Vacation rentals with breakfast in Pyrgos Kallistis

Cycladic home in Santorini

A dining table set for a meal, featuring plates of various foods, accompanied by glasses of red beverage. A bottle of champagne and a beautiful sunset over distant hills and the sea serve as the backdrop, enhancing the setting's serene ambience.

Labyrinth Traditional Houses (Theseus)

Escape to the tranquility of the Labyrinth traditional house, nestled in the serene Pyrgos village. Immerse yourself in a fully renovated 18th-century retreat, a world away from the bustling crowds of Fira and Oia. Indulge in a complimentary breakfast and savor a traditional dinner prepared by our personal chef, all while admiring the breathtaking Santorini sunset. With concierge service, and timeless elegance, your unforgettable stay awaits. Book now and experience Santorini's enchanting beauty

4.98 out of 5 average rating, 194 reviews

4.95 out of 5 average rating, 413 reviews

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

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

Cycladic home in Pyrgos Kallistis

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.

Olyra Traditional Cave Houses

Experience the essence of Santorini, where time stands still. Olyra is more than just a place to stay; it is a 200-year-old historic bakery, thoughtfully reimagined as a sanctuary of elegance within the medieval village of Pyrgos. Awaken in cave-hewn rooms and surrender to the magic of the sunset from our private rooftop, with the entire Aegean unfolding at your feet. Here, Dimitra’s warm hospitality and the village’s tranquil soul create the very experience others only ever find in pictures

4.98 out of 5 average rating, 275 reviews

4.99 out of 5 average rating, 175 reviews

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 Merovígli

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.

Guest suite in Pyrgos Kallistis

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.

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.

4.96 out of 5 average rating, 203 reviews

4.99 out of 5 average rating, 232 reviews

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

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.

Apartment in Pyrgos Kallistis

An outdoor seating area offers stunning views of the Mediterranean Sea and volcanic landscape. A private Jacuzzi is positioned nearby, surrounded by sun loungers. A couple enjoys refreshments, while one person relaxes in a hanging chair, showcasing the tranquil setting.

Honeymoon Suite with Caldera View and Hot Tub

Honeymoon Suite belongs to Symphony suites which is a complex located in village Pyrgos and only 10 minutes driving distance away from the center, Fira. This particular suite is ideal for couples who want to visit Santorini and have moments of relaxation with a view to the volcano and the sea. -Free Breakfast is included -A tax is imposed by the city and collected at the property. 2€ per accommodation, per night -Children age under 12 years old are not allowed.

4.95 out of 5 average rating, 101 reviews

4.93 out of 5 average rating, 629 reviews

Apartment in Koropi

Royal Penthouse • Sleeps 4• 8 min from Airport

A truly unique royal-style penthouse just 8 min from Athens Airport. Like a private museum, it features antiques, oversized 200×220 beds, a large private terrace, and access to the rooftop for panoramic views and plane spotting. Ideal for families, with plenty of space and character you won’t find anywhere else in the area. Glass doors flood the space with natural light and frame the open sky — a one-of-a-kind stay that blends classic charm with rare city views.

4.84 out of 5 average rating, 161 reviews

A terrace overlooks the Aegean Sea, featuring a heated jacuzzi alongside elegant seating. The sun sets on the horizon, casting a warm glow over the space. Nearby guests are seen enjoying the scenic view, enhancing the inviting atmosphere of the location.

Cycladic home in Oia

Sunset villa in Oia

Poseidon Mansion is nestled on the famous cliffs of Oia in Santorini, gazing the beauty of the infinity Aegean Sea and worldwide famous caldera. The mansion is an authentic luxurious house with almost insignificant changes from the original construction. The house and the primary furniture were restored with respect and attention to serve with their own charm your needs to accomplish an authentic and traditional accommodation in Santorini.

