9.4
Monastero Santa Rosa Hotel & Spa
A seventeenth-century clifftop monastery, twenty sea-view rooms and a heated pool

The Esposito family house above the Certosa, majolica floors and a pool over the drop
Every island has a family that never sold. On Capri it is the Espositos of Via Occhio Marino, a lane off Via Tragara a few minutes' walk from the Piazzetta. In the early twentieth century Luigi Esposito and Laura Cannavale, whose family had kept inns since the mid nineteenth century, let two rooms of their house to travellers. The house grew downhill, level by level, and today the third generation, Antonino, Luigi and Marco with their mother Giovanna, run nineteen rooms and still treat the place as a home with guests in it.
The architecture is the old Capri vocabulary: cross vaults, sweeping arches, hand-painted majolica floors, terraces draped in bougainvillea. Most rooms have a terrace or balcony facing the sea; the Deluxe rooms add a sea-view bathroom, and the Emma Premier Room on the lowest level, once the owners' own quarters, opens almost onto the pool. That pool sits on a terrace that seems to hang over the drop, wrapped in a garden of lemon trees that Luigi's father, a floriculturist, would recognise.
Breakfast is on the roof, with the Certosa di San Giacomo below, Monte Solaro across the valley and the sea beyond, and it is homemade: lemon marmalade, torta caprese, whatever the kitchen baked that morning. The hotel holds a Michelin Key, which for a house of this size says something about consistency rather than grandeur.
Nineteen rooms on six levels stepping down towards the garden and the sea, run by the third generation of the Esposito family.
Almost every room, the pool and the rooftop breakfast terrace look over the Certosa di San Giacomo to Monte Solaro and the open sea.
A Capri family house that took in its first travellers in the early twentieth century and grew, room by room, into the hotel of today.
Ask for a Deluxe room with the sea-view bathroom, or the Emma Premier Room if you want to walk from bed to pool; the Standard rooms have no terrace and miss the point.
Late May and the first half of October: the pool terrace is warm, the day-trip crowds thin out by early evening and the Via Tragara walk to the Faraglioni is yours at dusk.
Send your luggage up with the hotel's porter service from the port and take the funicular; the last stretch is stepped lanes that no taxi reaches, and that is exactly why it is quiet.
From Naples Capodichino it is about 30 minutes by car to the port at Molo Beverello, then 50 minutes by hydrofoil to Marina Grande; the funicular takes you up to the Piazzetta and the hotel is a ten-minute walk, with porters for luggage bookable through the hotel.
Couples and returning Capri regulars who prefer a family-run house with a pool and a view over a large hotel with a lobby.
Advantages verified on 2026-09-26 against the hotel’s own information. Policies change; confirm before you book. hotelris earns nothing from bookings. Links lead straight to the hotel.
9.4
A seventeenth-century clifftop monastery, twenty sea-view rooms and a heated pool
9.2
Five tea planters' bungalows above a highland lake, run like private houses
8.8
One of the Algarve's first hotels, a tiled palacete on the cliff with a starred table
New houses, verified advantages and the room to ask for. No tracking, unsubscribe any time.