The 30 Best Holiday Rentals in Santorini Caldera

Ranked 1 out of 828 in the region, as well as being 1 of 286 for holiday rentals in Oia.

• “Perfect hotel”
• “The most stunning views of Oia from infinity pool”
• “The best Santorini has to offer”
• See more reviews of Olvos Luxury Suites

Ranked 2 out of 828 in the region, as well as being 1 of 42 for holiday rentals in Firostefani.

• “”
• “Amazing!”
• “The host was very wonderful!”
• See more reviews of Santorini View Studios - Firostefani Caldera

Ranked 3 out of 828 in the region, as well as being 1 of 240 for holiday rentals in Fira.

• “”
• “Amazing hosts, they made sure we had the most amazing time,...”
• “Absolutely awesome!!!”
• See more reviews of Numa Santorini

Ranked 4 out of 828 in the region, as well as being 2 of 286 for holiday rentals in Oia.

• “”
• “A wonderful experience.”
• “Amazing”
• See more reviews of Saint John Oia-Villa With Private Heated Pool

Ranked 5 out of 828 in the region, as well as being 1 of 107 for holiday rentals in Imerovigli.

• “Perfect place to spend our honeymoon!”
• “Staying at Eteoro was a truly unforgettable experience.”
• “”
• See more reviews of Eteoro Suites

Ranked 6 out of 828 in the region, as well as being 2 of 107 for holiday rentals in Imerovigli.

• “”
• “Santorini Sunrise and Moonrise Surprise”
• “Perfect”
• See more reviews of LF Suites & Villas

Ranked 7 out of 828 in the region, as well as being 2 of 240 for holiday rentals in Fira.

• “Beautiful suite. We loved our stay in this hotel. Really recommend !”
• “Excellent and the property owner was very friendly”
• “Perfectly special experience”
• See more reviews of Deep in cave suites

Ranked 8 out of 828 in the region, as well as being 3 of 240 for holiday rentals in Fira.

• “”
• “This villa is the perfect place to start and end your day in peace and tranquility. The location of Thimari Lodge is ide”
• “A wonderful place to stay in the island.”
• See more reviews of Thimari Lodge

Ranked 9 out of 828 in the region, as well as being 1 of 67 for holiday rentals in Akrotiri.

• “My stay at Omna Caldera Suites was absolutely amazing –...”
• “Nice romantic days for birthday of my girl.”
• “Excellent!”
• See more reviews of Omna Caldera Suites

Ranked 10 out of 828 in the region, as well as being 2 of 67 for holiday rentals in Akrotiri.

• “”
• “Everything!”
• “”
• See more reviews of CABO ESTE SUITES

Ranked 11 out of 828 in the region, as well as being 3 of 286 for holiday rentals in Oia.

• “”
• “Lovely place for a relaxing holiday”
• “One of the best location we’ve never been.”
• See more reviews of Oia Kissiri - Private Pool Villas

Ranked 12 out of 828 in the region, as well as being 3 of 107 for holiday rentals in Imerovigli.

• “”
• “Fantastic place”
• “”
• See more reviews of Vallais Villa

Ranked 13 out of 828 in the region, as well as being 4 of 240 for holiday rentals in Fira.

• “Everything was amazing!”
• “A Stay to Remember”
• “Gorgeous”
• See more reviews of Fira Deep Blue Suites

Ranked 14 out of 828 in the region, as well as being 4 of 107 for holiday rentals in Imerovigli.

• “incredible, excellent view on the top, not noisy”
• “Great, location, great place, would recommend for anyone.”
• “Beautiful, well-maintained accommodation in a great location!”
• See more reviews of Avista Suites

Ranked 15 out of 828 in the region, as well as being 4 of 286 for holiday rentals in Oia.

• “”
• “perfect”
• “Perfect stay in Santorini - Highly recommend!”
• See more reviews of White Side Suites

Ranked 16 out of 828 in the region, as well as being 3 of 67 for holiday rentals in Akrotiri.

