Luxury rentals in Santorini caldera

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Popular amenities for Santorini caldera luxury vacation rentals

Other great luxury vacation rentals in Santorini caldera

Luxe
An outdoor terrace features a sunlit pool surrounded by minimalistic lounge furniture. Comfortable seating options and a dining table are visible, enhancing the space for relaxation and socializing. The picturesque landscape of rolling hills is evident in the background.
Place to stay in Pyrgos Kallistis
4.91 out of 5 average rating, 11 reviews

Kamini White 1 Br

OrianaRating, 5 stars7 months ago
Rona and her team were amazing, right from picking us up from the airport at 1am and welcoming us in so late in the evening. The place was stunning with breathtaking views, breakfast by the pool every morning with a quiet space to enjoy reading a book. We were given a car to get around in which was a real bonus. The cleanliness of the place was appreciated and the cleaner was very lovely. My only concern was the shared stairs which doesn’t close off your area completely, so unexpected visitors (staff) caught us off guard a bit. Loved our stay and definitely coming back for sure
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, 16 reviews

Eolia Senior Villa

SophieRating, 5 stars7 months ago
We absolutely loved our stay and couldn’t recommend it more! The house is so beautifully done, very clean and comfortable. There are so many little sun spots to relax in. Markos was so wonderful for our check in, he was at the house ready and waiting for us to walk through everything. We were gifted some iced tea, fruit & wine with the house which was greatly appreciated. Thank you so much for having us, we loved it.
Luxe
An infinity pool reflects the evening sky, framed by a stone pergola adorned with soft drapes. Lounge seating is arranged nearby, offering a view of the surrounding landscape and sea. The ambiance is tranquil, perfect for relaxation as the sun sets in the distance.
Villa in Akrotiri
4.5 out of 5 average rating, 8 reviews

Michaela Residence

YenniRating, 5 stars8 months ago
The villa is complete and beautiful and super clean . The view is amazing better than the pictures, has everything I need for my stay with my baby , the host always available to help you with everything you need , I feel like is my home!! ,thank you for your hospitality, I appreciate everything , don’t hesitate to get this house, is just amazing.
Luxe
A spacious outdoor area is framed by lush trees and offers views of the serene sea. Comfortable seating arrangements are positioned near the villa, with an inviting infinity pool reflecting the clear blue sky. Sun loungers are scattered on the patio, enhancing outdoor relaxation.
Villa in Kamari
5 out of 5 average rating, 6 reviews

Villa Adrali

ConnorRating, 5 stars19 months ago
Dimitris went above and beyond to make sure our stay was enjoyable and relaxing. His help booking transfers/taxis/rentals and his local recommendations were invaluable. The villa even more beautiful than the photos, perfectly located, and very comfortable.
Luxe
A tranquil outdoor space is presented with a sparkling blue swimming pool surrounded by light-colored walls. A wooden dining table is set under a covered area, with warm pendant lighting hanging above. Lush greenery is visible along one side, enhancing the serene environment.
Villa in Kamari
5 out of 5 average rating, 4 reviews

Eolia Kamari Villa

CharityRating, 5 stars9 months ago
First and foremost, Markos the local manager is amazing. Every tour he scheduled for me was wonderful and significantly cheaper than booking through Viator. He arranged all my transfers in luxury vehicles, including an unforgettable helicopter transfer to Naxos. The house was exactly like the photos—spacious and bright with plenty of comfortable sitting areas. The pool was perfect for relaxing and unwinding. The location is fantastic, with lots of great shopping and a variety of restaurants within walking distance. The eateries were much more reasonable compared to the Island of Milos, offering everything from bakeries to traditional Greek food. The beds were comfortable, and I felt completely safe throughout my stay. One highlight of the trip was the sunset picnic Markos arranged—it was truly a magical experience that I highly recommend. Markos' attention to detail and commitment to providing an exceptional experience made this trip truly special. Highly recommend staying here!
Luxe
A charming terrace features a round dining table set with a glass pitcher and colorful floral chairs. A picturesque landscape is visible through the arched balcony, offering sweeping views of the surrounding hills and the Aegean Sea.
Villa in Pyrgos Kallistis
5 out of 5 average rating, 3 reviews

Christou Estate

AnaRating, 5 stars19 months ago
We had a great time at Pyrgos Kallistis, Christou Estate. Tony our host went above and beyond to help with our groups vacation. It was a 50th birthday celebration for a family member and 11 people stayed at the estate. I asked Tony our host if he could set up balloons and have a surprise cake and it was all set when we arrived. Rooms/beds were comfortable. We all had restful 4 nights of sleep. Breakfast was served each morning with a wonderful spread of yogurt, fruits, bread, omlets, pasteries and delicious coffee. Nice location and easy to arrange transportation to the places we wanted to go. I got a 2 thumbs up from all my family members who enjoyed the stay with me at the estate! Thank you Tony!
Luxe
An infinity pool stretches toward the horizon, reflecting the warm colors of the sunset. Stone walls of the villa create a rustic backdrop, while lounge chairs are positioned nearby for relaxation. The landscape features distant views of the town and coastline.
Villa in Santorini
5 out of 5 average rating, 39 reviews

Kamini Villa

JanRating, 5 stars1 month ago
Book it! This luxury Kamini Villa may feel like a splurge, however this beautiful & clean stay includes many extras. We thoroughly enjoyed the easy airport transfers to and from Villa, warm, welcoming and helpful assistance daily from housekeeper Roana, delicious full breakfast (you choose main entree) delivered to Villa each morning, bottled water and wine, laundry service, and a small rental car. We had was an amazing private stay in Santorini.
Luxe
An outdoor dining area features a wooden table surrounded by four matching chairs, positioned beneath a slatted roof. A private infinity pool is visible in the background, complemented by mountainous scenery. Potted plants add a touch of greenery to the inviting space.
Villa in Pyrgos Kallistis
5 out of 5 average rating, 9 reviews

Kamini White 2 Bedroom

ShawnielRating, 5 stars6 months ago
We had an unforgettable stay at Kamini White Luxury Villa in Pyrgos, Greece. The villa itself was breathtaking, offering even more stunning views than expected. From the moment we arrived, Petro and his team went above and beyond to ensure we were well taken care of, from the delicious breakfast each morning to the seamless luxury car service. The villa was immaculate, ultra-luxurious, and incredibly peaceful, with private surroundings yet just a short drive to Fira and Oia, where there’s plenty to explore. I only wish we could have stayed longer! I highly recommend this villa to anyone seeking an extraordinary and relaxing experience. You will feel completely pampered and cared for.

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