Family-friendly holiday rentals in Pyrgos Kallistis

4.98 out of 5 average rating, 118 reviews

A coastal view is displayed featuring clear blue waters of the Argolic Gulf. A stone pathway leads to a private beach, complemented by rocky shores and lush greenery. A wrought iron fence provides a boundary, enhancing the serene landscape under a bright sky.

Bungalow in Xiropigado

The Cliff Retreat: Private Beach-Access - Sea View

The Cliff Retreat - Private Beach - Stunning Views The Cliff Retreat offers you the ultimate get-away and a relaxing atmosphere with a magnificent 180-degree view of the Argolic Gulf. A completely unique experience, take a walk down stone-carved steps through a private entrance to a clear-blue water pebble beach. Each room is designed to maximize the ocean view and unwind with the rhythmic sounds of the waves just meters below. An ideal place for families with children or romantic weekends.

A sunlit terrace is featured, adorned with minimalist black loungers positioned for relaxation. The whitewashed walls create a bright contrast against the clear blue sky, while distant views of the sea can be seen at the horizon.

4.98 out of 5 average rating, 275 reviews

Olyra Traditional Cave Houses

Experience the essence of Santorini, where time stands still. Olyra is more than just a place to stay; it is a 200-year-old historic bakery, thoughtfully reimagined as a sanctuary of elegance within the medieval village of Pyrgos. Awaken in cave-hewn rooms and surrender to the magic of the sunset from our private rooftop, with the entire Aegean unfolding at your feet. Here, Dimitra’s warm hospitality and the village’s tranquil soul create the very experience others only ever find in pictures

Guest suite in Pyrgos Kallistis

A private terrace features a tranquil pool surrounded by a smooth, light-colored deck. Cozy, round seating is positioned nearby, offering a view of the expansive blue sea and hills in the distance. A small wooden table holds refreshments, inviting relaxation.

Infinity Pool • Luxury Villa • Sea View

Enjoy breathtaking sunsets and panoramic views of the Caldera, volcano and Aegean Sea from your private pool and terrace. Located in Pyrgos, Vista Dall Alto combines privacy, comfort and easy access to every corner of Santorini. The villa features 2 comfortable bedrooms, 2 modern bathrooms, a fully equipped kitchen and spacious indoor and outdoor living areas. Enjoy complimentary breakfast delivery and daily housekeeping while relaxing by your private pool and enjoying sunset views.

4.96 out of 5 average rating, 203 reviews

Apartment in Pyrgos Kallistis

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.

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. All the furniture and decor is made in authentic Greek style with exclusive and unique elements. Breakfast (Greek natural products) is provided with extra cost of 15 euro per person per day.

5.0 out of 5 average rating, 167 reviews

Villa in Pyrgos Kallistis

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!

4.97 out of 5 average rating, 150 reviews

A charming exterior view of the house is presented, featuring whitewashed walls accented by blue trim. Two wooden chairs are positioned on the terrace beneath a pergola, complemented by a backdrop of lush greenery and nearby stone structures.

4.92 out of 5 average rating, 204 reviews

House with three terraces overlooking Aegean Sea

ThreeTerraces is our beautiful secluded vacation home with a superb view to the Aegean Sea and the mountain of Profitis Ilias. The house offers a spacious living room with a well equipped kitchen, a spectacular bathroom carved out in a rock and on the first floor a bedroom with double bed giving direct access to a lovely balcony. It is nestled against the picturesque village of Pyrgos, home to more than forty churches, winding little alleyways and the remains of a Venetian castle.

5.0 out of 5 average rating, 142 reviews

A spacious bed is positioned against natural stone walls, featuring soft white linens and striped pillows. Wooden beams create a rustic ambience above, and two lamps provide gentle lighting on either side of the bed.

Home in Megalo Livadi

Faros Villa Guest House

Experience a truly unique stay in our Cycladic sea house, where history meets comfort. Nestled on a hillside, this remarkable retreat features a bed constructed within the ancient stone walls. Sleep surrounded by the echoes of the past, as the soothing sounds of the sea lull you into a peaceful slumber. Wake up to breathtaking views from every angle, as the sun casts its golden glow on the shimmering waters. Breathtaking sea views surround you, inviting tranquility and serenity.

