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Cycladic house vacation rentals in Mesaria

Find and book unique cycladic house rentals on Airbnb

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Popular amenities for Mesaria cycladic house rentals

Family-friendly cycladic house rentals

Top guest favorite
A private jacuzzi overlooks the Aegean Sea, with panoramic views of the coastline and cliffs in the distance. Comfortable seating is positioned nearby on a sunlit terrace, creating a serene environment to enjoy the sunset and surrounding natural beauty.
Cycladic home in Santorini
4.99 out of 5 average rating, 189 reviews

Anemi Lovers House - Sunset and Sea View

StoneyRating, 5 stars4 days ago
A+ booking. Dimitri was the best host we have ever had. He arranged all our transportation around Santorini including pick up and drop off at the airport and the ferry port. He had a ton of recommendations for things to do and places to eat. He helped book our catamaran tour around the island of Santorini which is a recommendation he had. The home itself is exactly how it looks in the pictures online. They almost seem too good to be true but they are 100% accurate. The balcony has an unobstructed view of the oia sunset which my wife and I watched every night we stayed there. The property is right at the top of the stairs that lead down to Ammoudi bay. So there is no hike up and down stairs when trying to walk back to the home. The location is perfect. It’s near so many restaurants and shops. The home is very private. A lot of these homes can have a nice view but people can also see you when on your balcony. We watched the sunset from our hot tub on our balcony. Great price. 10/10
Superhost
A private veranda features a calming jacuzzi, offering views of the Aegean Sea and surrounding architecture. The bright blue sky is contrasted by the traditional white buildings, enhancing the serene atmosphere of the outdoor space.
Home in Oia
4.83 out of 5 average rating, 419 reviews

DANAI HOUSE-VOLCANO VIEW

FaunRating, 5 stars1 month ago
The place was absolutely charming, clean and the host was incredibly helpful!
Top guest favorite
A private terrace features a shimmering pool with views of the sea and the caldera. Whitewashed buildings in Oia line the cliffside under a clear blue sky, creating a serene backdrop for relaxation.
Villa in Oia
4.87 out of 5 average rating, 208 reviews

Top Caldera view villa with Hot Tub in Oia

KathrynRating, 5 stars3 weeks ago
Couldn’t recommend this more! Beautiful home with an amazing view and great hosts!
Top guest favorite
A serene outdoor space is highlighted, featuring sun loungers positioned by a swimming pool. The horizon glows with hues of orange and yellow as the sun sets, while a hanging chair gently sways nearby. Natural stone elements frame the view, adding texture to the scene.
Apartment in Fira
4.98 out of 5 average rating, 196 reviews

Saints Apostles Villa with private pool

LauraRating, 5 stars2 weeks ago
Wow! George was the best. We arrived late due to a flight delay and he stayed around to wait for us so he could show us all the local recommendations. We were blown away by how much food was in the fridge for us. Every time we asked for a ride into town, George himself was there within minutes. We woke up to two amazing sunrises, which you wouldn’t get anywhere else in the island. The villa was within walking distance to Fira. We would highly recommend this air bnb, it was perfect for two couples! A 10/10 experience!
Guest favorite
A private outdoor area features a jacuzzi tub surrounded by a sun terrace. A dining table with seating for four is positioned near a cozy lounge area with cushions. Neutral-toned walls complement the space, creating a bright and open atmosphere.
Cycladic home in Karterádos
4.84 out of 5 average rating, 275 reviews

il Melograno Traditional Cave House

KellyRating, 5 stars3 weeks ago
Rodoula’s place was fantastic!! Its minimalistic beauty was exactly as pictured. We were only on the island for 1 day and 1 night but would have loved to spend more time in this gorgeous place.
Guest favorite
A private balcony is framed by an arched opening, providing an unobstructed view of the Aegean Sea and nearby islands. A wooden table accompanied by two folding chairs offers a relaxing space to enjoy the scenery and sunsets.
Apartment in Fira
4.94 out of 5 average rating, 164 reviews

Yposkafo Suites - Private Studio - Santorini

KristenRating, 5 stars2 weeks ago
We LOVED this location. First and foremost, the view was phenomenal. No matter what we did during the day, it was a priority to get back to our patio for sunset. On this island, that's irreplaceable. Second, we really liked being centrally located on the island. That allowed us to go north one day, south another, and check out what was near us on our partial days. I would not want to stay in Oia with its overcrowded insanity. And staying just north of Fira in an area called Firastefani meant we could walk to the action but be far enough away to not feel overwhelmed. We had an ATV and never had an issue parking nearbyish. Note, it is a little difficult to find the place the first time, and it is a little bit of a walk from where one parks. But trust me, it's SO worth it. Finally, the actual contact is a lovely woman named Rena who is responsive and provides all you need. You can choose to have your place cleaned every day or not at all, just let them know. This is a great spot!
Superhost
A clean outdoor patio area features a small table set with a tablecloth, surrounded by two wooden chairs with pink cushions. Whitewashed walls and windows with shutter-style openings create a bright and inviting space under a clear blue sky.
Apartment in Fira
4.83 out of 5 average rating, 120 reviews

