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Vacation rentals with breakfast in Pyrgos Kallistis

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Top-rated breakfast rentals in Pyrgos Kallistis

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Top guest favorite

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.

Cycladic home in Pyrgos Kallistis

4.98 out of 5 average rating, 256 reviews

Olyra Traditional Cave Houses

The traditional residences Olyra Traditional Houses, are in the heart of the medievial settlement of Pyrgos, very close to the imposing Kasteli (castle). A three minute walk in the stone laid pavements and side strees is enough to go from Olyra to the central parking of the village as well as the central square. Our houses are created in the same place where the bakery of the village was two centuries ago, with great respect and attachment to Santorinis¨ architecture. The decoration is character

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

4.95 out of 5 average rating, 360 reviews

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

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 *NEW*

SPECIAL 2025 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

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 Imerovigli

4.99 out of 5 average rating, 147 reviews

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.

A private outdoor plunge pool is accompanied by a series of whitewashed walls and steps leading upward. The scene features a bright blue dome visible in the background, framed by clear skies, with a ceramic pot placed nearby.

Guest suite in Oia

4.97 out of 5 average rating, 168 reviews

Suite with Outdoor Plunge Pool & 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. This suite features a private outdoor plunge pool. Its interior is a unique space with a double bed and a living room. It has stunning view to the caldera and the two iconic blue domes of Oia. Santorini International Airport is about 17 km from Oia Spirit, and the Ferry Port at about 23 km.

Top guest favorite

An indoor hot tub features calming blue water, framed by a large archway that opens to breathtaking views of the caldera and surrounding landscape. Soft lighting from candles enhances the serene ambiance, complemented by a potted plant placed nearby.

Apartment in Oia

4.98 out of 5 average rating, 225 reviews

BLUE ART CAVES - Stellar Sun Suite with Hot-tub

This elegant suite is perched on the cliffs of the caldera in Oia. It combines traditional Cycladic architecture with a minimal decorative style, making it the perfect choice for those who want to relax. The suite features a private outdoor cave hot tub, offering privacy along with stunning views of the caldera and volcano. Breakfast is included in the price. The room is equipped with air conditioning, free Wi-Fi, coffee and tea-making facilities, bath amenities, and a smart TV.

A private plunge pool is showcased beneath a bright blue sky, with expansive views of the shimmering sea and distant islands. Lush greenery and a cactus are visible near the pool, adding natural elements to the serene outdoor space.

4.95 out of 5 average rating, 376 reviews

Sunset Cave House by Spitia Santorini

Embrace the quintessential Santorini experience at the Sunset Cave House, a magical retreat carved into the volcanic rock of Oia's caldera cliff. This traditional yet luxuriously appointed accommodation offers unparalleled panoramic views of the Aegean Sea and the world-famous Oia sunset from your private outdoor plunge pool. Accommodating up to 3 guests, it promises an intimate and unforgettable stay where every moment is bathed in the island's unique light.

Top guest favorite

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.

Apartment in Pyrgos Kallistis

5 out of 5 average rating, 200 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.Greek breakfast (only from local fresh products) is served every morning.

Top guest favorite

A private terrace offers a view of the shimmering Aegean Sea, framed by the surrounding caldera cliffs. A plunge pool in inviting turquoise reflects the clear sky. Two elegant flutes stand beside a bowl of fresh fruit, inviting relaxation and enjoyment.

4.99 out of 5 average rating, 130 reviews

Cave Villa With Heated Plunge Pool & Caldera View

A traditional cave villa with modern touches that can accomodate up to four people with spacious veranda and breathtaking caldera views. Lathouri Cave Villa is perched on the famous caldera cliffside overlooking the Aegean sea and the two volcanic islands Palia and Nea Kameni. The traditional cycladic architecture along with the unique scenery makes it the perfect choice for those who want to enjoy a relaxing vacation in the lap of luxury.

A figure stands at the edge of an infinity pool, silhouetted against a vibrant sunset over the caldera. The calm water reflects the warm colors of the sky, creating a serene atmosphere that enhances the natural beauty of the surrounding landscape.

Cycladic home in Megalochori

4.98 out of 5 average rating, 141 reviews

Ambeli Sunset/private heated pool & breakfast

Ambeli Sunset Villa's unique allocation provides the famous sunset view of the caldera avoiding the overcrowding of the well-known cities of Santorini. A newly anti-seismic constructed building covering all the official guidelines to maximize the security of our guests. Depending on the chosen room type that fits you, guests will experience the use of the heated pool or the hot tub in maximum privacy as no facilities are public.

An upper balcony features a private hot tub alongside a jetted plunge pool, both overlooking a serene landscape. A panoramic view includes the sea and distant islands, with soft hues of twilight casting a tranquil ambiance.

