While planning your vacation getaway to the Cayman Islands, there are a lot of things to consider. Are you planning to go as just a couple? A small group of friends? A Family? Maybe a combination of up to 21 friends and family? In any of these scenarios, we have just the place for you! Among the 10 highly-rated Vrbo listings below, you will find smaller vacation rentals, large vacation homes, and everything in between.
Looking for a busy area? Want some privacy? In any instance, the Cayman Islands is a very popular destination. While an obvious summer destination, the Cayman Islands are also considered a great place to go in the fall and winter, with an average high temperature in February of 81 degrees and an average low temperature of 73 degrees. It’s paradise! The Cayman Islands has even been noted as a top spot to find some romance or even renew your vows!
With so many reasons to visit, what are you waiting for?
North Side, Cayman Islands
You will love this bungalow-style freestanding cottage, a breathtaking beachfront villa that rests on its own private white, powdery beach. Relax in the large screened-in lanai with amazing views of crystal blue waters and palm trees. This cozy one-bedroom vacation rental has a fully stocked kitchen, a washer and dryer, and lots more amenities. This is a gorgeous getaway with views you will not believe. Did we mention the private beach?
For those traveling as a couple, two couples, or a single family, you will love the Starboard Kai. With space for four guests, it’s a two-bedroom vacation rental located away from busy Seven Mile Beach. You’ll be just steps away from Rum Point Beach, offering you a peaceful getaway, whether you’re relaxing by the swimming pool or on the beach. Featuring two master bedrooms — both with a private balcony — Starboard Kai offers gorgeous views and comes with a fully-equipped kitchen, a two-story screened-in lanai with wicker dining furniture, and lots more. A great bargain that is in high demand, you should book this soon!
If awe-inspiring views from both the patio and living room are your thing, you will love this Azure Breeze Villa! Just 80 feet from the sliding doors, you will find crystal clear waters — a great spot for snorkeling, seeing colorful fish, and exploring coral heads. This villa is quiet and cozy, well-appointed, and comes with lots of amenities including a kayak and adult snorkel gear. At the end of a long day, hunker down in the beautiful master bedroom that includes an en-suite bathroom and a deck with beautiful Caribbean views. With lots of restaurants nearby, don’t miss out on this highly-rated and popular vacation rental!
Situated on a quiet, peaceful cove flanked by white sand beach, Sea Magic is a two-bedroom, two-bathroom villa that is ideal for a couple, a couple of friends, or a small family looking for a Caribbean vacation home. Giving off the vibe of an island-style beachfront cottage, but sporting the design of a luxury upscale villa, Sea Magic sits right on the sand. It has a six-seat Jacuzzi tub on the deck and offers sweeping views of the cove. The inside decor is comfortable and inviting — you will not be disappointed!
If you’re going to book a trip to the Cayman Islands, why not do it with some friends? Calypso Blue is a six-bedroom, 3,600-square-foot house rental that offers amazing views — especially from the oceanfront infinity-edge saltwater pool! Relax in the stunning screened patio, equipped with ceiling fans, plenty of outdoor furniture, a charcoal grill just off the patio for your convenience, and two dining tables with space for 12. The open-floor plan of Calypso Blue features a fully-equipped kitchen, a large breakfast bar, an expandable dining table, air conditioning, and so much more! If traveling in a group, you can’t miss out on this one.
White Cottage, a contemporary, open-concept beach house, offers smart-home technology, gated privacy, scenic Caribbean views, and space for up to 11 guests. The oceanfront wall of glass and screened porch offer incredible sights. The 100-foot private deck is the perfect spot to enjoy sunsets, happy hour, or dinner above the waves. Inside, you are going to love the fully-equipped kitchen and formal dining table with space for eight. Step outside and relax on the screened porch with another eight-guest dining table. Take a dip in the 50-foot private pool, sunbathe on the sundeck, or play ping pong outdoors at White Cottage. Click through the pictures on this rental; you’ll see that a picture is worth a thousand words.
East End, Cayman Islands
The Villa is a 3,000-square-foot private vacation home that offers amazing ocean views — especially from the gorgeous pool deck! Are you into wildlife? Located right on the water, this amazing getaway property is a popular spot for turtle nests — but be sure not to disturb them. You may even see an occasional cruise ship go by! With space for up to eight guests, The Villa offers due-south views, allowing you to catch both sunrises and sunsets while relaxing outside. Looking for some quiet time inside after a long but fun day in the sun? The Villa has a 55-inch television in the family room, a 50-inch television in the master bedroom, and a 32-inch television in the third bedroom. Here, you’re all set — inside and out!
Bodden Town, Cayman Islands
Located in Historic Bodden Town, Serenity Sands sits right on the beach facing south, overlooking the Caribbean Sea, and offering breathtaking views! This two-level vacation home is perfect for a small family, a small group of friends, or couples who want to take a vacation together. Take a dip in the pool or spend some time in the sea. Maybe even take some time to do some snorkeling! An ideal spot for your cozy getaway, Serenity Sands is sure to please.
George Town, Cayman Islands
Perfect for a larger group, Point of View can accommodate up to 16 guests with six bedrooms and seven bathrooms on a private, kid-friendly beach. Look out the expansive windows that offer views of the pool and beach, and take advantage of the outdoor dining area, private dock, and outdoor dining spaces. Point of View has so much to offer, including an oceanfront master suite and a second master suite with sea and pool views. Ready for a swim? You have to go into this Vrbo listing and check out the infinity pool equipped with sun shelves. There are two hot tubs, a 3-foot-deep child’s pool, expansive deck space, and so much more! Need some inside time? Cook something up in the fully-outfitted chef’s kitchen, or relax in the media room with the 70-inch television. There’s a lot to see at Point of View. Check it out today!
West Bay, Cayman Islands
There’s traveling with some friends, and then there’s renting the Seascape Villa. Located on 7 Mile Beach, this is an amazing seven-bedroom beach vacation rental with space for up to 21 guests. This is one of the largest private villa rentals in the Cayman Islands, featuring contemporary decor, a spacious floor plan, and breathtaking views. The only things that might be more spectacular than the interior of this gorgeous property are the outside deck, hot tub, and ocean views. If you’ve ever been tempted to get a large group together for a trip to the Cayman Islands, the Seascape Villa will almost certainly push you over the edge. Don’t scroll past this one without taking a look!
To discover even more things to do while visiting the Cayman Islands, check out: