Vacation rentals with a pool in Pyrgos Kallistis

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Top-rated rentals with a pool in Pyrgos Kallistis

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Top guest favorite

Villa

4.95 out of 5 average rating, 101 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

A private heated pool is seen on a terrace, offering unobstructed views of the deep blue sea and distant islands. The scene includes iconic white buildings with blue domes, set against a clear sky, showcasing typical Santorini architecture.

Cycladic home

4.95 out of 5 average rating, 368 reviews

Island blue, postcard perfect view & private pool

Traditional cave house located in the most famous location in Santorini Island with breathtaking postcard perfect views of the blue domed churches! 2 bedrooms, double beds 2 cave bathrooms. Outdoor heated pool with view! Next door to Santorini blue, Eternity & new home Serenity. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities. Our other villas Santorini blue,Eternity,Serenity,Captains blue, Secret garden,Sailing & Sky blue

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

4.99 out of 5 average rating, 116 reviews

Santorini Sky | Panoramic Villa *NEW*

SPECIAL 2025 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!

Top guest favorite

A private terrace features a refreshing plunge pool surrounded by whitewashed walls and wooden lounge chairs. Plush pillows are arranged on a nearby seating area, while the iconic blue domes of Oia are visible against the clear sky, overlooking the expansive sea.

Guest suite

4.98 out of 5 average rating, 211 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 additionally features a private outdoor plunge pool. The view from its terrace is stunning, featuring the caldera and the two iconic blue domes of Oia. Santorini International Airport is about 17 km from Oia Spirit Boutique Residences, and the Ferry Port at approximately 23 km.

Guest favorite

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

4.95 out of 5 average rating, 237 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.

Guest favorite

A private plunge pool is showcased beneath a bright blue sky, with expansive views of the shimmering sea and distant islands. Lush greenery and a cactus are visible near the pool, adding natural elements to the serene outdoor space.

Cave

4.95 out of 5 average rating, 381 reviews

Sunset Cave House by Spitia Santorini

Embrace the quintessential Santorini experience at the Sunset Cave House, a magical retreat carved into the volcanic rock of Oia's caldera cliff. This traditional yet luxuriously appointed accommodation offers unparalleled panoramic views of the Aegean Sea and the world-famous Oia sunset from your private outdoor plunge pool. Accommodating up to 3 guests, it promises an intimate and unforgettable stay where every moment is bathed in the island's unique light.

Top guest favorite

An outdoor patio features comfortable loungers facing the Aegean Sea, providing views of distant islands. A small table with a plant is positioned alongside a textured rug. The open space is shaded by a wooden pergola, and a swimming pool is partially visible in the background.

Villa

5 out of 5 average rating, 110 reviews

Arismari Villas Orkos Naxos

Villa Arismari is located on a serene hillside, surrounded by natural boulders, overlooking the beautiful coast of Orkos. We have a breathtaking panoramic view of the Aegean Sea and our neighboring island of Paros. We are situated between the main beach and smaller bays of Orkos. While enjoying the view that Villa Arismari offers prepare to take your most incredible selfies . Villa Arismari is a beautifully designed villa of Cycladic minimal architecture.

Top guest favorite

An open living space is presented, featuring white walls and light-colored flooring. A dining area is visible, adorned with natural elements like wooden stools and woven decor. Large windows allow for ample natural light and views of the surrounding landscape, enhancing the serene ambiance.

Apartment

5 out of 5 average rating, 153 reviews

Star Infinity Suite with Private heated Jacuzzi

The Santorini infinity Suites is brand new complex of 3 suites each one with private heated jacuzzi and one shared swimming pool. An exclusive location provides a marvelous seashore&mountain landscape. The complex is constructed in an excuisite Cycladic style and covered with a minimalistic luxury. Natural stone and organic elements create a nobel cosiness. All the furniture and decor is made in authentic Greek style with exclusive and unique elements.

Guest favorite

The serene private terrace features lounge seating next to a small heated pool, framed by a large yellow awning. Views of the surrounding landscape and distant coastline are visible as twilight descends, creating a peaceful ambiance.

Apartment

4.86 out of 5 average rating, 133 reviews

Prince Albus Suite with Private Plunge Pool

Prince Albus Suite is part of a luxury complex, the Albus Villas, located in the highest village of Santorini, Pyrgos village. The architect has taken care of all details and we are proud to present a totally private accommodation offering luxurious relaxation and breathtaking views to Akrotiri’s Caldera, Aspronisi island and ,seasonally, the magic Santorinian sunset.

Top guest favorite

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

4.96 out of 5 average rating, 282 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 favorite

Villa

4.99 out of 5 average rating, 151 reviews

Gerakada Exclusive-Seaview Villa with Private Pool

This stunning stone-built villa offers a private pool for ultimate relaxation and is conveniently located near local beaches, restaurants, and amenities such as supermarkets, bars, and taverns. Zaga beach and Agia Triada are located on 6min away! Guests can enjoy free WiFi and parking. It's an exceptional choice for a memorable and relaxing vacation.

Top guest favorite

A private heated plunge pool is featured on a balcony, with two glasses of wine positioned on the edge. The backdrop presents a view of the Acropolis, set against a colorful sky during sunset.

Apartment

4.98 out of 5 average rating, 299 reviews

Acropolis view penthouse w/ heated plunge pool

A unique Acropolis view penthouse, located 1 minute walk from Plaka. Our plunge pool is private & heated, and can be used throughout the year. Smart TV in both bedrooms/ Nespresso coffee maker / AC in all rooms/ Fast Wifi 2 king size bedrooms, 1 king size sofa bed & 2 full bathrooms *** No Parties /events of any kind are allowed ***