4.99 out of 5 average rating, 114 reviews

A heated mini pool is situated within a cave-style space, illuminated by soft light from surrounding fixtures. An archway frames a view of the sea, with calming turquoise water reflecting the gentle lighting, creating a relaxing environment.

Cycladic home in Fira

Revelis Canava

Revelis Canava is a beautiful cave style villa situated right in the center of Fira but still away from the crowed spots. In a spacious and cozy environment you will be able to relax and enjoy the island of Santorini. The terrace, with the lounge area and the heated mini pool, is the ideal spot to watch the spectacular view that the Caldera offers, fantastic sunset colors and relaxing scenery. The second bedroom which is a cave bed as well as the pool are ideal for children.

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.

4.95 out of 5 average rating, 275 reviews

Andromaches Villa with private pool

A beautiful villa with traditional and modern architecture, in the center of the traditional village of Pyrgos Kallisti, with absolute privacy and private parking right outside the villa. Just 250m from the central square of Pyrgos village, 5km from Fira, 7km from Santorini International Airport and 5km from the port. Spacious bedroom, living room, bathroom with shower, toilet, king size bed, private terrace with living room and private pool, overlooking the sea.

A traditional Cycladic house is presented, featuring whitewashed walls and a blue-domed church in the background. The exterior includes a series of steps leading to an inviting seating area, while charming doorways with light blue frames add to the serene atmosphere.

4.95 out of 5 average rating, 148 reviews

Liasto traditional cycladic house.

Liasto is a traditional Cycladic house located in the heart of the picturesque village of Pyrgos, Kallistis. Its narrow labyrinthine streets gives the essence of old times and offers unique walks among wine bars, restaurants, artists shops and galleries. It is only 5km away from the airport and the port. There is a bus stop , a place to rent a vehicle, a gas station, free parking, mini markets, an ATM and a pharmacy located nearby.

Villa in Pyrgos Kallistis

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.

4.94 out of 5 average rating, 108 reviews

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.

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 family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.91 out of 5 average rating, 188 reviews

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

Calliope's Villa with jacuzzi

A private hot tub is set along a glass railing, offering views of the surrounding landscape. A soft towel rests beside the water, with a straw hat adorned with a floral accent nearby. The sky is partly cloudy, suggesting a pleasant atmosphere.

4.99 out of 5 average rating, 130 reviews

Lithos Houses with private heated jacuzzi

An outdoor courtyard features a luxurious jacuzzi surrounded by smooth concrete surfaces. Two lounge chairs are positioned nearby, with potted plants adding a touch of greenery. A short staircase leads to another level, while woven seating is arranged for relaxation.

4.93 out of 5 average rating, 134 reviews

Folia Cave house

4.94 out of 5 average rating, 221 reviews

An indoor jacuzzi is situated within a natural cave setting, featuring smooth, illuminated walls and a serene water surface reflecting soft blue tones. Ambient candlelight is seen in the background, accentuating the tranquil atmosphere and highlighting the stone wall texture.

Apartment in Megalochori

Blue Cave Oasis with Private Underground Jacuzzi

4.98 out of 5 average rating, 103 reviews

Windmill in Oia

Lioyerma Windmill Villa With Outdoor Hot Tub

Apartment in Pyrgos Kallistis

An outdoor seating area offers stunning views of the Mediterranean Sea and volcanic landscape. A private Jacuzzi is positioned nearby, surrounded by sun loungers. A couple enjoys refreshments, while one person relaxes in a hanging chair, showcasing the tranquil setting.

Honeymoon Suite with Caldera View and Hot Tub

4.95 out of 5 average rating, 101 reviews

4.92 out of 5 average rating, 313 reviews

An outdoor seating area is highlighted by a coffee table surrounded by soft, white lounge chairs. A private jacuzzi can be seen in the background, with a stunning view of the blue ocean and distant islands. A pergola provides shade, enhancing the relaxing atmosphere.

Dome in Santorini

Fira White Residence Deluxe Villa

4.8 out of 5 average rating, 402 reviews

A terrace featuring a wooden table surrounded by striped chairs is presented, offering stunning views of the ocean and the coastline. A bowl of fresh fruit rests on the table, complementing the serene coastal scenery of the Santorini landscape.

