Holiday rentals and lettings in Santorini

Holiday rentals and lettings in Santorini

Start comparing over 1,607 rentals in Santorini and book at the best price!

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Best Holiday Rentals & Lettings in Santorini

Guests agree: these stays are highly rated for location, cleanliness, and more.
Villa for 7 People in Karterados, Santorini
Villa for 7 People in Karterados, Santorini, Photo 1
Villa for 7 People in Karterados, Santorini, Photo 2
Villa for 7 People in Karterados, Santorini, Photo 3
Villa for 7 People in Karterados, Santorini, Photo 4
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Karterados, Santorini
Villa • 7 Guests • 3 Bedrooms
10.0
(2 reviews)
For a slice of heaven, it doesn’t get much better than this. Phenomenal volcanic views, cool cavernous interiors…welcome to Santorini at its sexiest. Once a working bakery, this villa has been transformed into the perfect hide-away, great for couples or a small group of friends. Villa GAIA consists of two cave houses, set on an upper and lower level, connected with exterior stairs..It is rented as a whole and you use both levels with two terraces and an outdoors Jacuzzi plunge pool. The upper level offers a smooth, cool sculpted interior with an easy flow from one living area to the next. I...
from A$78 / night
Villa for 6 People in Santorini, Cyclades
Villa for 6 People in Santorini, Cyclades, Photo 1
Villa for 6 People in Santorini, Cyclades, Photo 2
Villa for 6 People in Santorini, Cyclades, Photo 3
Villa for 6 People in Santorini, Cyclades, Photo 4
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Santorini, Cyclades
Villa • 90 m² • 2 Bedrooms
6.5
(12 reviews)
The houses are located in an open area, close to the beach, with ocean view and amazing sunrise. It has its own big private pool with large grounds around to play and relax.There's a fully equipped BBQcorner for culinary evenings under the skies and the stars. At 6-8 min. walking distance, there’s a mini market for the essential shopping and a very good tavern. That's why a lot of our previous guests had spent almost all day long next to the pools. The famous and crowded places of the island are at 2,5 km (Kamari village). 6 km,(Fira town), 20km.(Oia village). Free transportation from and t...
from A$613 / night
Villa for 6 People in Megalochori, Santorini
Villa for 6 People in Megalochori, Santorini, Photo 1
Villa for 6 People in Megalochori, Santorini, Photo 2
Villa for 6 People in Megalochori, Santorini, Photo 3
Villa for 6 People in Megalochori, Santorini, Photo 4
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Megalochori, Santorini
Villa • 120 m² • 2 Bedrooms
9.8
(4 reviews)
‘’ Anemolia Villa’’ is located in the centre of the island in the midst of the traditional community of Megalochori which to this date still maintains their tradition without being influenced by modern times. It is a traditional renovated building of 120 square metres which can accommodate 2-6 guests with minimum three-night stay. Children under 5 years old are free of charge. When arriving to Megalochori you will see the narrow streets, marble churches with the traditional architectural bells, traditional housing and the residence of captains , their endless vineyards which change your moo...
from A$465 / night

Other holiday ideas and property types in Santorini that might be interesting

Prices and availability

Current Holiday letting prices Santorini

A$554for 8 Nov - 15 Nov
A$766 annual average
Dec
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Feb
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Apr
May
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Sep
Oct
Average price per week

Current holiday letting availability Santorini

30%for 8 Nov - 15 Nov
55% annual average
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Percentage of available rentals

Booking a Holiday Rental and Letting in Santorini

Discover the Magic of Cycladic Living

Holiday rentals and lettings in Santorini offer travelers an unforgettable experience on one of Greece's most iconic islands. These accommodations showcase the distinctive Cycladic architecture with their whitewashed facades, blue-domed roofs, and cave-style dwellings carved directly into the volcanic cliffs.

Many properties feature traditional stone-built elements while incorporating modern luxury amenities, creating the perfect blend of authentic Greek island charm and contemporary comfort. The unique geological landscape of the island means that holiday rentals for rent in Santorini often boast dramatic caldera views, where guests can witness the world-famous sunsets from their private terraces.

These exceptional accommodations stand out for their remarkable amenities that cater to every type of traveler. Holiday rentals and lettings in Santorini typically feature private pools, many with infinity edges that seem to merge with the Aegean Sea beyond. Here are the amenities guests can expect:

  • Private swimming pools and hot tubs with stunning sea views
  • Fully equipped kitchens and outdoor dining areas with BBQ facilities
  • Air conditioning and free Wi-Fi throughout the property
  • Private balconies and sun terraces perfect for sunset viewing
  • Traditional cave bedrooms with modern luxury bedding
  • Private parking and concierge services
  • Proximity to world-renowned black sand beaches

Who Should Rent a Holiday Rental and Letting in Santorini

Perfect Destinations for Every Type of Traveler

Photography enthusiasts and sunset chasers find themselves in paradise here, with the village of Oia offering the world's most photographed sunset from the medieval castle ruins. Holiday rentals with a private pool in Santorini particularly appeal to couples seeking romantic getaways, where they can enjoy private moments while soaking in infinity pools overlooking the caldera.

Beach lovers can explore the unique volcanic beaches like Red Beach with its dramatic red cliffs, Perissa with its expansive black sand, and the secluded White Beach accessible only by boat. Wine connoisseurs delight in the island's volcanic soil wines at Santo Wines winery, while history buffs can explore the ancient Minoan city of Akrotiri, preserved under volcanic ash for over 3,600 years.

