Santorini is a volcanic island in the southernmost part of the Cyclades group of islands. Its pristine lagoon, bordered by Thirasía and Aspronísi, houses the volcanic islets of New Kameni and Palea Kameni. Santorini is a tourist favorite, and there are many reasons why. It has an agreeable Mediterranean climate, with sunny days almost the whole year. It has a rich history in winemaking; its high-quality wines are made from Assyrtiko, a white wine grape native to the island. Some of the best wineries include Santo Wines and Domaine Sigalas. The castle of Agios Nikolao offers stunning views of the island, augmented by a gorgeous sunset. Swim at Red Beach, featuring uniquely colored sands created by volcanic rocks. However, if you prefer to swim in the comfort of a vacation home, check out our list of the top villas with private pool in Santorini, Greece.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to private pool. The image galleries get refreshed with the latest updates regularly. They were last updated on April 12, 2024.
1. Neoclassical mansion with spacious pool area in Karterádos Village
Built in the 1900s, this opulent Neoclassical villa was restored in 2010 and was made even more luxurious with the addition of a guesthouse, a pool, and more. Its design is contemporary and inviting, featuring shades of gray and wooden furnishings. For plant lovers, check out the cactus garden within the premises.
The pool area is spacious and well furnished, with sun loungers, rattan chairs, and other seating areas. The pool itself is clear and expansive, making the area a perfect place to enjoy some delicious, authentic Santorini wine. The whole villa can accommodate six guests, with three bedrooms and two bathrooms, so don’t be afraid to bring family and friends.
Karterádos Village, Santorini Island , GreeceAccommodates: 6
Top guest reviews
Amenities & Room:
lots of space comfortable beds and amazing viewsthe pool and views were fantastic as were the all the internal areasthe interiors are beutifully furnished with a huge pool and well landscapedCleanliness:
villa facilities are excellent with the villa cleaned every daythe maid was very kind and had the house cleaned along with fresh towels and sheets every dayshe cleaned washed linens and took care of the pool/patio areathe mansion is fabulously clean tastefully furnished and everything we neededvery clean and the maid service was fantatsicHost:
they were so helpful with all of our requestshost was incredibly responsive and a pleasure to deal withthe host was helpful setting up rental car restaurants… i would advise you to listen to their recommendationstania is a great host and communication is excellentfurthermore very kind and helpfull people around the houseRead more reviewsLocation:
excellent location on site house cleaner is very hospitable and host provided nice tipsit is such a lovely place to stay with everything you could possibly need
2. The Winery Estate in Megalochori (from USD 1565)
Offering accommodations for 12 guests, this expansive villa is a Santorini haven that boasts an incredible story. Built in the 17th century and formerly called Canava Beko, the property used to house wines for export, which is evident in its architecture. Its restoration began in 2008 and lasted for 7 years.
Now, the villa provides luxurious accommodation, with three privates terraces and an additional self-contained cavern house with a hot tub. It has a large 40-sq m (430.6-sq ft) oval pool in The Pool Terrace, which comes with lounge chairs and a pagoda.
Top guest reviews
Amenities & Room:
the pool area with sunbeds was great to chill out and sunbathethe kitchen had lots of equipment so cooking was easyCleanliness:
the pool was beautiful and cleaned dailyhe was there daily to check on our needs and clean the poolHost:
sarah the villa owner was very helpful and patient with all the usual sporadic pre-holiday questionspanos the house manager was also very professional friendly and accommodatingsarah really friendly helpful knowledgable great communication fast responsethe villa manager panos was extremely helpful and friendly from before the start of holiday right to the finishidyllic relaxing and beautifully restored by the present owners with an eye for detail and historic preservationRead more reviewsLocation:
the winery is a beautiful property located a 5 minute walk from the pictureque typical santorini village of megalachoriexcellent location and in the pretty village where there were a few restaurantsthe village it is located in is also stunning very friendly and quietit is a great location to enjoy all that the island has to offer
3. White Orchid Villa in Pyrgos Kallistis (from USD 367)
A beautiful seasonal outdoor pool, accentuated by pool lights and candles at night, is what makes White Orchid Villa a standout rental. Furthermore, you’ll have two sun loungers and panoramic views of the surrounding villages, so you can have romantic evenings here. Note that the pool is only open from mid-March up to the end of October.
This villa is not only great for couples but also for families. The space can accommodate up to eight guests, with three bedrooms and three bathrooms. In the morning, you’ll wake up to amazing views, as the bedrooms also have a door that leads outside.
