Holiday rentals with a pool in Pyrgos Kallistis

4.95 out of 5 average rating, 415 reviews

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 in Oia

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

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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.

4.96 out of 5 average rating, 205 reviews

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.

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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

This superb luxury villa with unlimited sea-view is located at Neos Voutzas, a quiet place close to the sea. Ideal for families or small groups from 12 up to 16 persons. It is very close to Nea Makri, Rafina and Marathon, quite populated places in summer time, very attractive for swimming, good food and night life. The villa has a nice garden with a 50- square-meter swimming pool, a BBQ, a pizza oven. 30 minutes from the airport or Athens. Ideal also for remote work, 200 Mbps internet.

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Villa in Pyrgos Kallistis

4.97 out of 5 average rating, 151 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!

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Cycladic home in Pyrgos Kallistis

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

Traditional troglodyte house at ‘the top’ of Pyrgos's medieval village, renovated and furnished in a cool bohemian style with amazing panoramic views. Every detail has been thought through. Prime location, a hidden gem in the village. Steps away from restaurants, bistros, local shops, cobbled streets and blue and white domed churches. The house is spacious, stylish and unique. A luxury jacuzzi is situated in the walled courtyard allowing you complete privacy and a sense of calm.

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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.

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Cycladic home in Pyrgos Kallistis

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.

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.

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4.99 out of 5 average rating, 234 reviews

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

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.

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Serviced 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.

5.0 out of 5 average rating, 232 reviews

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.

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Cycladic home in Santorini

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.

4.83 out of 5 average rating, 117 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

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Cycladic home in Megalochori

A serene private patio features a plunge pool with clear turquoise water. Sun beds and a small table are positioned along the poolside, with a shaded area provided by a large canopy overhead. The surrounding walls are painted in crisp white, enhancing the tranquil environment.

4.92 out of 5 average rating, 168 reviews

Luxury Villa with Private Pool & Great View

Located in an undoubtedly prominent position over the charming caldera, our villas warmly welcome those seeking for personalized luxury holidays in Santorini. Nestled in the famous vineyards of the island, this brand-new complex of villas with private swimming pools is designed with care and respect to the unique landscape. Our luxurious villas are guaranteed to meet and exceed all of your expectations.

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Villa in Pyrgos Kallistis

4.94 out of 5 average rating, 108 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.

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Popular amenities for Pyrgos Kallistis rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.87 out of 5 average rating, 103 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

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4.89 out of 5 average rating, 331 reviews

Home in Kalyvia Thorikou

Luxury Country House in Kalyvia near the Airport

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4.9 out of 5 average rating, 111 reviews

A refreshing swimming pool is surrounded by a spacious patio that offers sun loungers for relaxation. The villa's exterior features light-colored walls and multiple glass doors, providing easy access to the pool area. Lush greenery offers privacy along the back of the property.

Home in Adamas

White Villa Milos

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Home in Archaia Epidavros

A clear blue pool reflects the bright sky, framed by lush greenery. The expansive view offers a scenic outlook over the sea and distant hills, creating a serene atmosphere. The pool area is tiled, providing a spacious area for relaxation.

5.0 out of 5 average rating, 125 reviews

Villa - Ancient Epidavros

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4.99 out of 5 average rating, 102 reviews

An outdoor terrace features a stone floor and a wooden dining set, offering a view of the blue sea and distant coastline. A barbecue grill is positioned near the dining area. The overhead pergola provides partial shade, enhancing the open-air dining experience.

Home in Paros

Krios Luxury Suites ~ Gold

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4.87 out of 5 average rating, 127 reviews

A clear view of the private pool is presented, with sparkling water reflecting sunlight. An olive tree is framed in the background, standing against the backdrop of the blue sea and distant mountains, creating a serene atmosphere.

Home in Aegina

Fantastic views of the Peloponnese

ValueFamilyComfort

4.98 out of 5 average rating, 131 reviews

A serene outdoor space is highlighted by a small, illuminated pool surrounded by comfortable lounge chairs. Two umbrellas provide shade beside the pool, while a wooden table with chairs is visible in the background, complemented by greenery and soft lighting against the whitewashed walls.

Home in Paros

Colors in Naousa

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4.95 out of 5 average rating, 188 reviews

An outdoor area is highlighted by a private swimming pool, surrounded by greenery and modern fencing. A comfortable seating arrangement consists of a large, cushioned sofa and a small table, creating a relaxing space for guests to enjoy leisure time by the water.

Home in Argyroupoli

Modern & Cozy suite with swimming pool

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Apartment rentals with a pool

4.91 out of 5 average rating, 209 reviews

Apartment in Kerameikos

Award-winning Yellow-spot

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4.98 out of 5 average rating, 337 reviews

A cozy studio is showcased, featuring a spacious bed adjacent to large glass doors that open to a private terrace. The terrace includes comfortable seating, a heated jacuzzi, and a view of the Acropolis under the evening sky.

