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Holiday rentals with breakfast in Santorini Caldera

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Top-rated rentals with breakfast in Santorini Caldera

Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.

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Top guest favourite
A sunlit terrace is featured, adorned with minimalist black loungers positioned for relaxation. The whitewashed walls create a bright contrast against the clear blue sky, while distant views of the sea can be seen at the horizon.
Cycladic home
4.98 out of 5 average rating, 265 reviews

Olyra Traditional Cave Houses

The traditional residences Olyra Traditional Houses, are in the heart of the medievial settlement of Pyrgos, very close to the imposing Kasteli (castle). A three minute walk in the stone laid pavements and side strees is enough to go from Olyra to the central parking of the village as well as the central square. Our houses are created in the same place where the bakery of the village was two centuries ago, with great respect and attachment to Santorinis¨ architecture. The decoration is character

Top guest favourite
A serene outdoor seating area is presented, featuring a sectional sofa with teal and grey cushions. The space is shaded by a large canopy, with white walls and a glimpse of the caldera and sea visible in the background.
Flat
4.96 out of 5 average rating, 168 reviews

Starry Sky Cave-1BR/Hot-Tub/Sea View

This elegant suite is perched on the cliffs of the caldera in Oia. It combines traditional Cycladic architecture with a minimal decorative style, making it the perfect choice for those who want to relax. The suite is aprox 48 sm, features a private indoor hot tub, offering full privacy along with stunning views of the caldera and volcano. Breakfast is included in the price. The room is equipped with air conditioning, free Wi-Fi, coffee and tea-making facilities, bath amenities, and a smart TV.

Top guest favourite
An outdoor space features two lounge chairs facing an infinity pool that overlooks the sea. Lush greenery surrounds the area, while a clear sky adds brightness to the scene. The pool reflects the serene blue of the water, creating a tranquil atmosphere.
Villa
4.99 out of 5 average rating, 116 reviews

Santorini Sky | Panoramic Villa | #1 in Santorini

SPECIAL 2026 RATES. BOOK NOW! As seen in Vanity Fair, Conde Nast Traveller and Architectural Digest, this amazing villa will take your breath away. With panoramic windows in every room, a large private terrace with infinity pool, and a separate heated jacuzzi, you can enjoy incredible sea views from sunrise to spectacular sunset. This is paradise! Includes complimentary access to our Sky Lounge, with breakfast pantry items and snacks throughout the day. Contact us today with any questions!

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, 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
Cave
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
A private balcony features a Jacuzzi with stunning views of the caldera. A round table and chairs in a muted color sit beside the hot tub, offering the perfect setting for relaxation. The blue sea and sky stretch out into the distance.
Home
4.97 out of 5 average rating, 191 reviews

Oia Nautical Dreams with Caldera View and Jacuzzi

Oia Nautical Dreams is a cozy private house with an amazing view of the caldera. It is right by the famous pedestrian path of Oia but as it is on a higher level offers privacy and superb views. On the first level, you will find a comfy lounge area with a sofa, a kitchenette, and a bathroom. Following the internal stairway will take you to the open bedroom with a queen size bed. From the lounge area, you have access to the private balcony with the Jacuzzi and breathtaking views.

Top guest favourite
Beach loungers under thatched umbrellas line the shore, facing a tranquil sea at sunset. The gentle waves reflect hues of orange and pink from the sky. A stone wall bounds the area, with sparse greenery and decorative pottery enhancing the natural setting.
Cycladic home
4.87 out of 5 average rating, 106 reviews

Sea Esta | Beachfront Luxury • Side Sea View

Steps from the Aegean, this stylish renovated studio combines Cycladic charm with modern comfort. Located on the side of our beachfront building, it offers a refreshing side sea view and immediate access to the sand. Just 10 meters from the water, you will enjoy free reserved sunbeds and umbrellas. Part of the Beach Houses Santorini, it is situated in a quiet area, perfect for relaxed and private vacations. A peaceful sanctuary away from the noise, right on the edge of the sea.

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.
Flat
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.Greek breakfast (only from local fresh products) is served every morning.

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
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.

Superhost
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, 113 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.

Guest favourite
An outdoor private Jacuzzi is situated on a balcony overlooking the sea. A platter of fresh fruit and two glasses are positioned beside the Jacuzzi. The tranquil water reflects the bright blue sky, creating a serene atmosphere.
Flat
4.96 out of 5 average rating, 154 reviews

NeomaLuxurySuites-Private outdoor Jacuzzi & Sea View

New 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.

Top guest favourite
A panoramic view of the Aegean Sea is captured, revealing tranquil blue waters and distant islands. Traditional white buildings are seen on the cliffs, with one featuring a dome in the foreground, enhancing the scene's serene coastal charm.
Guest house
5 out of 5 average rating, 128 reviews

Angel Luxury Suites (Athina Suite)

Our luxury suites used to be an 18th century traditional Santorinian captain´s house, which was constructed in Fira, on the very edge of the Caldera cliffs. Built out of local stone and featuring spacious underground rooms, it stood there, untouched by several volcanic eruptions and earthquakes which destroyed most of the island over time.

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