Holiday rentals in Santorini Caldera

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Top-rated holiday rentals in Santorini Caldera

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Top guest favourite
A private jacuzzi is set against a backdrop of expansive sea views. Lounge chairs and a small table are positioned beside the jacuzzi, providing a space to relax. The clear blue sky enhances the tranquil atmosphere of the outdoor area.
Cycladic home in Fira
4.99 out of 5 average rating, 100 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 in Imerovigli
4.99 out of 5 average rating, 161 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.

Top guest favourite
A spacious outdoor sleeping area is positioned against a stunning coastal backdrop. The scene features a simple, modern setup with large cushions resting on a concrete platform, providing a direct view of the horizon and the expansive sea.
Villa in Pyrgos Kallistis
5 out of 5 average rating, 106 reviews

Santorini Sky | The Lodge *Most Unique*

SPECIAL RATES! Heaven has a new address! This sensational villa, blends rustic design with modern comfort and luxury. From the private infinity jacuzzi, to marble counters, pillow-top king-size bed, and satellite TV – Every detail has been considered to make The Lodge is as stunning inside as the views are outside. And at the top of the ‘stairway to heaven’ lies the Sky Bedroom which will absolutely take your breath away – the most spectacular private rooftop terrace on the whole island.

Guest favourite
A private plunge pool is visible in the foreground, reflecting clear blue water. The stunning caldera view features vibrant blue dome churches in the distance, with the Aegean Sea stretching out toward a clear sky. Whitewashed buildings create a serene backdrop.
Cycladic home in Oia
4.97 out of 5 average rating, 303 reviews

Santorini blue, caldera views, private pool

Traditional Santorini cave house with famous blue dome churches, postcard perfect caldera views in the heart of Oia. next to main path.. Private plunge heated pool with panoramic views. Next to Island blue, Serenity &Eternity. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities Other villas : Island blue, Eternity,Serenity,Captains blue, Secret garden, Sailing &Sky blue Flexible on pandemic related cancellations!

Top guest favourite
A bright living area features a light-colored sofa adorned with throw pillows, complemented by a black lounge chair. Natural light enters through an open doorway, leading to a private terrace with sea views. A small coffee table is positioned at the center, adding to the inviting ambiance.
Cycladic home in Pyrgos Kallistis
4.91 out of 5 average rating, 260 reviews

Amorous Villa with outdoor heated plunge pool

Μια πανέμορφη βίλα για 7 άτομα, στο κέντρο του παραδοσιακού χωριού Πύργος Καλλιστής, με απόλυτη ιδιωτικότητα και ιδιωτικό χώρο στάθμευσης έξω από την βίλα. Μόλις 250μ. Από την κεντρική πλατεία του Πύργου, 5χλμ. Από τα Φηρά, 7χλμ. Από το διεθνές αεροδρόμιο της Σαντορίνης. Δύο Ευρύχωρα υπνοδωμάτια, μεγάλο καθιστικό, δύο μπάνια με ντους, ατμόλουτρο για 6 άτομα, king size κρεβάτια, ιδιωτική βεράντα με καθιστικό, τραπεζαρία και ιδιωτική θερμαινόμενη plunge πισίνα με θέα στη θάλασσα.

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 in Oia
4.99 out of 5 average rating, 219 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
An arched window frames a serene view of the mountains and sea. A private heated jacuzzi and two light-colored bean bags are positioned on the terrace, complemented by potted plants. The natural light enhances the minimalist design of the outdoor space.
Serviced apartment in Pyrgos Kallistis
5 out of 5 average rating, 216 reviews

Star Infinity Suite with private heated Jacuzzi.

Star Santorini Infinity Suites is brand new complex of 3 suites each one with private heated jacuzzi and one shared swimming pool. An exclusive location provides a marvelous seashore&mountain landscape. This Suite is with two bedrooms (one bedroom is loft style bedroom). Two bathrooms,one living area with kitchenette,two balconies,one private jacuzzi and one shared swimming pool. Breakfast (Greek natural products) is provided with extra cost of 15 euro per person per day.

Top guest favourite
An outdoor seating area is highlighted by a coffee table surrounded by soft, white lounge chairs. A private jacuzzi can be seen in the background, with a stunning view of the blue ocean and distant islands. A pergola provides shade, enhancing the relaxing atmosphere.
Dome in Fira
4.93 out of 5 average rating, 292 reviews

Fira White Residence Deluxe Villa

A fully-equipped villa with an attic. With its wide veranda [40m²] and the irresistible combination of stone - exterior and modern - interior, it accomplishes the perfect mix & match of the local traditional architectural style with the most modern touches. It is made up of two bedrooms, the first one [14m²] being carved in the heart of a Santorinean rock, with a concrete bed, commodes and a TV set, and the second bedroom [12m²] featuring a black iron bed with commodes.

Top guest favourite
Cave in Fira
4.87 out of 5 average rating, 315 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 serene outdoor space features a small plunge pool with clear turquoise water, overlooking a vast expanse of the Aegean Sea. A comfortable lounger is positioned nearby, along with a plate of fresh fruit and a glass, inviting relaxation amidst the stunning landscape.
Cave in Oia
4.99 out of 5 average rating, 155 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
A figure stands at the edge of an infinity pool, silhouetted against a vibrant sunset over the caldera. The calm water reflects the warm colors of the sky, creating a serene atmosphere that enhances the natural beauty of the surrounding landscape.
Cycladic home in Megalochori
4.97 out of 5 average rating, 154 reviews

Ambeli Sunset/private heated pool & breakfast

Ambeli Sunset Villa's unique allocation provides the famous sunset view of the caldera avoiding the overcrowding of the well-known cities of Santorini. A newly anti-seismic constructed building covering all the official guidelines to maximize the security of our guests. Depending on the chosen room type that fits you, guests will experience the use of the heated pool or the hot tub in maximum privacy as no facilities are public.

Guest favourite
An infinity pool with crystal-clear water reflects the serene sky, framed by a curved architectural feature. The pool seamlessly blends into the view of the caldera and volcanic islands, providing a tranquil setting for relaxation.
Cycladic home in Akrotiri
5 out of 5 average rating, 218 reviews

Anemos suite -Private infinity pool & patio

Anemos suite is located in Akrotiri overlooking the caldera and the volcanic islands . It is a suite with Private, Infinity heated Cave style plunge pool with Jet system and private patio. There is a king size bed that can accommodate two person. Daily breakfast is included and served in your suite . There is a cleaning service included. Inform us about your arrival details in advance , we can arrange a taxi/transfer for you.

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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