
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 😊

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 :)

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!

LyMaRou Collection Suite 6, Pool & Private Hot Tub
This place was great to stay at. They were very responsive and friendly during our stay. The suites are very private and a short walk to the local town with great restaurants and shops.

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
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
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??
Apartment 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
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 🌞

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

Deluxe Triple Room 30 meters from Perissa Beach
Thank you, have a good stay with proximity to the beach and restaurant.

CAVE SAND PRIVATE HOUSE WITH PRIVATE POOL
Excellent cleaners despite the sandy winds. We had 2 apartments next to each other to fit our group of 6. Good supermarket 5 minutes drive away and beach about 5-7 minutes walk away. Unlike the North of the island, quiet with few tourists. Would suggest hiring a car via car4u. Much better than the big companies. Taxis very expensive.
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
Amazing house! Everything is great! Very neat design and styling. You're all set! That's beautiful! The views are breathtaking. The village is very nice and it's easy to escape to visit my different parts of the island. And what a welcome! Mark being nearby welcomes us in person with very good recommendations and lots of information about the local life. It was really interesting to be able to connect with Mark. Thanks again for everything!

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
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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
- Temple of Demeter
- Maragkas Beach
- Plaka beach
- Grotta Beach
- Logaras
- Santa Maria
- Aqua Paros - Water Park
- Manalis
- Mikri Vigla Beach
- Cape Napos
- Kolympethres Beach
- Anafi Port