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Cycladic house rentals in Pyrgos Kallistis

Find and book unique cycladic house rentals on Airbnb

Quick stats about cycladic house rentals in Pyrgos Kallistis

  • Total holiday rentals

    Explore 6,190 holiday rentals in Pyrgos Kallistis

  • Nightly prices starting at

    Pyrgos Kallistis holiday rentals start at $42 AUD per night before taxes and fees

  • Verified guest reviews

    Over 204,090 verified reviews to help you choose

  • Family-friendly holiday rentals

    3,180 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 1,600 rentals that welcome pets

  • Holiday rentals with a pool

    1,540 properties feature pools

  • Rentals with dedicated workspaces

    1,980 properties have a dedicated workspace

  • Wi-Fi availability

    6,000 of Pyrgos Kallistis holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Pyrgos Kallistis rentals

  • 4.9 Average rating

    Pyrgos Kallistis stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    Pyrgos Kallistis's top spots, include Temple of Demeter, Naousa, and The Dunes Course

Top-rated cycladic house rentals in Pyrgos Kallistis

Guests agree: These cycladic house rentals are highly rated for location, cleanliness and more.

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Guest favourite
An evening view of the villa showcases a blue-lit private pool surrounded by lounge chairs. The stone and white structure features outdoor seating and a barbecue area, creating an inviting setting under a night sky.
Villa in Mykonos
4.86 out of 5 average rating, 159 reviews