4.98 out of 5 average rating, 190 reviews

A modern villa is presented with a distinctive white dome roof, surrounded by greenery and blue sea views. A shaded patio features sun loungers beside a small swimming pool, providing a relaxing outdoor space. The bright blue doors complement the serene landscape.

Dome in Oia

MyBoZer Twins Odyssey Heated private pool

Our brand new My Bozer twin villas are located by the sea, right at the entrance of the famous Oia village. Villa Iliada and villa Odyssey can host couples, families or group of friends, offering all necessary amenities that will guarantee a relaxed, private holidays in the most beautiful place on earth, Santorini island! You can either book one (up to 6 guests) or both villas (12 guests) if you wish to spend holidays with friends

4.95 out of 5 average rating, 156 reviews

A warm stone-walled bedroom features a spacious bed with white linens and soft green accent pillows. Wooden furniture, including a carved mirror and lamp, adds rustic charm. Natural light enters through a window, creating a serene ambiance.

Farm stay in Leonidio

Agroktima Farm Cottage

Situated at the foot of Mount Parnon, Agroktima guesthouse is surrounded by a lush green garden and consists of ten farm houses, samples of the Tsakonian architecture. Unprocessed stone, wood and iron have been harmoniously put together, creating a unique setting. The traditional furnishings, the wooden ceilings, the handmade needlework, the country-style fireplace and the stone-paved courtyard add to the houses a rustic charm.

Cycladic home in Megalochori

An outdoor area features a stonewall backdrop with a staircase leading to a door. A circular hanging chair and a dining set with gray chairs are present. Cushions are arranged on a raised platform, while a tray with fruits is placed on the table.

Antonio Caves

Antonio Caves are a typical example of Santorinian architecture. Constructed in 1901, it was initially used as cave house wine preparation cellar and a bakery built right into the volcanic rock. In 2020 it was renovated completely and converted into 3 autonomous suites sharing a common courtyard Situated in the traditional village of Megalochori in two minutes walking distance from the picturesque square of the village

4.93 out of 5 average rating, 178 reviews

Popular amenities for Pyrgos Kallistis breakfast rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with breakfast

4.95 out of 5 average rating, 542 reviews

A charming exterior of a single-story home is shown, framed by lush greenery and a low fence. A tiled roof with decorative elements and soft lighting highlights the porch area, while a colorful sunset casts a warm glow over the surroundings.

Home in Artemis

Mike's Beachfront Cottage

4.96 out of 5 average rating, 151 reviews

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

Amazing View Villa Oia with Jacuzzi in Caldera

4.8 out of 5 average rating, 345 reviews

Home in Mykines

Sunny house at ancient Mycenae, close to Nafplio!

4.93 out of 5 average rating, 180 reviews

A small table set on a balcony features a vase with fresh flowers, a coffee cup, and a glass bottle. The view reveals rooftops and the sea, with distant mountains framed by a clear blue sky and scattered clouds.

Home in Spetses

Traditional house built in 1856

4.89 out of 5 average rating, 99 reviews

Home in Santorini

Amaranthine Villa

4.96 out of 5 average rating, 269 reviews

The exterior of the spacious house features a red-tiled roof and white walls, surrounded by a green garden. A wrought iron fence provides privacy, while large trees offer shade. Comfortable seating is visible on the porch, inviting relaxation amidst the tranquil countryside.

Home in Archaia Olympia

Happy and Cozy place! Smila!

4.94 out of 5 average rating, 107 reviews

Home in Nafplio

Vasiliki_Apartment

4.91 out of 5 average rating, 128 reviews

A serene outdoor terrace features a private jacuzzi surrounded by clean white walls and tiled flooring. Sun loungers are positioned nearby, and a sun umbrella provides shade. The view captures the unique architectural style of Oia, with whitewashed buildings in the background under a clear blue sky.

Home in Oia

Yposkafo Jacuzzi House

Apartment rentals with breakfast

4.95 out of 5 average rating, 248 reviews

A stone pathway leads up to a wooden door, framed by rustic shutters. Flowerpots with colorful blooms are placed near the entrance, and dappled shadows from surrounding foliage create a serene atmosphere.

