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Vacation rentals in Santorini

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Top-rated vacation rentals in Santorini

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite
Cycladic home in Oia
Island blue, postcard perfect view & private pool
Traditional cave house located in the most famous location in Santorini Island with breathtaking postcard perfect views of the blue domed churches! 2 bedrooms, double beds 2 cave bathrooms. Outdoor heated pool with view! Next door to Santorini blue, Eternity & new home Serenity. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities. Our other villas Santorini blue,Eternity,Serenity,Captains blue, Secret garden,Sailing & Sky blue
Dec 30 – Jan 6, Professional Host
€ 428 per night
Guest favorite
Cycladic home in Oía
Helianthus Honeymoon House
Our Honeymoon House with Caldera View offers the perfect romantic escape in Santorini, with the graceful addition of a heated outdoor Jacuzzi (will be closed between 1/11-15/3) providing the ultimate sense of relaxation overlooking the majestic caldera and the infinite Aegean blue. In an ample space of 40m2 divided into two levels, it provides everything a couple may desire. It has been built in perfect alignment with the distinct Cycladic architecture and boasts unparalleled, absolute privacy
Nov 29 – Dec 6, Professional Host
€ 496 per night
Guest favorite
Apartment in Oía
BLUE ART CAVES - Stellar Sun
This elegant and fully renovated suite on 2021, is perched on the cliffs of the caldera in Oia. Combines the traditional cycladic architecture with minimal decorative style makes them the perfect choice for those who wants to relax. The suite has a private indoor/outdoor hottub with caldera and volcano views. Breakfast included in the price and delivered at the accommodation. The room has air condition , free wifi, coffee and tea making facilities, bath amenities and satellite TV.
Aug 18 – 25, Professional Host
€ 814 per night

Popular amenities for Santorini vacation rentals

Other great vacation rentals in Santorini

Guest favorite
Cave in Oia
Sunset Cave House by Spitia Santorini
Aug 9 – 16, Professional Host
€ 856 per night
Guest favorite
Villa in Imerovigli
May 12 – 19, Professional Host
€ 651 per night
Guest favorite
Cycladic home in Oia
Unique Architecture Cave House by Cycladica
Apr 13 – 20, Professional Host
€ 571 per night
Guest favorite
Cycladic home in Oia
3 Caves suite with Hot-Tub and Caldera View in Oia
Aug 6 – 13, Professional Host
€ 900 per night
Villa in Οία
Dec 14 – 21, Professional Host
€ 280 per night
Guest favorite
Dome in Thira
Sep 14 – 21, Professional Host
€ 674 per night
Guest favorite
Cave in Santorini
Hector Luxury Cave
Oct 19 – 26, Professional Host
€ 588 per night
Guest favorite
Cycladic home in Oía
Blue Sky Suite with jacuzzi and caldera view
Nov 11 – 18, Professional Host
€ 284 per night
Guest favorite
Apartment in Oia
Oia Lucky Sapphire Residence
Oct 31 – Nov 7, Professional Host
€ 196 per night
Guest favorite
Cycladic home in Oia
By the Mill, Caldera, Oia
Nov 12 – 19, Professional Host
€ 598 per night
Guest favorite
Cave in Oia
Pano Meria Cave House One in Oia
Sep 29 – Oct 6, Professional Host
€ 644 per night
Guest favorite
Hotel room in Imerovigli
Abyssos Suite Caldera Sea Sunset In-Out Jacuzzi
Sep 7 – 14, Professional Host
€ 680 per night

Your guide to Santorini

All About Santorini

Santorini is an 11-mile-long island in the Aegean Sea, southeast of mainland Greece, and is the largest among a group of small, volcanic islands called the Cyclades. Officially known as Thira (Thera, in ancient Greek), Santorini has been inhabited since the Bronze Age. Its 20 or so villages exist atop one of the largest calderas — volcanic craters — in the world; the eruptions throughout its history helped create the dramatic black-sand beaches across its coastline.

Evidence of Santorini’s prehistoric past is on display at the underground Akrotiri archaeological site, where you can see the intricacies of the ancient civilizations who developed multi-floored buildings and drainage systems. The ruins seen today are the result of a volcanic eruption in the 16th century BCE that covered the village in lava and preserved elaborate wall paintings, dwellings, and pottery.

Santorini’s culture is also embodied in its food and drink. Wineries stretch across the countryside, where you can try the island’s native Assyrtiko white wine. Aromas from traditionally prepared coffee fill the cobble-stone streets, brewed with Greece’s specialty briki pot and enjoyed as a social activity. Local dishes prepared with Santorini’s local white eggplant and chlorotyri goat’s-milk cheese make for a dining experience you may not find anywhere else in the world, thanks to the island’s rich volcanic soil and distinct farming.

The best time to stay in a vacation rental in Santorini

You will find accommodations, including Santorini villas and rural retreats, across the island. During Santorini’s comfortable, warm spring months you can make the 6-mile hike from Fira to the village of Oia and ruins of its 15th-century castle while passing blooming wildflowers like lupins and corn poppies along the way. Mild weather in the fall brings the height of the grape harvest, making it an ideal season for trying one of the nearly 20 wineries scattered across the island.

Take advantage of the hot summer months by visiting some of Santorini’s swim-friendly beaches like Perissa or Kamari Beach. The island also hosts the Santorini Jazz Festival in July and the Ifestia (volcano) Festival in August, featuring fireworks and live music shows. During the colder months, you can take a wintertime dip in the thermal hot springs on Santorini’s smaller, uninhabited island, Palea Kameni.

Top things to do in Santorini

Ancient Thera

Some of Greece’s ancient history is on display atop the mountain of Mesa Vouno, accessible by a 4.5-mile hike or a drive to the ancient city of Thera, named for the volcano that famously erupted near it thousands of years ago. Ancient Thera sits at more than 1,000 feet above sea level; once you reach the peak, you will have panoramic views of the Aegean Sea while you stand among ancient ruins, founded in the 9th century B.C.E. and inhabited until 726 A.D.

Vlychada Beach

You can experience one of Santorini’s famous black-sand beaches at Vlychada. This swim-friendly beach on the southern coast is surrounded by towering cliffs. The best time to visit Vlychada Beach is later in the day for a beachside picnic and sunset.


Megalochori is a village on the southwestern coast of Santorini whose white-washed walls and bell towers tower over cobblestone streets as a former defense against pirates. The village is surrounded by Santorini’s wine country, making it a great place to try some of the island’s most-loved wines like the sweet, amber-colored Vinsanto and the crisp white Assyrtiko. Megalochori also hosts classical Greek music concerts throughout the year.

Destinations to explore

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