Apartment in Mets

* Heated jacuzzi, Acropolis view rooftop studio *

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4.88 out of 5 average rating, 180 reviews

A rooftop pool is shown with clear blue water reflecting the sky, featuring a glass wall that offers expansive views. A cocktail glass rests on the edge, capturing the soft glow of sunset behind it, creating a serene atmosphere.

Apartment in Kallithea

Lovely Apartment with Shared Rooftop Pool

ValueFamilyPool

4.91 out of 5 average rating, 177 reviews

Apartment in Mykonos

Executive Studio 1-Sea view&Shared pool,Gym,Bar

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4.98 out of 5 average rating, 121 reviews

A rooftop pool is surrounded by glass railings, offering unobstructed views of the city below. Soft sunlight reflects off the water's surface, while the horizon showcases a blend of clouds and light during sunset. Steps lead down to the pool area.

Apartment in Kallithea

Spacious Modern Apartment with Shared Pool and BBQ

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4.86 out of 5 average rating, 133 reviews

A spacious living area is designed with white walls and minimalist décor, featuring a red sectional sofa with decorative cushions. A coffee table sits in the center, topped with a small floral arrangement. A bright vanity area is visible, reflecting the modern aesthetic.

Apartment in Mykonos

Village Christoulis Classic Suite

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4.99 out of 5 average rating, 82 reviews

A spacious outdoor pool is surrounded by a lush bamboo garden. Comfortable sun beds are positioned near the shaded dining area beneath a large umbrella. A floating pool lounge adds a playful touch to the inviting water.

Apartment in Glyfada

Luxury 2BD Home w/ Private use of Pool, Gym, BBQ

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5.0 out of 5 average rating, 31 reviews

A modern bedroom features a spacious bed with white linens and a dark blue throw blanket. Large glass doors open to a patio with a private swimming pool and outdoor seating. Two abstract art pieces decorate the wall, while natural light brightens the room.

Apartment in Voula

"The ROSE" Luxury Penthouse /Private Swimming Pool

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Home rentals with a private pool

4.99 out of 5 average rating, 189 reviews

The villa showcases a private pool in vibrant turquoise, surrounded by comfortable sun loungers and chic seating areas. The whitewashed structure features a covered terrace that offers shade. Lush greenery and decorative accents enhance the tranquil environment.

Villa in Kamari

Santorini Filoxenia Luxury villa

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4.99 out of 5 average rating, 226 reviews

A panoramic view reveals the serene Mediterranean Sea and the Cycladic Islands, framed by the whitewashed buildings of Mykonos. The image captures the calm water of a private swimming pool in the foreground, blending seamlessly with the expansive sky overhead.

Flat in Mykonos

Rooftop Private Pool & Sea Views Near Town & Beach

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Serviced apartment in Petralona

A bright living area is featured, with a spacious seating arrangement of light blue sofas adorned with yellow cushions. An elegant dining table is accompanied by modern yellow chairs, while a glass vase holds an artistic arrangement of orchids. Large windows allow ample natural light.

4.91 out of 5 average rating, 252 reviews

The HostMaster Persephone Skyline Pool Oasis

ValueFamilyShared spaces

4.92 out of 5 average rating, 93 reviews

A serene infinity pool extends toward the horizon, framed by wooden decking. The vibrant blue water creates a seamless view of the sea, accentuated by gently sloping hills in the distance and a clear sky overhead.

Home in Keratea

Nautical Aegean Beach Villa with Private Infinity Pool

ValueLocationHospitality

4.95 out of 5 average rating, 22 reviews

A clear turquoise swimming pool is highlighted in the foreground, surrounded by stone walls and lush greenery. A panoramic view of the Aegean Sea and distant islands is visible in the background, framed by a cloudless blue sky.

Villa in Nea Makri

Villa Kalida, Stunning Seaview and Relax

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Luxe

A tranquil pool area features a cozy love-seat with soft cushions, facing a stunning view of the coast at sunset. Lush greenery frames the scene, while a shaded terrace offers a comfortable spot for relaxation. The inviting pool reflects the sky's warm colors.

Villa in Santorini

5.0 out of 5 average rating, 37 reviews

Eolia Senior Villa

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A modern two-story building is set against a hillside, featuring glass railings and expansive windows. A well-manicured lawn surrounds the property, while a sparkling pool is situated beside several loungers, inviting relaxation.

Flat in Agios Dimitrios

Lavender Pool & garden 5’ from Galazia Akti Beach

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