Souita Mantilaria

OliviaRating, 5 stars4 days ago
Lovely stay. The host was wonderful and welcoming creating an amazing atmosphere. She also helped us arrange transfer from the port which was very helpful. Such a cozy place to stay in such a great area in Fira.
Superhost
An outdoor area features a small, tranquil jacuzzi, surrounded by smooth white walls and steps leading up. Sunbeds are positioned nearby, offering a view of the open sea and the island of Anafi in the distance under a clear blue sky.
Home in Exo Gonia
4.86 out of 5 average rating, 195 reviews

Kynthia Traditional Semi Cave House Exo Gonia

ShannonRating, 5 stars6 days ago
We loved it! Quiet place and nice place to stay! With a magnificent view! Amazing host, very welcoming, kind, attentive and available (very responsive)

Cycladic house rentals with a patio

Top guest favorite
A private terrace is presented with a cozy seating area, featuring plush cushions in neutral tones. A small table holds a bottle of wine and two glasses, alongside a pineapple. The backdrop showcases a tranquil sea view during sunset, with soft hues in the sky.
Home in Oia
4.97 out of 5 average rating, 35 reviews

Lunar Sea Suite with Hot-tub and caldera view

AnthonyRating, 5 stars2 weeks ago
TL;DR Stunning air bnb. Very worth it for a first visit to Santorini. Booked Catherine’s room for our first visit to Santorini and it was fantastic. The views from the air BnB are even more beautiful than the pictures and the bed was very comfortable. It also came with an actual duvet which isn’t very typical from what we’ve experienced on other islands. She also provided a lot of services and assistance during the trip such as restaurant reservations, taxis, porters to move our suitcases to/from the post office and daily cleaning of the room. Note: the route to the air BnB is a bit precarious so it might not be suitable for people who are less active. The jacuzzi also isn’t as hot as jacuzzis in the states but was still very enjoyable. Also Santorini is experiencing a water shortage so there might be bouts where the shower/tap won’t be working but it doesn’t last very long.
Cycladic home in Fira
4.74 out of 5 average rating, 62 reviews

Aeron Suite Villa w. Queen Bed Sea & Mountain View

BenjaminRating, 5 stars1 month ago
Very good Airbnb I recommend.
Superhost
A modern villa is set against a clear blue sky, featuring a spacious pool surrounded by wooden lounge chairs. The property includes multiple structures with white exteriors, accentuated by lush landscaping and steps leading to a peaceful outdoor area.
Cycladic home in Megalochori

Apelia Santorini Holiday Villa (Car Included)

OmarRating, 5 stars10 months ago
We had an amazing stay at the Airbnb! Upon our arrival, a car was waiting to take us to the house. When we walked in, we were pleasantly surprised to find food in the refrigerator, as the host had thoughtfully stocked it for us. The house was not only new but also impeccably clean and tidy, creating a welcoming atmosphere. The host was incredibly friendly and made us feel right at home, even giving us a tour of the property. The pool was maintained daily, ensuring a refreshing experience. Additionally, he provided us with a map and suggested various places to explore, making our stay even more enjoyable. Overall, we had a fantastic time and highly recommend this place!
Top guest favorite
A private jacuzzi is featured on the terrace, partially shaded by a dark curtain. The soothing water is illuminated in blue, with a backdrop of traditional Santorini buildings and a soft evening sky creating a calm atmosphere for relaxation.
Cycladic home in Megalochori
4.97 out of 5 average rating, 39 reviews

Argy's Luxury White Villa With Private Jacuzzi

AngelRating, 5 stars7 months ago
The stay at Argy’s was wonderful! We loved the location! It was a magical place in what felt like a small traditional village with the most delicious restaurant right at the bottom of the stairs! The hot tub was lovely (turn up the temp as soon as you arrive because it takes about 16 hours to heat up) and the deck was perfect for yoga and meditation. There was a generous bottle of wine.
Top guest favorite
A spacious outdoor dining area is set against a clear blue sea, featuring a wooden table surrounded by white woven chairs. Sunlight creates a bright atmosphere, with a shade sail overhead providing comfort. Scenic views of the coastline and mountains are visible in the background.
Cycladic home in Ormos Korfou
4.86 out of 5 average rating, 7 reviews