Villa Orion Mykonos - Blue Views Mykonos Villas

VILLA LAYOUT & SLEEPING ARRANGEMENT Villa Orion accommodates up to 10 guests across a main house and two guest houses. 🏡 MAIN HOUSE — 4 GUESTS The main house has: • 2 bedrooms • 2 private bathrooms • Queen-size beds • Air conditioning and TV in both bedrooms • Fully equipped kitchen • Living room with TV • Guest WC Both bedrooms enjoy beautiful views of the Aegean Sea. One bedroom has a small private balcony, while the other opens onto an outdoor courtyard where you can relax and enjoy the views and sunset. 🏠 GUEST HOUSE 1 — UP TO 4 GUESTS Located on the same level as the swimming pool and very close to the main house. It includes: • 1 bedroom with queen-size bed • Private bathroom • Air conditioning • 2 additional single beds in the entrance/living area • Small refrigerator Important: The two single beds are located in the entrance/living area and are not in a separate enclosed bedroom. They can be used as additional sleeping space or as a sitting area. This arrangement is particularly suitable for children, families or close friends travelling together. 🌿 GUEST HOUSE 2 — 2 GUESTS Located on a lower level below the swimming pool, this guest house offers a quieter and more private space. It includes: • 1 bedroom with a large double bed • Private bathroom • Air conditioning • TV • Small living room • Small kitchenette with coffee maker, sink and mini refrigerator This is a great option for guests who would like a little more independence and privacy while still being part of the villa. 🛏️ TOTAL SLEEPING CAPACITY Main House: 4 guests Guest House 1: 4 guests Guest House 2: 2 guests Total: up to 10 guests Please note that there are four fully enclosed bedrooms. The two additional single beds in Guest House 1 are located in its entrance/living area and are not a separate bedroom. ________________________________________ THE MAIN HOUSE The main house is the central gathering space of Villa Orion. On the ground floor, there is a fully equipped kitchen, a guest WC and a comfortable living room with TV. The living area connects naturally with the outdoor spaces, making it easy to enjoy both indoor and outdoor living throughout the day. Upstairs are the two bedrooms, each with a queen-size bed, private bathroom, air conditioning and TV. Both rooms have beautiful views towards the Aegean Sea. One bedroom has a small balcony, while the other opens directly onto an outdoor courtyard where guests can sit, relax and enjoy the sunset. ________________________________________ THE TWO GUEST HOUSES The two guest houses are located separately from the main house, giving groups the flexibility to spend time together while still having their own personal spaces. The first guest house is located next to the pool and close to the main house, making it particularly convenient for guests who want to stay close to the main living and outdoor areas. The second guest house is located below the pool level, offering more privacy and a quieter atmosphere. Together, the three buildings create a flexible layout that works particularly well for families and groups of friends travelling together. ________________________________________ OUTDOOR LIVING The outdoor area is one of the main gathering spaces of the villa. The large private swimming pool is surrounded by sun loungers and comfortable pool poufs, creating a relaxing place to spend the day. There are two large outdoor dining/seating areas. One is located directly outside the main house. The second is located in the BBQ area, beneath a beautiful pergola. The BBQ is charcoal-fired and the area is equipped with grills, a sink and plenty of counter space for preparing and serving meals. A built-in bar with stools is also available in the BBQ area, creating a comfortable spot for drinks, casual meals and relaxed evenings. ________________________________________ AEGEAN VIEWS & SUNSETS The villa enjoys beautiful views towards: The Aegean Sea • Tinos • Mykonos Port • Delos The different areas and levels of the property provide several places to sit and enjoy the scenery. From selected areas, guests can also enjoy beautiful sunsets over the Aegean Sea. ________________________________________ AMENITIES • Large private swimming pool • Sun loungers and pool poufs • Charcoal BBQ • Outdoor sink • BBQ preparation counters • Built-in outdoor bar with stools • Two large outdoor dining/seating areas • Fully equipped main kitchen • Small kitchenette in Guest House 2 • Small refrigerators in the guest houses • Air conditioning in all bedrooms and sleeping areas • TVs in the main living room and bedrooms • Wi-Fi throughout the property • Wi-Fi extenders for better coverage • Washing machine • Private parking for more than 3 cars ________________________________________ HOUSEKEEPING A member of our cleaning team visits every day for a light refresh, taking care of any necessary cleaning and replacing items whenever needed. Bed linen and towels are changed every three days. If you need fresh towels sooner, we are happy to arrange an earlier change upon request. ________________________________________ LOCATION & GETTING AROUND A car is recommended during your stay, as it makes exploring Mykonos much easier. Mykonos Town (Chora) is approximately 15 minutes away by car. Most of the island's popular beaches can be reached within approximately 15–30 minutes by car, depending on the destination and traffic. The property offers ample private parking for more than three cars. ________________________________________ GUEST ACCESS Guests have private access to the entire villa and its outdoor areas, including: • Main house • Both guest houses • Private swimming pool • BBQ area • Outdoor bar • Outdoor dining and seating areas • Private parking The entire property is available exclusively for your group during your stay. ________________________________________ ENJOYING THE VILLA We want our guests to fully enjoy their time at Villa Orion. Relaxing by the pool, enjoying music, having drinks, sharing meals and making the most of the outdoor spaces are all part of the experience. At the same time, we kindly ask our guests to be considerate of the surrounding neighbourhood and other guests. Large parties, events or gatherings with guests who are not staying at the villa are not permitted, and the use of large or professional sound systems/speakers is not allowed. Normal music at a considerate volume is absolutely welcome. We simply ask that music and noise are kept at a respectful level, particularly during the evening and night. Our aim is for everyone to enjoy a wonderful and memorable stay while respecting the peace and privacy of those around us. ________________________________________ IMPORTANT TO KNOW Villa Orion is best suited to families and groups of friends who want to enjoy a holiday together while having the flexibility of several separate living and sleeping areas. Please note that the two single beds in Guest House 1 are located in the entrance/living area and do not form a separate enclosed bedroom. The property is spread across different levels, so guests should expect some stairs between certain areas. Because of the location of the villa and the layout of the island, having a car is strongly recommended. Villa Orion is designed around outdoor living and shared experiences: relaxing by the pool, enjoying a meal under the pergola, having drinks at the outdoor bar and watching the Aegean sunset together.

Guest favourite
An inviting private Jacuzzi is surrounded by smooth white walls, creating a tranquil atmosphere. Sunlight reflects off the water, while a tall cactus adds a touch of greenery. Stone seating offers a comfortable space for relaxation, completing this serene outdoor setting.
Cycladic home in Pyrgos Kallistis
4.96 out of 5 average rating, 102 reviews

Deluxe Two Bedroom Villa with private Jacuzzi

As seen in the Michelin Guide Embrace Authentic Elegance in Timeless Pyrgos: A Luxury Haven of Tradition, Slow Living, and Heritage Discover a resplendent abode in the heart of Pyrgos village, where the allure of tradition meets modern luxury. Immerse yourself in slow living amidst the captivating heritage, embracing the art of savoring each moment. Experience authentic elegance in our haven of tranquility, where the past whispers its secrets and the present promises cherished memories.

