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Holiday rentals with breakfast in Pyrgos Kallistis

Find and book unique rentals with breakfast on Airbnb

Top-rated rentals with breakfast in Pyrgos Kallistis

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 in Pyrgos Kallistis
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 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.
Cycladic home in Thira (Santorini)
4.98 out of 5 average rating, 182 reviews

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

Top guest favourite
A spacious outdoor sleeping area is positioned against a stunning coastal backdrop. The scene features a simple, modern setup with large cushions resting on a concrete platform, providing a direct view of the horizon and the expansive sea.
Villa in Pyrgos Kallistis
5 out of 5 average rating, 103 reviews

Santorini Sky | The Lodge *Most Unique*

SPECIAL 2026 RATES! Heaven has a new address! This sensational villa, blends rustic design with modern comfort and luxury. From the private infinity jacuzzi, to marble counters, pillow-top king-size bed, and satellite TV – Every detail has been considered to make The Lodge is as stunning inside as the views are outside. And at the top of the ‘stairway to heaven’ lies the Sky Bedroom which will absolutely take your breath away – the most spectacular private rooftop terrace on the whole island.

Top guest favourite
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, 386 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

Guest favourite
Cave in Oia
4.97 out of 5 average rating, 298 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 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
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, and the Ferry Port at approximately 23 km.

Top guest favourite
A tranquil outdoor jacuzzi is visible, with a view of iconic blue-domed structures nearby. The sun casts a warm glow, reflecting on the water. The serene ambiance is enhanced by the surrounding landscape, suggesting a peaceful retreat in a picturesque setting.
Cycladic home in Oia
4.99 out of 5 average rating, 158 reviews

Santo Blue Horizon Villa | Jacuzzi | Caldera View

This unique villa is located in the heart of Oia in an excellent position and has stunning views. The famous Three Domes just in front of villa with panoramic view overlooking the santorinian caldera and the aegean sea, have magnetized visitors and photographers from all over the world, making it, the most popular spot in Santorini. The villa is in perfect harmony with the natural surroundings of the area and follows the principles of traditional Cycladic architecture.

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.

Guest favourite
Flat in Koropi
4.93 out of 5 average rating, 601 reviews

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.

Top guest favourite
Two sunbeds are positioned on a spacious terrace, overlooking the Aegean Sea. The view features clear blue waters, distant mountains, and boats in the harbor. A relaxing atmosphere is suggested by the bright sky and a few scattered clouds.
Cycladic home in Naxos
4.98 out of 5 average rating, 148 reviews

Dream House in the Venetian Castle

This dream-house is located just above the entrance of Naxos Venetian Castle. This medieval chateau has been transformed with modern luxury touches in order to provide the ideal vacation setting. The hot tub, the premium mattresses and the sunbeds overlooking the Aegean Sea, are a treat that you don't want to miss. Located in an ideal spot for exploring both the town and the island, you'll find it easy to navigate local attractions and hidden gems.

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.

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 in Fira
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.

Popular amenities for rentals with breakfast in Pyrgos Kallistis

When is the best time to visit Pyrgos Kallistis?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$333 SGD$353 SGD$322 SGD$297 SGD$294 SGD$354 SGD$397 SGD$433 SGD$363 SGD$299 SGD$305 SGD$304 SGD
Avg. temp12°C12°C14°C17°C22°C27°C30°C30°C26°C22°C17°C14°C

Quick stats about holiday rentals with breakfast included in Pyrgos Kallistis

  • Total holiday rentals

    Explore 3,190 holiday rentals in Pyrgos Kallistis

  • Nightly prices starting at

    Pyrgos Kallistis holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 58,650 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,030 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 670 rentals that welcome pets

  • Holiday rentals with a pool

    1,630 properties feature pools

  • Rentals with dedicated workspaces

    1,010 properties have a dedicated workspace

  • Wifi availability

    3,120 of Pyrgos Kallistis holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Pyrgos Kallistis rentals

  • 4.8 Average rating

    Pyrgos Kallistis stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    Pyrgos Kallistis’s top spots include Temple of Demeter, Naousa and The Dunes Course

Destinations to explore