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Villa holiday rentals in Santorini caldera

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Top-rated villa rentals in Santorini caldera

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Guest favourite
A private heated mini pool is visible, reflecting the vibrant colors of the sunset. The surrounding area reveals a panoramic view of the village and coastline, with distant land formations softly illuminated in the fading light.
Villa in Pyrgos Kallistis
4.93 out of 5 average rating, 103 reviews

Martynou View Suite

Martynou View Suite 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 the best beaches.This is an ideal choice for couples or small families.Suite offers private parking,a spacious living room with a kitchen, bathroom,double bed,air condition,coffee machine, 2 smart TV,fridge(offer bread jam honey butter),Wi-fi, and a private heated mini pool(jacuzzi)with stunning sea views!

Top guest favourite
A charming courtyard is displayed, featuring comfortable outdoor seating arrangements and a tranquil infinity pool in the background. The villa's exterior is constructed with local stone, illuminated softly by outdoor lighting, while the sky captures a gradient of blues and wispy clouds as twilight approaches.
Villa in Santorini
4.98 out of 5 average rating, 132 reviews

SPECTACULAR SANTORINI VILLA-CAR RENTAL INCLUDED

Description: Mansion Kyani is a secluded Hillside villa in Santorini's prettiest village. It offers three self-contained apartments spread over two spacious floors, a sunny terrace providing great views, and a huge yard with private pool & copious lounging spots. -A manual 5seater Car Rental (Fiat Panda or similar) is offered complimentary for the duration of your stay. This does NOT apply for special offers and not guaranteed for last minute reservations (depends upon agent's availability).

Guest favourite
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
4.9 out of 5 average rating, 138 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 favourite
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, 182 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

Top guest favourite
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, 142 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 favourite
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 favourite
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, 150 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 favourite
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, 112 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.

Superhost
A private outdoor Jacuzzi is situated on a terrace, surrounded by whitewashed walls and overlooking the serene sea. The sparkling water reflects sunlight, creating a tranquil atmosphere. The sloping hillside provides additional views of the coastline and distant boats.
Villa in Oia
4.89 out of 5 average rating, 472 reviews

SEACREST VILLA-VOLCANO VIEW

SEACREST VILLA has a bedroom with double bed, a living room with 2 single beds, a private fully equipped kitchen, a private shower room and 2 private verandas with perfect view to the Sea ,the Caldera ,the Volcano and the village of OIA.There is also a jacuzzi.

Guest favourite
A private terrace features a shimmering pool with views of the sea and the caldera. Whitewashed buildings in Oia line the cliffside under a clear blue sky, creating a serene backdrop for relaxation.
Villa in Oia
4.87 out of 5 average rating, 209 reviews

Top Caldera view villa with Hot Tub in Oia

This spacious little villa is located at the highest point of the village with stunning and unlimited views to the famous caldera and the volcano. The king size bed and the hot tub at the balcony will give unique moments of relaxation and enjoyment

Guest favourite
A serene view of an outdoor jacuzzi is presented, surrounded by smooth stones and featuring a clear blue surface reflecting the sky. Beyond the jacuzzi, a scenic view of the hillside and coastline is visible, enhancing the sense of tranquility.
Villa in Santorini
4.98 out of 5 average rating, 160 reviews

Sea view Villa 'Avra' @home by the sea!

Relax in the spacious Jacuzzi, enjoy the views from the terrace, relax @home on 100m2 with 2 bedrooms, 2 bathrooms, fully equipped kitchen, fireplace, aircondition and Sat-TV. Quietly located, 2km (5 min. drive) from the sea and beach resort.

Guest favourite
A bright living area features a spacious sectional sofa adorned with colorful cushions. A circular coffee table is positioned in front, and views of the sea are visible through large windows, allowing natural light to illuminate the room. A sleek kitchen area is visible in the background.
Villa in Karterádos
4.94 out of 5 average rating, 103 reviews

Villa-Makrilis

located in karterados village . 115 square meter villa with 2 rooms and two bathroms private yard with hot tub jacuzzi. 1 mile away from the capital of Santorini Fira town. Bus station is 300 meter away from Villa.

