
Villa vacation rentals in Santorini caldera
Find and book unique villas on Airbnb
Top-rated villa rentals in Santorini caldera
Guests agree: these villas are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Santorini caldera villa rentals
Private villa rentals

Blanca Luxury Villa
We had an amazing stay!! Voula and her family were so great to work with. Voula communicated in great detail and responded very quickly. The villa is beautiful and exactly as pictured. The plunge pool was such a nice treat after a long day of exploring. It’s a short walk to a family bakery which had many pastries and snacks. There are also restaurants within a short 15 minute walk. Voula assisted us in hiring Nikos to drive us around during our stay. Nikos and his colleague were so nice and we felt very safe in their vehicles. I highly recommend this place if you want something more quiet and away from the tourist attractions! We were so sad to leave!

Philosophia Luxury Villa
Great villa with great views and Sophia was an amazing host always happy to help. It was nice to be within a quick walk of the pretty traditional village Megalochori. The restaurants that Sophia recommended were excellent.

Peaceful Seafront Retreat – Sonus Mare 1
Unlike the tourist areas, Anna's accommodation is located in the northeast area of the island with a beautiful ocean view. Having breakfast watching the sun illuminate the Aegean Sea is really wonderful. In addition, Anna's service was always efficient and everything was better than in the photographs. It is recommended to rent a car to get around better.

Villa Concha Con Perla Santorini
We had the most enjoyable 6 days on Santorini. The villa was just perfect. Super clean with a wonderful patio/ pool ,where we could relax during the day and enjoy the lovely sea views and the glorious Greek sunshine. Panagiotis was an incredible host. He was always very friendly and organized so much for us; transfer from the airport, an amazing boat trip and the rental of a car (he had it brought to the villa which spared us an extra journey). The villa was pristine and very very comfortable. We had everything we needed and more! A clear recommendation from us. Thank you so much for everything Panagiotis- you went above and beyond as a host!! Kindest regards!

102. Palmera | Premium 2-Bedroom Villa with Pool
El Verano was beautiful! We were met by the hosts, who explained everything Ind tail and provided great recommendations for our trip. We all enjoyed the amazing sunsets and sunrises, and the kids loved the daily homemade snacks the owner left for us- a nice touch. Super clean, great attention to detail with customer service. Will definitely come back if the opportunity presents.

Living Moments Villa Amersa
We had a great stay. It was very conveniently located. We received many recommendations which we did try a few and enjoyed everyone. Thank you for a wonderful and memorable time!

Kyklos villas - private heated pool Villa
First of all, if you're hesitating between several villas, stop and book this one! This villa is just beautiful, very well equipped, ideally located. 😍 I would also like to highlight Angela's kindness and availability. I have had the opportunity to book several Airbnbs and she is by far the best host I have ever met. Thank you very much Angela for everything and we'll be sure to come back to this villa if we have the opportunity to return to Santorini 🤍🫶🏻🙏🏻

George Farm Land villa with private swimming pool
George made our stay so great! He brought us fresh eggs from his chickens every day and anything else we needed. We had breakfast every day at the house because George provides everything you need for your mornings. Not to mention all of your toiletries as well. He continued to check in every day and helped arrange transportation, a rental car and even a photographer for photos in nearby Oia. I definitely would come back and stay at George’s place. Stella came every day to clean as needed as well. Highly recommend!
Luxury villa rentals

Aleria Santorini Villa
We had so much an amazing stay. Not only was the place itself beautiful but Ioannis was such a wonderful and responsive host. Any questions or concerns I had she responded right away and was there to help if I needed.

Deluxe Villa with Private Pool
We loved our stay and if anything the pictures didn’t do it justice. Beautiful setting and villa - our host was extremely helpful and polite. Breakfasts were a delight and the team always got things done at the exact time they said they would. Ideally located between Oia and Fira, they organised a hire car for us who came to the Villa for pick up and drop off. Would definitely stay here again, thanks for helping to make our holiday a special one

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!

One bedroom villa with hot tub and Caldera view
AMAZING stay at Anemomilos! 🙌 Breakfast was included, with the room being cleaned everyday. New towels, free coffee and even bathrobes to use. 10/10 we would stay here again!

Alchemy Villa - 3 Bedrooms, 3 Baths & Prive Pool
We have just returned from a week at this superb, well equipped villa which has everything a party of 6 adults needed. The location was perfect with a good selection of restaurants and bars within easy walking distance in and around the lovely village square. There was a fabulous Bakery and store almost on the doorstep which sold everything we needed. The villa manager Sophia was great, very welcoming, quick to respond, helped to organise transport for us for several trips and was helpful with information and suggestions about places to go and the local bus service, nothing was too much trouble for her. Sophia and the cleaners acted very quickly to clean up the outside area after a rain/sandstorm left it covered in a layer of thick dust, it was all spotless again in no time. We would definitely recommend Alchemy Villa for a stay in Santorini

Villa Trace-2 BR/Heated private pool, Sea view
We had a lovely time at Villa Trace and used it as our base to explore more of the island. Given its location, a car is absolutely necessary especially in the warmer months where it is too hot to be walking in the heat of the day. They also provided a very generous daily breakfast which was a nice surprise. The bedrooms were spacious and we comfortably stayed as a family of 5. My only comment would be that the villa is situated directly next to a busy road (trucks and buses all day and into the evening), which I was not aware of prior to booking. This made relaxing by the pool a little harder with the traffic noise but we still had a fantastic time regardless! Highly recommend if looking for a base to get out and explore.

