Vacation rentals in Santorini Caldera

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Top-rated vacation rentals in Santorini Caldera

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Top guest favorite
A charming courtyard is displayed, featuring comfortable outdoor seating arrangements and a tranquil infinity pool in the background. The villa's exterior is constructed with local stone, illuminated softly by outdoor lighting, while the sky captures a gradient of blues and wispy clouds as twilight approaches.
Villa in Santorini
4.99 out of 5 average rating, 146 reviews

Spectacular Private Mansion- Car Rental included *

Mansion Kyani is a secluded hillside villa in Santorini's prettiest village. It features three self-contained suites spread over two spacious floors, ensuring distinct private living areas for your group. Enjoy the sunny terrace with panoramic views, an expansive courtyard with a private pool, garden & many lounging spots. -A manual 5seater Car Rental (Cat.C) is included. *This does NOT apply for special offers and not guaranteed for last minute reservations (depends upon agent's availability).

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Top guest favorite
A private heated pool is seen on a terrace, offering unobstructed views of the deep blue sea and distant islands. The scene includes iconic white buildings with blue domes, set against a clear sky, showcasing typical Santorini architecture.
Cycladic home in Oia
4.95 out of 5 average rating, 408 reviews

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

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Top guest favorite
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 in Fira
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

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Guest favorite
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 in Pyrgos Kallistis
4.96 out of 5 average rating, 200 reviews

Infinity Pool • Luxury Villa • Sea View

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.

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Top guest favorite
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, 269 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.

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Guest favorite
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 in Fira
4.99 out of 5 average rating, 110 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.

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Guest favorite
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
4.92 out of 5 average rating, 310 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.

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Top guest favorite
Cave in Fira
4.87 out of 5 average rating, 324 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.

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Top guest favorite
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, 231 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.

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Top guest favorite
A private indoor cave pool is set within a smooth, naturally formed alcove, with gentle lighting reflecting off the water’s surface. A staircase is visible in the background, leading to a brightly lit area, enhancing the cave's unique ambiance.
Place to stay in Vothonas
4.96 out of 5 average rating, 292 reviews

Mystagoge Retreat with subterranean pool/jacuzzi

Mystagoge Retreat is a unique traditional house, which can accommodate up to two people. A private heated indoor cave pool with jacuzzi will be waiting for you to offer a mystic experience. A light breakfast basket with rusks, jam, honey, tea coffee, milk and butter. Amenities included are WI-FI, air-conditioning, in all areas of house, free parking, sun filled traditional yard with sunbeds, dining area and shared BBQ.

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Guest favorite
Place to stay in Imerovigli
4.95 out of 5 average rating, 154 reviews

Esmi Suites 2 Private Outdoor Jacuzzi Sunset View

Welcome to the world of Esmi Suites in Imerovigli , Santorini. If you are truly indulgent getaway where you can unwind and rejuvenate in style , Esmi Suites is the epitome of relaxation and bliss . Nestled in the picturesque village of Imerovigli , perched on the volcanic cliffs overlooking the Aegean Sea . Our Suites offer unique and unforgettable experience for discerning travelers seeking a slice of paradise.

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Top guest favorite
A private terrace features wooden lounge chairs surrounding a hot tub, offering expansive views of the Aegean Sea and the volcanic islands at sunset. The tranquil atmosphere is enhanced by soft, pastel skies reflecting over the water.
Villa in Fira
4.98 out of 5 average rating, 188 reviews

Calderas Hug 1 (Panoramic Sea View& Prive Hot Tub)

Calderas Hug 1 is a suite perfectly situated in the famous Caldera, offering an astonishing direct sea view to the infinity azure of the Aegean sea! Our property, is beautifully settled in the volcanic surface of Caldera cliff, following the traditional Cycladic white-washed architectural principals, providing our Guests a sense of serenity and a plethora of luxury amenities.

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Popular amenities for Santorini Caldera vacation 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.