Family-friendly holiday rentals in Grand Cayman

4.9 out of 5 average rating, 106 reviews

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!

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 favourite

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, 70 reviews

Loft in Patricks Island

Ocean Club Oasis

Indulge in the comfort of Ocean Club Oasis. A beautifully appointed one bed loft in oceanfront complex with incredible sea views from the seaside Boardwalk and Cabana. A two minute drive to the best snorkeling (turtles, reef fish etc) at Spotts Beach. Ten minutes to the famous Seven Mile Beach. Access to supermarket, shops and restaurants a mile away. Pickleball anyone! Steps from the unit and racquets for guest use. We welcome you to stay at Ocean Club Oasis and explore the Cayman Islands.

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

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.

Condo in Seven Mile Beach

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

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.

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

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.