Holiday rentals in Santorini

4.95 out of 5 average rating, 346 reviews

Cycladic home in Oia

Island blue, postcard perfect view & private pool

Traditional cave house located in the most famous location in Santorini Island with breathtaking postcard perfect views of the blue domed churches! 2 bedrooms, double beds 2 cave bathrooms. Outdoor heated pool with view! Next door to Santorini blue, Eternity & new home Serenity. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities. Our other villas Santorini blue,Eternity,Serenity,Captains blue, Secret garden,Sailing & Sky blue

4.95 out of 5 average rating, 150 reviews

Flat in Oia

Vasilios Cave House by SV

Our villa is walking distance from Oia’s centre and right next to the famous sunset spot. You can enjoy dinner followed by beautiful walks across Caldera watching the sunset and the romantic, picturesque surroundings.Find plenty of activities right at your doorstep! From kayaking, to taking a walking photo Safari along the cliffs and enjoying unique sunset dinners.Take pleasure in discovering the secrets of Oia as a local and feel the effect of the volcanic activity, all near your accommodation

4.93 out of 5 average rating, 152 reviews

Flat in Megalochori

Blue Cave Oasis with Underground Jacuzzi

Experience ultimate luxury with our stunning apartment’s private, large underground cave jacuzzi. Nestled in tranquil Megalochori village, our villas offer breathtaking, nearby caldera views and immerse you in Santorini’s rich heritage. Enjoy easy access to Vlychada and Perivolos beaches for sun and crystal-clear waters. With Fira just 8 minutes away and ancient Akrotiri 6 minutes away, our villas are your ideal base for exploring this magical island. Book now to create unforgettable memories!

Villa in Pyrgos Kallistis

4.99 out of 5 average rating, 112 reviews

Santorini Sky | Panoramic Villa *NEW*

SPECIAL 2025 RATES. BOOK NOW! As seen in Vanity Fair, Conde Nast Traveller and Architectural Digest, this amazing villa will take your breath away. With panoramic windows in every room, a large private terrace with infinity pool, and a separate heated jacuzzi, you can enjoy incredible sea views from sunrise to spectacular sunset. This is paradise! Includes complimentary access to our Sky Lounge, with breakfast pantry items and snacks throughout the day. Contact us today with any questions!

4.99 out of 5 average rating, 179 reviews

Guest suite in Oia

Suite with Blue Domes View

Located in the very heart of Oia, at a secluded position on the famous caldera of Santorini, Oia Spirit is a stylish complex of 8 stand-alone traditional cave houses, with access to a shared cave pool. Right out of a post card between the two iconic blue domes of Oia. This suite has a private terrace with astonishing panoramic view to the caldera and the blue domes. Santorini International Airport is about 17 km from Oia Spirit Boutique Residences, and the Ferry Port at approximately 23 km.

Cycladic home in Pyrgos Kallistis

4.95 out of 5 average rating, 186 reviews

Delilah Villa with outdoor swimming pool

H Delilah Villa μπορεί να φιλοξενήσει 5 άτομα, έχει 2 κρεβατοκάμαρες με διπλό κρεβάτι, και ένα καναπέ στο σαλόνι. Έχει ιδιαίτερη διακόσμηση και ένα μεγάλο μπάνιο με ντουζιέρα. Η βεράντα του είναι πολύ μεγάλη με υπέροχη θέα, ιδιωτική πισίνα, καθιστικό και ξαπλώστρες. Ακριβώς μπροστά στη βίλλα υπάρχει ιδιωτικό πάρκινγκ . Ήσυχη γειτονιά με ιδιωτικότητα και υπέροχη θέα. Είναι επίσης πολύ κοντά στη πλατεία του Πύργου , μόλις 200 μέτρα, στην οποία βρίσκονται η αγορά , τα εστιατόρια και τα καφέ.

4.91 out of 5 average rating, 139 reviews

Cave in Red beach

Cueva de Olas

Enjoy two luxurious, newly-remodeled cave dwellings only two meters from the sea: Cueva de olas and Cueva del pescador! These gorgeous spaces are perfect for discerning honeymooners, couples, or anyone who wants to take a break from the real world -- and from the typical tourist traffic of Santorini. Cueva de olas was originally the residence of a local fisherman; Cueva del pescador was his boat-house. Traditional decor and outstanding hospitably complete this perfect, unique rentals!

Serviced apartment in Oia

4.98 out of 5 average rating, 209 reviews

BLUE ART CAVES - Stellar Sun Suite with Hot-tub

This elegant suite is perched on the cliffs of the caldera in Oia. It combines traditional Cycladic architecture with a minimal decorative style, making it the perfect choice for those who want to relax. The suite features a private outdoor cave hot tub, offering privacy along with stunning views of the caldera and volcano. Breakfast is included in the price. The room is equipped with air conditioning, free Wi-Fi, coffee and tea-making facilities, bath amenities, and a smart TV.

