
Cave holiday 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

Luxury VillaThelgoMykonos III, amazing sea View!
Great venue! Would recommend 🙌 Staff were so friendly and flexible. The accommodation was beautiful and the kitchen had loads of crockery, great for hosting big groups! The staff were on hand for any additional requests, the flexible taxi service was really helpful and accommodating to our itinerary.

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 !

Pano Meria Cave House 3 in Oia
We loved the place! From the great view on the patio, we spent most our non-sleeping time on the patio, to the loaf of fresh bread every morning. They even arranged for transportation to and from the ferry, and porters to carry our bags to the home. This was very helpful as the walkway to the home narrow, busy, and had a number of stairs. We only had one small issue while we were there, which was dealt with quicker than I had expected. There are a couple of mini-markets within a 10 minutes walk, and a number of restaurants within 10 to 15 minutes walk. You need to go to the Lotza restaurant, about 5 to 7 minutes walk away. Great food and and an incredible view. Everything we tried was very good to great. My favorite was the Lotza's Burger. If we are back in Santorini again, this place will be on the top of our list for places to stay.

The Stone House mountain retreat: open all year.
We had a wonderful stay at the Stone House. The view was absolutely beautiful and was lovely to be able to sit out and watch the sun set. Lovely walks from the house, views fron the top by the Church were fantastic. The stone house had everything we needed and was cool on the hotter days. Being animal lovers we very much enjoyed seeing the animals and how well they are cared for the whole team do an amazing job! We would love to return! Thank you very much Sandy!
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!

Yard/3BR/Cycladic home with cave pool, sunset view
Such an amazing stay! You honestly can’t beat the location — right in the heart of Ammoudi Bay, with the most unreal views. It was like waking up in a postcard every morning. The included breakfast was delicious with great variety, and the staff was so kind and accommodating — they even made sure there were gluten-free options for one of my friends, which we really appreciated. Everything about this place was relaxing, beautiful, and just felt extra special. If you’re thinking about booking — do it for the view alone. We didn’t want to leave!

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
Artemis, Vassilis & Maria were amazing hosts! We had an amazing stay at their beautiful home. Hosts were very responsive and gave us clear instructions as well as provided some great recommendations on what to see during our short stay there. They met us at a meeting point and assisted us with our luggage. The Airbnb also looked exactly like the photos. Truly caring host and felt at home! Would definitely come back here 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.

Superior Cave Suite | Hot Tub | Sea & Sunset view
Super logement avec vue magnifique sur le coucher de soleil. Situé à environ 15 minutes du centre de Oia. Nous avons même préféré être à cette distance, car terrasse intime avec vue sur le coucher de soleil plutôt que dans le chaos de Oia. L’hôte est réactif et donne des recommandations pour faciliter le transport. Merci beaucoup pour le séjour :)
Cave rentals with a washing machine 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.

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!

Canava Villas II - Private Pool - Santorini
Just beautiful! The whole place has the wow factor we are a family of four coming for a week away but this place could be a wedding a celebration for more as the capacity could be a lot more! Firstly directions and communication from booking were great. On arrival the host Harry was super welcoming, super helpful with advice and recommendations (as were the owners too) Harry made sure we had everything we needed. There are some lovely local restaurants that deliver food but a short ride away are a a number of restaurants and a beautiful quiet beach that offers beautiful local and most genres of food you could find. We hired a car through the owners again it was easy and not at all expensive we would recommend having a car if your staying for more then a couple of days. Back to the property the pool is beautiful but a little cool in March however we stayed in May so by summer I imagine it would be a perfect temperature. We loved the treats each morning too! Unforgettable stay!!
Quick stats about cave rentals in Pyrgos Kallistis
Total rentals
210 properties
Nightly prices starting at
$77 SGD 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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