• “The room was very comfortable, and the swimming pool was...”
• “My daughter and I had a great time in the villa and in Akrotiri.”
• “”
• See more reviews of Vineyard Exclusive Suites

Ranked 17 out of 828 in the region, as well as being 5 of 240 for holiday rentals in Fira.

• “The breakfast was amazing in the morning, the staff was incredible, welcoming and making you feel very comfortable arri”
• “Service was exceptional.”
• “”
• See more reviews of Alaso Design Suites

Ranked 18 out of 828 in the region, as well as being 5 of 286 for holiday rentals in Oia.

• “Spacious room, comfy bed and extremely clean!”
• “”
• “”
• See more reviews of Acanthus Oia-Private Jacuzzi Suites

Ranked 19 out of 828 in the region, as well as being 5 of 107 for holiday rentals in Imerovigli.

• “”
• “Lovely place with sea view”
• “Extremely clean, amazing place and communication 10+, we...”
• See more reviews of Bianco Diverso Suites

Ranked 20 out of 828 in the region, as well as being 6 of 107 for holiday rentals in Imerovigli.

• “”
• “”
• “Incredible stay, the retreat is in an excellent location for the two main towns but is also very secluded and the perfec”
• See more reviews of Lithi Luxury Retreat

Ranked 21 out of 828 in the region, as well as being 6 of 240 for holiday rentals in Fira.

• “I hardly ever leave a review, but this is very well deserved. Top quality of structure and furnishing, quiet and picture”
• “clean spacious cozy inside”
• “”
• See more reviews of Tiara Suites Santorini

Ranked 22 out of 828 in the region, as well as being 7 of 240 for holiday rentals in Fira.

• “Excellent villas to stay in Fira/ Caldera area.”
• “Absolutely breathtaking stay”
• “”
• See more reviews of Inspire Santorini Luxury Villas

Ranked 23 out of 828 in the region, as well as being 6 of 286 for holiday rentals in Oia.

• “Terrace with a view”
• “这个民宿超级棒的，房东也很好。离很多网红景点都很近，而且是最佳观赏日落的地方。坐在阳台就能欣赏到最美日落。非常值得推荐。”
• “Everything!”
• See more reviews of Anemi House & Villas

Ranked 24 out of 828 in the region, as well as being 7 of 286 for holiday rentals in Oia.

• “The most wonderful and helpful staff!! Couldn’t recommend the location, property and helpful staff more. Will definitely”
• “We loved the view!”
• “The most beautiful view and a really attentive host.”
• See more reviews of Blessed Blue Boutique Cave Suite

Ranked 25 out of 828 in the region, as well as being 4 of 67 for holiday rentals in Akrotiri.

• “It is heaven!”
• “”
• “”
• See more reviews of Santorini Princess Presidential Suites

Ranked 26 out of 828 in the region, as well as being 5 of 67 for holiday rentals in Akrotiri.

• “The property had a secluded resort feel and a view that...”
• “The view is amazing;”
• “View! Service! Outstanding!”
• See more reviews of Summer Lovers Villa

Ranked 27 out of 828 in the region, as well as being 8 of 286 for holiday rentals in Oia.

• “Perfect.”
• “”
• “Perfect place to enjoy the view of oiá and caldeira.”
• See more reviews of Hyperion Oia Suites

Ranked 28 out of 828 in the region, as well as being 7 of 107 for holiday rentals in Imerovigli.

• “”
• “”
• “”
• See more reviews of Canaves Elefas Villas

Ranked 29 out of 828 in the region, as well as being 9 of 286 for holiday rentals in Oia.

• “”
• “Unforgettable views and a beautiful property .”
• “Perfect - would stay again!”
• See more reviews of Delta Suites

Ranked 30 out of 828 in the region, as well as being 8 of 240 for holiday rentals in Fira.

• “”
• “First time to Santorini and the loved every minute of it and our room was absolute perfection.”
• “Beautiful views and great location in Fira, but the hotel should maintain the entry/exit for paying guests only”
• See more reviews of Enigma Suites