Apartment in Trypi

small rivendell apartment

4.96 out of 5 average rating, 119 reviews

The swimming pool is illuminated at night, highlighting the clear water. Surrounding plants and elegant stone features create a serene atmosphere. A covered seating area is visible in the background, providing an inviting space for relaxation.

Apartment in Anavyssos

Beautiful Poolside Apartment in Anavyssos

4.95 out of 5 average rating, 378 reviews

The bright and airy kitchen and dining area feature modern appliances and a sleek black dining table. Large glass doors lead to a balcony with seating, revealing city views. Neutral tones are complemented by stylish light fixtures, creating a contemporary and welcoming space.

Apartment in Kolonaki

Aliki's Acropolis View, Penthouse

4.97 out of 5 average rating, 191 reviews

A round outdoor table is set on a balcony, accompanied by two white chairs. A bouquet of sunflowers and vibrant red flowers rests on the table, with two colorful glasses nearby. The expansive view of the blue sea and distant islands enhances the tranquil setting.

Apartment in Firostefani

AMAZING STUDIO IN PRIVATE VILLA

4.87 out of 5 average rating, 107 reviews

An aerial view depicts the golden sandy beach of Agali, surrounded by clear blue waters. Boats are anchored near the shoreline, with gentle waves lapping at the sand. White Cycladic buildings line the coast, blending harmoniously with the natural landscape.

Apartment in Agkali

Amoudaki Apartments

4.89 out of 5 average rating, 107 reviews

A spacious living room features a comfortable sectional sofa and a circular coffee table. Large glass doors invite natural light and offer views of a private balcony adorned with greenery. A television sits on a minimalistic entertainment unit, enhancing the modern feel of the space.

Apartment in Glyfada

Athenian Riviera Exclusive flat , Athens Greece

4.98 out of 5 average rating, 156 reviews

A corner of the apartment is filled with greenery, featuring a tall plant in a woven basket beside a black lounge chair. Natural light illuminates the space through a partially covered window, enhancing the soft tones of the decor.

Apartment in Thissio

The downtown cutie

4.87 out of 5 average rating, 100 reviews

An outdoor terrace features several wooden chairs and tables arranged along a white balustrade. A scenic view of hills and a coastal area is visible, with patches of greenery interspersed among the landscape.

Apartment in Serifos

Studio"4"with sea view for 2 guests

Bed and breakfast rentals with breakfast

4.93 out of 5 average rating, 172 reviews

A private terrace showcases a hot tub with sweeping views of the sea and surrounding landscape. A cozy lounge area, adorned with patterned cushions, invites relaxation under an archway, while a sunhat rests nearby, complementing the tranquil ambiance.

Cycladic home in Oia

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

Bed and breakfast in Merovígli

A modern cave suite features a spacious bed with an elegant black and white patterned coverlet. Decorative blue vases and lit candles create a serene ambiance. A small table with decorative items is positioned next to a chair, enhancing the minimalist decor.

Thea Cave suite with private terrace and hot tub

4.95 out of 5 average rating, 44 reviews

Bed and breakfast in Naxos

A cozy bedroom features a double bed adorned with neutral-toned linens and pillows. Soft lighting highlights decorative elements, including wall art and a subtle vase. A window draped with sheer curtains allows natural light to fill the space, contributing to a serene atmosphere.

Naxos Petite Studios

5.0 out of 5 average rating, 11 reviews

4.63 out of 5 average rating, 159 reviews

A spacious outdoor area features a stone patio with a round table and wicker chairs. A swimming pool glimmers under sunlight, surrounded by lounge chairs and thatched umbrellas. The backdrop showcases a mountainous landscape under a clear blue sky.

Apartment in Santorini

House for 4 included car, breakf (Heated Pool)