Cave holiday rentals in Oia

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Top-rated cave rentals in Oia

Guests agree: these cave rentals are highly rated for location, cleanliness and more.

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Guest favourite
Cycladic home in Oia
4.87 out of 5 average rating, 118 reviews

Aerie House in Oia

Aerie is a beautiful 85 m2 house, uniquely restored, located in the heart of Oia. It is consisted of two different spaces, layed out in 2 floors: the main house, with a big living room, fully equipped kitchen, one bedroom, a convenient dressing room and a small cave loft, as well as a separate room on top of it, which is accessed through it's own entrance. They both share the same cosy, private yard and a balcony with an astonishing view of the Caldera. It can accommodate up to 6 people.

Guest favourite
An inviting private jacuzzi is set within a sleek, white-walled niche, featuring soft curves and a tranquil turquoise interior. Natural light reflects off the water's surface, creating a serene atmosphere for relaxation.
Cave in Finikia
4.9 out of 5 average rating, 119 reviews

Cave Suite - Oinos Luxury Suites

Located in the picturesque village of Finikia, Oinos Luxury Suites offers this historical family wine Cavern that has been renovated into a beautiful, modern Cave Suite. Featuring a king size bed & 2 sofa beds, the suite can comfortably sleep 3 adults or 2 adults with 2 children. Other features include the private terrace with Jacuzzi for private use along with sunbeds and sea views. Individually controlled A/C, Nespresso Coffee machine, Smart TV, WiFi & large bathroom with rain shower.

Guest favourite
A serene balcony area features a white table and chairs, overlooking the stunning blue waters of the caldera. The architecture reflects Cycladic design with smooth white walls, complemented by a historical bell tower in the background. The expansive sea view is framed by cliffs and hills.
Cycladic home in Oia
4.9 out of 5 average rating, 150 reviews

Astrea Suites: Notus Dome House

Notus Dome is a fantastic small traditional house ideally located in the best spot in Oia, with private balcony on the cliffside, with direct unlimited view of the volcano and the famous Santorini's Caldera. An ideal place for those looking for exclusivity, hidden from the hustle and bustle of the main pedestrian - commercial path but in close proximity. The dome house has undergone a meticulous renovation, careful to preserve all the elements that define Cycladic architecture.

Top guest favourite
A sunlit terrace is presented, featuring a dining table with wooden chairs, surrounded by vibrant red flowers against a white wall. The blue sea and sky provide a calming backdrop, enhancing the outdoor dining experience with a view of the Caldera.
Flat in Oia
4.98 out of 5 average rating, 201 reviews

Traditional Family Villa with Caldera View

Our Villa, situated just in the heart of Oia, offers a breathtaking view to the Caldera and the Aegean Blue waters. In a walking distance you can enjoy your shoppings as well as all famous restaurants and bars in the area. The villa can comfortably accomodate up to 5 guests, in two spacious bedrooms with double queen size beds each and a sofa bed in the living room area. Air-conditioned with kitchenette and free wi-fi. The balcony offers a dreamy view to the sea.

Top guest favourite
A spacious balcony is shown, featuring two lounge chairs positioned for clear views of the sea and mountains. Bright blue doors complement the natural surroundings, while potted plants add a touch of greenery. The calm waters reflect sunlight and boats are visible in the distance.
Cycladic home in Oia
4.99 out of 5 average rating, 261 reviews

Anemi Karma- Private Villa with Sunset Views !

Anemi Karma House, our new part of our collection, is a Traditional Cycladic Cave House, located at the best spot in Santorini, to watch the breathtaking Sunset Views at the comfort and privacy of your balcony! Enjoy and revive, at our Anemi Karma House , upgrading your Holidays to an experience,as Dimitris, the Host, is very famous for his great Greek Hospitality offering high end tailor made services! We are looking forward to welcome you to our paradise!

Top guest favourite
A serene plunge pool is visible at the edge of a terrace, with clear turquoise water reflecting the sky. In the foreground, two fluted glasses and a plate of fresh fruit sit atop the pool edge, framed by a stunning view of the Aegean Sea and distant mountains.
Cave in Oia
4.99 out of 5 average rating, 147 reviews

Cave Villa With Heated Plunge Pool & Caldera View

A traditional cave villa with modern touches that can accomodate up to four people with spacious veranda and breathtaking caldera views. Lathouri Cave Villa is perched on the famous caldera cliffside overlooking the Aegean sea and the two volcanic islands Palia and Nea Kameni. The traditional cycladic architecture along with the unique scenery makes it the perfect choice for those who want to enjoy a relaxing vacation in the lap of luxury.

