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Cave vacation rentals in Pyrgos Kallistis

Find and book unique cave rentals on Airbnb

Quick stats about cave rentals in Pyrgos Kallistis

  • Total vacation rentals

    Explore 220 vacation rentals in Pyrgos Kallistis

  • Nightly prices starting at

    Pyrgos Kallistis vacation rentals start at G$16,709 GYD per night before taxes and fees

  • Verified guest reviews

    Over 19,090 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Vacation rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    210 of Pyrgos Kallistis vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Pyrgos Kallistis rentals

  • 4.9 Average rating

    Pyrgos Kallistis stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

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

Top-rated cave rentals in Pyrgos Kallistis

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

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Guest favorite
An open-plan living area featuring textured stone walls and a high arched ceiling. A wooden dining table is surrounded by chairs, with a modern kitchen visible in the background. A cozy seating area offers comfortable sofas, while a small plunge pool is nestled in one corner.
Earthen home in Emporeio
4.97 out of 5 average rating, 116 reviews

Canava Villas II - Heated Pool - Santorini

Villa#2 comes in 2 level floors and accommodates up to 6 people. On the ground floor there is a master bedroom, bathroom, fully equipped kitchen, lounge and WC. The upper floor provides 4 single floor mattresses or 2 double ones & its own bathroom. Outdoor private pool with Jacuzzi, patio, dinning area and sun lounges! Welcome drinks, basket of seasonal products, Nespresso coffee, Concierge services, A/C, Netflix, daily housekeeping, laundry services and many more amenities are waiting for you!

ValueLocationIndoor spaces

Top guest favorite
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, 275 reviews

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

FamilyValueWifi

Guest favorite
A traditional stone building is nestled among winding staircases and vibrant foliage. The house features a pale yellow exterior, complemented by colorful doors and window frames. Steps lead to other nearby residences, showcasing the unique architecture of the medieval settlement.
Cycladic home in Syros
4.89 out of 5 average rating, 176 reviews

Traditional Medieval Stone house in "Ano Syros"

Unique, stone traditional house, within the medieval settlement of Ano Syros. The residence has been licensed by the Greek National Tourism Organization as a tourist accommodation. It dates back to the late 16th century. Completely renovated without changing its traditional character. Upstairs is the living room (with a sofa-double bed) as well as the kitchen (outdoor). Downstairs is the bedroom, with a double bed, and the bathroom. Ideal for two people, while it can accommodate up to four.

FamilyLocationLayout

Top guest favorite
A traditional stone building is nestled among trees, featuring a variety of potted plants on a stone terrace. A wooden table and chairs are arranged for outdoor dining, with natural stone paths leading through the serene landscape.
Home in Monemvasia
4.96 out of 5 average rating, 142 reviews

Kourkoula House

Welcome to Kourkoula House, a little piece of heaven in Monemvasia, Greece. The traditional house is one of the oldest buldings of the greater area of the Castle of Monemvasia. Located just above the first port of the area named "Kourkoula", it has now turned into a very hospitable place. It has a double bed, small kitchen to prepare your breakfast (complimentary espresso capsules), bathroom & a little closet to storage your things. Parking is also available for our precious guests.

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Top guest favorite
A charming exterior view of the house is presented, featuring whitewashed walls accented by blue trim. Two wooden chairs are positioned on the terrace beneath a pergola, complemented by a backdrop of lush greenery and nearby stone structures.
Cycladic home in Pyrgos Kallistis
4.92 out of 5 average rating, 205 reviews

House with three terraces overlooking Aegean Sea

ThreeTerraces is our beautiful secluded vacation home with a superb view to the Aegean Sea and the mountain of Profitis Ilias. The house offers a spacious living room with a well equipped kitchen, a spectacular bathroom carved out in a rock and on the first floor a bedroom with double bed giving direct access to a lovely balcony. It is nestled against the picturesque village of Pyrgos, home to more than forty churches, winding little alleyways and the remains of a Venetian castle.

ValueFamilyComfort

Top guest favorite
A wooden table is set on a balcony overlooking the Aegean Sea. A bottle of wine and two glasses sit on the table, with a cluster of grapes nearby. Boats can be seen floating in the clear blue water, framed by distant mountains.
Cycladic home in Klima
5.0 out of 5 average rating, 105 reviews

Capetan Nikolas Boat House

In the quietest area of this fishing village there is a two storey boat house . On the 1st floor, the apartment of Captain Nicolas named from the initial owner, built with stone and natural materials. In a particular Cycladic architecture (cave house) , makes the visitor travel through time, experiencing an old time, simple way of life with all modern facilities by the sea. Due to the natural construction of the boat house the temperature is maintained in natural conditions.

