Holiday rentals in Santorini

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Top-rated holiday rentals in Santorini

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Guest favourite
A wooden table is set on a spacious terrace, featuring two wine glasses and a plate with a pineapple and a small decorative plant. The background showcases a panoramic view of the caldera and the Aegean Sea during dusk, with soft pastel skies and distant islands.
Flat in Oia
4.91 out of 5 average rating, 332 reviews

Oia Lucky Sapphire Residence

The Sapphire Residence is a place for you to relax, reset and revive yourself. It is a mini-retreat especially designed for You and your significant other half or for a group of friends or a family .This is a once-in-a-lifetime chance to stay in a beautifully conserved traditional Captain's House . Enjoy our spacious pattio and gaze at the stunning views of the famous caldera of Santorini , the island of Thirassia and the endless blue of the Aegean Sea . .Take some time for you! Your time!

Guest favourite
Cave in Oia
4.97 out of 5 average rating, 296 reviews

Historic cave house, the old bakery by Cycladica

The old bakery of the village awaits just two minutes from Oia's central square, with a private entrance right on top of the stairs that lead to Armeni bay. Carved in the mountain with respect to the unique local architecture and in harmony with the sun-filled, wild volcanic beauty, the newly restored cave house recounts stories of tradition, heritage and style. The red pumice stones, antique marble floors and handcrafted wooden furniture, create the feeling of an authentic warm hospitality.

Top guest favourite
An outdoor area features a private Jacuzzi surrounded by low seating and oversized cushions, positioned for scenic views of the caldera. The white structure blends harmoniously with the natural landscape, complemented by a shade sail that provides protection from the elements.
Cycladic home in Imerovigli
4.93 out of 5 average rating, 321 reviews

Pura Vida Cave House

When we acquired the Pura Vida Cave House it was a deserted Gem.. We immediately fell in love with the spot, on the top of a 300 meter cliff - nothing to block your sight but the end of the horizon. We put together a team to reconstruct it entirely, keeping the initial design of the house and blending it with modern touches and technology. The result is a Cycladic beauty, built into the rock, white as can be, to host a couple or a small family, in a fun and elegant environment!

Top guest favourite
A private terrace features comfortable seating with plush cushions, small wooden table, and decorative bottles. The space provides a clear view of the deep blue ocean and surrounding caldera, complemented by the whitewashed buildings of Oia in the background and a bright blue sky.
Guest suite in Oia
4.99 out of 5 average rating, 214 reviews

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, and the Ferry Port at approximately 23 km.

Guest favourite
A person is seated on a terrace overlooking a vibrant sunset. The view includes distant hills and the sea, while a rustic table holds a variety of fresh fruits. A glass holds a drink, reflecting the warm colors of the sunset.
Dome in Pyrgos Kallistis
4.92 out of 5 average rating, 167 reviews

Calliope's Villa with jacuzzi

Calliope's villa, featuring a jacuzzi and stunning sea views, is located in the charming village of Pyrgos, just 100 meters from the main square, where you'll find restaurants and supermarkets. Santorini's city center (Fira) is only a 10-minute drive away (5 kilometers). This fully equipped, two-story house is ideal for families and groups of friends, offering 3 bedrooms, 2 living rooms, 2 bathrooms, 2 kitchens, a relaxing jacuzzi and a magical view from the upper floor.

Guest favourite
An indoor cave pool is featured, with gentle blue lighting illuminating the water. Comfortable hanging chairs are positioned nearby, and smooth stone walls create an inviting atmosphere. A small jacuzzi is also visible, adding to the unique ambiance of the space.
Place to stay in Vothonas
4.97 out of 5 average rating, 213 reviews

Mystagoge Retreat with pool,jacuzzi,cellar,hammam

Mystagoge Retreat is a unique traditional house, which can accommodate up to four people. A private heated indoor cave pool with jacuzzi, a hammam and a wine cellar 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 and a dining area.

Top guest favourite
A terrace overlooks the Aegean Sea, featuring a heated jacuzzi alongside elegant seating. The sun sets on the horizon, casting a warm glow over the space. Nearby guests are seen enjoying the scenic view, enhancing the inviting atmosphere of the location.
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.

Top guest favourite
An infinity pool gently merges with the shimmering caldera below, framed by an elegant archway. The water reflects a tranquil blue, inviting relaxation while offering sweeping views of the volcanic landscape that surrounds.
Cycladic home in Akrotiri
5 out of 5 average rating, 216 reviews

Anemos suite -Private infinity pool & patio

Anemos suite is located in Akrotiri overlooking the caldera and the volcanic islands . It is a suite with Private, Infinity heated Cave style plunge pool with Jet system and private patio. There is a king size bed that can accommodate two person. Daily breakfast is included and served in your suite . There is a cleaning service included. Inform us about your arrival details in advance , we can arrange a taxi/transfer for you.

