
Cave vacation rentals in Pyrgos Kallistis
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Top-rated cave rentals in Pyrgos Kallistis
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Family-friendly cave rentals

SantoriniParadise: PARADISE cave, private hot tub!
Our experience at this Airbnb was truly perfect from beginning to end. We were greeted at the airport by a driver arranged by the host, and upon arrival, someone was already waiting to help us with our bags. The home was spotless, beautifully maintained, and in the perfect location—just a short walk from shops, restaurants, and bars, with a stunning view of the sea. Daily breakfast was such a nice touch, and I was especially grateful that the host provided soy milk after I requested it—two cartons, no less! The cozy slippers made us feel right at home, and while I didn’t get a chance to use the hot tub (too busy exploring!), it looked pristine and super inviting. Check-in and check-out were both seamless, with a porter to help with bags and transportation arranged for our departure as well. I would absolutely stay here again and recommend this place to anyone visiting Oia. A truly special stay!

Soundscape - cave suite panoramic sea views
This place is amazing! The view is even better than the photos. I stayed here with 2 of my friends and the accommodations were perfect. I will say, there are quite a few stairs to get to the front door, but the host’s instructions are very clear and check-in was simple. The area is a little quieter than the main spots of Fira, but busier areas are accessible by walking. Taxis can drop you off pretty close to the entrance as well. If you are coming to Santorini, defn consider this spot - it is heaven on earth.

Annouso House with Hot Tub and Caldera View in Oia
Ce logement fait partie de mon top 3 des plus beaux airbnb que j'ai réservés. La vue était extraordinaire – les photos ne rendent pas justice à la beauté de cet endroit. L'appartement est décoré et aménagé avec soin ; les hôtes ont mis beaucoup d'attention et d'amour dans cet appartement. Savourer un verre de vin dans le jacuzzi tout en admirant la vue sur Oia, la mer et les dommes Bleu en face de nos yeux vaut chaque dollar dépensé. Je tiens à souligner le service exceptionnel fourni par Maria et son équipe. Elle s’est occupée de notre transport du port à notre arrivée et de notre transfert vers l’aéroport. PS :Dans la rue menant vers la villa, de nombreux touristes font la queu pour prendre des photos. C'est un peu dérangeant quand vous voulez rentrer chez vous. Certains vont même jusqu'à se montrer désagréables, et ne respectent pas la petite corde les empêchant de decendre plus bas. Mais cela dit, ce problème est généralisé partout à Oia qui est victime du tourisme de masse.

Traditional Medieval Stone house in "Ano Syros"
The house is indeed very special in a very special part of syros. It is quite small and cozy but we found it wonderful. Ano syros is amazing but do consider it requires to travel by foot with lots of stairs, nice challenge, but can be tiring sometimes. For us it was worth the special environment of the place. Thank you again Yannis for your communication and very detailed explanation

Cave en Pori
Merci à Eirini pour son accueil, son sourire, sa bienveillance et sa réactivité. Le logement charmant et calme est super bien placé pour découvrir Santorin. Nous avons aussi profité de la plage en contrebas du logement. Plage privée à cette époque !

Bluedome Cavehouse by Otium Villas & Suites
This was the most incredible Airbnb we have ever stayed at. The location was iconic and took our breath away! The apartment was beautiful and functional and the pool was perfect. Nick is an awesome host and is very responsive in any communication or request. There are crowds in peak times to get down to the villa but just say you are a movie star and need priority to get back to your privacy!! Only regret was we didn’t book longer!

The Stone House mountain retreat: open all year.
The location is called “magic mountain”. And it exceeded expectations. Beyond magic. This is a special sanctuary. You can feel it, inside the magical 16th Century recovered and restored home. When you interact with the special animals that have found solace with this good woman. When you walk through the lush green forested centuries old walking paths. To stay here you have to appreciate nature, history and animals. If that’s you, o question, you’ll love it here. Alexandra, Sandy, we are in awe of you. We met the kindest humans at your place. And the most sensitive and wonderful animals. Bless you. May you continue to host caring and appreciative guests. The real magic about this place, is that when you stay here, your euros will support the animals who find care here.

