
Vacation 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

Christa's home
We had the most incredible stay at Christa’s home. We couldn’t believe how lucky we were to find this gem! Christa was a wonderful host, the location is just 2 minutes from the centre of everything yet it’s so peaceful, there is a shop and taxi rank at the end of the drive, the apartment was clean and perfect. The animals we felt really made the experience, they would greet us every morning and we loved getting to know their individual personalities. We found it difficult saying goodbye to them all! Christa very kindly arranged the airport transfers for us, sent us recommendations and informed us of a firework event that was happening in Fira. We also watched some beautiful sunrises and sunsets from the garden. Personally we think this is a better option than staying in the centre as some of the hotels are rather overlooked, whereas this offers a peaceful, secluded retreat but at the same time you get to experience beautiful Oia! We 100% recommend staying, it’s a very special place!

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

Artium Villa with Outdoor Pool hosted by K&K
Great stay in Santorini! Amazing place, just like the pictures. Thank you for a beautiful honeymoon!

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!

Villa Ersa @home by the sea
We spent a wonderful week in this beautiful villa. It was relaxing and quiet,and everything we needed to recharge. At all times we knew help was there if we needed it, but this was a sanctuary of peace and calm. Just what we needed, thank you!

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
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

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
Quick stats about vacation 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
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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
- Kolympethres Beach
- Anafi Port