
Holiday rentals with a pool in Oia
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Top-rated rentals with a pool in Oia
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Popular amenities for Oia rentals with a pool
House rentals with a pool

Beach front Villa Pasithea @home by the sea
What a find - the property was lovely, from the minute we walked in to the moment we left. The view of the ocean was fabulous, the villa was spotless and perfect for our needs. The pool is perfect to dip into to cool down on sunny days and the patio just serene to eat breakfast, lunch or dinner. Beatrice gave us great recommendations - and everywhere we went everyone was friendly and the welcome was warm. Beatrice herself was the perfect host - she was communicative and very helpful, throughout our stay. Can’t recommend this place highly enough - we had a fantastic time here 😊

Christa's home
Christa’s Home is a very beautiful and peaceful place to stay if you want to escape from the hustle and bustle of Oia, but still have access to all the amenities the town has to offer. The house is very close to all the restaurants and shops and in the perfect location for pick-ups for organised trips like boat trips and wine tours. We really enjoyed our time at the house. Christa was very helpful and friendly and sent us some great recommendations for local activities. The pool is wonderful and we were endlessly charmed by Christa’s beautiful cats and dogs (especially Zoi!), who kept us company throughout our week there. The kitchen is well-equipped and had all we needed and there were some lovely personal touches throughout the property. Thank you Christa, for letting us stay in your beautiful house which really made our trip to Santorini!

Triple garden view(3)
Our experience in this place was AMAZING ! The hosts are the sweetest and ready to help any time They can get reservation for activities that is memorable (volcan, boat) We were really surprised by the atmosphere of the place; perfect room, and sublime decoration with a very private vibe, we loved it It is set right in the middle of the vineyard that gives a real south of France vibe It is really close to Fira and the airport which made everything super convenient We loved staying here and wished it was longer ! See you soon for sure !

LyMaRou Collection Suite 6, Pool & Private Hot Tub
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.

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.

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
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.

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!
Apartment rentals with a pool

Family Maisonette Sea-Sunset Suite Outdoor Jacuzzi
Panagiotis is a great host! We enjoyed staying here and def recommend it! He’s very friendly and extremely helpful with anything you need.

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
Yiannis was very kind, assisting me with my large suitcase on his motorbike up the hill so I didn’t have to carry! I booked on the day for to some last minute changes and he was very accomodating and communicative with my check in. The place is exactly pictured and was extremely clean. Close to everything yet peaceful and quiet. Thank you Yiannis 🌞

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!

Deluxe Double Room 30 meters from Perissa Beach
Perfect location. Basic room, but all as described and everything that you need + clean.
Home rentals with a private pool

Eolia Senior Villa
My family and I already want to come back! The Villa was beautiful with an amazing mountain view! Markos was extremely helpful with transportation, restaurant recommendations and our experience here wouldn’t be the same without all his help. We had an incredible time here, thank you so much!

Santoxenia luxury Villa
Absolutely loved our stay … Accommodations for a group of 5 . Very spacious , beautiful and clean home ! Home looked just as pictured . Our host was very responsive and helpful. He provided great recommendations for excursions, transportation and local things to do.All of the staff were friendly and polite . We truly appreciated breakfast and cleaning daily. The home is located in a peaceful community with a number of shops and eateries within walking distance. The home is easily accessible to nearby towns by car ride 13-15 min … truly enjoyed our stay 10/10 would recommend

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
Quick stats about holiday rentals with a pool in Oia
Total rentals
180 properties
Total number of reviews
4.9K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
180 properties include access to wifi
Destinations to explore
- Boutique hotel rentals Oia
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- Firostefani
- Aghia Anna beach
- Agios Georgios Beach
- Aghios Prokopios beach
- Folegandros
- Magganari Beach
- Anafi
- Schoinoussa
- Nisí Síkinos
- Golden Beach, Paros
- Livadia Beach
- Maragkas Beach
- Temple of Demeter
- Plaka beach
- Logaras
- Grotta Beach
- Santa Maria
- Manalis
- Aqua Paros - Water Park
- Mikri Vigla Beach
- Cape Napos
- Anafi Port
- Kolympethres Beach