ARGITHEA STUDIO
We absolutely loved our stay here and would come back in a heartbeat! Irini was amazing and gave us a ton of recommendations, made dinner reservations for us, and arranged port transfers. The view is jaw dropping and worth every penny. We loved staying in the caves and exploring Oia!
Cave rentals with a patio

Rêver Cave 3, cave house with whirlpool
We loved staying here! Only 10 min drive from main town Fira and we loved the private pool!

Thiro Exclusive Villa in Pyrgos
We had an amazing time. Views were great, host was great. Only good things to say about this experience!

M&K kelè Zannel Seaside Serenity
Nous avons passé des vacances de rêve chez Marios qui a tout fait pour nous rendre le séjour agréable! La maison est superbe avec une vue magnifique et une terrasse bien abritée, nous avons été très bien accueillis par plein de chats et de cadeaux de bienvenue. Un conseil louez un 4x4 car la route est difficile d’accès, mais le reste de l’île se visite facilement tout est accessible rapidement, Merci Marios!

Athiri Cave by A Terre Caves & Villas
Amazing location with great acces to Oia and amazing local restaurants. the cave villa itself was lovely, very cozy atmosphere and the amenities were great. couldn't recommend enougb

Yard/3BR/Cycladic home with cave pool, sunset view
Nuestra experiencia en el alojamiento fue excelente! Desde el momento en que llegamos, el trato fue excepcional; Nikolas fue siempre atento y estuvo dispuesto a ayudarnos en todo. El desayuno fue una grata sorpresa: delicioso y perfectamente servido, una manera genial de empezar el día. Todos en nuestro grupo quedamos muy felices y agradecidos por la hospitalida. Sin duda, un lugar al que esperamos volver. ¡Gracias por hacer de nuestra estancia algo tan especial!

Terra Petra Villa at Psari Trikolonon Gortynia
Η εμπειρία μας ήταν φανταστική ! Πήγαμε με την παρέα για Τσικνοπέμπτη και πραγματικά δεν θέλαμε να φύγουμε! Το σπίτι πεντακάθαρο με υπέροχο σαλόνι με τζάκι! Πλήρως εξοπλισμένο μπάρμπεκιου και κουζίνα και απίστευτη θέα! Κοντά σε δραστηριότητες και εξορμήσεις είναι το τέλειο ορμητήριο

Casa Delle Botti Cave House Santorini Oia Finikia
Our stay here was all we hoped it would be and more! Artemis was the host we worked with. She communicated so well with us the entire time. We met at a designated spot and she showed us where to park then walked us to the cutest place to stay! She even helped with the luggage ❤️. She truly was a delight and was so kind and helpful during our stay. The house was perfect for us and our three young adult children. We had plenty of room and even some privacy. It is walking distance to Oia for shipping and restaurants. Several great restaurants are within walking distance in Finikia. The cave house was a perfect way to spend our time on this beautiful island. We hope to come back and would definitely stay with Artemis again!

Villa Agalitsa Cave Houses with Garden Courtyard
We loved our stay in Megalochori. Khania and Kostas were great hosts. They helped arrange transportation for us to the house and Kostas met us to give us all the details of our stay. The house was so unique and very comfortable. We met so many lovely people in the village during our stay. It was a smaller, quieter village than main towns of Santorini but so glad we chose to stay there and miss so many groups of tourists. It was welcoming and charming.
Cave rentals with a washer and dryer

PositiveSpace Olive Tree - a unique tower house
Such a lovely house! Impeccable attention to detail, it exceeded our expectations. We really enjoyed our stay and appreciate Maria’s effort to keep the house well maintained. The only issue we had was the WiFi connection which was good only when in the living room. It can be though a matter of infrastructure.

