
We use cookies to enhance your browsing experience, serve personalised content, and analyse our traffic. By clicking "Accept All" you accept this and consent that we share this information with third parties and that your data may be processed in the USA. For more information, please read our .
You can adjust your preferences at any time. If you deny, we will use only the essential cookies and unfortunately, you will not receive any personalized content.

Based on 4 people sharing ✅ 5 nights ✅
From £244 pp
Didn't find what you're looking for?More holiday homesAhoy, pirates! Forget packed hotel pools in Greece and grab your own cave hideaway with a private pool on Santorini. 😍
Round up your mates and wind down the summer together in the Greek sunshine! Travel as a group of four, and you're looking at 5 nights from £244 per person.
Plus, we've added in more options in case you'd like to go with bigger groups or check out different locations.
£975 total price – from £244pp for 4 people
120 m² cave villa (sleeps up to 6 people), 3 bedrooms, 3 bathrooms, cave-style plunge pool
Location: Mesa Gonia (5 mins to Kamari Black Beach, 10 mins to Fira)
£1379 total price – £27pp for 5 people
Traditional stone house with 2 bedrooms, 1 bathroom for up to 5 people, with kitchen & private pool
Near Pori Beach (14 mins on foot) and the Caldera
£1431 total price – £286pp for 5 people
Spacious Cycladic-style villa, 2 bedrooms, 1 bathroom for up to 7 people, with private pool
Peaceful setting near well-known wineries & a short drive to Oia
Browse the listings and filter by your travel preferences. 👀 Looking for a specific area? Use the handy map view. 🗺️ Travelling as a family or with friends? Just adjust the number of guests. ⬇️
All prices listed were available and bookable at the time this deal was published, but we have no control over when or how much prices may change. If demand is high, properties may be sold out on the example dates. Just click on the travel dates in the listing to see what's available!
Late summer is widely considered the sweet spot for Santorini. While midsummer temperatures regularly push past 35°C, September and October bring a much more comfortable 24–27°C, with sea temperatures around 23°C. There's another big bonus: the large cruise ships call in less frequently, which means the charming lanes of Fira and Oia are far easier to enjoy at your own pace. The traditional tavernas quieten down, and evenings by your own heated pool are blissfully crowd-free.
All three cave villas strike the right balance between privacy and easy access to the island's highlights. Aleria Luxury Cave sits in the idyllic wine village of Mesa Gonia, just 5 minutes by car from the famous dark volcanic sands of Kamari Black Beach and 10 minutes from the island capital Fira. The Black and White Villa is on the east coast near the laid-back Pori Beach, with quick access to the dramatic Caldera. Villa Metis is nestled in the local wine region with panoramic views over the Aegean Sea and a short drive to the world-famous viewpoint of Oia.
📸 Please note that the images shown represent different properties.