Villa in Oia

VILLA MARINA-VOLCANO VIEW

Family- and pet-friendly home rentals

Cycladic home in Santorini

A dining table set for a meal, featuring plates of various foods, accompanied by glasses of red beverage. A bottle of champagne and a beautiful sunset over distant hills and the sea serve as the backdrop, enhancing the setting's serene ambience.

Labyrinth Traditional Houses (Theseus)

4.98 out of 5 average rating, 194 reviews

4.97 out of 5 average rating, 105 reviews

A two-story cottage with a warm, ochre exterior is surrounded by lush greenery and decorative flowers. Outdoor seating arrangements are presented on a stone patio, providing a peaceful atmosphere. Tall trees and palm fronds frame the home, creating a serene outdoor environment.

Cottage in Poros

1915 build traditional cottage in love bay Poros.

4.88 out of 5 average rating, 284 reviews

Soft sunlight streams through open shutters, highlighting a stunning view of the coastline. The glimmering sea reflects the colors of the sunset, while a gentle breeze flows through the space, creating an inviting and serene atmosphere.

Home in Hydra

Sunshine-Dina's house

4.94 out of 5 average rating, 132 reviews

An arched entrance frames a serene view of the Aegean Sea, with the stone patio leading towards a grassy area and the water. A decorative lantern rests on a stone table, enhancing the coastal ambience of the space.

Cycladic home in Paros

Secluded Beach, Family Friendly 4BR Seaside Villa

Cycladic home in Platýs Gialós

An inviting outdoor setting features a tray with refreshing beverages and snacks, positioned on a stone-topped table. The background displays a wide view of a sandy beach and tranquil blue waters under a partly cloudy sky, with distant hills framing the scene.

Sifnos Beachfront Paradise by Andreu & Ιωάννα

4.98 out of 5 average rating, 101 reviews

4.98 out of 5 average rating, 166 reviews

Cycladic home in Paros

Magaya Beach House

4.98 out of 5 average rating, 128 reviews

A view of the Aegean Sea at sunset, with warm golden reflections on the water. A ferry boat moves across the calm sea, while distant rocky islets are silhouetted against the colorful sky, creating a serene coastal landscape.

Apartment in Paros

Colours of the Aegean

4.91 out of 5 average rating, 140 reviews

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

Authentic Greek Fisherman's House 1 - Summer Love

Family-friendly home rentals with a pool

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

Bluewhite villa with heated private pool

4.83 out of 5 average rating, 116 reviews

5.0 out of 5 average rating, 174 reviews

The swimming pool reflects the clear blue sky, surrounded by a well-maintained stone patio. Several sun loungers are arranged on one side, while lush greenery outlines the area, creating a serene setting for relaxation.

Villa in Neos Voutzas

Villa Marina - Luxury villa with pool and sea-view

4.99 out of 5 average rating, 175 reviews

A heated plunge pool is featured within a uniquely shaped archway, with clear blue water reflecting the sun. A stunning view over the ocean and distant islands is visible through the opening. Decorative cushions and a small table with refreshments enhance the inviting atmosphere.

Villa in Merovígli

Ventus Paradiso Villa, Outdoor Heated Plunge Pool

5.0 out of 5 average rating, 132 reviews

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 Naxos

Arismari Villas Orkos Naxos

4.96 out of 5 average rating, 122 reviews

A private swimming pool reflects sunlight with shimmering blue tones, set against a backdrop of tranquil water and distant hills. The pool's edge is framed by light-colored stone, enhancing the serene atmosphere of the outdoor space.

Home in Dikastika

Artemis: Breathtaking view! Private Swimming Pool

Superhost

A stunning infinity pool reflects the clear blue sky, seamlessly merging with the horizon. Surrounded by landscaped gardens and cypress trees, the tranquil setting offers peaceful views of the Aegean Sea. The expansive pool area invites relaxation under the warm sun.

Villa in Pyrgos Kallistis

Chelona Villa with Private Pool and Sea View

4.95 out of 5 average rating, 19 reviews

4.98 out of 5 average rating, 64 reviews

Dome in Pyrgos Kallistis

Avan Luxury Villas "Aetheria" - Private pool