Some info has been automatically translated. Show original language

Villa vacation rentals in Santorini caldera

Find and book unique villas on Airbnb

0 of 0 items showing
1 of 3 pages

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, 91 reviews

Blanca Luxury Villa

PetrosRating, 5 stars8 months ago
This was one of the best air bnbs we have stayed in Santorini! Voula was an amazing host! Water pressure was great to shower, beds were comfortable to sleep, amazing views from the outside jacuzzi and rooms. The ac worked very well and we all slept like babies. When we come back we will stay here again! It is in the perfect location to travel everywhere in the island
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!
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 stars1 week 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.
Superhost
An open-air terrace showcases outdoor seating arrangements and a hot tub, with panoramic views of the sea at sunset. The light-colored surfaces reflect the soft hues of the sky, while greenery adds a touch of nature to the space.
Villa in Fira
4.94 out of 5 average rating, 65 reviews

3 bed villa, @ Fira center Sea view,outdoor hottub

ChrisRating, 5 stars7 months ago
Many thanks to Joanna for being an exceptional host. We loved our stay in Fira at this fantastic 3 bed villa. We had plenty of space for our family of four and the amenities in all of the rooms were great (especially the incredible showers). Outside, the view from the terrace is stunning. We loved the hot tub. The villa is a 10 minute walk from the centre of Fira where you can enjoy the winding cobbled streets, lots of great bars and restaurants, as well as the jaw-dropping views of the caldera and beautiful sunsets. Joanna was super helpful and wanted us to have the best possible Santorini experience. We did! Thanks for being so flexible, and arranging our taxis from and to the airport We would happily return and 100% recommend.
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 stars1 week 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
4.89 out of 5 average rating, 9 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!
Guest favorite
A private Jacuzzi is framed by an archway of stone, offering views of the serene sea and horizon. Two glasses, filled with a dark beverage, rest on the edge of the Jacuzzi, inviting relaxation. Sun loungers are positioned nearby on the balcony.
Villa in Imerovigli
4.97 out of 5 average rating, 39 reviews

Luxe Efis Home - Villa 1 -Sea View & Prive Jacuzzi

ChristineRating, 5 stars2 weeks ago
Excellent quiet stay in a superb house facing the sea . Host very attentive and present for any questions. Very clean rental and true to the photos. The lady on site is a love of no one who does what she can to help. No false ratings. Despite the calm and the fact that the rental is a little secluded, everything is nearby with a small means of transport. Thank you .

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
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 stars3 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
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 serene pool area is showcased with a large turquoise swimming pool surrounded by loungers. Sunlight reflects off the water, creating a bright atmosphere. Lush greenery and stylish planters enhance the space, complemented by a wall of rocks that provides a natural backdrop.
Villa in Megalochori
4.95 out of 5 average rating, 21 reviews

Spacious Luxury Private Villa - Pool - Ocean Views

JolieRating, 5 stars1 month ago
We had a wonderful stay at The Winery Estate! Location was private while still being a 5 to 10 minute walk to local stores, restaurants and a wonderful bakery. The town of Megalochori was charming, family friendly and easy to navigate. Definitely recommend having a vehicle to make driving to many of the Santorini attractions easiest but the location of the Winery Estate was within a quick walk to public transportation and taxi services. The estate itself was beautiful, and had enough room for all 9 of us. The children of our group enjoyed having their own private space as did all the adults. The beds were comfortable and clean and the bathrooms as beautiful as they were functioning. The outdoor spaces were an added bonus as was the pool! Sarah and Saliveros were wonderful hosts and made sure we had all the information we needed to enjoy our stay with them. Saliveros met us at the estate and provided an interesting and helpful tour. Highly recommended :) Thank you again!
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.
Guest favorite
A sparkling infinity pool reflects the landscape, featuring a stylish ice bucket with a bottle of champagne and two elegant glasses nearby. A decorative plate holds a variety of fresh fruits, providing a vibrant centerpiece against the serene backdrop of the Aegean Sea.
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!

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 stars1 week 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 modern villa is featured, showcasing a white exterior with clean lines. A private outdoor swimming pool is visible, surrounded by a stone wall. Sun loungers and seating areas are arranged on the terrace, ideal for relaxation. Lush greenery complements the serene environment.
Villa in Megalochori
4.95 out of 5 average rating, 41 reviews

Alchemy Villa - 3 Bedrooms, 3 Baths & Prive Pool

VirginiaRating, 5 stars2 weeks 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 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 stars4 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 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, 59 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
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!
Top guest favorite
A serene outdoor space is featured, showcasing a private pool surrounded by comfortable seating options. Lounge chairs and decorative cushions are placed on a paved area, while a sunshade provides partial coverage. The backdrop includes a white-walled villa and rocky hills under a clear blue sky.
Villa in Fira
5 out of 5 average rating, 43 reviews

Modern Dome Homes - The Mint

NatashaRating, 5 stars8 months ago
Wow, what a holiday! Our stay at MDH completely exceeded our expectations. The villa is beautiful, even better than the photos! It was kept clean everyday by the lovely housekeeping ladies, and the pool area was also maintained. The fridge was stocked on arrival which was a lovely welcome. Location was perfect, only a short walk to the beach. Charalampos is a great host and very responsive, which made our stay even better. He gave us good recommendations for dinner and they did not disappoint. So many good memories had and I will be returning!!
Superhost
An outdoor area features a private pool surrounded by vibrant greenery and natural stone. A shaded cabana with draped fabric offers a relaxed seating option, complemented by a comfortable circular lounge chair. Soft glowing colors peek from a floating pool toy, inviting relaxation under the bright blue sky.
Villa in Emporio
4.79 out of 5 average rating, 14 reviews

Rock Villa Legend| Luxe Retreat| Pool |Castle view

NoraRating, 5 stars8 months ago
A beautiful, spacious villa in a quiet area.

Destinations to explore

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