Homa pool villa1 in Serifos Vagia beach
Staying here was so special, magical, really was out of this world. Takis and team were fantastic, warm, kind and professional. Outstanding place, completely faultless. Thank you so much Takis and team, from all of us.

Top spot Firostefani view, terraces, jacuzzi, cave
Un endroit exceptionnel !! Voilà comment je qualifierai la petite maison creusée dans la pierre, de Christoforos et Anett. C’est cosy à souhait, chaleureux, propre, et simple. Tout le nécessaire est dans la maison (le jacuzzi en plus !!) Quant à la vue, elle est tout à fait similaire aux photos et juste magnifique. Nous n’avons pas pu nous empêcher d’être dans le jacuzzi chaque soir pour profiter du coucher de soleil. Oubliez Oia, Spiti Barbara est « The place to be » pour voir le coucher de soleil. D’autre part Christophoros et Anett ont toujours été, avant et pendant le séjour, très réactif à nos sollicitations. Je n’ai qu’un regret, c’est celui de n’avoir pas pu les rencontrer en personne. Bref ! N’hésitez plus et venez vous plonger dans la vie grecque dans cette petite maison tellement charmante et accueillante. Mes amis et moi avons passé un excellent moment.

Boutique sea view Aquata suite 2 BR
Nossa estadia foi curta, mas incrível! Lena nos recebeu e foi muito querida com nós, prestativa, educada, mostrou toda a casa com muito carinho. Adoramos! Esperamos voltar em breve e iremos recomendar sempre esta propriedade.

2 Bedroom Family Cave Suite by Element Cave Suites
Very nice house with perfect location. Easy access to all the locations on the island. The house is beautiful in traditional style with beautiful plants in the spacial garden. It’s really pleasant to enjoy the sunshine in the garden. There is a great pastry within walking distance where you can easily arrange breakfast and lunch. The only pity is that the kitchen is not really up to use. We had to request to get the induction and cooking basics. Although the staff brought items immediately upon request, unfortunately these cooking equipments didn’t function well and lack of a few things like chopping board, kitchen knives, oil etc. Overall, a great place for holiday, if you do not have cooking demands.

Villa Julia
The house has a great location, located at the end of the beach. It is private with great sea views, we enjoyed it very much. Nice bar/restaurant in just a few minutes walk. House is super clean, fully equipped kitchen and easy to reach. Would stay again. Sophia (and John) responded quickly to questions, they are perfect hosts.

Superior Cave House Suite w sheltered plunge pool
This hotel was amazing. The rooms look nice online but are even better in person and each room has a beautiful view. It's small enough that the staff knows guests by name and is able to provide suggestions when needed. During check-in, the staff was kind enough to help arrange multiple dinner reservations and set up a car rental, which all worked out wonderfully. Additionally, we stayed in two separate rooms that they had due to a late booking by me and the staff was kind enough to move bags from one room to the next for us while we were out on an excursion during the day on the day that we switched rooms. While Oia or Thira may seem like the top locations to stay in Santorini, from our experience we would stay in no other location than Imerovigli. It's close enough to access the larger cities easily while still being far enough off of the beaten path to feel a little less hectic all while having great dining options nearby. Also, the breakfast served in the cafe/bar attached to the hotel made for a great way to start each day as the food was delicious and the view was breathtaking. All in all, the hotel was in a beautiful location, the rooms vastly exceeded our expectations, and the whole experience was topped off by a kind and welcoming staff who went over the top to make our stay pleasantly memorable. I would recommend staying with Christos and Marios to anyone who is traveling to Santorini.

Superior Family Cave Apartment by Elements Suites
Nous avons passé un excellent séjour chez Dermentzopoulou! La maison est encore plus grande que ce que l’on voit en photo! Le service est impeccable, les prestations sont superbes, nous recommandons pour un séjour à Santorin!
Quick stats about cave rentals in Pyrgos Kallistis
Total rentals
210 properties
Nightly prices starting at
G$12,589 GYD before taxes and fees
Total number of reviews
16K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
50 properties have a pool
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