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Holiday rentals in Megalochori

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Top-rated holiday rentals in Megalochori

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
An outdoor terrace features a private heated Jacuzzi and sun loungers, framed by traditional Cycladic architecture. Soft, neutral tones are complemented by gentle lighting. A wooden ladder leans against the wall, leading to the upper level, while distant white buildings create a scenic backdrop.
Cycladic home in Oia
4.95 out of 5 average rating, 319 reviews

Helianthus Honeymoon Hideaway House

Our Honeymoon House with Caldera View offers the perfect romantic escape in Santorini, with the graceful addition of a heated outdoor Jacuzzi (will be closed between 15/11-15/3) providing the ultimate sense of relaxation overlooking the majestic caldera and the infinite Aegean blue. In an ample space of 40m2 divided into two levels, 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 favourite
A private infinity pool reflects clear blue skies, bordered by a spacious terrace. Sun loungers are arranged nearby, offering a view of the mountains and the sea. The landscape features lush greenery and terraced hills, creating a serene outdoor atmosphere.
Cycladic home in Pyrgos Kallistis
4.95 out of 5 average rating, 244 reviews

Andromaches Villa with private pool

Μια πανέμορφη βίλα με παραδοσιακή και μοντέρνα αρχιτεκτονική, στο κέντρο του παραδοσιακού χωριού Πύργος Καλλιστής, με απόλυτη ιδιωτικότητα και ιδιωτικό χώρο στάθμευσης ακριβώς έξω από την βίλα. Μόλις 250μ από την κεντρική πλατεία του χωριού Πύργος, 5χλμ από τα Φηρά, 7χλμ από το διεθνές αεροδρόμιο της Σαντορίνης αεροδρόμιο και 5χλμ. από το λιμάνι. Ευρύχωρο υπνοδωμάτιο, καθιστικό, μπάνιο με ντους, wc, king size κρεβάτι, ιδιωτική βεράντα με καθιστικό και ιδιωτική πισίνα, με θέα στη θάλασσα.

Top guest favourite
A clear view of the sea is framed by two arched windows, displaying the tranquil water and sun loungers on a stone patio. The interior features light-colored walls and wooden shutters, enhancing the open and airy feel of the space.
Cave in Red beach
4.95 out of 5 average rating, 179 reviews

Cueva del Pescador

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 favourite
A private patio is featured, showcasing a plunge pool surrounded by minimalist design elements. A wooden dining table with several chairs is positioned nearby. Traditional blue and white architecture is visible, along with views of the iconic dome and local buildings.
Cycladic home in Megalochori
4.97 out of 5 average rating, 188 reviews

Eco Chic My Home Santorini | Heated Jacuzzi

My Home Santorini Eco House is a peaceful retreat in the heart of Megalochori village. A former traditional Santorinian home, it has been sensitively renovated with natural, eco-friendly materials, creating a minimal, zen-inspired space. Enjoy your private patio with a heated outdoor jacuzzi (36–38°C) — a rare comfort, especially during cooler evenings. Surrounded by charming village life, local tavernas, and cafés, it offers an authentic and relaxing Santorini experience.

Guest favourite
A bright yellow door opens into a small courtyard featuring a Jacuzzi tub and a cozy seating area with a table and chairs. Black-framed glass doors lead into the interior space, while potted greenery adds a touch of nature.
Cycladic home in Megalochori
4.83 out of 5 average rating, 119 reviews

Casa Grande cave house with Jacuzzi

Casa Grande is a happy place, located in the traditional village of Megalochori. A cheerful canary yellow greets you at the door, ushering you into a small furnished courtyard with a Jacuzzi tub. An authentic Santorinian cave house, Grande is the largest of our homes. Renovated and refurbished, it combines comfort and tradition with modern details. *Cave houses are characterized by their ability to preserve a stable interior temperature throughout the year (bio-climatic).