Top guest reviews
Amenities & Room:
her villa has a nice size pool with lounge chairs for relaxingwe had a wonderful stay and really enjoyed the pool and courtyard with beautiful viewthe views are great and the pool and sunloungers are lovelythe home is beautiful well appointed and has a great view from the infinity poolthis is an absolutely gorgeous villa with plenty of room for a family or two couplesCleanliness:
fay’s villa is clean and beautifulthe villa is really nice and exceptionally cleanthe villa was immaculately clean and the pictures very accuratelovely place clean and beautiful need two days minimumthe pool is fabulous and incredibly clean which is great on the hot daysHost:
fay is a great hostfay is an amazing hostfay is an amazing hostfay was an amazing hostfay was a great hostRead more reviewsLocation:
the villa is in a great location near the center of the islandthe bus system is great on the island so that is what we used to get aroundlocation was ideal for us since it was a quiet private and luxuriousi love the location- peaceful with an amazing view but just the right distance away from all the actionwhite orchid is the perfect villa in the best location
Superhost
4. Santorini Sky in Pyrgos Kallistis (from USD 376)
At the highest point in Santorini rests this magnificent villa that has been praised in numerous top magazines. You get two special things when you book a stay here - complete privacy and expansive views. This rental was made for two guests, with one bedroom and one full bathroom. It is a truly romantic destination.
This villa is a wonder in itself, with a luxurious pool area that comprises an infinity pool, a heated plunge pool, and spacious seating. You can also appreciate the beauty of the outdoor area and the stunning views while inside the abode, as there are floor-to-ceiling windows in the bedroom and living area.
Top guest reviews
Cleanliness:
the villa is modern confortable equipped and very cleanHost:
the staff is amazing and ensures your stay is perfectthe staff is very welcoming and attentive daniel is always very responsive and full of small attentionsspecial mention to the concierge service they are really friendly and facilitate our tripthey advise us and give us many addresses of restaurants and other friendly placesRead more reviewsLocation:
it is a paradise a calm and soothing place ideal for recharging your batteriesgreat property in remote location with outstanding viewdaniel's place is simply outstanding and such a welcome change from the hustle and bustle on the island
5. Hemera Holiday Home in Akrotiri (from USD 760)
With a thoroughly illuminated pool and a hot tub, this three-bedroom villa offers fun and intimate evenings. After a relaxing dip, lounge in the living area and keep yourself warm by the fireplace. The villa has two floors, and you can catch good views on the balcony. To add to that, you can enjoy a lovely candlelit dinner in the outdoor seating area.
This property is located in Akrotiri, a prehistoric site in Santorini. Guests can explore the historic places nearby, such as Ancient Akrotiri and the Castle of Akrotiri.
Top guest reviews
Amenities & Room:
she also made us a terrific traditional greek breakfast every morning of our staythen there's the small pool for a relaxing dipthe villa is beautiful well-equipped and comfortableCleanliness:
the villa is beautiful the window treatments are tasteful and very cleanthe home is clean and well equippedshe provided us with breakfast items and clean towels when we needed themthe home was very clean and had everything that you could possibly needHost:
the best: our vrbo host - mariamaria was a wonderful hostbut best of all is the hostmaria was the nicest and most helpful human being that my family has ever metmaria was very helpful in identifying things to do and see during our stayRead more reviewsLocation:
the location for me was the perfect part of the island to be on
6. Dream Villa in Vourvoulos (from USD 333)
True to its name, Dream Villa is an enchanting place. It features a bedroom with a large window, so you can wake up to views of the glistening Aegean Sea. Just outside of the bedroom is the 100-sq m (1,076.4-sq ft) sea-facing veranda that contains the swimming pool. The veranda is made of glass, so you can easily enjoy breathtaking views from the pool.
After a refreshing swim, make use of the fully equipped kitchen to prepare a wonderful meal. Up to four people can stay in this magical one-bedroom property.
Top guest reviews
Cleanliness:
very clean and full of characterRead more reviewsHost:
greg the property manager was extremely helpful in all thingsthe owners were lovely and left a supply of fresh fruit and groceriesthe owners live nearby and really went out of their way to be helpfulthe hosts kindly stocked the fridge for us with some basics so we ate breakfast at home
7. Andromaches Villa in Pyrgos Kallistis (from USD 8614)
Offering absolute privacy with its own entrance and parking space, this modern villa for four is perfect for a tranquil getaway. Party the night away on the private outdoor patio, fitted with a swimming pool, a pergola, and a seating area. The pool is complemented by warm lights from the pergola and white pool lights at night, ensuring romantic evenings. The villa provides elegant living spaces, decorated in shades of gray and furnished with a comfy king-sized bed.
You’ll find numerous shops and restaurants nearby. If you want to start your day with an aromatic cup of coffee, visit Johnnie’s Cafe or Brousko, which are within walking distance.
