Holiday rentals in Santorini Caldera

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Top-rated holiday rentals in Santorini Caldera

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Top guest favourite
A spacious rooftop terrace features a heated Jacuzzi surrounded by sunbeds. The stunning view showcases the Caldera and Aegean Sea at sunset, with colorful skies and the scenic cliffs of Fira in the background.
Cycladic home
4.99 out of 5 average rating, 143 reviews

Three bedroom Villa with two Caldera View Jacuzzi

This luxury villa has the best location and feature specious terraces with famous view of Caldera and Aegean sea .Roof top terrace have heated Jacuzzi and comfortable sun-lounges.There is outdoor furniture next to Jacuzzi where you can enjoy breakfast and dinner with unforgettable view . Daily breakfast and cleaning make your stay comfortable .Each bedroom have private bathroom . In a walking distance you will find restaurants,bars, museums and supermarkets.Food delivery available.Free wi-fi

Top guest favourite
A private terrace features a small jacuzzi with panoramic views of the sea. A sunbed with a cushion is positioned beside a small wooden table, inviting relaxation. Two simple chairs are placed nearby, enhancing the tranquil outdoor space against the clear blue sky.
Cycladic home
5 out of 5 average rating, 140 reviews

Cave House with Private Heated Jacuzzi

Perched on the cliff-side nearly 400 meters above the sea. Ikia Kriton is tradition Cave House with Private Jacuzzi in Imerovigli village blessed with breathtaking views of Caldera and ideally placed to discover the whole island.Totally renovated in 2021 from an old town house,the elegant minimalist building fully embraced local architecture and traditional features whilst tastefully combining local handcrafted furniture with modern flourishes and offers abundant space to relax indoor-outdoor.

Top guest favourite
A heated plunge pool is featured within a uniquely shaped archway, with clear blue water reflecting the sun. A stunning view over the ocean and distant islands is visible through the opening. Decorative cushions and a small table with refreshments enhance the inviting atmosphere.
Villa
4.99 out of 5 average rating, 168 reviews

Ventus Paradiso Villa, Outdoor Heated Plunge Pool

Our cave villa comes with sentimental value as it belonged to our grandmother. Dated back to 1920's brings a great heritage. The villa was totally renovated in 2015, transforming a traditional cave into a luxury residence following faithfully the unique cycladic architecture with exceptional modern esthetics. The villa consists of two bedrooms with ensuite bathrooms, a dining area and a small kitchenette. It features a heated plunge pool and an upper terrace with panoramic view over Caldera.

Guest favourite
A private terrace features a tranquil pool surrounded by a smooth, light-colored deck. Cozy, round seating is positioned nearby, offering a view of the expansive blue sea and hills in the distance. A small wooden table holds refreshments, inviting relaxation.
Guest suite
4.95 out of 5 average rating, 197 reviews

Vista Dall Alto | Sunset Views & Private Pool

Enjoy breathtaking sunsets and panoramic views of the Caldera, volcano and Aegean Sea from your private pool and terrace. Located in Pyrgos, Vista Dall Alto combines privacy, comfort and easy access to every corner of Santorini. The villa features 2 comfortable bedrooms, 2 modern bathrooms, a fully equipped kitchen and spacious indoor and outdoor living areas. Enjoy complimentary breakfast delivery and daily housekeeping while relaxing by your private pool and enjoying sunset views.

Guest favourite
A heated mini pool is situated within a cave-style space, illuminated by soft light from surrounding fixtures. An archway frames a view of the sea, with calming turquoise water reflecting the gentle lighting, creating a relaxing environment.
Cycladic home
4.99 out of 5 average rating, 109 reviews

Revelis Canava

Revelis Canava is a beautiful cave style villa situated right in the center of Fira but still away from the crowed spots. In a spacious and cozy environment you will be able to relax and enjoy the island of Santorini. The terrace, with the lounge area and the heated mini pool, is the ideal spot to watch the spectacular view that the Caldera offers, fantastic sunset colors and relaxing scenery. The second bedroom which is a cave bed as well as the pool are ideal for children.

Top guest favourite
A private terrace features comfortable seating with plush cushions, small wooden table, and decorative bottles. The space provides a clear view of the deep blue ocean and surrounding caldera, complemented by the whitewashed buildings of Oia in the background and a bright blue sky.
Guest suite
4.99 out of 5 average rating, 222 reviews

Suite with Blue Domes View

Located in the very heart of Oia, at a secluded position on the famous caldera of Santorini, Oia Spirit is a stylish complex of 8 stand-alone traditional cave houses, with access to a shared cave pool. Right out of a post card between the two iconic blue domes of Oia. This suite has a private terrace with astonishing panoramic view to the caldera and the blue domes. Santorini International Airport is about 17 km from Oia Spirit, and the Ferry Port at approximately 23 km.