4.94 out of 5 average rating, 109 reviews

Villa Cloud, Heated private pool, Caldera view

This exceptional villa is 75 Sq.m, originally built inside volcanic soil has now been reconstructed with a luxurious contemporary futuristic twist. This unique property with its innovative space and surreal construction is embodied with sound motion and visual essence. The villa comprises of a fully equipped kitchen and dining/lounge area which overlooks an intoxicating volcanic view, and peaceful mesmerising sea view.

Top guest favorite

A spacious terrace showcases two comfortable lounge chairs facing the breathtaking views of the Aegean Sea, caldera, and volcanic islands. The serene blue waters contrast with the white architecture surrounding the area, offering a perfect spot for relaxation and contemplation against a clear sky.

Cycladic home in Akrotiri

4.99 out of 5 average rating, 174 reviews

Akrorama Spilia-Ultimate Privacy,Pool&Caldera View

This exclusive suite features a completely private cave heated pool and secluded yard, ensuring full discretion and serenity. Ideal for guests who value privacy, it also offers a breathtaking, unobstructed view of the sea, caldera, and volcanoes, a truly unique Santorini experience. Daily breakfast is included and served in your suite. Daily cleaning service available.

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Intimate homes. inviting architecture

Popular amenities for Pyrgos Kallistis breakfast rentals

Free parking on premises

Air conditioning

House rentals with breakfast

An outdoor area is highlighted by a prominent palm tree, surrounded by stone pathways and landscaped garden features. The modern exterior of the building provides a backdrop, with elements of greenery and seating areas enhancing the inviting ambiance of the space.

4.92 out of 5 average rating, 110 reviews

Phoenix Garden - Sun Apartment

A modern living space is furnished with a dark gray sofa adorned with patterned pillows. Two black chairs are positioned near a round table, while a light rug with a sunburst design adds texture. Neutral cabinetry complements the bright yellow accent wall.

4.91 out of 5 average rating, 209 reviews

Modern, sunny apartment close to Athens airport

Top guest favorite

A spacious outdoor terrace features a large dining table surrounded by comfortable seating. A vibrant centerpiece is placed on the table. The landscape reveals rolling hills and a panoramic view of the sea under a partly cloudy sky.

Home in Trypiti

4.98 out of 5 average rating, 154 reviews

Anemolia House

A small table set on a balcony features a vase with fresh flowers, a coffee cup, and a glass bottle. The view reveals rooftops and the sea, with distant mountains framed by a clear blue sky and scattered clouds.

Home in Spetses

4.92 out of 5 average rating, 160 reviews

Traditional house built in 1856

The exterior of the spacious house features a red-tiled roof and white walls, surrounded by a green garden. A wrought iron fence provides privacy, while large trees offer shade. Comfortable seating is visible on the porch, inviting relaxation amidst the tranquil countryside.

Home in Archaia Olympia

4.95 out of 5 average rating, 242 reviews

Happy and Cozy place! Smila!

A spacious sleeping area features a stylish black headboard and soft bedding. Natural light enters through a glass door, illuminating the room. Nightstands with lamps are positioned on either side of the bed, providing a cozy ambiance.

Home in Kato Chalandri

4.94 out of 5 average rating, 175 reviews

M&K apartment

A cozy living area features a fireplace framed by yellow walls and large windows that bring in natural light. Comfortable seating includes a striped sofa and two wooden chairs, complemented by decorative cushions and a coffee table adorned with a small tray.

Home in Mykines

4.78 out of 5 average rating, 309 reviews

Sunny house at ancient Mycenae, close to Nafplio!

A private pool is positioned within a spacious garden, surrounded by tall palm trees. The water is calm and crystal clear, reflecting the blue sky above. Vibrant flowering plants can be seen in the background, contributing to the serene environment.

Home in Lagonisi

4.88 out of 5 average rating, 104 reviews

Villa Lago w/ Pool, 2' walk to the Beach

Apartment rentals with breakfast

A bright living area features large glass doors, inviting natural light and offering views of the outdoors. A dining table with wooden chairs is placed near the center, while decorative items enhance the space. A staircase in the background leads to another level.

Apartment in Koropi

4.93 out of 5 average rating, 590 reviews

Royal Penthouse • Sleeps 4• 8 min from Airport

Top guest favorite

The image captures the Acropolis illuminated at dusk, with a modern building's glass façade reflecting the evening sky. The historical site stands prominently against the backdrop of clouds, showcasing the blend of contemporary and ancient architecture in Athens.

Apartment in Plaka

5 out of 5 average rating, 200 reviews

Acropolis Amazing Apartment with Parthenon view

A balcony view showcases a vibrant landscape, overlooking the sea and surrounding hills. The table is set with a coffee pot, a yellow cup, orange juice, and fresh fruit, inviting a peaceful moment outdoors. The clear blue sky enhances the overall serene ambiance.