Popular amenities for villa rentals in Santorini caldera

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Private villa rentals

Guest favourite
Two wooden lounge chairs are positioned beside a plunge pool, with a small table holding a wine glass and a bottle of wine. The view overlooks the Aegean Sea and distant volcanic islands, with soft pastel hues accenting the landscape.
Villa in Oia
4.88 out of 5 average rating, 8 reviews

Little Rock Villa-Oia. Entire Cave House Oia

Guest favourite
An outdoor terrace is seen with a sleek wooden table surrounded by soft seating areas. The clear blue sky and sea serve as a backdrop, enhancing the serene setting. Potted plants and a hanging light fixture add subtle touches to the inviting space.
Villa in Imerovigli
5 out of 5 average rating, 18 reviews

101. Aloe | Suite with Jacuzzi and Sea View

Guest favourite
An outdoor relaxation area features two spacious lounge chairs positioned beside a shimmering swimming pool. The stone wall of the villa contrasts with the soft glow from interior lights. Large glass doors offer a glimpse into the modern interior, emphasizing the blending of indoor and outdoor spaces.
Villa in Fira
5 out of 5 average rating, 16 reviews

Villa Trace-2 BR/Heated private pool, Sea view

Guest favourite
Two glasses of red wine are positioned on the edge of a jacuzzi, accompanied by a platter of assorted snacks. The background features a serene sunset illuminating the sky, with a lush landscape visible in the distance.
Villa in Oia
4.93 out of 5 average rating, 28 reviews

Serene Escape - Peaceful Jacuzzi Villa

Guest favourite
A modern villa features a tranquil pool area with sun loungers arranged beside the water. The white building showcases a minimalist architectural design, complemented by a shaded wooden pergola and stone accents. Clear blue skies provide a serene backdrop.
Villa in Karterádos
5 out of 5 average rating, 28 reviews

George Farm Land villa with private swimming pool

Superhost
An outdoor terrace features a heated Jacuzzi surrounded by light-colored decking and two sun loungers. Potted plants add greenery to the area, while the Aegean Sea and a passing cruise ship are visible in the background.
Villa in Fira
4.91 out of 5 average rating, 56 reviews

Ananda Infinity

Guest favourite
A tranquil outdoor seating area is set against a backdrop of whitewashed buildings and blue domes. The shaded nook features a comfortable bench adorned with striped cushions, offering a serene space for reading or relaxing amid the picturesque Santorini landscape.
Villa in Oia
4.94 out of 5 average rating, 17 reviews

Aris Cave indoor plunge pool by SV

Superhost
An inviting private swimming pool is situated on the terrace, with the tranquil Aegean Sea in the background. The sky is adorned with hues of orange and purple as the sun sets, while surrounding greenery and modern seating areas enhance the serene atmosphere.
Villa in Finikia
4.86 out of 5 average rating, 79 reviews

Astrea Suites: Villa Finikia- Aegean Sea View

Luxury villa rentals

Top guest favourite
A modern villa features a private pool surrounded by sun loungers and lush landscaping. The outdoor area includes a shaded seating space under a pergola, with warm lighting illuminating the pathway. The tranquil ambiance is enhanced by the evening sky.
Villa in Megalochori
4.97 out of 5 average rating, 34 reviews

Philosophia Luxury Villa

Superhost
An infinity pool stretches across the foreground, reflecting the deep blue sky and sea. A large sunbed floats in the pool, surrounded by minimalistic stone platforms. Two hanging chairs are positioned nearby, offering views of the serene landscape and horizon.
Villa in GR
4.84 out of 5 average rating, 19 reviews

A&V SeaView 4B Villa-Private pool, Breakfast incl.

Superhost
The exterior of the villa is showcased at dusk, featuring multiple balconies and an inviting outdoor area with jacuzzis. Soft lighting illuminates the structure, and the surrounding landscape adds to the sense of tranquility. A scenic view of the distant town is visible in the background.
Villa in Megalochori
4.87 out of 5 average rating, 23 reviews

Villa Katerina Collection-5 Villas in Ground Floor

Guest favourite
An expansive terrace offers panoramic views of the Aegean Sea and the iconic Santorini landscape. Lounge chairs are positioned for sunbathing, while the gentle curves of the terrace reflect the architectural style of the villa. The sparkling water enhances the serene atmosphere of the space.
Villa in Oia
4.97 out of 5 average rating, 68 reviews

Villa Santorini 520 with private swimming pool

Superhost
An open-air terrace showcases outdoor seating arrangements and a hot tub, with panoramic views of the sea at sunset. The light-colored surfaces reflect the soft hues of the sky, while greenery adds a touch of nature to the space.
Villa in Fira
4.93 out of 5 average rating, 69 reviews

