Vacation rentals with breakfast in Santorini

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Top-rated accommodations with breakfast in Santorini

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Guest favourite

Cycladic homes in Pyrgos Kallistis

4.99 out of 5 average rating, 215 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

Mar. 24 – 31

$183 CAD per night

Guest favourite

Cycladic homes in Oia

4.95 out of 5 average rating, 292 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

Jan. 17 – 24

$620 CAD per night

Guest favourite

Cycladic homes in Oia

4.97 out of 5 average rating, 257 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.

Jan. 24 – 31

$728 CAD per night

Guest favourite

Villa in Imerovigli, Santorini, Thira, Cyclades

4.98 out of 5 average rating, 105 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.

Jan. 18 – 25

$662 CAD per night

Guest favourite

Guest suite in Oía

4.98 out of 5 average rating, 149 reviews

Suite with Outdoor Plunge Pool & 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. This suite additionally features a private outdoor plunge pool. The view from its terrace is stunning, featuring the caldera and the two iconic blue domes of Oia. Santorini International Airport is about 17 km from Oia Spirit Boutique Residences, and the Ferry Port at approximately 23 km.

Nov. 10 – 17

$602 CAD per night

Guest favourite

Apartment in Oía

4.98 out of 5 average rating, 156 reviews

BLUE ART CAVES - Stellar Sun

This elegant and fully renovated suite on 2021, is perched on the cliffs of the caldera in Oia. Combines the traditional cycladic architecture with minimal decorative style makes them the perfect choice for those who wants to relax. The suite has a private indoor/outdoor hottub with caldera and volcano views. Breakfast included in the price and delivered at the accommodation. The room has air condition , free wifi, coffee and tea making facilities, bath amenities and satellite TV.

Nov. 11 – 18

$615 CAD per night

Guest favourite

Cycladic homes in Imerovigli

4.94 out of 5 average rating, 223 reviews

Chess House-Traditional Home (Renovated '23)

My place is a traditional Santorini home! Built on the Caldera (Cliff), into the rock, where families of the people of the sea would live, always looking out to the Aegean where their loved ones made their living.. You’ll love my place because of the impeccable view, the peace and quiet, the traditional home experience which is so rare these days.. My place is good for one or two couples or families with or without kids. Reserved parking for guests is included.

Mar. 1 – 8

$1,019 CAD per night

Guest favourite

Cycladic homes in Oia

4.92 out of 5 average rating, 133 reviews

3 Caves suite with Hot-Tub and Caldera View in Oia

Discover tranquility in the heart of Oia at 3 Caves Villa. This luxurious suite seamlessly blends traditional cave-home charm with modern comforts. With a private terrace boasting a bubbling hot tub and panoramic views of the sea, volcano, and caldera, relaxation is inevitable. Explore Oia's treasures within easy reach, then retreat to your cozy bedroom and sleek bathroom for a restful night. Welcome to your unforgettable Santorini escape.

Oct. 22 – 29

$725 CAD per night

Guest favourite

Place to stay in Vothonas

4.96 out of 5 average rating, 188 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.

Apr. 24 – May 1

$862 CAD per night

Guest favourite

Cycladic homes in Oía

4.96 out of 5 average rating, 139 reviews

Blue Sky Suite with jacuzzi and caldera view

The team of Kaleidoscope Cave Houses proudly welcomes two brandly new suites to the Kaleidoscope family in the picturesque Oia village. The Blue Sky Suite, carved into the unique caldera cliff is a fully renovated suite which is located literally in 'the heart' of Oia with breathtaking views over the caldera cliffs and the Aegean Sea. The other listing is the white dome suite with plunge pool and caldera view.

Nov. 16 – 23

$418 CAD per night

Guest favourite

Apartment in Oia

4.97 out of 5 average rating, 115 reviews

Angel Studio with Jacuzzi and Sunset View

An amazing suite, that respects the traditional architecture of Santorini, with a breathtaking view of Caldera and the famous sunset of Oia. Literally hanging over the cliffs of Oia overviewing Ammoudi Bay, which lies within walking distance. The accommodation is a spectacular location, however there are few steps to get there, nothing too demanding for someone who is an abled walker.

Apr. 6 – 13

$650 CAD per night

Guest favourite

Cave in Santorini

4.94 out of 5 average rating, 181 reviews

Lava Cave suite 1BR/Private Plunge Pool+Panoramic View

Live the myth by staying in a cave that used to be a sailor's domicile back in 1875. Today after a full restoration, it has been turned into a jewel, keeping its traditional cave-curved Aegean island style with its pearl white walls.

Nov. 23 – 30

$626 CAD per night