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The Cayman Islands' Best Airbnbs

The Cayman Islands are the office worker suffering through winter’s favorite daydream. If it’s not the palm trees, ocean breeze and general tranquility, then it’s the snorkeling, diving and deep sea fishing that push the islands into your head on those cold winter days. Whether you’ve been before or you’re looking to explore the islands for the first time, having the right place to stay is critical. Hotels and resorts are nice and all, but what about something more private? We’ve done some digging and rounded up our own list of the Cayman Islands’ best Airbnbs. 

Family Beachfront Corner Condo

The Cayman Islands' Best Airbnbs

For this Bodden Town condo, we have to start with the view. Although part of a larger complex, this unit gets the corner spot and the outdoor deck has an excellent view of the ocean. Along with the view, the condo comes with tennis court and swimming pool access, and a quick route to the beach for some tanning or snorkeling (the nearby beach is protected by a reef which means small waves and excellent snorkeling). The range of activities will keep everyone busy, hence the family recommendation.

Three beds and baths mean there’s room for up to six. We recommend catching the sunset after a long day in the water.

Private Beach Villa

Best Airbnbs in The Cayman Islands
Photo by Flipkey

Located on the very tip of Rum Point, this detached villa is practically on its own. You’ll have the beach to yourself and maybe a few birds, so plan on plenty of naps under umbrellas and time in the sun. Not far from Kaibo Yacht Club, guests don’t have to go far to hop on a scuba diving or fishing trip.  

Two bedrooms, two baths and two floors give plenty of space in case you’re coming with a crew. We imagine some friends will get jealous of your plans of heading to a private villa in the Cayman Islands so go ahead and invite them.

Secluded East End Bungalow

Best Airbnbs in The Cayman Islands
Photo by Harriet

This East End one-bedroom would be perfect for couples looking for a little lowkey beach time. The East End isn’t overcrowded with rentals and the crowds that come with them so think of it as the quieter side of an already quiet destination. Not to mention, the setup of this particular property is absolutely perfect.

The house itself is a bright green little structure that opens up to a lawn and garden area complete with a shaded hammock, barbecue, and a dining area covered by a roof made of dried out palm leaves. The lounge chairs looking out over the water are a nice touch as well. The grass leads straight to a small quiet beach where you can launch kayaks, do a little snorkeling, or just enjoy the calm water.

Sand to Living Room One-Bedroom

Best Airbnbs in The Cayman Islands
Photo by Annie

Take the title literally. The doors from the living room open directly onto the beach where that Caribbean blue water you so yearned for from your cubicle is a stone’s throw away.  The beach itself is small, not too crowded, and absolutely gorgeous.

We see this spot as a small family or couples getaway. There’s one large bedroom, two beds, and one bathroom. The host likes to keep the guest total at four.

Serenity Sands Family Getaway

This two-level two-bedroom home in Bodden Town on the island’s south side backs up to a sort of jungle/garden with short paths that lead down to the water with hammocks and lawn chairs hidden along the way.

After you’ve made you’ve made your way through the shady backyard, you’ll come out to a gorgeous beach stretched out before you ready to be enjoyed by you and your crew.  You won’t have to share this beach with many others (if any at all) as it’s a quiet neighborhood that doesn’t suffer from the typical tourist waves that typically take up the less secluded spots.

After a long day of beach activities, you can head back up the pool for a little recharge time. We know you’ll find yourself headed back to the beach first thing in the morning.

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