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Cave vacation rentals in Pyrgos Kallistis

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Popular amenities for Pyrgos Kallistis cave rentals

Family-friendly cave accommodations

Top guest favourite
Cycladic homes in Pyrgos Kallistis
4.98 out of 5 average rating, 240 reviews

Olyra Traditional Cave Houses

ClaireRating, 5 stars1 week ago
Dimitra was an amazing host! So friendly and personable. She greeted us when we arrived and helped us bring our luggage to her Airbnb and surprised us with an Easter snack basket which was so sweet! The space itself was cozy and well situated around local shops. We highly recommend Dimitra’s place and would love to stay again!!
Guest favourite
Cave in South Aegean
4.92 out of 5 average rating, 332 reviews

Soundscape - cave suite panoramic sea views

ClaudiaRating, 5 stars3 weeks ago
Elvira's home was absolutely gorgeous!! The photos don't do it justice -- the view is incredible! The space itself is very cozy and we had all the amenities we could need. Firostefani is a very cute town, within walking distance to Fira and many bus stops. While we did our fair share of exploring, we always made it a priority to spend as much time in this beautiful space as possible!
Superhost
Cycladic homes in Oia
4.82 out of 5 average rating, 240 reviews

Annouso House with Hot Tub and Caldera View in Oia

AlexRating, 5 stars6 months ago
Great place that had amazing views next to the blue top church. Host was very helpful with recommendations. Only complaint would be the amount of traffic from people waiting to take photos near the Airbnb (above the private chained off area) but is to be expected with a place is such a great locations. Highly recommend this place and would love to come back next year!
Guest favourite
Apartment in Ormos Ammoudiou
4.95 out of 5 average rating, 316 reviews

Nicoletta Ammoudi Suite C

KarlijnRating, 5 stars6 months ago
We very much enjoyed our stay. Nice cottage in the cave and was very neat.
Guest favourite
Cycladic homes in Pyrgos Kallistis
4.92 out of 5 average rating, 190 reviews

House with three terraces overlooking Aegean Sea

MaureenRating, 5 stars7 months ago
This host made us feel like family. The home was spotless and absolutely adorable. The view is amazing and so were the hosts. Could not asked for a better place to stay.
Superhost
Cycladic homes in Fira
4.82 out of 5 average rating, 226 reviews

Cave en Pori

SaraRating, 5 stars7 months ago
Wonderful !!!!! Amazing location, peaceful atmosphere far from the busy city A place to enjoy, private and beautiful We had a lovely time Highly recommended ❤️
Superhost
Cycladic homes in Arni
4.87 out of 5 average rating, 207 reviews

The Stone House mountain retreat: open all year.

KarenRating, 5 stars3 weeks ago
Loved my stay at The Stonehouse. Everything was clean and all you needed for a comfy stay. The view was beautiful. Sitting on the terrace watching the donkeys, mules and pony trot back and forth with the added bonus of a cuddle and company of the cats that enjoyed laying around the terrace. Sandy was nearby if you needed any help. The best bit for me was the walks with the gorgeous dogs. Went home feeling relaxed and ready for the journey back to the UK ❤️
Guest favourite
Cycladic homes in Oia
4.96 out of 5 average rating, 436 reviews

Unique Architecture Cave House by Cycladica

DanielleRating, 5 stars1 day ago
We thoroughly enjoyed our stay. The house is very unique with amazing views of the caldera and was such a great experience to stay in. Ioanna was a great host with plenty of tips on where the best places to go were. She was also very helpful and very responsive with communication. All the staff were super friendly and very helpful also. Thank you for a wonderful time in Oia ❤️

Cave rentals with a patio

Superhost
Apartment in Karterádos
4.76 out of 5 average rating, 46 reviews

Rêver Cave 3, cave house with whirlpool

AndreaRating, 5 stars7 months ago
Great place to stay near Fira in a cute quiet village. Walkable to the main bus stop
Superhost
Cabin in Elia
4.83 out of 5 average rating, 12 reviews

