Family-friendly vacation rentals in Cayman Islands

4.9 out of 5 average rating, 106 reviews

The exterior view of the apartment showcases a light-colored structure with solar panels on the roof. A small patio area is visible, featuring a green chair and potted plants. Nearby, laundry and utility items are neatly arranged, with a grassy yard providing a spacious outdoor environment.

Guest suite in West Bay

Solar/battery 2 Bedroom Apartment 5 mins to 7-mile

5 -10 minute drive to 7 Mile beach the apartment is nestled in the heart of West Bay in a quiet, family friendly neighborhood with a fenced in yard. Guests have exclusive use of the apartment with a private entry to a spacious living area, a fully equipped kitchen & 2 bedrooms (1 with the ensuite bathroom). 7 Mile Beach & Barkers Marine park are only 5 mins away. Barkers Marine Park has awesome kiteboarding & horseback tours. Scuba diving, snorkeling, restaurants, grocery stores are close by!

A well-maintained tennis court is depicted, featuring smooth green surfaces lined with white markings. Surrounded by lush palm trees and fencing, the court includes bright overhead lights and a few blue chairs positioned along the side for spectators.

4.94 out of 5 average rating, 179 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!

Top guest favorite

A wooden deck features a dining table with four chairs, surrounded by lush greenery and swaying palm trees. Beyond the foliage, a glimpse of the water is visible, inviting a sense of tranquility and encompassing nature.

Cottage in East End

4.98 out of 5 average rating, 102 reviews

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.

4.91 out of 5 average rating, 98 reviews

Beautiful Beachfront 2BR Condo.

Our place is right on the beach, with close nightlife and the Warf, and other shopping and family-friendly activities. You’ll love the place because of the updated kitchen, beautiful view from the screened in patio, the comfy bed, and the touches of home and coziness. Our place is good for couples, solo adventurers, business travelers, and families (with kids). There is a community pool to relax and have a soak or simply enjoy the water of the ocean. Also, community grill and gazebo for use.

4.75 out of 5 average rating, 8 reviews

The bathroom features a clean design with a spacious sink area. Two neatly arranged towels are displayed on a rack, and additional towels are stacked on a small cabinet below. A mirror reflects natural light, complementing the light-colored walls.

Apartment in East End

Cayman Snuggle Beach - 1 OR 2 bedrooms!

Direct walk-out to a gorgeous, swimmable sandy beach! Spacious 1 bdrm apt has a king sized bed. Optional 2nd bedroom with Queen bed & washroom is locked off when not rented and is booked SEPARATELY (based on Availability) Swimming Pool, Hot tub & BBQ. Quiet East End of the Island. Less than a 5 minute drive to a grocery store, restaurants, the Morritt's & Reef Resorts. East End is known for Diving, kiteboarding & windsurfing. 13% Room tax will be added. MIN STAY: 5 nights High Season.

4.86 out of 5 average rating, 14 reviews

A serene outdoor space is featured, showcasing a sparkling pool surrounded by lounge chairs and shaded by billowing fabric canopies. Lush palm trees frame the view, with the tranquil Caribbean waters visible in the background under a clear blue sky.

Home in West End

2-bdm tropical beach paradise w/ pool, cabana&more

Truly amazing tropical beach paradise on the water with pool and the most stunning sunsets! Property has private entrances, fully equipped kitchen, open dining- and living room area, 2 full bed- and bathrooms, separate washing room. Beach cabana, hammocks, bikes, grill, kayaks, fire pit. WiFi, local cellphone. Great snorkeling right out front. Sandy beach. Leeward side of the island so many days with calm waters. AC's, TV, linens, beach + bath towels, games, books & more. 1 of only 3 units.

Condo in Seven Mile Beach

A well-maintained tennis court is situated in a spacious outdoor area, featuring a green playing surface surrounded by red court lines. Lush palm trees and nearby buildings add a touch of greenery to the scene, with a clear sky overhead.

4.71 out of 5 average rating, 7 reviews

Regal Beach Club #114

Ocean view condo located at the heart of 7 Mile Beach<br><br>This ground floor direct ocean view condo with two bedrooms (1 King bed + 2 Twin beds) and two bathrooms (1 en-suite and 1 guest bathroom, both with a bathtub and shower). Large families can take advantage of the additional Queen-size sleeper sofa in the living room.<br>This luxury condominium is situated on the renowned Seven Mile Beach and offers breathtaking views of the turquoise sea and direct ocean access.

4.96 out of 5 average rating, 123 reviews

An open green space is featured, showcasing a well-maintained lawn with a playground structure and a gazebo. The playground includes slides and climbing elements, while the gazebo is situated under shaded trees, providing a relaxing area for guests.

Apartment in George Town

Flip Flop Villa

A superb location to all things fun makes this condo a great spot! Centrally located to Spotts Beach or Smith Cove Beach its only 10 mins away or George Town to Seven Mile Beach 15 mins away. Ideally located to explore both coasts. Out of the way of the hustle & bustle but close to it if you like. Two grocery, convenient stores and restaurants within a few mins.

A balcony table is set for two, featuring colorful dishware and cups. The view showcases palm trees framing a pool area in the distance, with the ocean visible beyond. Comfortable blue chairs complement the inviting outdoor space.

4.89 out of 5 average rating, 171 reviews

Island Pine Villa Ocean View

Watch beautiful sunsets every night from the balcony, overlooking ocean, or take a short walk to Camana Bay center with lots of restaurants, cinema, great happy hours and lots of room for children to run around! And of course large supermarket Foster's with all your needs is located at short walking distance at Caymana Bay as well.

4.92 out of 5 average rating, 84 reviews

A tranquil outdoor space features a hammock suspended between plants, inviting relaxation. The view includes charmingly colored homes and palm trees under a bright blue sky, showcasing a serene atmosphere. The tiled floor and covered porch provide a comfortable setting for leisure.

Home in North Side

Luxury 3bd Ocean View, # 1 Cream, Stunning Views

Perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat, Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near renowned Stingray City, The Rum Point and Kaibo’s restaurants, beaches and water sport activities.

A modern bathroom featuring a sleek vanity with dark cabinetry and a stone countertop. A glass-enclosed shower provides a view of the decorative pebble floor. A decorative wall art piece of a seahorse adds a touch of color to the neutral palette.