Apartment in Santorini

4.92 out of 5 average rating, 134 reviews

Crocus apartment minutes walk from caldera

Top guest favorite

A corner of the apartment is filled with greenery, featuring a tall plant in a woven basket beside a black lounge chair. Natural light illuminates the space through a partially covered window, enhancing the soft tones of the decor.

Apartment in Athens

4.98 out of 5 average rating, 116 reviews

The downtown cutie

Top guest favorite

The bright and airy kitchen and dining area feature modern appliances and a sleek black dining table. Large glass doors lead to a balcony with seating, revealing city views. Neutral tones are complemented by stylish light fixtures, creating a contemporary and welcoming space.

Apartment in Kolonaki

4.96 out of 5 average rating, 337 reviews

Aliki's Acropolis View, Penthouse

Two private balconies are visible, featuring a light-colored railing and a pair of chairs. The open doors lead to the interior rooms, and a glimpse of the blue Aegean Sea can be seen in the background, enhancing the coastal ambiance.

Apartment in Agkali

4.83 out of 5 average rating, 122 reviews

Αmoudaki Apartment Agali

Top guest favorite

An outdoor terrace offers a dining table with colorful tableware set on it. Stunning views of the caldera and distant islands are visible, with the deep blue sea stretching out under a clear sky. Ships can be seen calmly floating on the water, enhancing the serene landscape.

Apartment in Firostefani

4.98 out of 5 average rating, 120 reviews

GORGEOUS STUDIO IN PRIVATE VILLA

A stone pathway leads up to a wooden door, framed by rustic shutters. Flowerpots with colorful blooms are placed near the entrance, and dappled shadows from surrounding foliage create a serene atmosphere.

Apartment in Tripi

4.95 out of 5 average rating, 204 reviews

small rivendell apartment

Bed and breakfast rentals with breakfast

A bright bedroom features a spacious bed with crisp white linens. A ceiling fan offers air circulation, while natural light enters through large windows with sheer curtains. A wooden shelving unit holds neatly arranged items, enhancing the room's clean aesthetic.

Apartment in Apollonia

4.75 out of 5 average rating, 4 reviews

Deluxe Room with Sea View

The outdoor pool area is illuminated with soft lighting, surrounded by palm trees and lounge chairs. A table with two glasses, a bottle of wine, and a plate of fruit is positioned nearby, creating a serene ambiance for relaxation.

Private room in Σαντορίνη

4.83 out of 5 average rating, 2,260 reviews

Pantheon Hotel Perivolos Santorini

Top guest favorite

An outdoor terrace features a private infinity pool and a sunbed positioned for relaxation. Stone walls frame the area, while expansive views of the Aegean Sea stretch into the distance. Neutral-toned tiles create a seamless transition from the pool to the surrounding space.

Private room in Santorini

4.95 out of 5 average rating, 103 reviews

Junior Suite Infinity pool & sea view BRILLIANCE

A serene outdoor seating area features a table surrounded by white chairs and a view of the horizon. A person in a wide-brimmed hat holds a drink, enjoying the atmosphere as soft sunlight bathes the space.

Hotel room in Santorini

4.91 out of 5 average rating, 235 reviews

Oia bed and breakfast for 2 & swimming pool

A spacious outdoor area features a stone patio with a round table and wicker chairs. A swimming pool glimmers under sunlight, surrounded by lounge chairs and thatched umbrellas. The backdrop showcases a mountainous landscape under a clear blue sky.

Apartment in Santorini

4.63 out of 5 average rating, 155 reviews

House for 4 included car,transfer and breakf

A private terrace features a white dining table alongside wooden chairs, offering sweeping views of the sea and volcanic landscape. A small tree adds a touch of greenery, while billowing white fabric drapes gently in the breeze under a clear blue sky.

Villa in Santorini

5 out of 5 average rating, 8 reviews

Galini - Junior Villa - One bedroom with jacuzzi

A cozy bedroom features a double bed adorned with neutral-toned linens and pillows. Soft lighting highlights decorative elements, including wall art and a subtle vase. A window draped with sheer curtains allows natural light to fill the space, contributing to a serene atmosphere.

Bed and breakfast in Naxos

5 out of 5 average rating, 11 reviews

Naxos Petite Studios

An outdoor terrace space features a comfortable lounging area with a gray sofa adorned with patterned cushions. A wooden table stands nearby, complemented by a stylish chair. A straw hat and a light throw are casually placed, while the tranquil sea and distant hills are visible in the background.

Private room in Imerovigli

4.92 out of 5 average rating, 133 reviews

Honeymoon Suite with Outdoor Heated Jacuzzi

Quick stats about vacation rentals with breakfast included in Pyrgos Kallistis

Total rentals
3.4K properties
Nightly prices starting at
G$2,091 GYD before taxes and fees
Total number of reviews
58K reviews
Family-friendly rentals
1.1K properties are a good fit for families
Pet-friendly rentals
690 properties allow pets
Rentals with a pool
1.7K properties have a pool

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