3 bed villa, @ Fira center Sea view,outdoor hottub

Guest favourite
A crystal-clear plunge pool glistens under the sun, surrounded by whitewashed stone walls. Decorative planters add splashes of green, while pink flowers provide a soft contrast. The image captures a backdrop of traditional Santorinian architecture against a bright blue sky.
Villa in Fira Santorini
4.95 out of 5 average rating, 187 reviews

The Painters House

Superhost
The outdoor area features a private swimming pool surrounded by sun loungers, offering panoramic views of the Aegean Sea and the caldera. The modern design is complemented by a spacious sun terrace, enhancing the tranquil atmosphere. Clear blue skies complete the picturesque setting.
Villa in Akrotiri
4.75 out of 5 average rating, 4 reviews

Sea view loft with private hot tub and pool

Guest favourite
A sparkling infinity pool reflects the landscape, featuring a stylish ice bucket with a bottle of champagne and two elegant glasses nearby. A decorative plate holds a variety of fresh fruits, providing a vibrant centerpiece against the serene backdrop of the Aegean Sea.
Villa in Pyrgos Kallistis
4.94 out of 5 average rating, 102 reviews

White Orchid Villa | Private Pool | Sunset View

Villa rentals with a pool

Guest favourite
The villa is illuminated against a night sky, highlighting a private pool surrounded by sun beds. Within the outdoor space, a mix of lounge seating and greenery creates a tranquil atmosphere, while the building's modern architecture is accentuated by soft lighting.
Villa in Karterádos
4.95 out of 5 average rating, 43 reviews

Kyklos villas - private heated pool Villa

Guest favourite
A modern terrace features a private pool illuminated softly, reflecting the evening sky. Comfortable lounge chairs are positioned alongside the pool, inviting relaxation. The surrounding area offers views of the village and horizon, contributing to a serene ambiance.
Villa in Vothonas
5 out of 5 average rating, 34 reviews

Santo Bloom "giio" Deluxe Villa with Private Pool

Top guest favourite
An evening view of a private terrace showcases a sleek pool with illuminated water in a calming blue hue. Comfortable seating is arranged nearby, and a small dining area is positioned in the background. The sky transitions into deep hues as twilight sets in.
Villa in Fira
4.98 out of 5 average rating, 59 reviews

Filoxenia Luxury Villas | 2 Bedroom | private pool

Guest favourite
An inviting outdoor swimming pool is visible, featuring clear blue water and a sun lounger positioned beside it. Steps lead into the pool, suggesting an accessible entry point for guests. Sunlight creates a sparkling effect on the water's surface.
Villa in Vothonas
4.95 out of 5 average rating, 40 reviews

Romantic Villa With Sea View Car Included

Guest favourite
A serene outdoor space features a deep blue pool surrounded by lounge chairs with umbrellas. The pool is bordered by white stones, and a panoramic view of the ocean and sky can be seen in the background.
Villa in Exo Gialos Karteradou
4.99 out of 5 average rating, 73 reviews

Villa Concha Con Perla Santorini

Guest favourite
A private swimming pool is surrounded by lush greenery, providing a sense of seclusion. Two lounge chairs are positioned nearby, emphasizing relaxation. The view extends over the Aegean Sea, showcasing tranquil blue waters under a clear sky.
Villa in Oia
4.96 out of 5 average rating, 23 reviews

Oia's View Cavehouse VI with private pool

Superhost
A private outdoor area features a pool with clear water, surrounded by a patio fitted with lounge seating. An arched entryway leads into the villa interior. Two wooden chairs and a small table are positioned near the entrance, enhancing the inviting outdoor space.
Villa in Mesaria
4.9 out of 5 average rating, 10 reviews

Living Moments Villa Amersa

Superhost
The image captures a clear view of a private swimming pool, showcasing glistening water under bright sunlight. Two sun loungers with light-colored fabric are positioned by the poolside. A minimalistic villa structure is visible in the background, featuring large glass doors leading to spacious interiors.
Villa in Exo Gialos Karteradou
4.81 out of 5 average rating, 62 reviews

"Sea" Luxury villa by Santorini beach!

Destinations to explore

  1. Airbnb
  2. Greece
  3. Vothonas
  4. Santorini caldera
  5. Villa rentals