Villa vacation rentals in Santorini caldera

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Top-rated villa rentals in Santorini caldera

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Guest favorite

A clear swimming pool is surrounded by palm trees and lounge chairs, offering a relaxing outdoor space. The white villa in the background is complemented by blooming plants and a mountainous landscape under a bright blue sky.

Villa in Kamari

4.84 out of 5 average rating, 165 reviews

Studio Santorini Twin/Double

Welcome to our Studios Our Studios offers tranquility & relaxation under the blue skies of Santorini. The hotel can be found 80 meters from the seashore and the quiet black sand beach of Agia Paraskevi. Cycladic architecture, spacious comfortable rooms, a hotel swimming pool with a separate Jacuzzi pool & more than reasonable room rates make our Studios an obvious choice for your next summer holiday. Nearby one can find a local restaurant, a traditional fish taverna, the bus stop & a taxi office. 5 minutes drive down the road takes you into Kamari Beach Town Center, a cosmopolitan beach resort known for its lively atmosphere, nightlife, plentiful shopping area, water sports, cafes, bars, taverns & so on. Location - Agia Paraskevi Kamari Beach is a lively cosmopolitan resort, offering an array of water sport activities, beach bars, tavernas, boutiques & shops. An attractive stone-paved promenade road runs parallel between the seafront shops & the long dark sanded beach, inviting one to take a pleasant evening stroll. Kamari Beach has a regular bus service that connects visitors to other areas of the island. blue flag Kamari Beach has received the BLUE FLAG AWARD. The Blue Flag is an exclusive eco-label award. Amenities All the rooms are self-catering with private sea view balcony Private Balcony with Sea View Private Bathroom Air Conditioning Electric Kitchenette Refrigerator Safe Box Satellite TV Daily Maid Service

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!

Guest favorite

Villa in Pyrgos Kallistis

4.98 out of 5 average rating, 123 reviews

Martynou View Villas

Martynou View villas is a private property,located in Santorini Pyrgos village. Just a few steps away from restaurants cafe and more shops.Only 10 minutes driving distance from central Fira and from the best beaches of the island. This is an ideal choice for couples. The property offers a spacious living room with kitchen, bathroom,double bed,air condition,coffee machine,TV,fridge,Wi-fi, soundtrack,private parking and a lovely balcony with private heated jacuzzi and stunning sea view!

Guest favorite

A hot tub is shown in the foreground, with bubbles gently rising to the surface. Two glasses and a bottle of sparkling drink are placed on the edge, while wicker chairs are visible in the background, framed by scenic views of the hillside and village.

Villa in Exo Gonia

4.89 out of 5 average rating, 132 reviews

Blue Soul Luxury Villa

Blue Soul Luxury Villa is a sanctuary of elegance in the heart of Exo Gonia. Nestled on the hillside towards Pyrgos, it offers breathtaking views of the Aegean Sea, the village, and the rolling landscapes. Its highlight - a four seat hot tub - invites you to unwind in pure bliss. Thoughtfully designed with curated décor and a seamless blend of comfort and style, the villa promises a unique and tranquil escape, where every detail enhances your Santorini experience.

Top guest favorite

The outdoor area features a private swimming pool with crystal-clear water, surrounded by sunbeds and lush landscaping. A shaded lounging area with an airy canopy provides a serene view of the surrounding vineyards, while the warm sunset creates a tranquil ambiance.

Villa in Fira

4.97 out of 5 average rating, 175 reviews

Ambeli Luxury Villa|Private Pool |HotTub&Breakfast

Ambeli Villa is situated in the region of Megalochori, with a total living space of 530sq.m. A newly anti-seismic constructed building covering all the official guidelines to maximize the security of our guests offers four gracious bedrooms and 4 bathrooms, which can accommodate up to 9 guests. The swimming pool and the outdoor heated Jacuzzi will offer you a sense of relaxation and wellness. "Homemade breakfast" and daily housekeeping are included at the price

Guest favorite

A serene outdoor space features a small pool illuminated in soft blue, surrounded by white cave-style walls. A comfortable seating area with cushions is visible, alongside a decorative lantern casting a warm glow, creating an inviting atmosphere for relaxation.

Villa in Karterádos

4.96 out of 5 average rating, 164 reviews

MyBoZer Cave Villa

MyBozer Cave Villa is a traditional cave style house located in traditional village of Karterados. This cave style luxury villa offers high end amenities and facilities in indoor area and outdoor area . Near the villa only 5 minutes by foot you can find the local bus stop ,also near by you can find everything you need like restaurants,super market,coffee shops ,patisserie,the police station and the general hospital of Santorini.

Guest favorite

An outdoor terrace features two comfortable lounge chairs facing the expansive Aegean Sea. The calm waters reflect clear blue skies, while views of nearby islands enhance the serene atmosphere. A railing provides safety while allowing unobstructed sightlines of the breathtaking scenery.

Villa in Imerovigli

4.93 out of 5 average rating, 173 reviews

Calderas Hug 2 Suites(Sea View& Prive Hot Tub)

Calderas Hug & Sea View 2 is a villa with two suites perfectly situated in the famous Caldera, offering an astonishing direct sea view to the infinity azure of the Aegean sea! Our properties, are 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.

Guest favorite

A private Jacuzzi tub is positioned on a balcony, with a stunning view of the Aegean Sea and a sunset reflecting on the water. Soft clouds are visible in the sky, and a rolled towel is neatly placed beside the tub.

Villa in Vourvoulos

4.89 out of 5 average rating, 135 reviews

NEW La Estrella - Levantis Suite & Private Jacuzzi

La Estrella - Levantis Suite (55 sq.m.) is beautiful situated in Vourvoulos village, just 600m away from the famous Imerovigli town, offering a direct stunning sea view to the Aegean. The property combines the famous traditional Cycladic white-washed architecture with the modern mindset, being able to provide our guests all the luxurious amenities.

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, 133 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

Two wooden lounge chairs are positioned on a concrete terrace, offering unobstructed views of the caldera. Two lanterns with flickering candles provide ambient lighting as the sun sets over the water, creating a serene space for relaxation.

Villa in Oia

5 out of 5 average rating, 147 reviews

Loukia House

Loukia House is a traditional Cycladic cave house carved inside the Oia cliff. The beautiful arched ceilings stretch along the indoor and outdoor space. Its unique location offers panoramic views of the whole island and the caldera. A relaxing terrace gives a sense of privacy in the most sought-after spot in Santorini.

Top guest favorite

The outdoor area features a private hydromassage tub and sun loungers arranged on a spacious terrace. The villa’s modern structure is complemented by subtle lighting, enhancing the clean lines and white walls. Shade is provided by a pergola, creating a relaxing environment.

Villa in Paralia Perivolos

4.97 out of 5 average rating, 107 reviews

"DAFNES VILLAS 2" PRIVATE HYDRO-MASSAGE

Dafnes Villa 2 is located 100 metres away from Perivolos black beach, the most famous and popular beach of the island where you can find lots of beach bars, restaurants and shops. You can either relax at the private outdoor hydromassage tub or just go to the beach and enjoy the Aegean sea.