Guest favourite
A Greek Fisherman's House is depicted, featuring a white exterior with a red-tiled roof and three sets of blue windows, facing the beach. The surrounding area includes lush greenery, and additional buildings can be seen in the background against a clear blue sky.
Tiny home in Gytheio
4.91 out of 5 average rating, 140 reviews

Authentic Greek Fisherman's House 1 - Summer Love

This house has a full fridge and a private balcony, no guests pass through your balcony. Please also check "Love House" and "Love Nest" Houses for availability. House is on the beach. This place is good for couples, solo adventurers, LGBTQ+ firiendly, business travelers and pet firendly. You will wake, eat, live, sleep, dream on the beach! Place is unique, it is like living on a Yacht with the luxury of a house. Now it is divided in three separate houses, sharing the same beach.

Top Guest favourite
A private Jacuzzi tub is positioned on a balcony, with a stunning view of the Aegean Sea and a sunset reflecting on the water. Soft clouds are visible in the sky, and a rolled towel is neatly placed beside the tub.
Villa in Vourvoulos
4.91 out of 5 average rating, 174 reviews

Levantis Suite - Private Hot Tub & Sea View

Levantis Suite (57 sq.m.) at La Estrella Luxury Suites embodies refined Cycladic elegance, perched in serene Vourvoulos just 600 m from Imerovigli. Offering uninterrupted Aegean Sea views, it features a heated private jacuzzi on the balcony, exquisite décor, premium amenities, daily housekeeping, and private parking. Ideally located near a mini market (400 m) and charming local tavernas (350 m), the suite is only 1.3 km from the Caldera, set in a peaceful and quiet area of Santorini.

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
4.94 out of 5 average rating, 230 reviews

Delilah Villa with outdoor swimming pool

Delilah Villa can accommodate 5 people, has 2 bedrooms with a double bed, and a sofa in the living room. It has a special decoration and a large bathroom with a shower. Its terrace is very large with great views, a private pool, a seating area and sun loungers. Right in front of the villa there is a private parking lot. Quiet neighborhood with privacy and great views. It is also close to Pyrgos Square, just 200 meters away, where the market, restaurants and cafes are located.

Guest favourite
A person is seated on a terrace overlooking a vibrant sunset. The view includes distant hills and the sea, while a rustic table holds a variety of fresh fruits. A glass holds a drink, reflecting the warm colors of the sunset.
Dome in Pyrgos Kallistis
4.91 out of 5 average rating, 188 reviews

Calliope's Villa with jacuzzi

Calliope's villa, featuring a jacuzzi and stunning sea views, is located in the charming village of Pyrgos, just 100 meters from the main square, where you'll find restaurants and supermarkets. Santorini's city center (Fira) is only a 10-minute drive away (5 kilometers). This fully equipped, two-story house is ideal for families and groups of friends, offering 3 bedrooms, 2 living rooms, 2 bathrooms, 2 kitchens, a relaxing jacuzzi and a magical view from the upper floor.

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, 232 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
Villa in Plaka
4.93 out of 5 average rating, 139 reviews

Sunset Mansion

Where history meets modern design… Welcome to our “Sunset Mansion”. This is a fully renovated luxurious contemporary house of the 1840s, previously owned by nobles of the traditional settlement of Plaka. High ceilings, very ample spaces,, a veranda offering a unique sunset view and a design which combines simplicity and luxury are some of the key aspects characterizing this special house. We can welcome up to eight guests, each one featuring its own private bathroom.

Top Guest favourite
Guest suite in Pyrgos Kallistis
4.89 out of 5 average rating, 204 reviews

Luxury Suite| Private Infinity Pool & Volcano View

Enjoy complimentary breakfast delivered to your suite every morning. Relax by your private infinity pool, exclusively reserved for your stay, while admiring breathtaking panoramic views of the volcano, the Aegean Sea and Santorini. Due to the open caldera hillside setting ,the pool area may be visible from some surrounding outdoor areas due to the open caldera setting. Perfect for couples seeking tranquility, comfort and unforgettable sunsets.

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, 178 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

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
4.83 out of 5 average rating, 116 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

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, 308 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.

Popular amenities for Pyrgos Kallistis cycladic house rentals

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Avg. price$325 AUD$317 AUD$264 AUD$243 AUD$253 AUD$289 AUD$348 AUD$381 AUD$276 AUD$230 AUD$253 AUD$293 AUD
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