Holiday rentals in Megalochori

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Top-rated holiday rentals in Megalochori

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Top guest favourite
A spacious outdoor sleeping area is positioned against a stunning coastal backdrop. The scene features a simple, modern setup with large cushions resting on a concrete platform, providing a direct view of the horizon and the expansive sea.
Villa in Pyrgos Kallistis
5 out of 5 average rating, 103 reviews

Santorini Sky | The Lodge *Most Unique*

SPECIAL 2026 RATES! Heaven has a new address! This sensational villa, blends rustic design with modern comfort and luxury. From the private infinity jacuzzi, to marble counters, pillow-top king-size bed, and satellite TV – Every detail has been considered to make The Lodge is as stunning inside as the views are outside. And at the top of the ‘stairway to heaven’ lies the Sky Bedroom which will absolutely take your breath away – the most spectacular private rooftop terrace on the whole island.

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, 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!

Guest favourite
Cave in Oia
4.97 out of 5 average rating, 296 reviews

Historic cave house, the old bakery by Cycladica

The old bakery of the village awaits just two minutes from Oia's central square, with a private entrance right on top of the stairs that lead to Armeni bay. Carved in the mountain with respect to the unique local architecture and in harmony with the sun-filled, wild volcanic beauty, the newly restored cave house recounts stories of tradition, heritage and style. The red pumice stones, antique marble floors and handcrafted wooden furniture, create the feeling of an authentic warm hospitality.

Top guest favourite
A private outdoor plunge pool is accompanied by a series of whitewashed walls and steps leading upward. The scene features a bright blue dome visible in the background, framed by clear skies, with a ceramic pot placed nearby.
Guest suite in Oia
4.97 out of 5 average rating, 178 reviews

Suite with Outdoor Plunge Pool & Blue Domes View

Located in the very heart of Oia, at a secluded position on the famous caldera of Santorini, Oia Spirit is a stylish complex of 8 stand-alone traditional cave houses, with access to a shared cave pool. This suite features a private outdoor plunge pool. Its interior is a unique space with a double bed and a living room. It has stunning view to the caldera and the two iconic blue domes of Oia. Santorini International Airport is about 17 km from Oia Spirit, and the Ferry Port at about 23 km.

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
A private plunge pool is featured at the edge of a terrace, offering unobstructed views of the caldera and Aegean Sea during sunset. The warm glow of the sun casts a serene light over the water, enhancing the tranquil environment.
Cave in Fira
4.87 out of 5 average rating, 298 reviews

Two Bedroom Maisonette with Caldera View

Mirabo Villa’s homonymous suite built in maisonette style has two different leveled bedrooms with double beds making it ideal for families, group of friends and honeymooners who want to enjoy their holidays in a very comfortable and relaxing way. The two separate and spacious bathrooms are beautifully styled and the living room offers hours of relaxation . On the second floor, you can enjoy the caldera & volcano views and the sunset from the private balcony.

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

Anemos suite -Private infinity pool & patio

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.

Top guest favourite
A serene plunge pool jacuzzi is visible on a private terrace, with undulating water reflecting the soft hues of the sunset. The Aegean Sea and dramatic caldera cliffs create a stunning backdrop, enhancing the tranquil atmosphere as the sun sets on the horizon.
Place to stay in Imerovigli
4.96 out of 5 average rating, 124 reviews

Esmi Suites Santorini 2

Welcome to the world of Esmi Suites in Imerovigli , Santorini. If you are truly indulgent getaway where you can unwind and rejuvenate in style , Esmi Suites is the epitome of relaxation and bliss . Nestled in the picturesque village of Imerovigli , perched on the volcanic cliffs overlooking the Aegean Sea . Our Suites offer unique and unforgettable experience for discerning travelers seeking a slice of paradise.

Popular amenities for Megalochori holiday rentals

When is the best time to visit Megalochori?

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Avg. price$212 SGD$205 SGD$204 SGD$199 SGD$219 SGD$242 SGD$267 SGD$265 SGD$233 SGD$195 SGD$163 SGD$154 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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