Incredible views, charming Stone house for up to 4

NataliaRating, 5 stars6 months ago
Nikolaos's place has a huge potential; it's a cutest old little house with an astounding view and a quiet beautiful beach 2 min drive away; it's situated in a very quiet zone of the island and it's bright and airy. Host is helpful and always keen to help!
Superhost
Home in Pyrgos Kallistis
4.91 out of 5 average rating, 11 reviews

Thiro Exclusive Villa in Pyrgos

peterRating, 5 stars9 months ago
We had an amazing time. Views were great, host was great. Only good things to say about this experience!
Superhost
Cave in Oia
4.89 out of 5 average rating, 45 reviews

Signature Cave Suite | Hot Tub | Sea & Sunset view

ShelbyRating, 5 stars3 weeks ago
We loved our stay here! We rented both suites for our family and was perfect. About 15 minute walk to Oia center. Super clean, very spacious! Hosts were fantastic.
Guest favourite
Villa in Finikia
5 out of 5 average rating, 17 reviews

Athiri Cave by A Terre Caves & Villas

RobertRating, 5 stars8 months ago
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
Superhost
Cycladic homes in Ormos Ammoudiou
4.78 out of 5 average rating, 46 reviews

Yard/3BR/Cycladic home with cave pool, sunset view

AlexRating, 5 stars8 months ago
Place and the hosts were great. Plenty of space and amenities. Very generous breakfast every morning. Note that the location is in Ammoudi Bay, which is beautiful but requires a walk up a pretty long set of steps to get to the rest of Oia. For us it was barely an issue but wanted to give a heads up.
Guest favourite
Apartment in Megalochori
5 out of 5 average rating, 5 reviews

Athiri - Exclusive Suite with Terrace & Jacuzzi

CraigRating, 5 stars9 months ago
Wonderful stay in a wonderful village
Superhost
Cave in Emporio
4.83 out of 5 average rating, 29 reviews

Traditional cave

ElizabethRating, 5 stars6 months ago
Nikolaos is very charismatic and personable! Accommodated me with my needs....and water 🙏 Ciao Niko🤗

Cave accommodations with a washer and dryer

Home in Lefktro
4.75 out of 5 average rating, 16 reviews

PositiveSpace Olive Tree - a unique tower house

EffrosyniRating, 5 stars8 months ago
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.
Superhost
Villa in Vagia
5 out of 5 average rating, 5 reviews

Homa pool villa1 in Serifos Vagia beach

Rebecca TimmsRating, 5 stars9 months ago
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.
Guest favourite
Cycladic homes in Firostefani
4.95 out of 5 average rating, 76 reviews

Top spot Firostefani view, terraces, jacuzzi, cave

MaureenRating, 5 stars7 months ago
Good space, close to shops, beautiful views, cool courtyard and outdoor spaces. The kitchen set up is minimal but all we wanted was to make coffee in the morning and drink wine in the evening so we had what we needed. We used the driver recommended by the host to get our party to and from the airport- super reliable and friendly. We loved our laid back time in Santorini❤️
Superhost
Cycladic homes in Μύκονος
4.8 out of 5 average rating, 49 reviews

Boutique sea view Aquata suite 2 BR

AlvaroRating, 5 stars11 months ago
Our stay was short but amazing! Lena received us and was very dear to us, helpful, polite, showed the whole house with great affection. We love it! We hope to return soon and will always recommend this property.
Superhost
Cave in Megalochori
5 out of 5 average rating, 5 reviews

2 Bedroom Family Cave Suite by Element Cave Suites

MohammadRating, 5 stars1 month ago
She accepted our request at last minutes And everything was perfect expect toilet seat was not clean but rest everything was perfect and we had no issue there was no electricity from 9am -10:30 am and then at 11 am checkout time electricity again turned off so make sure to pack your stuff exactly before check out time
Home in Xirokastello
5 out of 5 average rating, 4 reviews

Villa Julia

SandyRating, 5 stars11 months ago
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.
Superhost
Hotel room in Imerovigli
5 out of 5 average rating, 3 reviews

Superior Cave House Suite w sheltered plunge pool

DaveRating, 5 stars80 months ago
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.

Quick stats about cave rentals in Pyrgos Kallistis

  • Total rentals

    210 properties

  • Nightly prices starting at

    $83 CAD 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

Destinations to explore

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  4. Cave rentals