Top guest reviews
Amenities & Room:
absolutely beautiful villa with a stunning view and refreshing poolamazing and luxurious villa beautiful view and infinity pool (sunrise side)very nice and quiet place the view and the pool are just beautifulbeautiful villa with an incredible private pool (doesn’t have heating though)Cleanliness:
the villa was a dream it was exactly as pictured clean spaciouswonderful place to stay very clean and nice pool with beautiful viewHost:
great host and amazing villathe host was very helpful professional and kindhost was so helpful and friendlythe most nice host and lovely placepanagiotis at reception was an incredible host—really attentive and welcomingRead more reviewsLocation:
it’s walking distance to a bakery and some great restaurantsin our opinion the location is perfectbeautiful place well located in santorini next to one of the best villagesthe location of the villa offers stunning views and its very close to downtown pyrgos
8. Magnificent villa with stunning views in Megalochori (from USD 7852)
This magnificent two-bedroom villa was made for watching incredible views of the island and the pristine waters. It has a unique balcony with a seating area that faces the sunset. Have a splendid time in its outdoor area, where you can swim in the clear plunge pool, lounge beside the pool on the cushioned sun loungers, or spend a lazy afternoon sitting and chatting in the seating area.
Since this villa is near vineyards, you can easily get a bottle of wine to elevate your Santorini vacation.
Top guest reviews
Amenities & Room:
also the air conditioning is perfectthe apartment was even nicer than in the internetand of course soaking in your private and warm plunge pool is such a treatplunge pool was heated so great for evenings or winter stays like ours wasthe pool is amazing the villa is also extremely roomyCleanliness:
the apartment was always cleangood beds clean house and really great poolsuper clean and great amenities good communication and fast responses from the host excellent stayHost:
everyone was super friendlythe accommodation as well as the staff were very goodthe staff was always available and organized everything for us to our complete satisfactionRead more reviewsLocation:
the location is greatgreat location 15 mins away from fira townwe rented a buggy and it was nice having somewhere to park it without worrying about itplaces was amazing everything was as shown in pictures
9. Five-person villa with outdoor dining area in Oia (from USD 420)
With blue accents against a white backdrop, this two-bedroom villa blends seamlessly with the sky and sea. Immerse yourself further in the ambiance by swimming in the private plunge pool, relaxing on the sun loungers facing the sea, and enjoying a delicious meal in the outdoor dining area. The pool and outdoor area offer uninterrupted views of the caldera and the volcano.
This two-level villa offers a comfy retreat for five guests. While secluded, it provides easy access to Oia and Fira, as there is a bus stop nearby.
Top guest reviews
Amenities & Room:
great pool and viewthe pool area is larger than expected with a fantastic viewwe did enjoy breakfast on the back porch overlooking the caldera every morningreally nice place with room for two coupleswe were comfortable and would book againCleanliness:
everything was very clean and worked greatvery clean house and comfortable bedsthe house was tidy and cleanthe main house itself is clean comfortable and functionalalso really friendly cleaner who met us and came back to clean the house a few days laterHost:
aris was a perfect host - quick responses and fantastic recommendationsgreat host and fantastic vacationaris is a great hosthe was very responsive throughout our stay even with the imminent birth of his childaris is a great host and will help with anything you needRead more reviewsLocation:
nicely located for a leisurely walk into oiathe location of the villa was excellentlocation wise the apartment is a less than 10 minute walk from oia townthe house is in a great locationlocation was excellent; a five-minute walk to oia town centre and there is very friendly taverna across the road
10. Art Cave Villa in Exo Gonia
Restored by an artist, this five-person villa features paintings and aesthetic fittings. Apart from its chich interiors, treat yourself to majestic views of the village and the Aegean Sea on the rooftop. It’s the ideal spot to gaze at the stars at night. For a good night’s rest, choose between any of the two bedrooms, both equipped with a king-sized bed.
The highlight of this villa is its balcony. Enjoy a rejuvenating dip in the heated plunge pool or the hot tub while taking in the relaxing atmosphere and awe-inspiring views.
Accommodates: 5
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 60 days before check-in.
Top guest reviews
Amenities & Room:
loved having the pool right there and the view was fabulousCleanliness:
it was extremely clean with everything you need for a holiday and decorated with original artworkHost:
a perfect host in a perfect propertywhat made our stay so lovely was also because of our host - jon callspecial thanks to the owner (jon)angela was very helpful and loved her recommendation for our catamaran sunset cruisei only wish there could be a host like jon call everywhereRead more reviewsLocation:
this place is just perfect not far from the ariport and nearby lovely small villages and beacheswe could not have asked for a more picturesque place to stay
Enjoy the clear blue waters of Santorini
Santorini is a magical destination for wine lovers, couples on a honeymoon, families looking for a peaceful getaway, and solo adventurers. The classic Santorini villas are the perfect complement to the island’s pristine waters. If you want to enjoy a good swim from the comfort of your vacation home, check out our list of the top villas with private pool in Santorini, Greece.
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