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Villa vacation rentals in Pyrgos Kallistis

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Top-rated villa rentals in Pyrgos Kallistis

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An outdoor dining area is visible, featuring a large table set for several guests. The stone architecture blends seamlessly with a spacious terrace, while light-colored wooden beams highlight the entrance to the indoor space. The setting offers a view of the surrounding rooftops and fading sunset.
Villa in Hydra
4.82 out of 5 average rating, 269 reviews

The Maisonette - View Historic Hydra in Comfort!

Recently renovated in keeping with historical traditions, our 2 bedroom, 3 bed apt is perfect for vacation travel, adventures, and short trips to the Island. The apartment building is set in a private location - within walking distance to the port, taverns, and supermarkets. Enjoy exquisite mountain, village, and sea views from the balconies and terrace! A great place to stay and explore the Island, or just chill in the sun and relax. Welcome To Hydra, We look forward to hosting your stay!

Guest favorite
Two glasses of sunset cocktails are placed on a small wooden table beside a reclining chair. A vibrant sunset casts warm hues across the sky and reflects on the calm sea, creating a serene backdrop. A distant island is visible on the horizon.
Villa in Mikri Vigla
4.95 out of 5 average rating, 107 reviews

Naxea Villas I

A state-of-the-art 3-bedroom villa, sited on the scenic hill of Orkos, with a private pool, a stunning sea view and a breathtaking sunset view that stays with you forever. Thanks to their prime location, Naxea Villas wondrously combine the calmness of the Aegean with the refreshing power of the island's mountainous scenery, offering a magical destination for families, couples, groups and digital nomads, and an opportunity to experience Naxos at the epitome of comfort, luxury, and authenticity.

Top guest favorite
A natural stone pathway leads to a beautifully built farmhouse featuring a mix of textured stone and white exterior walls. Lush greenery and flowering plants enhance the surroundings, while the clear blue sky provides a warm, inviting backdrop.
Villa in Milos
4.97 out of 5 average rating, 254 reviews

Valeria's Apartment

Private, high-ceilinged farmhouse apartment with bedroom and bathroom. Special kitchen corner, preparation of breakfast & cold dishes. 2 balconies (40m2 in total), with a panoramic view of the port in front and the sea of ​​Sarakiniko behind (the lunar landscape is only 15 minutes away on foot). Distances: 4 minutes from the port and 7 from the airport by car, Plaka: 5km, Pollonia: 7km, Fyriplaka-Tsigrado in 15 minutes. Recently landscaped garden, natural environment with privacy & tranquility

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!

Top guest favorite
The outdoor area features a large swimming pool illuminated in soft blue tones, surrounded by several lounge chairs. The villa's balcony showcases a dining set and a cozy seating area, with warm light spilling from the interior windows, creating a welcoming evening ambiance.
Villa in Parikia Paros
4.96 out of 5 average rating, 104 reviews

Villa Parasporos - Private Pool & Beach Access

Near Parikia (main town) and Pounda (ferry to Antiparos), this 180 sq. m. (1,940 sq. ft.) villa offers stunning mountain and sea views. Set in a quiet agricultural area, 3 km from Parikia, it ensures total privacy with spacious outdoor areas and a large swimming pool. A hidden path leads to the sandy Parasporos Beach. Thoughtfully decorated by its owner, the villa blends Feng Shui principles with traditional elements, natural materials, and soothing tones to create a tranquil retreat.

Guest favorite
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!

Top guest favorite
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
4.89 out of 5 average rating, 142 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 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 in Νάξος
5 out of 5 average rating, 113 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
Villa in Pyrgos Kallistis
4.94 out of 5 average rating, 102 reviews

White Orchid Villa | Private Pool | Sunset View

Nestled in the charming village of Pyrgos Kallistis, the heart of Santorini, White Orchid Villa offers breathtaking panoramic views of the Caldera, Fira, Oia, and the Aegean Sea. Blending Cycladic architecture with modern design, the villa promises luxury, privacy, and comfort. With warm Greek hospitality and exceptional amenities, your stay at White Orchid Villa will be truly unforgettable.

Top guest favorite
A private terrace features wooden lounge chairs surrounding a hot tub, offering expansive views of the Aegean Sea and the volcanic islands at sunset. The tranquil atmosphere is enhanced by soft, pastel skies reflecting over the water.
Villa in Fira
4.98 out of 5 average rating, 162 reviews

Calderas Hug 1 (Panoramic Sea View& Prive Hot Tub)

Calderas Hug 1 is a suite perfectly situated in the famous Caldera, offering an astonishing direct sea view to the infinity azure of the Aegean sea! Our property, is beautifully settled in the volcanic surface of Caldera cliff, following the traditional Cycladic white-washed architectural principals, providing our Guests a sense of serenity and a plethora of luxury amenities.

Top guest favorite
A stone-built villa stands elegantly against a twilight sky, reflecting calm waters of the swimming pool. Warm lights illuminate the structure, emphasizing its architectural features. Outdoor seating is visible, complementing the tranquil atmosphere created by the surrounding landscape.
Villa in Koroni
4.99 out of 5 average rating, 160 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 serene coastal view is framed by lush greenery and pine trees. The calm waters of the Argolic Gulf reflect the clear blue sky, while a distant shoreline gently curves into the horizon. The image captures a peaceful connection between land and sea.
Villa in Arcadia
4.99 out of 5 average rating, 107 reviews

Beachfront Villa Panos with panoramic sea views

Unique villa in front of the sea in 1 level making the house extremely functional. The surrounding area is beautifully landscaped with gardens where you can enjoy your breakfast, lunch or dinner with a wonderful view of the Argolic Gulf. The location makes it unique as it has direct access to a sandy beach with crystal clear waters.

Popular amenities for Pyrgos Kallistis villa rentals

When is the best time to visit Pyrgos Kallistis?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$101,833 GYDG$100,581 GYDG$91,608 GYDG$93,695 GYDG$102,251 GYDG$123,744 GYDG$153,376 GYDG$160,262 GYDG$117,484 GYDG$97,034 GYDG$107,676 GYDG$123,118 GYD
Avg. temp12°C12°C14°C17°C22°C27°C30°C30°C26°C22°C17°C14°C

Quick stats about villa rentals in Pyrgos Kallistis

  • Total vacation rentals

    Explore 3,950 vacation rentals in Pyrgos Kallistis

  • Nightly prices starting at

    Pyrgos Kallistis vacation rentals start at G$2,087 GYD per night before taxes and fees

  • Verified guest reviews

    Over 50,860 verified reviews to help you choose

  • Family-friendly vacation rentals

    3,490 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 1,170 rentals that welcome pets

  • Vacation rentals with a pool

    2,870 properties feature pools

  • Rentals with dedicated workspaces

    1,530 properties have a dedicated workspace

  • Wi-Fi availability

    3,870 of Pyrgos Kallistis vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, 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

Destinations to explore