LocationValueParking

Guest favorite
An outdoor courtyard features a luxurious jacuzzi surrounded by smooth concrete surfaces. Two lounge chairs are positioned nearby, with potted plants adding a touch of greenery. A short staircase leads to another level, while woven seating is arranged for relaxation.
Cycladic home in Pyrgos Kallistis
4.93 out of 5 average rating, 134 reviews

Folia Cave house

Traditional troglodyte house at ‘the top’ of Pyrgos's medieval village, renovated and furnished in a cool bohemian style with amazing panoramic views. Every detail has been thought through. Prime location, a hidden gem in the village. Steps away from restaurants, bistros, local shops, cobbled streets and blue and white domed churches. The house is spacious, stylish and unique. A luxury jacuzzi is situated in the walled courtyard allowing you complete privacy and a sense of calm.

LocationFamilyNearby

Top guest favorite
A heated mini pool is situated within a cave-style space, illuminated by soft light from surrounding fixtures. An archway frames a view of the sea, with calming turquoise water reflecting the gentle lighting, creating a relaxing environment.
Cycladic home in Fira
4.99 out of 5 average rating, 114 reviews

Revelis Canava

Revelis Canava is a beautiful cave style villa situated right in the center of Fira but still away from the crowed spots. In a spacious and cozy environment you will be able to relax and enjoy the island of Santorini. The terrace, with the lounge area and the heated mini pool, is the ideal spot to watch the spectacular view that the Caldera offers, fantastic sunset colors and relaxing scenery. The second bedroom which is a cave bed as well as the pool are ideal for children.

FamilyValueKitchen

Top guest favorite
A sunlit terrace is presented, featuring a dining table with wooden chairs, surrounded by vibrant red flowers against a white wall. The blue sea and sky provide a calming backdrop, enhancing the outdoor dining experience with a view of the Caldera.
Apartment in Oia
4.97 out of 5 average rating, 224 reviews

Traditional Family Villa with Caldera View

Our Villa, situated just in the heart of Oia, offers a breathtaking view to the Caldera and the Aegean Blue waters. In a walking distance you can enjoy your shoppings as well as all famous restaurants and bars in the area. The villa can comfortably accomodate up to 5 guests, in two spacious bedrooms with double queen size beds each and a sofa bed in the living room area. Air-conditioned with kitchenette and free wi-fi. The balcony offers a dreamy view to the sea.

FamilyLocationHospitality

Guest favorite
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
4.85 out of 5 average rating, 162 reviews

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.

ValueFamilyCleanliness

Guest favorite
A narrow pathway is flanked by a rocky wall on one side and a smooth white wall on the other. Soft lighting illuminates the area. Natural wood elements provide warmth. A comfortable seating area is visible, offering a relaxing space as the sky transitions to twilight.
Cycladic home in Merovígli
4.91 out of 5 average rating, 116 reviews

The Stone Gate 23 Smart Luxury Suite with Jacuzzi

Welcome to The Stone Gate 23, a unique stone-designed suite in Santorini that blends elegant architecture with modern smart living. Enjoy: • Private jacuzzi • Smart lighting system • Fully equipped kitchen • Comfortable living area • Unique stone architecture • Outdoor relaxation space Whether you're looking for a romantic escape or a stylish stay in Santorini, The Stone Gate 23 offers a memorable experience that stands out.

ValueLocationPool

Guest favorite
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.
Cycladic home in Megalochori
4.93 out of 5 average rating, 178 reviews

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

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Popular amenities for Pyrgos Kallistis cave rentals

When is the best time to visit Pyrgos Kallistis?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$43,026 GYDG$47,412 GYDG$40,729 GYDG$43,026 GYDG$46,159 GYDG$53,469 GYDG$56,602 GYDG$55,976 GYDG$54,096 GYDG$43,235 GYDG$42,608 GYDG$39,266 GYD
Avg. temp12°C12°C14°C17°C22°C27°C30°C30°C26°C22°C17°C14°C

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