Cave holiday rentals in Santorini Caldera

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Top-rated cave rentals in Santorini Caldera

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Top guest favourite
A sunlit terrace is featured, adorned with minimalist black loungers positioned for relaxation. The whitewashed walls create a bright contrast against the clear blue sky, while distant views of the sea can be seen at the horizon.
Cycladic home
4.98 out of 5 average rating, 265 reviews

Olyra Traditional Cave Houses

The traditional residences Olyra Traditional Houses, are in the heart of the medievial settlement of Pyrgos, very close to the imposing Kasteli (castle). A three minute walk in the stone laid pavements and side strees is enough to go from Olyra to the central parking of the village as well as the central square. Our houses are created in the same place where the bakery of the village was two centuries ago, with great respect and attachment to Santorinis¨ architecture. The decoration is character

Guest favourite
An outdoor space features a private jacuzzi beside a stone-tiled terrace. A wooden dining set with two chairs and a round table is placed near a hanging chair. The expansive view of the sea stretches beyond, framed by a clear blue sky.
Villa
4.85 out of 5 average rating, 102 reviews

Luxe Efis Home - Villa 2 -Sea View & Prive Jacuzzi

NEW Efis Home - Villa 2 - Sea View & Prive Jacuzzi (60 sq.m.) is a beautiful property that acommodates up to 4pax! The Villa has in total 1 Double Bed, Safety box, 1 Sofa-bed, 1 camb bed,1 beautiful Cave-Bathroom with Shower, 1 Living Room with Dining Table and Chairs, a Flat Screen TV, a mini Fridge and a Coffee machine. At the balcony, there is a deck with outside furniture & 1 Private Jacuzzi, where you can relax & enjoy the majestic view from the sun beds, as well as your meals and drinks.

Guest favourite
An open-plan living area featuring textured stone walls and a high arched ceiling. A wooden dining table is surrounded by chairs, with a modern kitchen visible in the background. A cozy seating area offers comfortable sofas, while a small plunge pool is nestled in one corner.
Earthen home
4.96 out of 5 average rating, 109 reviews

Canava Villas II - Private Pool - Santorini

Villa#2 comes in 2 level floors and accommodates up to 6 people. On the ground floor there is a master bedroom, bathroom, fully equipped kitchen, lounge and WC. The upper floor provides 4 single floor mattresses or 2 double ones & its own bathroom. Outdoor private pool with Jacuzzi, patio, dinning area and sun lounges! Welcome drinks, basket of seasonal products, Nespresso coffee, Concierge services, A/C, Netflix, daily housekeeping, laundry services and many more amenities are waiting for you!

Guest favourite
A balcony offers stunning views of the Caldera, featuring a small table with colorful plates set for two. The bright sun reflects on the calm blue waters, creating a serene atmosphere. White walls and a dark door frame complement the inviting outdoor space.
Cycladic home
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
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 private outdoor area features a small plunge pool surrounded by smooth, terracotta walls. A table with two chairs offers a perfect spot for relaxation, while expansive views of the sea and distant cliffs create a serene backdrop under a bright sky.
Cycladic home
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.

Top guest favourite
The private terrace features a dining table and reclining chairs, set against a backdrop of a golden sunset over the caldera. The expansive sea view includes distant hills and whitewashed buildings, creating a serene atmosphere for relaxation.
Cave
4.92 out of 5 average rating, 370 reviews

Soundscape - cave suite panoramic sea views

Within walking distance (only 7min walk) from Fira, the capital of the island, for shopping, museums and nightlife, Firostefani village is very peaceful and away from the crowds . There are plenty of things to explore on the island like museums, archaelogical sites, activities, beaches or just relax and enjoying the picturesque sea views plus that I am here to make sure you have everything you need and make you feel like home :)

Top guest favourite
A private indoor cave pool is set within a smooth, naturally formed alcove, with gentle lighting reflecting off the water’s surface. A staircase is visible in the background, leading to a brightly lit area, enhancing the cave's unique ambiance.
Place to stay
4.96 out of 5 average rating, 270 reviews

Mystagoge Retreat with subterranean pool/jacuzzi

Mystagoge Retreat is a unique traditional house, which can accommodate up to two people. A private heated indoor cave pool with jacuzzi will be waiting for you to offer a mystic experience. A light breakfast basket with rusks, jam, honey, tea coffee, milk and butter. Amenities included are WI-FI, air-conditioning, in all areas of house, free parking, sun filled traditional yard with sunbeds, dining area and shared BBQ.

Guest favourite
An outdoor area features a stonewall backdrop with a staircase leading to a door. A circular hanging chair and a dining set with gray chairs are present. Cushions are arranged on a raised platform, while a tray with fruits is placed on the table.
Cycladic home
4.93 out of 5 average rating, 167 reviews

Antonio Caves

Antonio Caves are a typical example of Santorinian architecture. Constructed in 1901, it was initially used as cave house wine preparation cellar and a bakery built right into the volcanic rock. In 2020 it was renovated completely and converted into 3 autonomous suites sharing a common courtyard Situated in the traditional village of Megalochori in two minutes walking distance from the picturesque square of the village

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
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
An expansive outdoor terrace is shown, featuring a comfortable seating area and potted plants. The horizon displays a serene sunset over the Caldera Sea, with boats gently floating on the water, while rocky cliffs provide a dramatic backdrop.
Cave
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

Top guest favourite
A terrace with a dining table is featured, accompanied by two metal chairs. Light-colored cushions are positioned on a nearby lounge area. The view overlooks the calm blue waters of the caldera and distant cliffs, under a clear sky.
Cave
4.93 out of 5 average rating, 300 reviews

Pano Meria Cave House One in Oia

A unique cave house built into the face of the cliff overlooking the majestic caldera. Private plunge pool and terrace where you can spend the entire day admiring the views. The epitome of slow living in Oia. Fits up to three people and we can add a fold up bed.

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