Just south of Cuba, the Cayman Islands are an idyllic trio headed by Grand Cayman, an island blessed with blissful Caribbean beaches and unmissable sights, including Pedro St James Castle and Stingray City. Visit the sister islands, Little Cayman and Cayman Brac, for diverse wildlife, deserted beaches, lush forests and accessible shipwrecks beneath the ocean. If you’re looking for vacation rentals in the Cayman Islands, check out our selection of the best, all bookable on Culture Trip.
Direct access to the resort-lined, sugar-sand Seven Mile Beach is your reward for checking into unit 21 at Casa Caribe. The three-bed condo comes with a screened patio overlooking the sea; sit and drink your morning brew cooled by the breeze and the sound of the waves. Cook up a storm in the kitchen and spend your days in the dive-in swimming pool, bubbling hot tub, gym and tennis court. Being on the west coast of Grand Cayman means you’re just over 4km (3mi) from Stingray City, a group of sandbanks where you can snorkel among southern stingrays.
On the coast of George Town, overlooking Crawl Bay, this large, lavish villa will stop you in your tracks with turquoise pools and loungers perfectly matching the ocean backdrop. Lofty palm trees lining a private sandy shore enhance the impact. Admire the view from your bed with a sundowner in hand. Adding to the serene vibe, interiors are cool and cream-coloured, from the floor tiles to the leather sofas. Your children will love the kids’ play area – a handy resource in a vacation home sleeping up to 22.
On the tranquil northern coast of Grand Cayman, Ocean Paradise is a complex of five three-bedroom villas in tropical grounds. The villas are named for their colours; Cream is furthest from the beach but makes up for it with knockout views, while Green and Yellow are right by the sand. Choose to spend your vacay swinging in a hammock, soaking up the ocean views from your balcony or sofa, or snorkelling in the warm sea. Rum Point is steps away, home to a quiet beach where you can sink into your lounger with a creamy, chilled piña colada and a juicy burger from the lively Wreck Bar.
At the quieter, southern end of Seven Mile Beach, an eight-minute drive from George Town, these pastel blue condos aren’t just pretty. Stay here to play basketball and tennis before cooling off in the ocean-view swimming pool. Come nightfall, just chill in the hot tub. With a reef just offshore, there’s no excuse for not snorkelling. Inside your condo, you’ll find a bright space with a screened porch, where you can relax knowing your favourite groceries will be delivered to your door – so fire up the grill and dine under the stars.
In Prospect Park, just under 2mi (3km) from Spotts Public Beach, this cosy Grand Cayman vacation rental will make you feel at home. Get the barbecue going and dine beneath the parasol on the decked patio, surrounded by palm-fringed lawns. The three bedrooms are painted in warm peachy tones, with tropical-pattern throws and white floor tiles. If you fancy exploring the island by car or bike, you can rent both onsite. It’s under a 10-minute drive to Pedro St James Castle, Grand Harbour and George Town.
Wake up each day and step onto your private terrace overlooking one of the best beaches in the Caribbean. Set on attractive grounds studded with banana and palm trees, this dusty-pink property offers one- and two-bedroom condos spread across three levels on a quiet, northern section of Seven Mile Beach. If the coastal interiors – featuring beachy artwork and wicker furniture – get you in the mood for snorkelling and diving, the access point to Cemetery Reef is less than 10 minutes’ walk away.
Set on the popular Seven Mile Beach, these three-bedroom condos each have balconies or terraces with beautiful ocean views. Each also has individual style, meaning some feature fancy gold tones and four-poster beds, while others come with relaxed wicker furnishings and tropical-patterned fabrics. No matter what your interior taste, you’ll love relaxing in the well-manicured grounds woven with pathways leading to the freeform pool and beach. Stock up at the grocery store, a six-minute walk away, or grab a table at one of the many restaurants within walking distance.
Another top spot on Seven Mile Beach, this sunshine-yellow complex features sleek, three-bedroom, three-bathroom condos. You’ll be fighting over the master suite, which features private terraces overlooking the Caribbean Sea. When you want to dip and dive, there are two pools: an oval, oceanfront option and a circular alternative set back in the leafy grounds. If a cooling breeze rolls through, thrash your partner at tennis before retiring to the hot tub, with a sundowner in hand.
On Seven Mile Beach, under 3km (2mi) from North Sound Golf Club, these spacious suites and villas combine island glamour with luxurious home comforts – we’re talking jetted baths, memory-foam beds and Egyptian cotton sheets. There’s no need to head to the grocery store as you’ll arrive to a well-stocked kitchen. If you’re feeling too lazy to cook, head downstairs to Luca, one of the most popular Italian restaurants on the island. Spend your days swimming in the huge, ocean-facing pool, then curl up in a beach cabana with a cold cocktail.
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