The optimal time to visit runs from late April through October, when temperatures range from comfortable 20°C in spring to warm 30°C in summer, with average accommodation rates starting from AUD 500 per night in shoulder seasons and reaching AUD 890 during peak summer months.

Top 5 Must-Experience Attractions in Santorini

Unforgettable Island Adventures

Santorini offers an incredible array of experiences that showcase its volcanic heritage and Mediterranean charm. From ancient archaeological wonders to breathtaking natural formations, these top attractions provide visitors with memories that last a lifetime.

  1. Akrotiri Archaeological Site
  2. Castle of Oia Sunset Experience
  3. Skaros Rock Hiking Trail
  4. Santo Wines Volcanic Vineyard
  5. Fira to Oia Coastal Walking Path

Akrotiri Archaeological Site

This remarkably preserved ancient Minoan settlement, often called the "Pompeii of the Aegean," offers visitors a glimpse into Bronze Age civilization with its sophisticated drainage systems, multi-story buildings, and beautiful frescoes that survived the volcanic eruption of 1600 BCE.

Castle of Oia Sunset Experience

The medieval Venetian castle ruins in Oia provide the most spectacular sunset viewing point in the Mediterranean, where hundreds gather nightly to witness the sun disappearing into the Aegean Sea in a blaze of orange and pink hues.

Skaros Rock Hiking Trail

This moderate 20-minute hike from Imerovigli rewards adventurous visitors with panoramic views of the caldera and neighboring islands, while exploring the remains of a 13th-century Venetian fortress perched dramatically on a volcanic rock formation.

Santo Wines Volcanic Vineyard

Experience the unique terroir of volcanic soil wines at this prestigious winery, where traditional basket-weaving vine cultivation methods produce exceptional Assyrtiko and Vinsanto wines while offering stunning caldera views from the tasting terrace.

Fira to Oia Coastal Walking Path

This spectacular hiking trail stretches 10 kilometers along the caldera rim, passing through traditional villages like Firostefani and Imerovigli, offering constantly changing perspectives of the volcanic landscape and azure Aegean waters.

Top-Rated Restaurants in Santorini

Culinary Excellence with Spectacular Views

Santorini's dining scene combines traditional Greek flavors with innovative Mediterranean cuisine, often served with breathtaking caldera views. These highly-rated establishments offer unforgettable culinary experiences that perfectly complement your island getaway.

  • KooKoo Bar Restaurant Rooftop (4.9 stars) - This exceptional rooftop dining venue in Oia serves contemporary Mediterranean cuisine with an extensive cocktail menu, offering unparalleled sunset views over the caldera while featuring fresh local ingredients and creative presentations.
  • Metaxi Mas (4.7 stars) - Located in the traditional village of Exo Gonia, this beloved family-run taverna serves authentic Greek comfort food including grilled meats, fresh seafood, and homemade specialties in a cozy atmosphere away from tourist crowds.
  • Pitogyros Traditional Grill House (4.7 stars) - Situated in Oia, this popular local spot specializes in perfectly grilled gyros, souvlaki, and kebabs using traditional recipes and high-quality ingredients, offering excellent value with generous portions and friendly service.

Essential Tips for Your Santorini Holiday

Local Insights and Practical Recommendations

Hosts consistently recommend booking accommodations with private transportation arranged, as the island's winding roads and limited parking in popular areas like Oia can be challenging during peak season. Many properties offer complimentary airport transfers, which proves invaluable given the island's compact size and dramatic topography.

Holiday accommodation in Santorini often includes insider tips about avoiding crowds by visiting popular attractions early morning or late afternoon, when the lighting is also optimal for photography. Local sustainability practices include water conservation measures due to the island's limited fresh water supply, with many accommodations featuring rainwater collection systems and encouraging guests to participate in eco-friendly practices.

The island's strong winds, known as meltemi, can affect ferry schedules during summer months, so hosts recommend maintaining flexible travel plans. Understanding local customs enhances the experience significantly - tavernas typically serve dinner after 9 PM, shops close during afternoon siesta hours between 2-5 PM, and Sunday mornings are reserved for family time with many businesses closed. For the most authentic experience, consider staying in pet-friendly holiday rentals and lettings in Santorini that welcome four-legged family members, allowing you to explore the island's dog-friendly beaches and hiking trails together while enjoying the warm Greek hospitality that extends to all guests.

FAQs: Holiday Rentals & Lettings in Santorini

What is the average price of holiday rentals in Santorini?

Considering the average price of A$439.61 per night, Santorini lies at the upper end of the price range for holiday rentals in Greece.

What time of year offers, on average, the best holiday rental prices in Santorini?

According to our most recent historical data, the months that hurt your pocket the least in Santorini are February, March, and November, with average prices of A$315.68, A$340.52 and A$371.71, respectively.

In which months is it more expensive to rent a holiday letting in Santorini?

When you look at renting a holiday letting in Santorini, the highest prices are found in the month of July (with an average of A$564.99 per night), followed by August (A$531.23), and June (A$509.83).

Do I need to plan a trip to Santorini well in advance?

It is recommended that you book your stay in plenty of time when visiting Santorini, as only 44% of our properties are usually available throughout the year.

What time of the year can I find more available holiday rentals?

The months that have the highest availability, on average, are May (with an availability of 58.2%) June (56.5%), and July (52.75%), according to the trends observed in 2019.

Which months is it more difficult to find available rentals?

The months with the lowest properties available in Santorini are, in order, February, January and March, with respective average availability figures of 30.5%, 34%, and 34%, based on data collected in 2020.

How many rentals are available in Santorini?

Holidu has 1900 properties in Santorini, offered by 21 different partners.