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Villa vacation rentals in Santorini caldera

Find and book unique villas on Airbnb

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Popular amenities for Santorini caldera villa rentals

Private villa rentals

Guest favorite
An inviting balcony features a jacuzzi set against the backdrop of a twilight sky. Two glasses of red wine are positioned on the ledge, and lounge seating is arranged nearby. Soft lighting enhances the tranquil ambiance, while panoramic views extend towards the horizon.
Villa in Megalochori
4.93 out of 5 average rating, 90 reviews

Blanca Luxury Villa

DelaneyRating, 5 stars8 months ago
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!
Top guest favorite
An aerial view of the villa is presented at sunset, highlighting the serene coastal landscape. The gentle glow of twilight reflects on the water, while the villa’s modern architecture and private pool are visible against the backdrop of the horizon.
Villa in Megalochori
5 out of 5 average rating, 21 reviews

Philosophia Luxury Villa

SteveRating, 5 stars8 months ago
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.
Top guest favorite
A macrame swing chair hangs from a beam, offering an unobstructed view of the tranquil sea at sunset. The vibrant sun descends towards the horizon, casting warm tones across the sky and water, while a white wall encloses the outdoor space.
Villa in Vourvoulos Beach
4.98 out of 5 average rating, 52 reviews

Peaceful Seafront Retreat – Sonus Mare 1

QuiqueRating, 5 stars6 days ago
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.
Top guest favorite
A serene outdoor space features a deep blue pool surrounded by lounge chairs with umbrellas. The pool is bordered by white stones, and a panoramic view of the ocean and sky can be seen in the background.
Villa in Exo Gialos Karteradou
4.98 out of 5 average rating, 61 reviews

Villa Concha Con Perla Santorini

AideenRating, 5 stars1 week ago
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!
Top guest favorite
An outdoor terrace features sun loungers arranged by a private pool, overlooking the expansive sea. A cozy seating area with a sectional sofa is present, accompanied by lush greenery and vibrant flowers, creating a serene environment for relaxation. Clear blue skies and water enhance the tranquil setting.
Villa in Imerovigli
5 out of 5 average rating, 48 reviews

102. Palmera | Premium 2-Bedroom Villa with Pool

SarinaRating, 5 stars6 days ago
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.
Superhost
A private outdoor area features a pool with clear water, surrounded by a patio fitted with lounge seating. An arched entryway leads into the villa interior. Two wooden chairs and a small table are positioned near the entrance, enhancing the inviting outdoor space.
Villa in Mesaria
4.88 out of 5 average rating, 8 reviews

Living Moments Villa Amersa

JaleesaRating, 5 stars2 weeks ago
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!
Top guest favorite
An outdoor area is showcased, featuring a private pool surrounded by green grass. Two lounge chairs are positioned nearby. Nearby, two stylish chairs offer additional seating. The bright white walls of the villa contrast with the blue sky, creating a serene and inviting atmosphere.
Villa in Santorini
5 out of 5 average rating, 58 reviews

Kyklos villas - private heated pool Villa

CherifaRating, 5 stars1 month ago
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 🤍🫶🏻🙏🏻
Top guest favorite
A modern villa features a tranquil pool area with sun loungers arranged beside the water. The white building showcases a minimalist architectural design, complemented by a shaded wooden pergola and stone accents. Clear blue skies provide a serene backdrop.
Villa in Karterádos
5 out of 5 average rating, 22 reviews

George Farm Land villa with private swimming pool

BryceRating, 5 stars1 week ago
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

Superhost
The villa is shown at twilight, revealing its elegant architecture. A private pool reflects the evening sky, with lounge chairs positioned beside it. Soft lighting highlights the outdoor spaces, and palm plants frame the entrance, creating a welcoming ambiance.
Villa in Mesaria
4.92 out of 5 average rating, 25 reviews

Aleria Santorini Villa

AthinaRating, 5 stars9 months ago
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.
Superhost
An open-plan living area is presented, featuring a modern kitchen with sleek cabinetry and a cozy seating arrangement. Large windows offer a view of the ocean, while light-colored walls and wooden accents create a bright and airy atmosphere.
Villa in Imerovigli
4.91 out of 5 average rating, 22 reviews

Deluxe Villa with Private Pool

GbolahanRating, 5 stars8 months ago
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
Luxe
A tranquil pool area features a cozy love-seat with soft cushions, facing a stunning view of the coast at sunset. Lush greenery frames the scene, while a shaded terrace offers a comfortable spot for relaxation. The inviting pool reflects the sky's warm colors.
Villa in Santorini
5 out of 5 average rating, 18 reviews

Eolia Senior Villa

TaylorRating, 5 stars1 month ago
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!
Superhost
A spacious outdoor area features a heated jaccuzzi with clear water and lounge chairs positioned beside it. A white umbrella provides shade over a nearby table set for relaxation, with expansive views of the Aegean Sea under a clear blue sky.
Villa in Oia
4.88 out of 5 average rating, 156 reviews

