bedroom Apartment in Grand Harbour

4.93 out of 5 average rating, 14 reviews

A modern living area features a light-colored sectional sofa adorned with decorative pillows. A small coffee table sits in front, while the kitchen is visible in the background, equipped with stainless steel appliances. Natural light filters through the windows, illuminating the space.

Flat in West Bay

Modern 2 bed with pool and gym

5 out of 5 average rating, 60 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 comfortable living area features a white sectional sofa and two blue accent chairs. Natural light flows through large glass doors leading to a balcony. An area rug adds texture, while a modern TV is mounted on a light wood console. Green plants enhance the space.

4.96 out of 5 average rating, 23 reviews

Luxury 7Mille |Sleeps 6 | Heated Pool | Pickleball

5 out of 5 average rating, 29 reviews

A modern kitchen features sleek white cabinetry and stainless steel appliances. A central island with four high-back bar stools offers additional seating. Large windows allow natural light to fill the space, highlighting the clean and open layout.

Flat in George Town

Hidden Hideaway - 7mile - 2bed/2bth-Pool

5 out of 5 average rating, 19 reviews

An outdoor dining area is presented on a shaded balcony, featuring a large white table set with placemats, cutlery, and a small potted plant. Lush green grass, tropical plants, and the ocean are visible in the background, with a cruise ship framed by palm trees.

Flat in George Town

Oceanfront Condo on Seven Mile Beach

A lovely outdoor seating area is arranged with dark wicker furniture and bright blue cushions, facing the ocean. Lush palm trees and well-maintained greenery surround the space, while a gazebo and the sparkling water can be seen in the background.

4.84 out of 5 average rating, 62 reviews

Spacious 2 BR on SMB near town