Holiday rentals with a pool in Megalochori

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Top-rated rentals with a pool in Megalochori

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Superhost
A private pool is surrounded by white walls, showcasing vibrant bougainvillea in bloom. Comfortable seating lines one side of the pool, with colorful cushions adding a touch of design. The clear blue sky reflects in the water, enhancing the outdoor atmosphere.
Cycladic home in Megalochori
4.9 out of 5 average rating, 102 reviews

Sand and stone Santorini Megalochori

The name of the house comes after the materials that traditional Santorini architecture is using for years. It is restored with the old style of polished cemend and eco friendly materials sand and stone. It has been recently transformed into a luxury modern villa.The house has a private pool April to October and beautiful sea and mountain view from the rooftop terrace. Just 100 meters from bus station,restaurants and bakery. Perivolos and Vlyhada beaches and the main town Fira in short distance.

Guest favourite
An open-plan living area featuring textured stone walls and a high arched ceiling. A wooden dining table is surrounded by chairs, with a modern kitchen visible in the background. A cozy seating area offers comfortable sofas, while a small plunge pool is nestled in one corner.
Earthen home in Emporio
4.96 out of 5 average rating, 110 reviews

Canava Villas II - Heated Pool - Santorini

Villa#2 comes in 2 level floors and accommodates up to 6 people. On the ground floor there is a master bedroom, bathroom, fully equipped kitchen, lounge and WC. The upper floor provides 4 single floor mattresses or 2 double ones & its own bathroom. Outdoor private pool with Jacuzzi, patio, dinning area and sun lounges! Welcome drinks, basket of seasonal products, Nespresso coffee, Concierge services, A/C, Netflix, daily housekeeping, laundry services and many more amenities are waiting for you!

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 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).

Top guest favourite
A private infinity pool is situated on the terrace, offering unobstructed views of the sea and surrounding hills. The pool water reflects the sky, while lush greenery and rocks frame the area, creating a serene environment.
Cycladic home in Pyrgos Kallistis
4.95 out of 5 average rating, 214 reviews

Delilah Villa with outdoor swimming pool

H Delilah Villa μπορεί να φιλοξενήσει 5 άτομα, έχει 2 κρεβατοκάμαρες με διπλό κρεβάτι, και ένα καναπέ στο σαλόνι. Έχει ιδιαίτερη διακόσμηση και ένα μεγάλο μπάνιο με ντουζιέρα. Η βεράντα του είναι πολύ μεγάλη με υπέροχη θέα, ιδιωτική πισίνα, καθιστικό και ξαπλώστρες. Ακριβώς μπροστά στη βίλλα υπάρχει ιδιωτικό πάρκινγκ . Ήσυχη γειτονιά με ιδιωτικότητα και υπέροχη θέα. Είναι επίσης πολύ κοντά στη πλατεία του Πύργου , μόλις 200 μέτρα, στην οποία βρίσκονται η αγορά , τα εστιατόρια και τα καφέ.

Guest favourite
Villa in Pyrgos Kallistis
4.96 out of 5 average rating, 133 reviews

Martynou View Villas

Martynou View villas 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 from the best beaches of the island. This is an ideal choice for couples. The property offers a spacious living room with kitchen, bathroom,double bed,air condition,coffee machine,TV,fridge,Wi-fi, soundtrack,private parking and a lovely balcony with private heated jacuzzi and stunning sea view!

Guest favourite
A private plunge pool is visible in the foreground, reflecting clear blue water. The stunning caldera view features vibrant blue dome churches in the distance, with the Aegean Sea stretching out toward a clear sky. Whitewashed buildings create a serene backdrop.
Cycladic home in Oia
4.97 out of 5 average rating, 300 reviews

Santorini blue, caldera views, private pool

Traditional Santorini cave house with famous blue dome churches, postcard perfect caldera views in the heart of Oia. next to main path.. Private plunge heated pool with panoramic views. Next to Island blue, Serenity &Eternity. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities Other villas : Island blue, Eternity,Serenity,Captains blue, Secret garden, Sailing &Sky blue Flexible on pandemic related cancellations!

Top guest favourite
A private terrace features comfortable seating with plush cushions, small wooden table, and decorative bottles. The space provides a clear view of the deep blue ocean and surrounding caldera, complemented by the whitewashed buildings of Oia in the background and a bright blue sky.
Guest suite in Oia
4.99 out of 5 average rating, 214 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 terrace with astonishing panoramic view to the caldera and the blue domes. Santorini International Airport is about 17 km from Oia Spirit, and the Ferry Port at approximately 23 km.

Guest favourite
An outdoor area features two inviting pools, with one cascading into the other. The view showcases the surrounding village and hills, with whitewashed buildings and lush greenery in the background. A sun terrace is visible, enhancing the relaxing ambiance of the setting.
Cycladic home in Megalochori
4.96 out of 5 average rating, 138 reviews

Simantiri private villa

Located in the tranquil Megalochori Village of Santorini, the 19-century Simantiri is a Cycladic-style villa with private outdoor pool, an outdoor tub and a furnished sun terrace overlooking the village. Caldera is 100 m from the property.Fitted with white-wooden furnishings and arched ceilings, the Simantiri villa has a seating and dining area, a fully equipped kitchen, 3 bedrooms and one bathroom. Facilities include air conditioning, a flat-screen TV and an oven.

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, 192 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

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.

Superhost
An upper balcony features a private hot tub alongside a jetted plunge pool, both overlooking a serene landscape. A panoramic view includes the sea and distant islands, with soft hues of twilight casting a tranquil ambiance.
Cave in Fira
4.95 out of 5 average rating, 113 reviews

Villa Cloud, Heated private pool, Caldera view

This exceptional villa is 75 Sq.m, originally built inside volcanic soil has now been reconstructed with a luxurious contemporary futuristic twist. This unique property with its innovative space and surreal construction is embodied with sound motion and visual essence. The villa comprises of a fully equipped kitchen and dining/lounge area which overlooks an intoxicating volcanic view, and peaceful mesmerising sea view.

Top guest favourite
A serene private patio features a plunge pool with clear turquoise water. Sun beds and a small table are positioned along the poolside, with a shaded area provided by a large canopy overhead. The surrounding walls are painted in crisp white, enhancing the tranquil environment.
Cycladic home in Megalochori
4.91 out of 5 average rating, 151 reviews

Luxury Villa with Private Pool & Great View

Located in an undoubtedly prominent position over the charming caldera, our villas warmly welcome those seeking for personalized luxury holidays in Santorini. Nestled in the famous vineyards of the island, this brand-new complex of villas with private swimming pools is designed with care and respect to the unique landscape. Our luxurious villas are guaranteed to meet and exceed all of your expectations.

Popular amenities for Megalochori rentals with a pool

When is the best time to visit Megalochori?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$271 SGD$212 SGD$206 SGD$305 SGD$312 SGD$460 SGD$461 SGD$519 SGD$354 SGD$281 SGD$212 SGD$160 SGD
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Quick stats about holiday rentals with a pool in Megalochori

  • Total holiday rentals

    Explore 70 holiday rentals in Megalochori

  • Nightly prices starting at

    Megalochori holiday rentals start at $102 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,380 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    70 of Megalochori holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Megalochori rentals

  • 4.9 Average rating

    Megalochori stays are highly rated by guests – averaging 4.9 out of 5!