Cycladic home in Akrotiri

4.99 out of 5 average rating, 157 reviews

Akrorama Spilia-Ultimate Privacy,Pool&Caldera View

This exclusive suite features a completely private cave heated pool and secluded yard, ensuring full discretion and serenity. Ideal for guests who value privacy, it also offers a breathtaking, unobstructed view of the sea, caldera, and volcanoes, a truly unique Santorini experience. Daily breakfast is included and served in your suite. Daily cleaning service available.

4.97 out of 5 average rating, 110 reviews

Villa in Akrotiri

Serra Exclusive Suites

Our newly-built suites are providing a modern and luxury setting with the best view of the entire Caldera of Santorini (the cliffs, the volcano, Oia, Fira, etc.) where our guests will be pampered and feel like home thanks to the famous Greek hospitality. You can explore an unparalleled travel experience you would not miss for the world.

4.94 out of 5 average rating, 127 reviews

Dome in Pyrgos Kallistis

Traditional Dome Suite | Jacuzzi | Panoramic view

Welcome to our enchanting sanctuary! Indulge in Santorini's history at our idyllic Pyrgos hideaway, nestled beside the historic church of Saint Dimitrios and its iconic dome! Embrace slow living in an authentic haven, where the perfect blend of historic charm and modern comforts awaits.

4.83 out of 5 average rating, 143 reviews

Flat in Imerovigli

Aether suite with Hot Tub in Imerovigli

This spacious boutique suite is located at the highest point of Imerovigli village with stunning and unlimited views to the famous caldera, the sunset and the volcano. The two queen size beds and the Jacuzzi at the balcony will give unique moments of relaxation and enjoyment.

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Popular amenities for Santorini holiday rentals

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Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Santorini

Private room in Santorini

4.92 out of 5 average rating, 71 reviews

Honeymoon Suite Infiniti pool sea view BRILLIANCE

AnnaRating, 5 stars3 weeks ago

Enjoyed every minute of our stay at brilliance. The staff were so friendly and helpful. The view was incredible and Imerovigli was just a short walk away. Highly recommended for a special holiday 😊

Cycladic home in Akrotiri

4.93 out of 5 average rating, 14 reviews

Into the Blue Suite - Panoramic Views/Jacuzzi

JesseniaRating, 5 stars3 weeks ago

Nikolas is an amazing host. He is helpful, thoughtful, and reliable when it comes to throwing a surprise birthday celebration. From start to finish Nikolas has Exceeded all expectation during our stay in Greece. This by far has been the best trip yet. Looking forward to revisiting again soon..Thank you Nikolas 🦾 -Steven & Jessenia

4.89 out of 5 average rating, 9 reviews

Flat in Fira

Superior Suite with Hot Tub & Caldera View

DeepikaRating, 5 stars3 weeks ago

She was lovable , respective, helpfull,nothing to complain, we are soo happy for this host like christos,i recommend this flat for stay.Thanks for looking after us.

Hotel room in Exo Katikies

4.92 out of 5 average rating, 256 reviews

Senior Two Bedroom Suite With Pool And Sea View

IlanaRating, 5 stars1 week ago

Lovely spot for our stay in Santorini! Very clean and modern. Morning breakfast was excellent. Host was responsive and flexible. Wish the town was a little closer to walk to but we had a car and the property had parking for us. Overall a great stay!

4.93 out of 5 average rating, 40 reviews

Cycladic home in Fira

Junior suite with sea view

ShawnRating, 5 stars1 week ago

Absolutely stunning view and sunset right next to an amazing landmark. That being said the entrance and exit to the property was always filled we folks taking photos and visiting, however, once down in the cave space it felt very private and tucked away from the visitors. Never needed the AC we just opened the windows and doors and the place stayed super cool. Temperature of the jacuzzi was perfect for hot days and even better during the chilly nights. I think we spent more time in the suite than we did exploring the island as it was super cozy and picturesque!

5 out of 5 average rating, 57 reviews

Flat in Imerovigli

Thea Studio with private balcony and caldera view

EmilieRating, 5 stars2 weeks ago

Truly I do not think I could say enough good words about our stay. We visited Santorini on our honeymoon and truly had the most magical stay at Thea!! The spot was perfect: nice and clean inside with STUNNING views, just wow! Maria was also such an amazing host. She had so many recommendations for the island. She also helped arrange all our car transfers (one last minute) with ease. Breakfast was also brought to our room every morning and it was the perfect touch. We felt so relaxed and taken care of during our stay! We will certainly be back 💗

5 out of 5 average rating, 29 reviews

Cave in Oia

One of One - Aether

CarissaRating, 5 stars3 weeks ago

We had an amazing stay. You get the breath taking view of Oia, comfortable and great hospitality from the team. This is right at the center of Oia but still very private since you are all the way on the top. You get breakfast delivered every morning and help with your baggage. I would definitely stay here again!