Family-friendly holiday rentals in George Town

4.99 out of 5 average rating, 412 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

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4.92 out of 5 average rating, 119 reviews

Condo in West Bay

Beachside Boutique Villa Steps to Seven Mile Beach

Enjoy the conveniently located yet quiet and peaceful end of Seven Mile Beach with private beach and beach access just steps away. Enjoy short sunsets and beach walks to some of the islands best snorkeling , diving and restaurants or walk the whole of seven mile beach from right outside your front door . Make some memories at this unique , fully equipped cosy cottage with a real beachy vibe and tranquil private patio garden . We hope you will love Beach Love at Calypso as much as we do. :)

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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, 212 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 room rate includes the 13% tourist accommodation tax only if you booked prior to 6 September 2026.

KitchenFamilyLaundry

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

A tranquil oceanfront escape for couples and solo adventurers... Wake-up to a lovely view of a luscious landscape that melds with the emerald green and blue ocean, sip a hot cup of coffee on the porch or enjoy a sunset cocktail by the ocean front pool. Accuracy Disclaimer Important: Airbnb currently displays an incorrect message stating this home is “Right on Bats Cave Beach.” The property is located near Spotts Beach, approx a 1-min drive away. Bats Cave Beach is private and not accessible.

KitchenFamilyCheck-in

4.97 out of 5 average rating, 304 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.

4.88 out of 5 average rating, 183 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.

FamilyIndoor spacesWi-Fi

4.99 out of 5 average rating, 138 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.

KitchenIndoor spacesBeach

4.88 out of 5 average rating, 128 reviews

Condo in Grand Harbour

Waterfront Escape | King Suite + Pool + Walkable

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.

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4.95 out of 5 average rating, 110 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.

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Apartment in Grand Cayman

The Grove Too - 1 Bedroom Apartment

The one-bedroom suite at The Grove Too offers refined island elegance with generous living space, designer furnishings, and a private balcony overlooking our beautiful garden. Ideal for couples or solo travelers, the suite features a fully equipped kitchen, spa-inspired bathroom, and access to all resort-style amenities including the rooftop pool and personalized concierge services. To take a virtual tour of the unit please visit our website

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4.96 out of 5 average rating, 67 reviews

4.94 out of 5 average rating, 109 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 spacesPool

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

Stylish, spacious, and steps from the sea—Cocoplum 10 is a renovated 2-bedroom, 2-bath condo with ocean views, coastal-modern interiors, and a large private balcony overlooking the Pool and Ocean. Located on the quieter end of Seven Mile Beach, you’ll enjoy calm waters for snorkeling and paddleboarding, a beachfront pool, and easy walks to local restaurants and shops. One of the most popular 2BR condos on the island—book early!

KitchenFamilyView

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.

4.9 out of 5 average rating, 111 reviews

2 Bedroom 2 Bathroom Condo 7 Mile Beach

The apartment was previously used by us as a home. It has everything you need for a relaxed vacation. It is located on the northern side of the complex with a pleasant peaceful garden view yet close to the action on the Seven Mile Beach corridor where Camana Bay, the nightlife and famous Seven Mile Beach are located. The amenities of the complex are a short walk away.

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Popular amenities for George Town family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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

KitchenIndoor spacesAir conditioning

4.99 out of 5 average rating, 152 reviews

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.

5.0 out of 5 average rating, 100 reviews

Step Into Paradise right on Seven Mile Beach

KitchenIndoor spacesWalkability

4.99 out of 5 average rating, 117 reviews

A large screened-in porch offers a serene setting with ocean views. Comfortable seating is paired with a side table, and a fan is mounted on the ceiling. The surroundings feature palm trees and a clear view of the beach, enhancing a sense of tranquility.

Condo in Rum Point

Beautiful oceanfront condo in peaceful North Side

FamilyIndoor spacesAmenities

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.

4.99 out of 5 average rating, 138 reviews

Beach condo with sunset view

Indoor spacesKitchenHospitality

A large swimming pool is framed by lush palm trees and tropical landscaping. Lounge chairs are arranged around the pool area, providing spaces for relaxation. The clear blue water reflects the sky, and stepping stones lead into the pool, enhancing the inviting outdoor environment.

5.0 out of 5 average rating, 17 reviews

Kings Court Villa Britannia

Indoor spacesFamilyHospitality

A sparkling pool is framed by tropical palm trees and vibrant flowering plants, creating a serene outdoor setting. Lounge chairs are arranged around the pool area, inviting relaxation. The backdrop features a two-story building, with expansive balconies and access to the lush grounds.

4.96 out of 5 average rating, 99 reviews

7Mile Beach Resort 2b/2b Condo

Indoor spacesKitchenNearby

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.