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, 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

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

Akrorama Anemos - Private Pool & Caldera View

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 private indoor cave pool is set within a smooth, naturally formed alcove, with gentle lighting reflecting off the water’s surface. A staircase is visible in the background, leading to a brightly lit area, enhancing the cave's unique ambiance.
Place to stay in Vothonas
4.96 out of 5 average rating, 270 reviews

Mystagoge Retreat with subterranean pool/jacuzzi

Mystagoge Retreat is a unique traditional house, which can accommodate up to two people. A private heated indoor cave pool with jacuzzi 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, dining area and shared BBQ.

Guest favourite
An outdoor area features a stonewall backdrop with a staircase leading to a door. A circular hanging chair and a dining set with gray chairs are present. Cushions are arranged on a raised platform, while a tray with fruits is placed on the table.
Cycladic home in Megalochori
4.93 out of 5 average rating, 167 reviews

Antonio Caves

Antonio Caves are a typical example of Santorinian architecture. Constructed in 1901, it was initially used as cave house wine preparation cellar and a bakery built right into the volcanic rock. In 2020 it was renovated completely and converted into 3 autonomous suites sharing a common courtyard Situated in the traditional village of Megalochori in two minutes walking distance from the picturesque square of the village

Top guest favourite
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, 133 reviews

Demeter Cave House – Luxury Adults-Only Cave House

Perfect for honeymoons, anniversaries, or a romantic escape. Demeter Cave House is Santorini’s award-winning couples’ hideaway where Cycladic tradition meets calm, contemporary design. Set in Pyrgos, a peaceful village with a great local vibe, you’re moments from sunset bars and tavernas yet tucked away in your own private cave house with a jacuzzi and sky all to yourself. Authentic. Private. Perfectly placed.

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.

Top guest favourite
A modern living area features a curved, turquoise sofa against a white wall, complemented by decorative wall hangings. A dining table is positioned nearby, adorned with fresh flowers and food items. Natural light illuminates the space, enhancing its welcoming atmosphere.
Cycladic home in Megalochori
4.97 out of 5 average rating, 271 reviews

Villa Ruby

Villa Ruby is located in the traditional village of Megalochori in Santorini. A new villa built in the traditional architecture of the island. This accomodation is situated 3 kilometers from the Port, 7 kilometers from the Airport, 6 kilometers from the cosmopolitan center of the island and 4 kilometers from the islands' amazing beaches.

Popular amenities for Megalochori holiday rentals

When is the best time to visit Megalochori?

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Avg. price$214 SGD$207 SGD$206 SGD$201 SGD$222 SGD$245 SGD$269 SGD$268 SGD$236 SGD$228 SGD$204 SGD$229 SGD
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Frequently Asked Questions

  • Are there Megalochori vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 70 vacation homes with pools in Megalochori, available on Airbnb. Make a splash and soak up the sun in style!

  • Do hotel rentals in Megalochori have air conditioning?

    Absolutely! We offer over 10 hotel rentals with air conditioning in Megalochori. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Megalochori?

    Four-legged friends are welcome in Megalochori. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Megalochori?

    Yes! Work meets play with ease at over 60 vacation rentals in Megalochori featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly vacation rentals in Megalochori?

    Megalochori has more than 80 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Megalochori?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with wifi, over 10 homes with free parking, over 20 homes with air conditioning, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do cycladic house rentals in Megalochori have wifi?

    Absolutely! We offer over 40 cycladic house rentals with wifi in Megalochori. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Megalochori have a kitchen?

    Absolutely! We offer over 20 villa rentals with a kitchen in Megalochori. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Megalochori have free parking?

    Absolutely! We offer over 10 villa rentals with free parking in Megalochori. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in cave rentals in Megalochori?

    Experience the best of Megalochori with our cave rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Quick stats about holiday rentals in Megalochori

  • Total holiday rentals

    Explore 160 holiday rentals in Megalochori

  • Nightly prices starting at

    Megalochori holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,210 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    160 of Megalochori holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Megalochori rentals

  • 4.8 Average rating

    Megalochori stays are highly rated by guests – averaging 4.8 out of 5!

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