Cave vacation rentals in Pyrgos Kallistis

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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$16,729 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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Top guest favorite
Cycladic home in Milos Island
4.95 out of 5 average rating, 114 reviews

Aqua House 2

An open space beach house, of 60 s.m. for 6 pax with 1 double bed, 2 sofa beds and 2nd room with 2 single beds very stylish and comfortable. It is decorated with boho and cozy design styling combined with Cycladic culture. The house has direct access to a sea view veranda, with a big dining table. It is situated on a small bay, with similar moon white rocks as Sarakiniko that form a secluded cove in front of the house, together with Aqua house 1 & 3. Welcome basket with local products offered.

ValueFamilyCheck-in

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, 272 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

ValueFamilyAmenities

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
4.95 out of 5 average rating, 132 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.

FamilyLocationAccess

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, 204 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.

FamilyLocationIndoor spaces

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 out of 5 average rating, 101 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.

LocationValueBeach

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, 133 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.

FamilyValueIndoor spaces

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, 109 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.

LocationFamilySleep quality

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
4.98 out of 5 average rating, 219 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.

FamilyValueIndoor spaces

Top guest favorite
A private terrace offers a view of the shimmering Aegean Sea, framed by the surrounding caldera cliffs. A plunge pool in inviting turquoise reflects the clear sky. Two elegant flutes stand beside a bowl of fresh fruit, inviting relaxation and enjoyment.
Cave in Oia
4.99 out of 5 average rating, 170 reviews

Cave Villa With Heated Plunge Pool & Caldera View

A traditional cave villa with modern touches that can accomodate up to four people with spacious veranda and breathtaking caldera views. Lathouri Cave Villa is perched on the famous caldera cliffside overlooking the Aegean sea and the two volcanic islands Palia and Nea Kameni. The traditional cycladic architecture along with the unique scenery makes it the perfect choice for those who want to enjoy a relaxing vacation in the lap of luxury.

FamilyLocationHot tub

Top guest favorite
The private terrace features a dining table and reclining chairs, set against a backdrop of a golden sunset over the caldera. The expansive sea view includes distant hills and whitewashed buildings, creating a serene atmosphere for relaxation.
Cave in South Aegean
4.93 out of 5 average rating, 388 reviews

Soundscape - cave suite panoramic sea views

Within walking distance (only 7min walk) from Fira, the capital of the island, for shopping, museums and nightlife, Firostefani village is very peaceful and away from the crowds . There are plenty of things to explore on the island like museums, archaelogical sites, activities, beaches or just relax and enjoying the picturesque sea views plus that I am here to make sure you have everything you need and make you feel like home :)

FamilyLocationWifi

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 Imerovigli
4.91 out of 5 average rating, 114 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.

LocationValueIndoor spaces

Top guest favorite
A private indoor cave pool is set within a smooth, naturally formed alcove, with gentle lighting reflecting off the water’s surface. A staircase is visible in the background, leading to a brightly lit area, enhancing the cave's unique ambiance.
Place to stay in Vothonas
4.96 out of 5 average rating, 292 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.

LocationValueBathroom

Popular amenities for Pyrgos Kallistis cave rentals

When is the best time to visit Pyrgos Kallistis?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$43,078 GYDG$47,469 GYDG$40,777 GYDG$43,078 GYDG$46,214 GYDG$53,533 GYDG$56,670 GYDG$56,043 GYDG$54,161 GYDG$43,287 GYDG$42,659 GYDG$39,314 GYD
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Destinations to explore