
Vacation rentals with a pool in Santorini caldera
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Top-rated rentals with a pool in Santorini caldera
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Popular amenities for Santorini caldera rentals with a pool
House rentals with a pool

New Earth Home-View & Outdoor Refreshing Whirlpool
The space is amazing and great for the cost. The host is super responsive and always gave great recommendations for all the questions we had. Would definitely recommend :)

STILVI SUITE
Our stay at Stilvi Suite was fantastic-very clean and well maintained. It was located on a path which made it easy to get anywhere we wished. Georgia was the perfect host, answering many questions we had and calming the media hyped concerns on area seismic activity. She made efforts to check-in with us and was so accommodating. Her recommendations were very helpful (transportation, restaurants and sailing adventure) and her candid feedback was appreciated. Beautiful sunset and relaxing in/by the pool was a plus!

Sugarwhite Suite with not Heated Private Pool 1
No complaints, it was great from start to finish. Eleni and Nina are very responsive, pleasant and always attentive. The accommodation was impeccable, good location, clean… Frankly it's nice to travel in such conditions. We had breakfast included every morning, with something new every day! I would recommend this place without so much as a second thought and we thank Eleni and Nina for their hospitality, kindness and caring, thank you for everything!

LyMaRou Collection Suite 6, Pool & Private Hot Tub
Great place, excellent pool, and tier own little courtyard with a hot tub .. Megalohori is the cutest village, full of little restaurants etc, cafes, and not overrun by tourists, super quaint <3

AROMA CAVAS Suite with caldera view
We chose Nikos’s fabulous apartment , as it was in Pyrgos a authentic Greek village only twenty minutes from Fira . It was the best possible choice , beautiful views , we got a stellar sunsets and the nearby restaurants were superb. The apartment is very spacious, comfortable beds and pool was a lovely touch too, on a warm day. The wine from Nikos’s grandpa was delicious. All great standouts ,the biggest takeaway is the passion Nikos has for home ,family and culture . A excellent host who wants his guests to appreciate all the wonderful things Santorini has to offer. We loved our time in Pyrgos and more than highly recommend this apartment , it’s great value and absolutely brilliant ! Thanks Nikos we wish you well in all your future endeavours.

Santorini's Rising Sun Private Villa
The Villa is beautiful with lots of space. Very convenient to everything on the island. Host is great and would highly recommend if you’re looking for some privacy!

Le Grand Blue Villa with Private Pool & Sea View
Everything was absolutely perfect! The people in Akrotiri were so warm and welcoming! I would recommend staying here over Fira or Oia any time! Just gorgeous!! John was the best and always available anytime of the day. I can't say enough wonderful things about this beautiful home??

Villa Helena Santorini- Private Plunge Pool & BBQ
This is one of the nicest places I have stayed at! There were 3 of us and plenty of extra room. It was very clean and the outside pool was amazing. It is a little bit of a walk to the public transportation but very worth it to stay here! Elena was very helpful when communicating with us when it came to transportation and how certain things work.
Condo rentals with a pool

Akrotiri Santorini Two bedroom apartment & pool
Mr. Kostas reached out to us in plenty of time, set everything up from our transfers, rental cars, excursions, dinners, sunset cruise, etc. He MADE out trip and helped us experience everything we wanted to do in Santorini and maximized all of our available time. He is simply the best! We are forever grateful! for him! The villas we quiet and relaxing, food, drinks, service was top notch. All the staff were extremely helpful and kind. Vitali provided superb service, and he did a little of everything around there. On site breakfast was very good. But none would have been possible without Mr. Kostas, we cannot thank him enough.

Superior Suite with Plunge Pool @Aplada Suites
A wonderful place to stay! It strikes the perfect balance of seclusion and accessibility, being just a short walk from Oia. The plunge pool offers incredible views of the sea, making the experience truly exceptional. Yiannis was incredibly helpful, assisting with our bags from the car to the accommodation and again during checkout. Nothing was too much trouble for him! His excellent recommendations for restaurants and activities greatly enhanced our time on Santorini.

Garden Aprtmnt 2p, Karterados Beach
Thanks to Helen, who prepared water and snacks for us because we were arriving late. Really available, very responsive. The place is clean and bigger than it looks in the pictures. Everything is great.

Junior Suite Hot Tub Garden View "Baxedes"
Beautiful three night stay at Apanomeria Boutique Residence with Soritis end of October 2024. Fantastic communication with Soritis, helpful information appreciated throughout our vacation, journey! Lovely surroundings, warm spa Pool and hot shower. Lovely clean homely Apartment. Plentiful places to sit and relax. Walking distance to Sunset, restaurants and bars. We hired a ATV and drove to beaches on other side of Santorini. Beautiful bakeries across the island! Big thank you to Soritis’s mama, the cake we were given was delicious 😋 🌷🌷 Thank you Soritis, we really enjoyed our stay! Enjoy the rest of your year!! Warm regards Annette & Brad (Australia)

Karpimo Suites, Samarina House
We had a lovely stay here! Maria very welcoming and lovely host, the place was clean, comfortable and well kept. The pool was lovely too. I would bear in mind the location, it’s not very close to the main towns so a car is needed, luckily this was fine for us and we appreciated the peaceful nature of the spot. For the wine enthusiasts, there are a few vineyards within walking distance so it is also possible to enjoy this without having to drive. Overall a great place to stay :)

Blue Apartment Eos Villa Imerovigli
George was a great host and made us feel welcome right from the start. He sorted out our airport transfers, ATV hire etc as soon as we asked and also had great recommendations for what bars, restaurants we should try. The accommodation and the pool were great and spotless when we arrived and throughout, so I would most definitely recommend staying at Eos Villas as it's the perfect location on the island between all the main areas you'd want to visit anyway.

Offer!!! Cave Pool Villa
We had an amazing stay at George’s place. The Villa was beautiful and close to everything. Staff was incredibly helpful and organized our activities/rides. We can’t wait to come back!

Suite G 7
Airbnb was exactly as photos. Very authentic Greek type home. Host was extremely helpful and even arranged transportation for our group. Breakfast was included and quite good ! Would not hesitate to return when in Santori
Home rentals with a private pool

Eolia Senior Villa
This place was amazing. They were able to accommodate a flexible check in and check out process. They were able to help coordinate some day of things for us and they had many recommendations. Would definitely stay here again, and was by far the best place we stayed at during our Greece trip!

Santoxenia luxury Villa
This place is located in a more secluded neighborhood surrounded by locals just a short walk from Kamari beach. It’s a nice break from the crowded tourism of Oia and Fira. Kamari beach itself is beautiful and surrounded by shops and restaurants. It’s the perfect base camp for an ATV/buggy excursion. The house is very close to the airport and you will see and hear the planes land and takeoff, but it’s not a distraction and honestly pretty neat. The hospitality and friendliness of the hosts is second to none. They provided incredible breakfast spreads each morning and turndown service while we were out exploring. Set your expectations, as the views of the ocean are limited from the house, but this place is a real gem and I highly recommend it.

Traditional House "Erini" with pool
Amazing house! Everything is great! Very neat decoration and layout. Everything is great! It's beautiful! The views are breathtaking. The village is very nice and it's easy to escape to visit different parts of the island. And what a welcome! Mark being nearby welcomes us in person with very good recommendations and a lot of information about local life. It was really interesting to be able to connect with Mark. Thanks again for everything!

Eolia Superior Villa
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