The 30 Best Holiday Rentals in Santorini

Ranked 1 out of 1,616 in the region, as well as being 1 of 128 for holiday rentals in Pirgos.

• “Staying at Santorini Sky was an unforgettable experience – absolutely perfect in every way. The staff go above and beyon”
• “”
• “We had an absolutely perfect vacation here on Santorini!”
• See more reviews of Santorini Sky, Luxury Resort

Ranked 2 out of 1,616 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”
• See more reviews of Olvos Luxury Suites

Ranked 3 out of 1,616 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 4 out of 1,616 in the region, as well as being 1 of 60 for holiday rentals in Perivolos.

• “Best place on Santorini. Believe us. We were on Santorini long enough to judge that.”
• “Luxury, relaxing, bespoke ! We will definitely return - 14 days flew and I would go back in a heart beat.”
• “Perfect”
• See more reviews of Orabel Suites Santorini (Adults Only)

Ranked 5 out of 1,616 in the region, as well as being 2 of 128 for holiday rentals in Pirgos.

• “”
• “Perfection”
• “Tolle Aussicht, sehr freundliche Angestellte, sehr schöner Ort”
• See more reviews of Halcyon Days Suites

Ranked 6 out of 1,616 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 7 out of 1,616 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 8 out of 1,616 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 9 out of 1,616 in the region, as well as being 2 of 107 for holiday rentals in Imerovigli.

• “The manager and the staff are amazing.”
• “”
• “Santorini Sunrise and Moonrise Surprise”
• See more reviews of LF Suites & Villas

Ranked 10 out of 1,616 in the region, as well as being 1 of 76 for holiday rentals in Perissa.

• “Great apartment close to the best beach on the island with wonderful hosts”
• “The best accommodation with the best hosts we could wish for!”
• “Our stay was amazing,the apartments were very close to the...”
• See more reviews of Adelphi Apartments

Ranked 11 out of 1,616 in the region, as well as being 1 of 48 for holiday rentals in Emporio Santorini.

• “Perfect!”
• “Relaxing brilliant stay”
• “Highly recommend”
• See more reviews of Sugarwhite Suites with Private not Heated Pool

Ranked 12 out of 1,616 in the region, as well as being 3 of 128 for holiday rentals in Pirgos.

• “Stunning retreat for our 40th birthday!”
• “Santorini Heights gave us the perfect first holiday together stunning views, ideal location, amazing food, and the most”
• “YOU MUST STAY HERE!!”
• See more reviews of Santorini Heights

Ranked 13 out of 1,616 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 14 out of 1,616 in the region, as well as being 3 of 240 for holiday rentals in Fira.

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

Ranked 15 out of 1,616 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 16 out of 1,616 in the region, as well as being 4 of 128 for holiday rentals in Pirgos.

• “”
• “Nova Luxury Suites in Pyrgos, Santorini, offers a truly...”
• “”
• See more reviews of Nova Luxury Suites

Ranked 17 out of 1,616 in the region, as well as being 2 of 67 for holiday rentals in Akrotiri.

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

Ranked 18 out of 1,616 in the region, as well as being 5 of 128 for holiday rentals in Pirgos.

• “”
• “Fantastic hospitality and wonderful hotel.”
• “Perfetto!”
• See more reviews of Santorini Sky, The Retreat

Ranked 19 out of 1,616 in the region, as well as being 2 of 200 for holiday rentals in Kamari.

• “Stay at Dragonfly Villas if you want enjoy your holidays in Santorini!!!”
• “Everything.”
• “This is the most wonderful place to stay , location and owners ! One word says it all ‘awesome ‘ !!”
• See more reviews of Dragonfly Villas

Ranked 20 out of 1,616 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 21 out of 1,616 in the region, as well as being 6 of 128 for holiday rentals in Pirgos.

• “Exceptional!”
• “”
• “”
• See more reviews of White & Co Exclusive Island Villas

Ranked 22 out of 1,616 in the region, as well as being 2 of 76 for holiday rentals in Perissa.

• “Relaxing family stop-over in Santorini”
• “”
• “Margarenia is a piece of Heaven in Santorini.”
• See more reviews of Margarenia

Ranked 23 out of 1,616 in the region, as well as being 3 of 107 for holiday rentals in Imerovigli.

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

Ranked 24 out of 1,616 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 25 out of 1,616 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 26 out of 1,616 in the region, as well as being 7 of 128 for holiday rentals in Pirgos.

• “The owner ”
• “Very pleasant host and accommodation!”
• “”
• See more reviews of Thealos Santorini

Ranked 27 out of 1,616 in the region, as well as being 3 of 200 for holiday rentals in Kamari.

• “”
• “A great stay in Kamari”
• “”
• See more reviews of Auster House Santorini

Ranked 28 out of 1,616 in the region, as well as being 8 of 128 for holiday rentals in Pirgos.

• “”
• “”
• “Simply outstanding property. The whole staff were amazing.”
• See more reviews of Voreina Gallery Suites

Ranked 29 out of 1,616 in the region, as well as being 2 of 48 for holiday rentals in Emporio Santorini.

• “Comfortable stay and exceptional hospitality”
• “”
• “”
• See more reviews of SantoRossa Luxury Villas

Ranked 30 out of 1,616 in the region, as well as being 4 of 286 for holiday rentals in Oia.

• “The sunset view”
• “”
• “perfect”
• See more reviews of White Side Suites