Top guest favourite
A view of the private hot tub is captured during sunset, with the sun setting over the Caldera Sea. The calm water reflects warm hues, and flowers frame the scene, enhancing the serene ambiance.
Cave in Oia
4.99 out of 5 average rating, 134 reviews

Lioyerma Cave Villa2 with Private 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 3 guests(one guest on a sofa bed) Breakfast included in the price. Free Parking space

Top guest favourite
A private terrace features wooden lounge chairs surrounding a hot tub, offering expansive views of the Aegean Sea and the volcanic islands at sunset. The tranquil atmosphere is enhanced by soft, pastel skies reflecting over the water.
Villa in Fira
4.98 out of 5 average rating, 162 reviews

Calderas Hug 1 (Panoramic Sea View& Prive Hot Tub)

Calderas Hug 1 is a suite perfectly situated in the famous Caldera, offering an astonishing direct sea view to the infinity azure of the Aegean sea! Our property, is beautifully settled in the volcanic surface of Caldera cliff, following the traditional Cycladic white-washed architectural principals, providing our Guests a sense of serenity and a plethora of luxury amenities.

Top guest favourite
An illuminated cave pool is surrounded by smooth curves of stone walls, highlighting the modern design. The warm water reflects soft blue tones, creating a serene ambiance in the space. An indirect light source enhances the unique features of the pool area.
Cycladic home in Pyrgos Kallistis
4.96 out of 5 average rating, 285 reviews

Santorini Mayia Cave House with Private Cave Pool

Discover the real Santorini, beyond the crowded touristic routes. Mayia Cave House is a renovated 19th century traditional cycladic cave house in the quiet medieval village of Pyrgos. Offers all modern amenities, a spectacular private large warmed cave pool, a private hot tub in the terrace and incredible views over Santorini, including the famous sunset.

Guest favourite
A rooftop terrace features a table set for two, with glasses and a chilled bottle resting atop a light-colored surface. Two chairs are positioned around the table, and a lantern is placed nearby, contributing to the serene evening backdrop of the fading sunset.
Cycladic home in Megalochori
4.92 out of 5 average rating, 114 reviews

Blue Dreams

In the picturesque village of Megalochori Blue Dreams Villa is situated in the calmest part of the village and offers you the tranquility and the comfort you need to have a great time Overlooking the vineyards and the sparkling Aegean but just 3 minutes walking distance from the center of the village

Popular amenities for Santorini holiday rentals

Frequently Asked Questions

  • Where is Santorini located?

    Santorini is an island in the southern Aegean Sea, part of Greece’s Cyclades group. Known for volcanic landscapes and coastal villages, it has a setting shaped by both natural forces and local traditions.

  • When is the best time to visit Santorini?

    Late spring and early fall are often recommended due to lighter crowds and pleasant weather around 64–80°F (18–26°C). Summer brings warmth near 75–96°F (24–35°C), with very little rain and more activity across the island.

  • What are some things to do near Santorini?

    You can explore ancient sites like Akrotiri, visit caldera-view villages such as Oia, and learn about local wine traditions at many vineyards. The island also has beaches, hiking trails, and museums focused on history or art.

  • How is the weather near Santorini?

    Santorini has mild, wetter winters around 47–63°F (9–17°C), with heavier rainfall from December through February. Summer is dry and warm, with temperatures often reaching 75–96°F (24–35°C), while spring and autumn bring moderate warmth and less rain.

All about Santorini

The instant calm induced by the azure waters lapping against Santorini’s dramatic cliffs makes this Greek getaway one of the most coveted destinations for romance — and honeymoons. After all, the cluster of five islands — main crescent-shaped Thíra, plus the smaller Thirassiá, Asproníssi, Palea Kaméni, and Nea Kaméni sitting inside it — offer some of the most stunning sunset views in the Cyclades. So it’s jarring to realize that this dramatic natural beauty came out of 12 major volcanic eruptions, 20,000 years apart, the last of which caused the underwater caldera (volcanic crater), giving Thíra its round center.

What are the top things to do in Santorini?

Kamari Beach

Located on the east coast about four miles southeast of the main city of Fira, this black sand beach is also one of Santorini’s largest, boasting sea views complemented by Mesa Vouno Hill. The resort town’s promenade is filled with al fresco restaurants and lively nightlife.

Perissa

On the southeast corner of Thíra sits this coastal village, known for Timios Stavros Church (with its blue domes), the Museum of Minerals and Fossils, and its own black sand beach.

Fira to Oia Hike

The 6-mile walk along the caldera is one of the island’s most iconic experiences, as it passes through the towns of Imerovigli and Firostefani, while offering ocean views along the way. While it’s possible both directions, starting in Fira is a bit more of a downhill route.

Destinations to explore

  1. Airbnb
  2. Greece
  3. Fira
  4. Santorini