
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
Rien à redire, c’était super du début à la fin. Eleni et Nina sont très réactives, agréables et toujours à l’écoute. Le logement était impeccable, bien situé, propre… Franchement c’est agréable de voyager dans de telles conditions. Nous avions un petit déjeuner inclus tous les matins, avec chaque jour des nouveautés ! Je recommande les yeux fermés ce logement et nous remercions Eleni et Nina pour leur hospitalité, leur gentillesse et leur bienveillance, merci pour tout !

Artium Villa with Outdoor Pool hosted by K&K
Todo excelente, muy cerca a Oía, a solo 10 minutos caminando. nos ayudaron coordinando el taxi de regreso en la madrugada, muy atentos y muy bonita la casa. Me gustaria que la piscina hubiera estado menos fría para aprovecharla al máximo.

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
Il nostro soggiorno in Villa è stato meraviglioso. La villa è molto bella e l'host è stato molto gentile e disponibile nelle comunicazioni. Consigliamo questa villa e speriamo di tornarci al più presto.

Le Grand Blue Villa with Private Pool & Sea View
Потрясающее жилье! Огромная территория которая принадлежит только вам, вид на море и вокруг очень тихо и приятно. Есть теннис, гольф, бассейн и уличный душ, проектор на улице, зоны отдыха по всей территории (8-9 зон отдыха), возле бассейна барная стойка с холодильником и раковиной, в доме два санузла и душа, две спальни и мансарда также с кроватями, на кухне есть тостер, чайник, кофе машина. Нет только микроволновой печи. Хозяин очень отзывчивый, всегда на связи и готов помочь. Мы отлично провели время!
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
Merci à Helen, qui nous a préparé de l’eau et des snacks car nous arrivions tard. Vraiment disponible, répond très rapidement. Le logement est propre et plus grand que ce qu’il en a l’air sur les photos. Tout est niquel

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
Maison incroyable ! Tout est au top ! Décoration et aménagement très soignés. Tout est nickel ! C'est magnifique ! La vue est époustouflante. Le village est très chouette et c'est facile de s'en échapper pour aller visiter mes différentes parties de l'île. Et quel accueil ! Mark étant à proximité nous accueille en personne avec de très bonnes recommandations et beaucoup d'informations sur la vie locale. C'était vraiment très intéressant de pouvoir échanger avec Mark. Encore merci pour tout !

Eolia Superior Villa
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