Beachfront Blue Canvas Villa , Seaview
This house exceeded all of our expectations. The location was perfect with right across the beach and next to many delicious restaurants. The reserved beach chairs were amazing. Easy to get to many other Santorini attractions.

Chelona Villa with Private Pool and Sea View
Such a beautiful villa and easy to walk to local town for restaurants, shops and views from top of the hill. Spotlessly clean and the breakfasts were amazing. I think the only odd thing was that they only provided two bottles of water for the entire stay: as you can’t use tap water even to cook it meant having to carry it back from town. Other hosts we stayed with replenished the bottles during our stay. Also just be aware not fully private, you share an entrance with other villas. As this is the one at the front it means they can see your pool area as they come and go. Not a problem just some people may want more privacy.
Villa rentals with a pool

VILLA WAVES 2 SANTORINI
Spiros was very professional. The attention to detail was excellent! He was very personable and available for questions. His recommendations for food and excursions were perfect. We enjoyed our stay very much and will definitely come back.

Rock Villas Complex|Castle-Sea View| Pool &Jacuzzi
Great stay here, my family of 10 stayed comfortably with great service!

Blue Senses Balcony Villa - Private Pool
We had a great time in Santorini. The villa was a great size and very close to Thira for beautiful views and nice restaurants

Luxury 2 Bedroom Villa with Private Pool
I must confess I kept scrutinising the other reviews because they sounded too good to be true. The listing and reviews definitely were 100% accurate. We were warmly greeted. The hosts couldn’t do enough for us - very helpful from transportation, island tours and local recommendations. The villa itself was spotless, well stocked, very clean (cleaned every day). The pool was heated with a jacuzzi which was awesome. Breakfast every day was a delight of fresh fruit, Greek yoghurt and other lovely things. The area is perfect, just off a main road for a peaceful, private stay but very close to a cute little supermarket, ATM and bars and restaurants. A 7 minute walk to the beach and other bars and restaurants. The island itself is lovely with very friendly people but I’m glad we stayed here and would definitely come back.

Romantic Villa With Sea View Car Included
Stamatina, is such a gracious host! She gave us recommendations right from the beginning, she helped us with a laundry service, she helped us book a wonderful massage. The place is beautiful and pristine! The view of the water is nice and we really enjoyed the use of a car (you have to stay at least 5 nights for this amenity). Stamatina was very quick to reply to my What's App messages. Just an amazing host all around. Her staff are really great too and can't say enough nice things about the people that keep it going. We were picked up at the port when we arrived and dropped off at the airport when we left promptly and on time! The breakfast they bring over is delicious and plenty of food. Some kind sof eggs, homemade jam and breads. In fact, we would usually eat at 9:00am and then go eat dinner around 4:00-5:00pm and be good for the day. If you are looking at other places just stop right now and book this one. It was definitely in our top 5 of places we have stayed at!

Modern Dome Homes - The Blue
charalampos's villa was our favourite stay from our entire trip. it looks exactly like the photos if not better. charalampos is super friendly and has made a big effort with the furnishing & finish. extremely well appointed and he and his brother were very kind preparing recommendations, and even stocking some snacks in the fridge!! the location is peaceful, but beach and restaurants are close. pool & jacuzzi were spotlesd. bedrooms extremely comfortable. it was fantastic

Oia's View Cavehouse VI with private pool
Beautiful apartment within easy walking distance of Oia township. The town itself is great although can get a bit crowded. We learned to save ourselves the hassle by watching the sunset from our private pool, then hopping across the road for pre-dinner cocktails, then dinner at a local taverna. Such good options within 5 mins walking and no real need to go into the town itself. The staff are super friendly and incredibly helpful. It really made our stay so carefree and really enjoyable. Highly recommend this place.

White Orchid Villa | Private Pool | Sunset View
We stayed here for Memorial Day weekend and had the best experience! The location was wonderful as it was only about a 15 minute drive from the airport to the villa. It’s a very private and peaceful spot so it was perfect about a 10 minute taxi to the cities and it was tucked away so you didn’t feel cluttered with tourists. Check-in was also so easy and we really love how simple everything was with this property!! Spacious rooms/bathrooms, super clean property, and Fay gave us sooo many helpful travel tips! She had a taxi service that we used which was very convenient! She also allowed us to order breakfast to the villa with her recommendation! We really had the best time and we will 100% be coming back to this property if we visit Santorini again!
Destinations to explore
- Kid-friendly rentals Santorini caldera
- Pet-friendly rentals Santorini caldera
- Luxury rentals Santorini caldera
- Rentals with outdoor seating Santorini caldera
- Rentals with a washer and dryer Santorini caldera
- Rentals with breakfast Santorini caldera
- Cycladic house rentals Santorini caldera
- Smoking-friendly rentals Santorini caldera
- House rentals Santorini caldera
- Cave rentals Santorini caldera
- Rentals with a patio Santorini caldera
- Rentals with beach access Santorini caldera
- Rentals with pools Santorini caldera
- Rentals with a fireplace Santorini caldera
- Family-friendly rentals Santorini caldera
- Rentals with a hot tub Santorini caldera
- Hotel rentals Santorini caldera
- Apartment rentals Santorini caldera
- Villa rentals Greece
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom