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Holiday rentals in Santorini Caldera

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Top-rated holiday rentals in Santorini Caldera

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Top guest favourite
A bright indoor cave pool is surrounded by white walls and arched windows. Sunlight filters through the openings, reflecting on the water's surface. The pool area offers a view of the iconic blue domes and outdoor seating, creating a serene and inviting space.
Guest suite in Oia
4.99 out of 5 average rating, 214 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 Boutique Residences, and the Ferry Port at approximately 23 km.

Guest favourite
The private veranda features a hand-paved stone floor, offering unobstructed views of the sea and caldera. Two deck chairs invite relaxation under the bright sky, alongside a small dining table with wooden chairs. The serene atmosphere highlights the natural beauty of the surroundings.
Cave in Oia
4.97 out of 5 average rating, 296 reviews

Historic cave house, the old bakery by Cycladica

The old bakery of the village awaits just two minutes from Oia's central square, with a private entrance right on top of the stairs that lead to Armeni bay. Carved in the mountain with respect to the unique local architecture and in harmony with the sun-filled, wild volcanic beauty, the newly restored cave house recounts stories of tradition, heritage and style. The red pumice stones, antique marble floors and handcrafted wooden furniture, create the feeling of an authentic warm hospitality.

Top guest favourite
An outdoor terrace features a private heated jacuzzi alongside two cozy bean bags. A plant is positioned in the corner, with a stunning view of the mountains and sea framed by an arched opening. Soft clouds float against a clear blue sky.
Serviced apartment in Pyrgos Kallistis
5 out of 5 average rating, 212 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
A private patio features a soothing Jacuzzi with sunbeds for relaxation, overlooking the expansive sea and stunning Caldera views. A decorative bowl is placed on a small table beside the Jacuzzi, while soft hues of sunset create a calming ambiance in the background.
Home in Oia
4.96 out of 5 average rating, 136 reviews

Amazing View Villa Oia with Jacuzzi in Caldera

Hanging over the cliffs of Oia, Amazing View Villa offers uninterrupted views of the Caldera & Volcano islands. Right on the edge of the cliffs, there is a Jacuzzi where you can soak in and enjoy the endless blue view. Perfect for honeymooners & loving couples, Villa consists of 2 levels. You will find a bedroom with a double bed and a bathroom on the higher level. The lower level has a lounge area and access to the yard with the Jacuzzi and breathtaking views.

Top guest favourite
A private plunge pool is featured at the edge of a terrace, offering unobstructed views of the caldera and Aegean Sea during sunset. The warm glow of the sun casts a serene light over the water, enhancing the tranquil environment.
Cave in Fira
4.87 out of 5 average rating, 300 reviews

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 plunge pool is visible at the edge of a terrace, with clear turquoise water reflecting the sky. In the foreground, two fluted glasses and a plate of fresh fruit sit atop the pool edge, framed by a stunning view of the Aegean Sea and distant mountains.
Cave in Oia
4.99 out of 5 average rating, 147 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.

Top guest favourite
An infinity pool gently merges with the shimmering caldera below, framed by an elegant archway. The water reflects a tranquil blue, inviting relaxation while offering sweeping views of the volcanic landscape that surrounds.
Cycladic home in Akrotiri
5 out of 5 average rating, 216 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.

Top guest favourite
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, 270 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.

Top guest favourite
The image depicts a serene jacuzzi filled with bubbling water, set against a stunning sunset over the Aegean Sea. Two glasses of red wine are placed on the ledge, while the horizon showcases a blend of soft orange and purple hues, enhancing the calm atmosphere.
Place to stay in Imerovigli
4.96 out of 5 average rating, 124 reviews

Esmi Suites Santorini 2

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.

Top guest favourite
A private terrace is featured, showcasing a hot tub surrounded by stunning views of the Aegean Sea. A comfortable seating area with a light cushion is positioned against the wall, while warm tones of sunset illuminate the tranquil scene.
Villa in Fira
4.98 out of 5 average rating, 162 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.

Top guest favourite
Cycladic home in Exo Gonia
4.98 out of 5 average rating, 124 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.

Guest favourite
An outdoor terrace features a private Jacuzzi overlooking the sea. Two lounge chairs are positioned beside the Jacuzzi, and a dining table with seating for four is also present. Clear blue skies and calm waters create a tranquil backdrop.
Serviced apartment in Santorini
4.97 out of 5 average rating, 146 reviews

Neoma Luxury Suites-Private outdoor Jacuzzi & Sea View

Full Moon Suite is brand new suite in front of the sea. Offers modern decoration, outdoor private Jacuzzi and a balcony with Sea View. Provides daily breakfast in the room, free WiFi, individual control air condition, it is also equipped with satellite TV 43 inch, safety box , refrigerator, kettle, coffee machine, electric steam brush and a hair dryer.

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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