Discover Cyclades
Caldera sunsets without sharing the pool
A Santorini villa solves the two problems every hotel guest on the caldera complains about: shared infinity pools and zero privacy on the terrace. Whole-house rentals here split into two very different worlds. Caldera-side villas in Oia, Imerovigli and Firostefani are carved into the cliff, sell on the view and price accordingly. Inland and coastal villas around Pyrgos, Megalochori and the Perissa–Perivolos strip give you double the space, a proper private pool and easier parking for noticeably less per night.
We list villa-style stays from our verified Santorini inventory below, with live availability where partners provide it. If you'd rather trade the second bedroom for a cave suite, the full hotel comparison lives on our Santorini hotels page.
Whole-house and suite properties with pools from our verified catalogue — book direct or with live rates.
Tell Touristas AI what you actually want — vibe, view, budget, who you're travelling with — and we'll jump straight into live Santorini rates from our partner network.
Exclusive boutique hotel in Fira with 25 opulent suites offering dramatic volcano views. Fully renovated in 2022 with world-class services and luxury amenities.
Ranked by how often each area is the right answer — not by who pays us.
The postcard. Cliffside villas with sunset-facing terraces and plunge pools, lanes too narrow for cars, and the highest nightly rates on the island. Book the earliest here.
The same caldera view as Oia from the highest point of the rim, but quieter after dark. A strong villa cluster with infinity pools, and a 25-minute cliff walk to Fira when you want noise.
Inland wine-country villages with the island's best value for genuine space: walled courtyards, full-size private pools and vineyard views. You will want a hire car.
The black-sand beach coast. Flat terrain, beach bars within walking distance and modern villas at friendlier prices than anything rim-side.
The quiet southern tip near the lighthouse and the ancient site. Caldera views from a different angle, dark skies at night and some of the calmest villa terraces on Santorini.
Villas work best with wheels and a sane ferry plan. Both take five minutes to sort now.
