Family-friendly vacation rentals in Pyrgos Kallistis

4.98 out of 5 average rating, 119 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, 279 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, 208 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, 154 reviews

An inviting swimming pool is surrounded by a smooth white patio, featuring a unique, modern design that integrates geometric shapes and soft landscaping. Clear turquoise water sparkles in the sunlight, creating a serene atmosphere for relaxation. Sun loungers are positioned nearby for comfort.

5.0 out of 5 average rating, 149 reviews

Sunset View Villa, Swimming Pool & Heated Jacuzzi

Newly constructed for your every need, The Bliss Mansion in Pyrgos located in the heart of an historically preserved traditional neighborhood, perched high overlooking Santorini's dramatic landscape and world famous Santorini sunset. This property is secluded from the tourist crowds, yet a few minutes from the most popular Santorini beaches, historical sites, restaurants and bars. The Bliss Mansion can host up to 8 guests, offers a big swimming pool and a luxurious in cave hot tub.

5.0 out of 5 average rating, 149 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, 115 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.

4.92 out of 5 average rating, 191 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

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.

Apartment in Pyrgos Kallistis

An arched window frames a serene view of the mountains and sea. A private heated jacuzzi and two light-colored bean bags are positioned on the terrace, complemented by potted plants. The natural light enhances the minimalist design of the outdoor space.

Star Infinity Suite with private heated Jacuzzi.

Star 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. This Suite is with two bedrooms (one bedroom is loft style bedroom). Two bathrooms,one living area with kitchenette,two balconies,one private jacuzzi and one shared swimming pool. Breakfast (Greek natural products) is provided with extra cost of 15 euro per person per day.

5.0 out of 5 average rating, 234 reviews

A bright living area features a light-colored sofa adorned with throw pillows, complemented by a black lounge chair. Natural light enters through an open doorway, leading to a private terrace with sea views. A small coffee table is positioned at the center, adding to the inviting ambiance.

4.91 out of 5 average rating, 277 reviews

Amorous Villa with outdoor heated plunge pool

A beautiful villa for 7 people, in the center of the traditional village of Pyrgos Kallisti, with absolute privacy and private parking space outside the villa. Just 250m. From the central square of Pyrgos, 5km. From Fira, 7km. From Santorini International Airport. Two spacious bedrooms, large living room, two bathrooms with shower, steam bath for 6 people, king size beds, private terrace with living room, dining room and private heated plunge pool with sea view.

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, 151 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

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

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, 135 reviews

Folia Cave house

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, 132 reviews

Lithos Houses with private heated jacuzzi

Place to stay in Vothonas

A private indoor cave pool is set within a smooth, naturally formed alcove, with gentle lighting reflecting off the water’s surface. A staircase is visible in the background, leading to a brightly lit area, enhancing the cave's unique ambiance.

Mystagoge Retreat with subterranean pool/jacuzzi

4.96 out of 5 average rating, 299 reviews

4.94 out of 5 average rating, 229 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

4.92 out of 5 average rating, 314 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

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, 102 reviews

4.98 out of 5 average rating, 106 reviews

Windmill in Oia

Lioyerma Windmill Villa With Outdoor Hot Tub

4.92 out of 5 average rating, 116 reviews

An outdoor terrace overlooks the calm sea, featuring an inviting jacuzzi surrounded by seating and potted greenery. The view reveals the blue water and dramatic cliffs of Santorini, with white-washed buildings visible on the hillside.

Home in Oia

Archon Villa by K&K (outdoor jacuzzi)

Family- and pet-friendly home rentals

A traditional church bell tower is framed against a backdrop of blue sea and rugged cliffs. The whitewashed structure features a small cross atop, with the bell visible inside. The scenery presents a serene view of the Aegean landscape.

4.94 out of 5 average rating, 100 reviews

Castellana Cycladic House

4.95 out of 5 average rating, 103 reviews

Cave in Santorini

Labyrinth Traditional Houses (Daedalus)

4.88 out of 5 average rating, 286 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

4.92 out of 5 average rating, 158 reviews

A spacious view from indoors reveals the sandy beach leading to calm waters, where a canoe rests beside a folding chair. Gentle waves reflect the soft light of the day, and distant hills create a serene backdrop.

Cycladic home in Klima

Mimallis Syrma in Milos

4.92 out of 5 average rating, 143 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

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, 104 reviews

4.88 out of 5 average rating, 104 reviews

A private pool is situated on a terrace, offering a panoramic view of the coastline and distant hills. The water appears calm, reflecting the sky, while loungers rest nearby, inviting relaxation. A gentle breeze can be sensed in the expansive outdoor space.

Home in Naxos

Aggeliki apartment in villa mousa

4.87 out of 5 average rating, 252 reviews

A series of colorful houses line the coastline, each with vibrant doors and wooden balconies. The structures feature a mix of traditional architecture and modern elements, set against a backdrop of a gentle slope and water gently lapping at the shore.

Cycladic home in Klima

Sirma Irene - the Boat House on the Sea.

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 141 reviews

An outdoor area features a well-maintained pool with a clear blue surface, surrounded by several lounge chairs. Lush greenery and flowering plants are visible, with expansive views of the landscape and the sea beyond, showcasing the beauty of Santorini.

Home in Pyrgos Kallistis

AROMA CAVAS Suite with caldera view

An outdoor terrace is presented with a dining table surrounded by chairs, where greenery enhances the space. The walls, adorned with blue window frames, contrast with the white architecture. A staircase leads to an upper level, while a stone pathway provides access to various areas.

4.84 out of 5 average rating, 131 reviews

Villa Fekibis, jacuzzi, sea view

5.0 out of 5 average rating, 135 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

4.99 out of 5 average rating, 176 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, 175 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

Apartment in Ormos Ammoudioy

A serene outdoor setting features a cozy lounging area beside a private hot tub, with a scenic view of the sea and landscape at sunset. A stylish sunhat and a refreshing drink rest nearby, inviting relaxation in a tranquil environment.

Nicoletta Ammoudi Suite A

4.96 out of 5 average rating, 409 reviews

4.97 out of 5 average rating, 113 reviews

The exterior of the villa features a well-maintained lawn and a serene swimming pool illuminated by soft lighting. Spacious terraces and outdoor dining areas are present, surrounded by greenery and fruit trees, offering a peaceful retreat with a welcoming ambiance.

Villa in Tiryntha

Villa Elva Nafplio