Roubeti Village  

Tucked into Messaria on Santorini Island, this boutique guesthouse sits within walking distance of the city center and close to Wine Museum Santorini Island and the Museum of Prehistoric Thira. Santo Winery, Athinios Port and the Old Harbor are all nearby, with Aegean Divers a short hop for day excursions.

Small and stylish with just eight guestrooms, rooms feature private furnished patios, refrigerators and LED TVs plus private bathrooms with complimentary toiletries and hair dryers. Expect a rooftop terrace and garden for sunset hangs, daily housekeeping, complimentary cribs on request, a playroom for kids and a massage room for downtime.

Take a dip in the outdoor pool and order drinks from the poolside bar, grill at the barbecue area or relax on the rooftop terrace; complimentary continental breakfast is served daily. On-site perks include a shared kitchen, tour desk and a dive club connection for explorers, plus free parking for guests.

Complimentary wireless internet throughout the property, a 24-hour front desk and luggage storage; roundtrip airport shuttle service is available on request.

Start mornings with a complimentary continental breakfast and sip cocktails at the poolside bar. A casual on-site bar and shared kitchen give you flexible options, while nearby Santo Winery and local tavernas put regional wines and island flavors within easy reach.