4.98 out of 5 average rating, 52 reviews

Be where the cruise ship crowds cannot go!

Indoor spacesFamilyOutdoor spaces

Holiday home in George Town

An aerial view captures the expanse of the resort-style complex, highlighting a vibrant pool surrounded by palm trees. The ocean glimmers in the background, and lounge chairs are positioned nearby for relaxation. The landscape is complemented by well-maintained grounds and carefully arranged buildings.

Resort style condo steps away from the beach

Indoor spacesKitchenLong stay

4.91 out of 5 average rating, 85 reviews

Family- and pet-friendly home rentals

A sunny beach scene reveals two cruise ships anchored in the distance, framed by a tall palm tree. Sunlight creates a sparkling effect on the water's surface, while lounge chairs are arranged on the sandy beach, suggesting a relaxing outdoor space.

4.9 out of 5 average rating, 72 reviews

Deluxe Studio on the beach #9

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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

KitchenIndoor spacesNearby

A graphic featuring green leaves creates a natural backdrop for the text 'Nim's Retreat,' which is displayed in a soft blue font. The overall design emphasizes a connection to nature, indicative of the serene environment surrounding the property.

4.99 out of 5 average rating, 81 reviews

~Nim's Retreat~ Grand Cayman BWI

Indoor spacesFamilyWi-Fi

4.73 out of 5 average rating, 113 reviews

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

FamilyIndoor spacesPool

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)

Indoor spacesKitchenAir conditioning

Apartment in Patricks Island

Blue Paradise

FamilyKitchenNearby

5.0 out of 5 average rating, 16 reviews

4.92 out of 5 average rating, 36 reviews

A tranquil sunset scene is captured over the ocean, with warm rays of light breaking through clouds. The calm water reflects the vibrant hues of orange and yellow, creating a serene coastal atmosphere.

Tiny home in Savannah

Country Road, Take Me Home

Indoor spacesKitchenValue

5.0 out of 5 average rating, 7 reviews

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

Indoor spacesFamilyAccuracy

Family-friendly home rentals with a pool

4.91 out of 5 average rating, 104 reviews

A comfortable seating area features a neutral-toned sofa and a green armchair. A coffee table with a textured surface is positioned in front. Large glass doors reveal a view of palm trees and the ocean, allowing natural light to brighten the space. A television sits on a light media console.

Condo

Beautiful Beachfront 2BR Condo.

KitchenFamilyAccuracy

Apartment in Patricks Island

A compact kitchen area features light cabinetry and a stainless steel stove with an oven. Counter space is utilized for a coffee maker and a microwave, while a refrigerator stands nearby. Colorful dishware and glassware are neatly arranged on open shelves.

Casa de Bells 3

KitchenIndoor spacesCleanliness

4.97 out of 5 average rating, 88 reviews

5.0 out of 5 average rating, 25 reviews

Condo in Grand Harbour

Luxury + Comfort + Water View + Pool + BBQ + Patio

KitchenIndoor spacesLocation

A view of a tranquil whirlpool surrounded by tropical palm trees and vibrant flowers. The scene is complemented by the clear blue ocean in the background, enhancing the serene landscape of the resort grounds.

4.93 out of 5 average rating, 83 reviews

Regal Beach Club #411

Indoor spacesKitchenLayout

4.93 out of 5 average rating, 70 reviews

An expansive view of the serene beach is captured, showcasing soft white sand meeting clear turquoise waters. Gentle waves can be observed rolling in the distance, while patches of darker water reveal unique underwater features. A bright blue sky with a few scattered clouds completes the tranquil scene.

Condo in Savannah

Seaing Spotts: Beachfront Seaside retreat! Cayman

KitchenIndoor spacesParking

Apartment in Grand Harbour

A cozy living area features a light-colored sofa adorned with soft cushions. A textured wall art piece made of natural wood is displayed above. Potted plants add a touch of greenery, while large windows allow natural light to brighten the space.

Harbour Walk - Elegant&Luxrious

KitchenFamilyValue

4.69 out of 5 average rating, 48 reviews

Apartment in Seven Mile Beach

An aerial view captures the well-maintained grounds of a beachfront property, featuring a central pool surrounded by loungers. Tall palm trees offer shade, while the pristine sand and turquoise ocean provide a scenic backdrop, emphasizing the property's proximity to the beach.

3-Bedroom Oceanview + Pool on Seven Mile Beach

FamilyIndoor spacesAccuracy

5.0 out of 5 average rating, 24 reviews

An aerial view showcases the oceanfront complex surrounded by lush greenery and a spacious lawn. A sparkling pool is centered among the buildings, with lounge chairs arranged nearby. The turquoise waters and sandy beach are visible, highlighting the inviting coastal location.