Top guest favourite
A private heated jacuzzi sits on a terrace overlooking the Aegean Sea. The tranquil water reflects the warm colors of the sunset, while the surrounding cliffs and distant islands are visible in the horizon.
Cycladic home in Oia
4.86 out of 5 average rating, 145 reviews

Sunset villa in Oia

Poseidon Mansion is nestled on the famous cliffs of Oia in Santorini, gazing the beauty of the infinity Aegean Sea and worldwide famous caldera. The mansion is an authentic luxurious house with almost insignificant changes from the original construction. The house and the primary furniture were restored with respect and attention to serve with their own charm your needs to accomplish an authentic and traditional accommodation in Santorini.

Guest favourite
The image features a private yard showcasing a warm-hued terrace with comfortable seating and a small table. A hot tub, currently under renovation, complements the tranquil view of the serene blue sea and rugged caldera, framed by distant islands under a clear sky.
Cycladic home in Oia
4.82 out of 5 average rating, 245 reviews

Annouso House with Hot Tub and Caldera View in Oia

Embrace the allure of Annouso villa, where white stone, vibrant flowers, blue wood, and yellow terracotta converge to create a luxurious retreat. Our charming lodge boasts Santorini's most iconic views from its adorable balcony. Perfect for large friend groups or families seeking camaraderie and privacy. Experience the warmth of a cozy, home-like atmosphere wherever you roam. Annouso villa: your sanctuary amidst Santorini's splendor.

Guest favourite
A private veranda features a small plunge pool suitable for two, surrounded by sun loungers and a dining area. Panoramic views of the caldera and the sea are visible under a bright sky dotted with clouds.
Cave in Santorini
4.96 out of 5 average rating, 351 reviews

Hector Cave House

Hector Cave House, carved into the unique caldera cliff for more than 250 years, was originally used as a wine cellar. Then it became a family owned complex of three different properties that opened its doors to share its unique character to travelers from around the world. The three different listings one on top of the other: The Hector Cave House The Hector Luxury Cave The Hector Caldera Nest ΕΣΛ/Licence number: 1167K91000977901

Superhost
An upper balcony features a private hot tub alongside a jetted plunge pool, both overlooking a serene landscape. A panoramic view includes the sea and distant islands, with soft hues of twilight casting a tranquil ambiance.
Cave in Fira
4.95 out of 5 average rating, 113 reviews

Villa Cloud, Heated private pool, Caldera view

This exceptional villa is 75 Sq.m, originally built inside volcanic soil has now been reconstructed with a luxurious contemporary futuristic twist. This unique property with its innovative space and surreal construction is embodied with sound motion and visual essence. The villa comprises of a fully equipped kitchen and dining/lounge area which overlooks an intoxicating volcanic view, and peaceful mesmerising sea view.

Top guest favourite
A terrace is presented with two wooden chairs and a small table, overlooking the serene Caldera Sea. Expansive views of the clear blue water and distant land formations are highlighted, creating a peaceful outdoor space for relaxation.
Cave in Oia
4.99 out of 5 average rating, 166 reviews

Lioyerma Cave Villa & Hot Tub

Lioyerma Cave is a new-built traditional cave house in the edge of Caldera with a private Hot Tub and Balcony. It has the best views of the Caldera Sea and the Famous Oia's Sunset and it's 5-10 minutes walk from all the restaurants and the shops of Oia's town. It can accomodates 2 adults(big double bed) or 2 adults with a kid(on a folded bed). Breakfast included in the price. Free parking space

Guest favourite
A sun-drenched outdoor terrace hosts comfortable loungers, accompanied by small tables. An umbrella provides shade while magnificent views of the Aegean Sea and surrounding cliffs are highlighted in the background. Whitewashed architecture complements the serene atmosphere, creating an inviting outdoor space.
Home in Oia
4.9 out of 5 average rating, 112 reviews

Yposkafo Jacuzzi House

Nestled in the Caldera cliffs of Santorini, Yposkafo Jacuzzi House resides in the village of Oia. With a unique "Jacuzzi in a cave", endless horizon and sublime view of the Aegean sea, Yposkafo is an exceptional choice for couples and honeymooners.

Popular amenities for cave rentals in Oia

When is the best time to visit Oia?

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Avg. price$252 SGD$158 SGD$347 SGD$360 SGD$391 SGD$472 SGD$455 SGD$485 SGD$483 SGD$364 SGD$281 SGD$246 SGD
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Quick stats about cave rentals in Oia

  • Total holiday rentals

    Explore 60 holiday rentals in Oia

  • Nightly prices starting at

    Oia holiday rentals start at $89 SGD per night before taxes and fees

  • Verified guest reviews

    Over 7,290 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Oia holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Oia rentals

  • 4.9 Average rating

    Oia stays are highly rated by guests – averaging 4.9 out of 5!

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