Affiliate Disclaimer: The editors at Sleepy Globetrotter handpick all recommendations. If you make a purchase or book a hotel through our affiliate links, we may earn an affiliate commission at no additional cost to you.
Choosing where to stay on Capri Island is no easy task, but Villa Calypso makes a strong case. It’s charming, classy, and just secluded enough to feel exclusive without being inconvenient. The best part? You’ll still have cash left for gelato.
Finding a great place to stay on Capri is a bit like picking the best slice of pizza in Naples—there’s a lot of good, but some are undeniably better.
🗓️ Whether you like to book hotels and flights months in advance or at the last minute, Expedia is a great place to explore your options. You can compare prices on hotels, flights, cars, bundles, and cruises all in one spot. Give it a look and start planning your next trip! See what’s available on Expedia >>
After scouring options that range from simple to “do I need a yacht to stay here?”, I’ve narrowed it down to three standouts.
These aren’t just places to sleep—they’re the kinds of places that make you say, “Yes, this is why I came to Capri.”
Villa Calypso
Villa Calypso sits close enough to Capri’s famous Piazzetta that you can wander over in five minutes, yet it feels wonderfully tucked away from the chaos. The terrace has Mediterranean views that might make you momentarily believe you’ve become an influencer. The rooms? Properly elegant, with air conditioning (thankfully), flat-screen TVs, and bathrobes so plush you might consider wearing one to breakfast.
Speaking of breakfast, they’ve got homemade cakes that could make even a grumpy morning person smile. It’s all served with a side of sea air that’ll remind you why Capri is an Italian icon. And with the port just a short drive away, it’s convenient without losing that serene, “I’m on an island” vibe. Click to view the images >>
La Reginella Capri
La Reginella feels like the Capri equivalent of discovering a secret beach. It’s quiet, green, and perched near the Arco Naturale—a spot that might make you wonder why they don’t call it the Wow Naturale. This isn’t the place for high heels or suitcases on wheels (Capri’s pedestrian paths will see to that), but it’s the perfect escape if you prefer a garden over a crowd.
The rooms strike that delicate balance between modern comfort and island charm. Some even have patios or terraces with views that make your morning coffee taste better. The breakfast spread is best enjoyed outside, where the only thing interrupting the peace might be your own delighted crunch of a croissant. It’s not just a hotel; it’s a gentle nudge to slow down and enjoy the moment. Click to view the images >>
Villa Pollio Guest House
In Anacapri, where life moves at a slightly more relaxed pace, Villa Pollio Guest House offers a refreshing change of scene. It’s the kind of place that feels as welcoming as staying at a (very stylish) friend’s house. The rooms are bright and clean, with flat-screen TVs and private bathrooms. If you’re lucky, you might score a terrace room with garden or mountain views that make Capri’s sunsets even more magical.
Breakfast here is simple but satisfying—fresh fruit, cheese, and pastries to fuel your exploration of nearby attractions like Villa San Michele. The best part? You’re far enough from the main tourist crush to feel like you’ve found a slice of authentic Capri life, but close enough to dive back in when you’re ready. Click to view the images >>
Final Words
Capri doesn’t do cheap, and these places won’t redefine your budget. But they’re worth it. They’re comfortable, full of character, and offer the kind of experience you want from an island getaway. Capri is special, so treat yourself to a stay that matches its magic. After all, you didn’t come all this way for “just okay.”