Villa holiday rentals in Megalochori

Villa in Pyrgos Kallistis

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.

4.93 out of 5 average rating, 105 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!

4.98 out of 5 average rating, 132 reviews

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

Spectacular Private Mansion- Car Rental included *

Mansion Kyani is a secluded hillside villa in Santorini's prettiest village. It features three self-contained suites spread over two spacious floors, ensuring distinct private living areas for your group. Enjoy the sunny terrace with panoramic views, an expansive courtyard with a private pool, garden & many lounging spots. -A manual 5seater Car Rental (Cat.B) is included. *This does NOT apply for special offers and not guaranteed for last minute reservations (depends upon agent's availability).

Villa in Pyrgos Kallistis

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.

4.99 out of 5 average rating, 116 reviews

Santorini Sky | Panoramic Villa | #1 in Santorini

SPECIAL 2026 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!

4.86 out of 5 average rating, 142 reviews

An outdoor terrace is shown, featuring a dining table surrounded by light-colored chairs. A private jacuzzi is visible on one side, with panoramic views of the sunset over the sea and distant hills. The space is complemented by sheer drapes and a warm glow from the setting sun.

Villa in Firostefani

Sunset View Villa Santorini - Outdoor Jacuzzi

Exclusive Luxury Villa with breath-taking PANORAMIC views of the sea, Caldera & Sunset. Upstairs - One of the largest private jacuzzi terraces in Santorini with pergola & kitchen/bar, stunning views and Alfresco dining and lounging. Downstairs - 3 double Bedrooms, 2 bathrooms, lounge/dining room, Modern kitchen, outdoor dining table in the tranquil courtyard. Laundry with washer and drier. Daily clean, linen, towels & toiletries. Personal Manager & concierge services.

4.9 out of 5 average rating, 138 reviews

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

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.

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.

4.97 out of 5 average rating, 184 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

4.9 out of 5 average rating, 131 reviews

A private swimming pool is framed by sun loungers, offering a serene space for relaxation. A stone terrace features a shaded dining area, with stunning views of the sunset over the calm sea, creating a peaceful atmosphere.

Villa in Panagia Kalou

Abelomilos Luxury by The Sea

Abelomilos Luxurie by The Sea is a brand new, luxurious villa consisted of two elegantly decorated bedrooms, fully equipped kitchen, two bathrooms, and a tastefully decorated living room. It also has a private swimming pool where guests can relax overlooking the stunning view over the emerald waters of the Aegean Sea. It is an ideal choice for people with high aesthetics and those who want to enjoy their holidays in an environment of Quiet.

4.96 out of 5 average rating, 171 reviews

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

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.

4.95 out of 5 average rating, 142 reviews

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

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.

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.

5 out of 5 average rating, 152 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.

Villa in Paralia Perivolos

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.

4.97 out of 5 average rating, 113 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.

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.

4.89 out of 5 average rating, 477 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.

Popular amenities for villa rentals in Megalochori

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

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.

4.89 out of 5 average rating, 9 reviews

Little Rock Villa-Oia. Entire Cave House Oia

Luxe

A tranquil pool area features a cozy love-seat with soft cushions, facing a stunning view of the coast at sunset. Lush greenery frames the scene, while a shaded terrace offers a comfortable spot for relaxation. The inviting pool reflects the sky's warm colors.

Villa in Santorini

5 out of 5 average rating, 28 reviews

Eolia Senior Villa

Two wooden chairs are positioned on a terrace, facing the expansive view of the blue sea and distant cliffs. One chair features red and white stripes, while the other is adorned with blue and white stripes. A clear blue sky complements the serene waters.

4.97 out of 5 average rating, 38 reviews

Villa Calliope

4.85 out of 5 average rating, 20 reviews

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

A&V 4BDR Villa-Pool & Jacuzzi, Breakfast incl.

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.

5 out of 5 average rating, 16 reviews

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

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.

4.93 out of 5 average rating, 69 reviews

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

A serene swimming pool is framed by a smooth, curved archway. The water reflects the surrounding white walls, enhancing the tranquil atmosphere. Soft lighting creates a peaceful ambiance, and a hint of lush greenery is visible in the background under a night sky.