Petinos Traditional House

KateRating, 5 stars9 months ago
Stunning flat and stunning cove to stay in . Utterly peaceful and it felt like a true haven. Apostolo was a fantastic host and really was amazing in getting us to Santorini for our flights home when the local boat wasnt running . The fava in the windmill restaurant was the best we have ever tasted A million thank yous Apostolo .
An outdoor patio area is visible, featuring wooden dining furniture under a shaded structure. Soft lighting enhances the space as it transitions into evening. Steps lead down to an entrance framed by stone walls, surrounded by greenery and palm trees in the background.
Home in Mesaria
5 out of 5 average rating, 3 reviews

Euphemus Cave House

NikiRating, 5 stars9 months ago
The accomodation is lovely, spacious, clean, comfortable and modern. The area is quiet with narrow laneways meaning no cars just scooters and foot traffic - which was minimal and means you are not on a tourist route and it is lovely and peaceful. Evi kindly arranged transfer services from the airport to the accommodation for us, and also for when we wanted to go out to dinner one evening. These were much appreciated, Evi could not do enough for us.
Top guest favorite
A private terrace features a hot tub surrounded by sun loungers, with a view of the distant sea and rocky landscape. A palm tree adds a tropical touch, while a comfortable seating area is situated nearby, offering a serene outdoor space for relaxation.
Cycladic home in Vourvoulos
5 out of 5 average rating, 43 reviews

Beyond Crowds Seafront Escape | Sonus Mare 2

KerrinRating, 5 stars7 months ago
This home and host were nothing short of spectacular. It was the perfect space and view of both sunrise and moon rise! Iconic views from the very well maintained hot tub! I hope to be back!
Superhost
Two wooden lounge chairs with navy cushions are positioned beside a clear, inviting hot tub. The surrounding area features a smooth concrete surface, bathed in natural sunlight, accentuating a serene outdoor setting.
Apartment in Fira
4.91 out of 5 average rating, 57 reviews

Casa Bu 4 - 1Bedroom Apartment with Prive Hot-Tub

ElisabethRating, 5 stars2 weeks ago
We really enjoyed our stay at Case Bu! The hosts are friendly, quickly responsive, and very accommodating. The location is perfect- a quick, easy walk to many, many wonderful restaurants, all with excellent food and drink/coffee, and the bus station is only a 10 minute walk. The buses are very nice and comfortable- we took day trips to Oia, Perissa black beach and Akrotiri red beach. The room was lovely- small but cozy, clean and comfortable with everything you might need, and we loved having a private enclosed sitting area with a small pool/tub. The surrounding area is safe, quiet and so beautiful!! Thank you for sharing your wonderful space with us!!

Cycladic house rentals with a washer and dryer

Guest favorite
The image captures a private swimming pool reflecting clear blue skies. Two striped deck chairs are positioned on the poolside, inviting relaxation. The villa's white exterior and large windows provide a serene backdrop against the tranquil water.
Home in Exo Gialos Karteradou
4.96 out of 5 average rating, 25 reviews

"Sand" sea view luxury villa with pool by beach !

DeborahRating, 5 stars1 month ago
The house is beautiful, just down from a very quiet beach. It was clean and exactly as described in the listing with plenty of space for our family. To note, it is near the airport with flights audibly departing throughout the day but these were very fleeting and did not disrupt our day. Maria helped us arrange a car which made it convenient to get around. It was a really nice, tranquil place to hang out at the pool at night.
Superhost
A hot tub is seen on a balcony, offering a view of the calm Aegean Sea and surrounding landscapes. The railing features a decorative design, and the sky above is partly cloudy, adding to the serene atmosphere.
Apartment in Ia
4.65 out of 5 average rating, 100 reviews

Captain’s studio twin beds with sea view in Oia

MohamedRating, 5 stars1 week ago
One of the best places in Oia , john is friendly , the view is amazing , i ll come back for sure on my next vacations in Oia 👋🏻
Guest favorite
A serene outdoor space is showcased, featuring a circular seating arrangement overlooking the vast blue Aegean Sea. The landscape includes whitewashed structures and steps leading to the balcony, framed by clear skies and distant cliffs along the coastline.
Windmill in Oia
4.94 out of 5 average rating, 66 reviews

The Sunset Windmill

VarunRating, 5 stars3 days ago
The location and the views cannot be beat. To see the sun dip into the ocean from the hot tub was blissful. We did nothing but hang out in the tub everyday for sunset and then walked around for dinner. Would love to visit again. Jason, the manager, is great. He carried our bags in and made us breakfast everyday. He gave us great recommendation and helped us plan our stay. I recommend reaching out to them before planning your time in Santorini. Will recommend this place to friends and family and would love to visit again!
Superhost
A clear blue pool reflects the white architecture of the villa and the surrounding mountain landscape. Sun loungers are arranged on the deck beside the pool, and a large umbrella provides shade. Lush greenery outlines the pool area, enhancing the serene setting.
Dome in Kamari
4.91 out of 5 average rating, 11 reviews

