Historic Hotels, Villas, Vacation Homes, Resorts in Cyclades

Aristide Hotel - Small Luxury Hotels of the World

9.7

Excellent

$

Historic Hotel

Housed in a newly restored mansion in Ermoupoli's historic center, this boutique hotel combines old-world elegance with contemporary design. The building showcases Greek Neoclassical and Art Deco styles, featuring a dramatic marble staircase and Doric columns.

Apollonion Palace

Hotel in Ermoupoli

9.4

Excellent

From $180

$

Historic Hotel

Located in Ermoupoli, Syros, this hotel is housed in a beautifully restored 19th-century neoclassical building. Its elegant design, prime location, and historical significance make it a standout choice. The building itself is a landmark in the city.

Hotel Ploes

Hotel in Ermoupoli

9.3

Excellent

From $310

$

Historic Hotel

Located in Ermoupoli, Syros, this boutique hotel resides in a 150-year-old, two-wing neoclassical mansion. Renovated in the late 20th century, it is decorated with art and antiques, offering a glimpse into the island's rich architectural heritage and direct access to swimming.

Zannos Melathron

Hotel in Pirgos

8.3

Very Good

From $127

$

Historic Hotel

A 19th century mansion adjoined to an old villa, perfectly situated on Santorini's highest hilltop.

Summary of reviews related to the 'Historic' categoryZannos Melathron is an absolute must-visit for history lovers. The hotel is a stunning historical mansion that has been beautifully restored with modern amenities. Staying in this little museum site - a palazzo storico - is an unforgettable experience that transports you back in time. The hotel team is the best I have ever encountered, making the stay even more special. Located inside the beautiful Pyrgos, it's a historical and picturesque destination that offers a refreshing museum-style ambiance. This beautiful historic mansion turned hotel is cet établissement chargé d'histoire, making it a perfect choice for those seeking unique accommodations that offer a fascinating glimpse into the past.
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Vedema, a Luxury Collection Resort, Santorini

Resort in Megalochori

9.1

Excellent

From $259

$

Historic Resort

Located in the history-filled village of Megalochori, this luxury resort is housed in a mansion which dates back to more than 100 years, surrounded by a 400 year-old winery.

Hotel Aktaion Syros

Hotel in Ermoupoli

9.4

Excellent

From $83

$

Historic Hotel

Located in Ermoupoli, Syros, this hotel is housed in a historic building on the Akti P. Ralli. Its architecture and location reflect the city's rich maritime history and neoclassical influences. The hotel has been a landmark in the city for many years.

Summary of reviews related to the 'Historic' categoryHotel Aktaion Syros is a historic gem situated in the heart of Ermoupoli, the capital of Syros. As the oldest hotel in town, a stay in this renovated neoclassical building offers guests an unforgettable experience filled with old-world charm. The hotel's prime location allows for easy access to local attractions and the building itself serves as a reminder of the city's rich history. Guests are sure to be enchanted by the flair of the hotel and its incredible setting. For those looking to immerse themselves in Syros' cultural heritage and unique charm, a stay at Hotel Aktaion Syros is a must.
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AFOURA HOUSES by K&K

Vacation Home in Pirgos

9.2

Excellent

From $72

$

Historic Vacation Home

Located in Exo Gonia, Pirgos, Santorini, these vacation homes are traditional buildings that reflect the unique architectural style of the village. Their historical charm and tranquil setting offer a unique and authentic experience of the island.

1864 The Sea Captain's House

Villas in Oia

9.3

Excellent

From $351

$

Historic Villas

The interiors of the Sea Captain's House are a blend of characteristic elements of Cycladic cave houses and of 19th century mansions.

The Tsitouras Collection

Hotel in Firostefani

9.6

Excellent

From $383

$

Historic Hotel

The foundations of this luxury resort were laid in 1985 from Dimitris Tsitouras, a famous art collector, who preserved the heritage of a 1780 mansion with an extended renovation.

The Windmill Kimolos

Hotel in Kimolos

9.3

Excellent

From $109

$

Historic Hotel

Located in Psathi, Kimolos, this hotel offers a unique stay in a traditional windmill, providing a glimpse into the island's agricultural past.

Milos Vaos Windmill

Vacation Home in Plaka Milou

9.6

Excellent

From $280

$

Historic Vacation Home

Located in Trypiti, Plaka Milou, this vacation home offers a unique stay in a traditional windmill, providing a glimpse into the island's agricultural past.

Anemoscope Windmill Villa

Villas in Pirgos

8.3

Very Good

From $158

$

Historic Villas

Located in Pyrgos, Santorini, this villa offers a unique stay in a traditional windmill, providing a glimpse into the island's agricultural past.

Windmill Villa

Villas in Koufonisia

9.4

Excellent

From $374

$

Historic Villas

Located in Koufonisia, this villa offers a unique stay in a traditional windmill, providing a glimpse into the island's agricultural past.

Anezas Mansion stone-built traditional villa

Villas in Khonias

7.7

Good

From $460

$

Historic Villas

Located in Chones, this stone-built traditional villa offers a unique glimpse into the island's architectural heritage and rural lifestyle.

Altana Heritage Suites

Hotel in Imerovigli

9.8

Excellent

From $272

$

Historic Hotel

Located in Imerovigli, these suites reflect the traditional Cycladic architectural style, offering a unique cultural experience.

Kapari Natural Resort

Hotel in Imerovigli

8.8

Excellent

From $284

$

Historic Hotel

A 300 year old, recently restored hotel of typical island architecture.

Esperas

Hotel in Oia

9.0

Excellent

From $235

$

Historic Hotel

Esperas hotel is housed in traditional cave houses that date back to the 1930s. In 1986 it was turned into a hotel by a surgeon and his wife who were looking for a holiday home in Oia.

Questionnaire

Year erected: 1930

What is the history of the property?
Original cave houses existing on site dating from the 1930s.

What was the era and/or the architectural style in which the property was built?
Cycladic cave houses.

Is the property surrounded by other historic buildings?
Yes, Oia is considered protected by UNESCO for its architectural heritage.

Has restoration work taken place?
Yes

Are there any elements of particular historical importance at the building?
Original cave houses.

Are there any important guests or previous owners worth mentioning?
Yes, but they prefer anonymity.

Has the property received any certifications for its historical status?
Member of the Historic Hotels of Europe.

Lydia Cavehouse

Villas in Oia

9.7

Excellent

From $496

$

Historic Villas

Located in Oia, this villa is built in the style of a traditional cave house, offering a unique and historic accommodation experience.

Ducato di Oia - Adults Only

Hotel in Oia

9.1

Excellent

From $206

$

Info Categories

Historic Hotel

Boutique-style Hotel

Luxury Hotel

Amaya Selection of Villas

Villas in Oia

8.0

Very Good

From $279

$

Info

Built on Oia's most famous cliffs, the hotel offers dazzling views of the volcano and the whole island.

Historic Hotels in Cyclades