4.98 out of 5 average rating, 92 reviews

Lotus Cave Villa With Heated Plunge Pool

4.99 out of 5 average rating, 77 reviews

A private terrace features a jacuzzi surrounded by natural stone walls and sunlight streaming through a slatted roof. Lush greenery peeks from above, creating a serene outdoor setting, while steps lead to an entrance shaded by the structure.

Villa in Monolithos

Blue Diamond Suite with Hot Tub *Aegean Diamonds*

Luxury villa rentals

4.92 out of 5 average rating, 25 reviews

The villa is shown at twilight, revealing its elegant architecture. A private pool reflects the evening sky, with lounge chairs positioned beside it. Soft lighting highlights the outdoor spaces, and palm plants frame the entrance, creating a welcoming ambiance.

Villa in Mesaria

Aleria Santorini Villa

4.93 out of 5 average rating, 46 reviews

An airy living and dining area features light-colored furnishings that complement the minimalist design. Large windows with red frames allow natural light to flood the space, providing a clear view of the Aegean Sea beyond. A warm wooden table is positioned in the center.

Villa in Imerovigli

Serendipity Cliffside Villa~Jacuzzi & Caldera View

Villa in Exo Gialos Karteradou

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.

4.99 out of 5 average rating, 74 reviews

Villa Concha Con Perla Santorini

4.97 out of 5 average rating, 61 reviews

An outdoor terrace features sun loungers arranged by a private pool, overlooking the expansive sea. A cozy seating area with a sectional sofa is present, accompanied by lush greenery and vibrant flowers, creating a serene environment for relaxation. Clear blue skies and water enhance the tranquil setting.

Villa in Imerovigli

102. Palmera | Premium 2-Bedroom Villa with Pool

4.95 out of 5 average rating, 188 reviews

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

The Painters House

4.86 out of 5 average rating, 7 reviews

A private terrace features a sunbed with plush cushions, overlooking a vast expanse of blue sea and distant islands. The horizon meets the water, offering a serene backdrop under clear skies.

Villa in Imerovigli

Villa Eros in Santorini

5 out of 5 average rating, 51 reviews

An outdoor area is featured with a private swimming pool and a sunlit patio. Lounge chairs are positioned beside the pool, while a dining table is set nearby. The clean white walls reflect ambient lighting, creating a serene and inviting space for relaxation.

Villa in Vothonas

Alme villas private residence with pool

A clear blue sky envelops the outdoor space, featuring a heated hot tub with views overlooking the vast blue sea and the islands beyond. The minimalist design highlights a tranquil atmosphere, complemented by the nearby decorative plants arranged in tasteful pots.

5 out of 5 average rating, 9 reviews

Villa DALI Leda - jacuzzi and amazing volcano view

Villa rentals with a pool

4.95 out of 5 average rating, 44 reviews

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

Kyklos villas - private heated pool Villa

Villa in Pyrgos Kallistis

A private outdoor seating area is depicted, featuring a round table and two chairs. A vibrant arrangement of flowers adorns the table alongside a magazine. In the background, a glistening pool is visible, set against a panoramic view of the sea and distant land.

4.71 out of 5 average rating, 7 reviews

Ananda Retreat 2 Bedroom Villa M private pool

4.86 out of 5 average rating, 28 reviews

A private terrace showcases a serene plunge pool, with seating arrangements that include a cozy sofa and a small dining table. The scenic view extends over the village and coastline, complementing the soft glow of candlelight around the space.

Villa in Megalochori

Milestone Iris Villa

5 out of 5 average rating, 34 reviews

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

Santo Bloom "giio" Deluxe Villa with Private Pool

4.95 out of 5 average rating, 40 reviews

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

Romantic Villa With Sea View Car Included

A bright dining area features a wooden table set for four, complemented by blue chairs. Large glass doors open to reveal a private pool area with lounge chairs and an umbrella, framed by the arched architecture and views of the sea.

5 out of 5 average rating, 38 reviews

Modern Dome Homes - The Blue

Villa in Exo Gialos Karteradou

A serene swimming pool area is illuminated by soft lighting at night, highlighting the clear water. A decorative lantern sits next to plush cushions on the poolside. The villa's exterior is visible in the background, showcasing modern architectural features and lit windows.

4.72 out of 5 average rating, 53 reviews

SEA villa with private pool ,sandy beach 100m!