Top guest favourite
A tranquil outdoor jacuzzi is visible, with a view of iconic blue-domed structures nearby. The sun casts a warm glow, reflecting on the water. The serene ambiance is enhanced by the surrounding landscape, suggesting a peaceful retreat in a picturesque setting.
Cycladic home
4.99 out of 5 average rating, 172 reviews

Santo Blue Horizon Villa | Jacuzzi | Caldera View

This unique villa is located in the heart of Oia in an excellent position and has stunning views. The famous Three Domes just in front of villa with panoramic view overlooking the santorinian caldera and the aegean sea, have magnetized visitors and photographers from all over the world, making it, the most popular spot in Santorini. The villa is in perfect harmony with the natural surroundings of the area and follows the principles of traditional Cycladic architecture.

Top guest favourite
The outdoor area features a private swimming pool with crystal-clear water, surrounded by sunbeds and lush landscaping. A shaded lounging area with an airy canopy provides a serene view of the surrounding vineyards, while the warm sunset creates a tranquil ambiance.
Villa
4.98 out of 5 average rating, 203 reviews

Ambeli Luxury Villa|Private Pool |HotTub&Breakfast

Ambeli Villa is situated in the region of Megalochori, with a total living space of 530sq.m. A newly anti-seismic constructed building covering all the official guidelines to maximize the security of our guests offers four gracious bedrooms and 4 bathrooms, which can accommodate up to 9 guests. The swimming pool and the outdoor heated Jacuzzi will offer you a sense of relaxation and wellness. "Homemade breakfast" and daily housekeeping are included at the price

Guest favourite
Cave
4.87 out of 5 average rating, 319 reviews

Mirabo Two Bedroom Maisonette with Caldera View

Mirabo Villa’s homonymous suite built in maisonette style has two different leveled bedrooms with double beds making it ideal for families, group of friends and honeymooners who want to enjoy their holidays in a very comfortable and relaxing way. The two separate and spacious bathrooms are beautifully styled and the living room offers hours of relaxation . On the second floor, you can enjoy the caldera & volcano views and the sunset from the private balcony.

Top guest favourite
A private terrace offers a view of the shimmering Aegean Sea, framed by the surrounding caldera cliffs. A plunge pool in inviting turquoise reflects the clear sky. Two elegant flutes stand beside a bowl of fresh fruit, inviting relaxation and enjoyment.
Cave
4.99 out of 5 average rating, 162 reviews

Cave Villa With Heated Plunge Pool & Caldera View

A traditional cave villa with modern touches that can accomodate up to four people with spacious veranda and breathtaking caldera views. Lathouri Cave Villa is perched on the famous caldera cliffside overlooking the Aegean sea and the two volcanic islands Palia and Nea Kameni. The traditional cycladic architecture along with the unique scenery makes it the perfect choice for those who want to enjoy a relaxing vacation in the lap of luxury.

Guest favourite
An upper balcony features a private hot tub alongside a jetted plunge pool, both overlooking a serene landscape. A panoramic view includes the sea and distant islands, with soft hues of twilight casting a tranquil ambiance.
Cave
4.95 out of 5 average rating, 118 reviews

Villa Cloud, Heated private pool, Caldera view

This exceptional villa is 75 Sq.m, originally built inside volcanic soil has now been reconstructed with a luxurious contemporary futuristic twist. This unique property with its innovative space and surreal construction is embodied with sound motion and visual essence. The villa comprises of a fully equipped kitchen and dining/lounge area which overlooks an intoxicating volcanic view, and peaceful mesmerising sea view.

Top guest favourite
A spacious balcony features an externally heated jacuzzi, illuminated by subtle lighting. The moon casts a gentle glow over the serene sea and distant coastline, while a muted landscape is visible in the background, creating a tranquil nighttime atmosphere.
Cycladic home
4.98 out of 5 average rating, 139 reviews

Terra e Lavoro Suite with Hot Tub & Sea View

The exceptional space of Terra e Lavoro in Santorini was ideally designed to offer a personalized experience of enjoyment to those seeking a luxurious retreat on their vacation. The Terra e Lavoro luxurious apartment in Exo Gonia is a modern Villa in Santorini with traditional architecture, ready to welcome its guests and lead them to unique moments of relaxation.

Popular amenities for Santorini Caldera holiday rentals

Frequently Asked Questions

  • Where is Santorini caldera located?

    Santorini caldera is situated in the Aegean Sea, forming the central feature of the island of Santorini in southern Greece. It is surrounded by dramatic cliffs and villages that are built along its rim, creating a setting deeply connected to both land and water.

  • When is the best time to visit Santorini caldera?

    Late spring and early fall are often recommended for exploring Santorini caldera, thanks to moderate temperatures and lighter crowds. Summer months have reliably warm weather, while winter stays mild but sees more rainfall, which may affect outdoor activities.

  • What are some things to do near Santorini caldera?

    You can explore locally rooted tavernas, hike scenic trails around the rim, visit archaeological sites, or enjoy sunset views from nearby villages. The area also has opportunities for boat tours into the caldera and tasting regional wines from volcanic vineyards.

  • How is the weather near Santorini caldera?

    Santorini caldera sees mild winters with temperatures from 47 to 61°F (9 to 16°C) and occasional rainfall, while summer months are warmer, often ranging from 75 to 96°F (24 to 35°C), with very little precipitation. Spring and fall have moderate weather and less rain, making them appealing for exploring outdoor spaces.

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