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Holiday rentals with a pool in Santorini caldera

Find and book unique homes with a pool on Airbnb

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Popular amenities for Santorini caldera rentals with a pool

House rentals with a pool

Guest favourite
Home in Kamari
4.98 out of 5 average rating, 50 reviews

New Earth Home-View & Outdoor Refreshing Whirlpool

MuraliRating, 5 stars1 month ago
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 :)
Superhost
Home in Θήρα
4.9 out of 5 average rating, 155 reviews

STILVI SUITE

PeterRating, 5 stars3 weeks ago
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!
Guest favourite
Home in Finikia
5 out of 5 average rating, 13 reviews

Artium Villa with Outdoor Pool hosted by K&K

StellaRating, 5 stars3 weeks ago
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.
Top Guest favourite
Home in Megalochori
5 out of 5 average rating, 12 reviews

LyMaRou Collection Suite 6, Pool & Private Hot Tub

AlessandroRating, 5 stars5 days ago
Merci Beaucoup pour l'accueil, l'emplacement est idéal, la. Chambre est selon moi, encore mieux que sur les Photos et l'amabilité de Isaac est quelque chose d'unique, Merci pour tout, ce fut un merveilleux séjour.
Top Guest favourite
Home in Pyrgos Kallistis
4.96 out of 5 average rating, 127 reviews

AROMA CAVAS Suite with caldera view

KathRating, 5 stars1 week ago
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.
Superhost
Home in Panagia Kalou
4.77 out of 5 average rating, 22 reviews

Santorini's Rising Sun Private Villa

HillaryRating, 5 stars1 day ago
It was so nice to return to a quiet place after the busyness of the cities. There were no direct neighbors and quiet night. Our host was so kind and easy to work with. The pool and outside furnishings were amazing and the BBQ was clean.
Top Guest favourite
Home in Santorini
4.95 out of 5 average rating, 20 reviews

Le Grand Blue Villa with Private Pool & Sea View

KristinaRating, 5 stars2 weeks ago
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!
Top Guest favourite
Home in Mesaria
4.95 out of 5 average rating, 172 reviews

Villa Helena Santorini- Private Plunge Pool & BBQ

EricRating, 5 stars6 days ago
Incredibly responsive host who seems to genuinely welcome guests and is eager to ensure they are prepared for a stress-free vacation. As others have noted, her home is actually bigger than pictures indicate. The home is in a quiet and less developed part of the island but still so close to all the major sights. You might not get clear views of the ocean but for us the solitude and security was well worth it. Elena is a fantastic ambassador for the lovely Greek people and we would happily stay with her again.

Condo rentals with a pool

Condo in Fira
4.67 out of 5 average rating, 3 reviews

Akrotiri Santorini Two bedroom apartment & pool

GaryRating, 5 stars23 months ago
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.
Superhost
Condo in Tholos
4.59 out of 5 average rating, 22 reviews

Superior Suite with Plunge Pool @Aplada Suites

OliverRating, 5 stars11 months ago
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.
Guest favourite
Condo in Oia
4.9 out of 5 average rating, 60 reviews

Junior Suite Hot Tub Garden View "Baxedes"

AnnetteRating, 5 stars7 months ago
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)
Superhost
Condo in Exo Gonia
4.91 out of 5 average rating, 176 reviews

Karpimo Suites, Samarina House

CaitlinRating, 5 stars3 weeks ago
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 :)
Superhost
Condo in Fira
5 out of 5 average rating, 3 reviews

Blue Apartment Eos Villa Imerovigli

MarcRating, 5 stars118 months ago
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.
Condo in Paralia Perissa
4.63 out of 5 average rating, 27 reviews

Ground Floor Room 30 meters from Perissa Beach

JenniferRating, 5 stars8 months ago
Cute place close to the beach. Very reasonably priced and a friendly staff. I didn’t like not knowing where I was going until very last minute especially coming from another country. Also, there are no towels for the beach, but overall a great stay and I would definitely stay again.
Condo in Fira
4.43 out of 5 average rating, 7 reviews

Offer!!! Cave Pool Villa

SarahRating, 5 stars33 months ago
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!
Condo in Kamari

Suite G 7

LynnRating, 5 stars8 months ago
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

Luxe
Villa in Santorini
5 out of 5 average rating, 18 reviews

Eolia Senior Villa

TaylorRating, 5 stars1 month ago
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!
Top Guest favourite
Cycladic home in Kamari
4.99 out of 5 average rating, 165 reviews

Santoxenia luxury Villa

MatthewRating, 5 stars1 week ago
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.
Guest favourite
Cycladic home in Megalochori
5 out of 5 average rating, 28 reviews

Traditional House "Erini" with pool

ValérieRating, 5 stars1 month ago
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 !
Luxe
Villa in Exo Gonia

Eolia Superior Villa

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