Holiday rentals with a pool in Pyrgos Kallistis

4.95 out of 5 average rating, 416 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

4.99 out of 5 average rating, 177 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

Our cave villa comes with sentimental value as it belonged to our grandmother. Dated back to 1920's brings a great heritage. The villa was totally renovated in 2015, transforming a traditional cave into a luxury residence following faithfully the unique cycladic architecture with exceptional modern esthetics. The villa consists of two bedrooms with ensuite bathrooms, a dining area and a small kitchenette. It features a heated plunge pool and an upper terrace with panoramic view over Caldera.

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, 155 reviews

Cycladic home in Pyrgos Kallistis

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.

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

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.

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.

4.93 out of 5 average rating, 136 reviews

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.

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.

4.94 out of 5 average rating, 232 reviews

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

4.82 out of 5 average rating, 184 reviews

A shaded outdoor lounge area is highlighted by a wooden pergola, providing a view of the sea and coastline. Two loungers face a tranquil pool, while a red sofa with cushions offers additional seating. Surrounding stone walls enhance the secluded atmosphere.

Home in Naxos

Villa Katerina

Villa Katerina is a double floor house 62sq.At the first floor there is one living room with kitchen and two single beds .at the second floor there is one bedroom and one big bathroom.There is one big yard 100sq two balconies.The house has amazing sea view from all the floors .It can accommodate up to 4 persons.Also we have barque and hammock.The distance from the sea is 200 meters and the beaches is Placa beach Orkos beach and Mikrivigla Beach

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

Mystagoge Retreat is a unique traditional house, which can accommodate up to two people. A private heated indoor cave pool with jacuzzi will be waiting for you to offer a mystic experience. A light breakfast basket with rusks, jam, honey, tea coffee, milk and butter. Amenities included are WI-FI, air-conditioning, in all areas of house, free parking, sun filled traditional yard with sunbeds, dining area and shared BBQ.

4.96 out of 5 average rating, 299 reviews

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.

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

4.83 out of 5 average rating, 117 reviews

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 rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House 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

4.9 out of 5 average rating, 112 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

4.99 out of 5 average rating, 103 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

4.88 out of 5 average rating, 129 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

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

4.95 out of 5 average rating, 190 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

4.97 out of 5 average rating, 147 reviews

An outdoor seating area features a spacious bench and table, complemented by decorative elements. A small pool reflects the sunset, which casts warm hues across the landscape. The scene is framed by a sheltered structure with overhead lighting designed for ambiance.

Home in Alyki

View for 2

5.0 out of 5 average rating, 64 reviews

A poolside area features a black wire chair and a patterned pouf, overlooking the expansive blue sea and distant island views. The clean, minimalist design highlights the serene atmosphere, while sunlight reflects off the clear water of the pool.

Home in Pyrgos Kallistis

M&D Stories Villa Santorini

Condo rentals with a pool

4.92 out of 5 average rating, 212 reviews

Condo in Kerameikos

Award-winning Yellow-spot

4.99 out of 5 average rating, 203 reviews

A private balcony features a heated plunge pool with water jets, surrounded by views of the city. Large glass doors provide a clear view into a spacious living area with modern furnishings. The setting is enhanced by soft evening lighting, creating a calm ambiance.

Condo in Monastiraki

Syntagma residence with private heated jacuzzi

4.88 out of 5 average rating, 182 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.

Condo in Kallithea

Lovely Apartment with Shared Rooftop Pool

4.98 out of 5 average rating, 122 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.

Condo in Kallithea

Spacious Modern Apartment with Shared Pool and BBQ

4.91 out of 5 average rating, 314 reviews

Condo in Gazi

AthinaArtApartment(Yellow)Chic Minimal Loft/Pool

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.

Condo in Mykonos

Village Christoulis Classic Suite

4.99 out of 5 average rating, 83 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.

Condo in Glyfada

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

5.0 out of 5 average rating, 33 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.

Condo in Voula

"The ROSE" Luxury Penthouse /Private Swimming Pool

Home rentals with a private pool

4.99 out of 5 average rating, 227 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.

Apartment in Mykonos

Rooftop Private Pool & Sea Views Near Town & Beach

4.99 out of 5 average rating, 191 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

4.91 out of 5 average rating, 255 reviews

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.

Apartment in Petralona

The HostMaster Persephone Skyline Pool Oasis

Tower in East Attica Regional Unit

A wooden table is set with a basket of fresh fruit, positioned near a glistening pool reflecting the sunset. Shade sails provide protection from the sun, while vibrant greenery adds a touch of nature, enhancing the serene atmosphere overlooking the sea.

Four Seasons Stonework Castle, Live the Fairytale.

4.97 out of 5 average rating, 77 reviews

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

4.96 out of 5 average rating, 23 reviews

A swimming pool is framed by a stone patio, surrounded by well-maintained hedges and trees. Sunlight reflects off the clear water, creating a serene atmosphere. The expansive view of Evia Bay and the distant mountains enhances the tranquil setting.

Villa in Nea Makri

Villa Kalida, Stunning Seaview and Relax

Luxe

A serene outdoor space features a stunning pool reflecting the evening sky's hues. Comfortable lounge chairs are positioned nearby, while the gently landscaped garden and stone wall enhance the tranquil setting. A covered seating area offers shade and is perfect for relaxation.

Villa in Exo Gonia

Superior Eolia Villa

5.0 out of 5 average rating, 4 reviews