One bedroom villa with hot tub and Caldera view

OliverRating, 5 stars2 weeks ago
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!
Guest favorite
The exterior view of the villa at dusk features soft blue lighting illuminating the white facade. A private swimming pool is visible, surrounded by a stone border. Spacious terraces and outdoor seating areas are included, creating a welcoming ambiance for relaxation.
Villa in Megalochori
4.95 out of 5 average rating, 41 reviews

Alchemy Villa - 3 Bedrooms, 3 Baths & Prive Pool

VirginiaRating, 5 stars1 week ago
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
Guest favorite
An outdoor relaxation area features two spacious lounge chairs positioned beside a shimmering swimming pool. The stone wall of the villa contrasts with the soft glow from interior lights. Large glass doors offer a glimpse into the modern interior, emphasizing the blending of indoor and outdoor spaces.
Villa in Fira
5 out of 5 average rating, 15 reviews

Villa Trace-2 BR/Heated private pool, Sea view

MelissaRating, 5 stars11 months ago
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.
Guest favorite
An aerial view captures the expanse of Perissa black sand beach, lined with sunbeds and umbrellas. Nearby, a cluster of restaurants and accommodations is visible against the backdrop of a mountainous landscape under a partly cloudy sky.
Villa in Santorini
5 out of 5 average rating, 6 reviews

Beachfront Blue Canvas Villa , Seaview

GregRating, 5 stars11 months ago
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.
Superhost
A stunning infinity pool reflects the clear blue sky, seamlessly merging with the horizon. Surrounded by landscaped gardens and cypress trees, the tranquil setting offers peaceful views of the Aegean Sea. The expansive pool area invites relaxation under the warm sun.
Villa in Pyrgos Kallistis
4.94 out of 5 average rating, 17 reviews

Chelona Villa with Private Pool and Sea View

MirellaRating, 5 stars10 months ago
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

Guest favorite
An outdoor area features an inviting private pool surrounded by several loungers. The landscape includes a clear view of the Aegean Sea in the background, framed by a bright blue sky. Light-colored stone walls and minimal landscaping contribute to a serene environment.
Villa in Exo Gialos Karteradou
4.91 out of 5 average rating, 69 reviews

VILLA WAVES 2 SANTORINI

KathiRating, 5 stars5 days ago
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.
Guest favorite
A hot tub is filled with bubbles, inviting relaxation against the picturesque backdrop of white-washed structures. Sun loungers and shaded seating areas are positioned around the pool, with vibrant flowers enhancing the natural beauty of the surroundings on a clear, sunny day.
Villa in Emporio
4.9 out of 5 average rating, 49 reviews

Rock Villas Complex|Castle-Sea View| Pool &Jacuzzi

OliviaRating, 5 stars2 weeks ago
Great stay here, my family of 10 stayed comfortably with great service!
Superhost
Villa in Santorini
4.93 out of 5 average rating, 14 reviews

Blue Senses Balcony Villa - Private Pool

FinlayRating, 5 stars7 months ago
We had a great time in Santorini. The villa was a great size and very close to Thira for beautiful views and nice restaurants
Guest favorite
An outdoor terrace is showcased with a private pool lit in soft blue light, contrasting against the twilight sky. Comfortable loungers are positioned near the pool, and a small dining table is set against a clean, minimalist backdrop.
Villa in Santorini
4.95 out of 5 average rating, 20 reviews

Luxury 2 Bedroom Villa with Private Pool

KimberlyRating, 5 stars3 weeks ago
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.
Top guest favorite
Villa in Vothonas
4.97 out of 5 average rating, 35 reviews

Romantic Villa With Sea View Car Included

RyanRating, 5 stars8 months ago
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!
Top guest favorite
An inviting outdoor area features a private pool surrounded by light-colored tiles. A dining table with turquoise chairs sits nearby, while lounge cushions are placed around the pool. A sun umbrella provides shade, complemented by a stone wall that enhances the privacy of the space.
Villa in Fira
5 out of 5 average rating, 37 reviews

Modern Dome Homes - The Blue

DavidRating, 5 stars8 months ago
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
Superhost
A private swimming pool is surrounded by lush greenery, providing a sense of seclusion. Two lounge chairs are positioned nearby, emphasizing relaxation. The view extends over the Aegean Sea, showcasing tranquil blue waters under a clear sky.
Villa in Oia
4.95 out of 5 average rating, 22 reviews

Oia's View Cavehouse VI with private pool

DarrenRating, 5 stars21 months ago
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.
Guest favorite
Villa in Pyrgos Kallistis
4.94 out of 5 average rating, 97 reviews

White Orchid Villa | Private Pool | Sunset View

EmilieRating, 5 stars2 weeks ago
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

  1. Airbnb
  2. Greece
  3. Vothonas
  4. Santorini caldera
  5. Villa rentals