Felicity Villas Santorini - Victoria

RobertRating, 5 stars11 months ago
This house is an excellent option for a trip to Santorini. It is in an excellent location, has wonderful hosts, close to the airport, beautiful surroundings and pool. The house has a maid who comes to clean every day. Margarita made us a cake and brought it to us on the first day of our stay. The house is a 5 minute walk to a grocery store, 10 minute walk to the bus stop to go to Fira, and 10-15 minutes walk to Kamari beach. I’d definitely stay here again. Thanks to Margarita and her family for hosting us.
Guest favorite
A private balcony features sunbeds and a lounge chair, inviting relaxation with expansive views of the caldera. The bright blue sky and serene sea provide a picturesque backdrop. Light-colored furnishings enhance the open atmosphere, complemented by the tranquil setting.
Apartment in Pyrgos Kallistis
4.79 out of 5 average rating, 33 reviews

Genesis Suite | Sea view & outdoor hot tub

Bethany-RoseRating, 5 stars2 weeks ago
Love love loooove this accommodation! Georgia was an amazing host who went above and beyond to make sure our stay was one to remember. She was so proactive and helpful, made our journey to and from the port a breeze and went the extra mile 🥰 definitely one of our favourite listings, the staff are so sweet and friendly, the views are to die for and our place felt so luxurious! Thank you again to Symphony Suites and Georgia for making our stay a very pleasurable one, we’ve loved our stay in Santorini 🤍
Guest favorite
A bright white building is viewed from above, showcasing its modern architectural features against a clear blue sky. The structure is surrounded by green trees and cobblestone pathways, with the expansive caldera and ocean visible in the distance.
Apartment in FIROSTEFA
4.94 out of 5 average rating, 71 reviews

Airth Suite (jacuzzi and sunset view)

DebraRating, 5 stars3 weeks ago
This was a perfect place to stay in the Firostefani village of Santorini! The location was very convenient - right on the 'walk' but quieter than staying directly in Fira. There were wonderful views directly from the front and there were many restaurants and shops very close by. It is also a very short walk to the hustle and bustle of Fira and we did it each day with no worries. Everything in the apartment was so clean and comfortable, including the outdoor hot tub which we enjoyed! The place is very spacious and had everything we needed, and our host welcomed us with warm Greek hospitality, providing an orientation to the area and recommendations for restaurants, and even assisted with booking a Catamaran tour - which I would recommend as well. Overall we felt so relaxed and comfortable during our time and highly recommend this place for the views, comfort, convenience, and exceptional service. A+
Superhost
A spacious bedroom is illuminated by natural light from the double doors opening to a terrace. The room features a large bed with white linens, accompanied by a cozy accent pillow. Soft curtains frame the doorway and a circular rug adds warmth to the polished floor.
Cycladic home in Santorini
4.82 out of 5 average rating, 104 reviews

Bluewhite villa with heated private pool

CallumRating, 5 stars2 weeks ago
Highly recommend staying here, one of the best views I’ve ever seen. Place was beautiful, situated right next to a local town which was amazing. Pool was absolutely stunning along with the house, if anything the pictures do not do enough justice for how nice this place is. Ina was our host who was so friendly and helpful, gave us recommendations, always responsive and even was able to sort us travel. Definitely will be coming back!
Guest favorite
Cycladic home in Finikia
4.89 out of 5 average rating, 236 reviews

Villa Florina

DanaRating, 5 stars2 weeks ago
Stefanos and Natasa were amazing hosts! Quick to respond, helpful, and friendly. Stefanos coordinated pick up/drop off from the airport and met us personally to walk my family to our Airbnb. If you decide to use the shuttle service, ask Stefanos to try and book Theo as your driver (if he's available!). He shared great information along the ride, and we asked Stefanos to book him as our guide for a personal tour of the island ~ this was one of our most favorite days! The traditional cave house was exactly as described, worked perfectly for our family of seven (4 adults, 3 teenagers), offered amazing family space in the courtyard and spectacular views and sunsets from the rooftop patio!!! My entire family would highly recommend this property and hopes to return to beautiful Santorini!

Quick stats about cycladic house rentals in Mesaria

  • Total rentals

    70 properties

  • Nightly prices starting at

    G$12,539 GYD before taxes and fees

  • Total number of reviews

    3.5K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

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