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Vacation rentals with beach access in Santorini caldera

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Top-rated beach access rentals in Santorini caldera

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Top guest favorite
An outdoor space features two lounge chairs facing an infinity pool that overlooks the sea. Lush greenery surrounds the area, while a clear sky adds brightness to the scene. The pool reflects the serene blue of the water, creating a tranquil atmosphere.
Villa in Pyrgos Kallistis
4.99 out of 5 average rating, 116 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!

Top guest favorite
A private terrace is showcased with a plunge pool and lounge area, overlooking the expansive ocean and cliffs of Oia. The architecture features smooth, white walls and an arched window framing the calming blue hues of the water and sky.
Cave in Oia
4.95 out of 5 average rating, 188 reviews

The Cave House by Spitia Santorini

Immerse yourself in the captivating charm of Santorini at The Cave House, a beautifully restored traditional cave located in the serene yet central part of Oia. This unique property offers a true Cycladic experience, blending authentic architecture with modern comforts. With a private outdoor plunge pool and breathtaking views of the caldera and the Aegean Sea, this tranquil haven, accommodating up to 2 guests, is the perfect retreat for a romantic escape or an unforgettable island adventure.

Top guest favorite
An outdoor terrace offers a jacuzzi and comfortable seating, perfect for relaxation. Expansive views of the caldera and surrounding landscape are visible, showcasing the natural beauty of Santorini. The clean, modern layout encourages outdoor enjoyment while highlighting the tranquil setting.
Cycladic home in Fira
4.98 out of 5 average rating, 225 reviews

Sol

I-Sol is an isolated house in the center of the traditional village of Akrotiri! It has a two level outdoor! At the first level where is the entrance of the house you can relax on the dinning couch watching the caldera view! At the second level you will enjoy the sun and a 270 degrees view including the volcano relaxing at many choices such us the jacuzzi or the big sun beds or a couch or Acapulco style lounge chairs. Inside the house is a fully equipped kitchen , bathroom and two bedrooms!

Top guest favorite
A private courtyard features a heated jacuzzi and a dining set with two chairs and a small table. The white walls and large windows create a bright, airy environment. A potted plant adds a touch of greenery against the minimalist backdrop.
Cave in Pyrgos Kallistis
5 out of 5 average rating, 132 reviews

Demeter Cave House - Luxury Adults Only Cave House

Perfect for honeymoons, anniversaries, or a romantic escape, Demeter Cave House is Santorini’s top-rated and award-winning romantic hideaway. Tucked into the heart of Pyrgos village, this one-of-a-kind cave house blends traditional Cycladic architecture with luxurious modern comforts—including your own private hot tub. Our guests say "the most magical stay we’ve ever had" and "a perfect location for exploring Santorini " Prices include all local taxes including the Greek tourist tax.

Guest favorite
A charming kitchen area features a simple wooden table with a fruit bowl and a glass of wine. A green countertop and exposed light fixtures contribute to the cozy design. A doorway leads to a patio with ocean views, framed by open shutters.
Cave in Red beach
4.91 out of 5 average rating, 162 reviews

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!

Guest favorite
The suite features a spacious bed with crisp white linens and a light grey blanket. Large glass doors open to a balcony, providing a view of the sea. Minimalist decor includes soft lighting and neutral tones, enhancing the modern atmosphere.
Apartment in Fira
4.91 out of 5 average rating, 121 reviews

George&Joanna Honeymoon Suite with outdoor Hot Tub

Book your honeymoon in this brand new stunning suite in the heart of Fira, Santorini's capital. George & Joanna Suites presents Teo Suite, its newest addition for all couples who want nothing less than honeymoon! Luxury minimalist, design driven , the suite features a king size bed , partially open concept shower and a balcony with outdoor hot tub. Enjoy the convenience of downtown, in privacy and modern comfort and make your Santorini experience as best as it gets.

Superhost
A private veranda features comfortable seating arranged for relaxation, overlooking the caldera. The sunset casts warm hues across the expansive sea, enhancing the tranquil ambiance. The surrounding cliffs and distant land masses are visible, creating a picturesque backdrop.
Apartment in Oia
4.89 out of 5 average rating, 314 reviews

Oia Lucky Ruby Residence

Our Ruby Residence offers the perfect romantic getaway in Santorini, with its panoramic views and total privacy, providing the ultimate sense of relaxation overlooking the majestic caldera , world known sunset of Oia and the infinite Aegean blue. In a cozy interior space of 40m2 with a 50m2 private veranda it provides everything a couple may desire. It has been built in perfect alignment with the distinct Cycladic architecture and boasts unparalleled, absolute privacy .

Top guest favorite
A spacious bedroom is showcased, featuring a large bed with a dark gray blanket. The open layout reveals a bright living area with a kitchenette and seating space, all adorned in soft white tones. Large windows invite natural light and provide views of the surroundings.
Cycladic home in Fira
4.93 out of 5 average rating, 447 reviews

Divine View Sun Home

Unwind and relax with a glass of wineadmiring the breathtaking views of the famous Santorinian sunset from this house's private veranda . Awake refreshed and ready for a day to explore the island via this clean, sunny house with impressive views to the caldera , volcano of Santorini Aegean Sea & the island of Thirassia . Head out and wander through the famous paths of Fira and explore the nearby little shops & cafe .

Top guest favorite
A private terrace features potted plants against a backdrop of the caldera and sea. A plunge pool is visible, with steps leading away toward the water. In the distance, a wooden boat floats peacefully on the calm blue water.
Cycladic home in Oia
4.99 out of 5 average rating, 191 reviews

By the Mill, Caldera, Oia

100 sq meters of traditional cave house - 3 bedrooms and 3 bathrooms, spread over 3 levels of 100 square meters of private terraces and private plunge pool. At Oia's heart - incredible volcano, caldera & sunset views all year round. Easy access, and remarkable privacy, as well as daily housekeeping and plunge pool maintenance.... By the Mill is your dream Santorini home!

Superhost
A serene terrace features comfortable seating beside a clear hydromassage pool. The smooth surface of the water reflects the soft colors of the sky, while gentle waves can be seen lapping at the shoreline in the distance.
Cycladic home in Oia
4.89 out of 5 average rating, 168 reviews

Michelangelo Beach Villa with Sea View

Michelangelo Beach Villa is a perfect getaway destination for those seeking contact with nature and peace of mind. The villa is decorated in respect to the island's tradition, in pastel colors so our guests can take in as much of nature's and sea's beauty as they can. The fresh water hydromassage is not operating during December, January and February.

Guest favorite
A private pool is featured within a sunlit terrace, surrounded by modern architectural elements. The clear water of the pool reflects the sky, while lounge chairs are positioned nearby for relaxation. The expansive space allows for unobstructed views of the surroundings.
Villa in Akrotiri
4.95 out of 5 average rating, 141 reviews

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.

Top guest favorite
Cycladic home in Oia
4.96 out of 5 average rating, 235 reviews

Quiet White Studio

Quiet White Studio is a small but cosy studio in the village of Oia, hanging on the cliff of the caldera. It is located about 85 steps below Oia's main walking path, practically 4 minutes on foot from Oia's center. The studio is good for couples and solo adventurers.

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