Vacation rentals in Megalochori

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Top-rated vacation rentals in Megalochori

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

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Guest favorite
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!

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 | #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!

Guest favorite
A bright living area features white-washed walls and a spacious seating area with decorative pillows. Two wooden stools are positioned near a dark wooden coffee table. Large windows open to stunning views of the caldera, allowing natural light to fill the space.
Guest suite in Oia
4.95 out of 5 average rating, 218 reviews

Suite with 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. Right out of a post card between the two iconic blue domes of Oia. This suite has a private balcony with astonishing panoramic view to the caldera and the blue domes. Santorini International Airport is about 17 km from Oia Spirit Boutique Residences, and the Ferry Port at approximately 23 km.

Guest favorite
A charming kitchen area features a simple wooden table with a fruit bowl and a glass of wine. A green countertop and exposed light fixtures contribute to the cozy design. A doorway leads to a patio with ocean views, framed by open shutters.
Cave in Red beach
4.91 out of 5 average rating, 163 reviews

Cueva de Olas

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!

Top guest favorite
A spacious terrace overlooks the stunning caldera, featuring sun loungers and a hot tub. The warm glow of sunset illuminates the surrounding architecture and coastline, creating a serene ambiance for relaxation. Guests can be seen enjoying the view, highlighting the villa's inviting outdoor space.
Cave in Fira
4.98 out of 5 average rating, 308 reviews

NK Cave House Villa

The NK Cave House Villa is a modern restoration of a 19th century cave house transformed into a luxury getaway. The one bedroom villa has been designed to offer relaxation and fulfillment, aiming to provide you with the need of returning back in the near future. Situated on the famous caldera, it is perfect for enjoying the spectacular volcanic views and the amazing Santorini sunsets. The villa is a peaceful and tranquil escape even though just a short walk to the center of Fira!

Guest favorite
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.

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, 186 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 favorite
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, 300 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 favorite
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 lively village with a great local vibe, you’re moments from sunset bars and tavernas without the intensity of Fira or Oia - yet still tucked away in your own private cave house, with a jacuzzi and huge terrace. Authentic. Private. Perfectly placed.

Top guest favorite
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 favorite
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.

Superhost
An infinity pool glistens in the sunlight, with a wooden pergola providing shade over a lounge area. The surrounding landscape is characterized by hills and a clear blue sky, enhancing the serene atmosphere of the villa.
Cycladic home in Santorini
4.82 out of 5 average rating, 108 reviews

Bluewhite villa with heated private pool

Situated in the traditional village of Pyrgos Kallistis, the heart of Santorini island, my place offers a stunning panoramic view of sunrise and the Aegean Sea. The 130m² Villa features luxury, privacy, easy access and comfort in Cycladic style combined with modern design and decoration. Our new infinity pool is a must! Please note that the pool is functional only for the spring and summer season March 15- October 31st

Popular amenities for Megalochori vacation rentals

When is the best time to visit Megalochori?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$34,741 GYDG$33,695 GYDG$33,486 GYDG$32,649 GYDG$35,997 GYDG$39,764 GYDG$43,741 GYDG$43,532 GYDG$38,299 GYDG$32,021 GYDG$26,789 GYDG$25,324 GYD
Avg. temp12°C12°C14°C17°C22°C27°C30°C30°C26°C22°C17°C14°C

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 vacation rentals in Megalochori

  • Total vacation rentals

    Explore 160 vacation rentals in Megalochori

  • Nightly prices starting at

    Megalochori vacation rentals start at G$10,464 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,210 verified reviews to help you choose

  • Family-friendly vacation rentals

    70 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    160 of Megalochori vacation rentals include wi-fi 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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