Pet-friendly holiday rentals in Pyrgos Kallistis

Cycladic home in Santorini

Labyrinth Traditional Houses (Theseus)

Escape to the tranquility of the Labyrinth traditional house, nestled in the serene Pyrgos village. Immerse yourself in a fully renovated 18th-century retreat, a world away from the bustling crowds of Fira and Oia. Indulge in a complimentary breakfast and savor a traditional dinner prepared by our personal chef, all while admiring the breathtaking Santorini sunset. With concierge service, and timeless elegance, your unforgettable stay awaits. Book now and experience Santorini's enchanting beauty

Outdoor spacesWalkabilityParking

4.98 out of 5 average rating, 195 reviews

Cycladic home in Santorini

A spacious rooftop terrace features a heated Jacuzzi surrounded by sunbeds. The stunning view showcases the Caldera and Aegean Sea at sunset, with colorful skies and the scenic cliffs of Fira in the background.

Three bedroom Villa with two Caldera View Jacuzzi

This luxury villa has the best location and feature specious terraces with famous view of Caldera and Aegean sea .Roof top terrace have heated Jacuzzi and comfortable sun-lounges.There is outdoor furniture next to Jacuzzi where you can enjoy breakfast and dinner with unforgettable view . Daily breakfast and cleaning make your stay comfortable .Each bedroom have private bathroom . In a walking distance you will find restaurants,bars, museums and supermarkets.Food delivery available.Free wi-fi

WalkabilityOutdoor spacesNearby

4.99 out of 5 average rating, 146 reviews

4.92 out of 5 average rating, 157 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

Welcome to our enchanting two-story Cycladic house, nestled right by the sea in the picturesque fisherman's village of Klima, located in the heart of Milos bay. Immerse yourself in the idyllic seaside lifestyle, where each day is adorned with breathtaking sunset views and the gentle lull of the waves. Our quaint little boat with paddles and a canoe adds an extra touch of magic to your summer getaway, allowing you to explore the pristine waters at your leisure. Discover the beauty and charm of

Outdoor spacesWalkabilityBarbecue

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

Cycladic house in Pyrgos Santorini,where slow island living is the focus.This traditional home, with its whitewashed curves and blue accents,invites you into a world where time moves gently.The cozy living room features vaulted ceilings and comfortable seating,perfect for relaxing evenings.The fully equipped kitchen encourages meals made with fresh,local produce.Step out onto the terrace,where views of the surrounding vineyards create a perfect setting for morning coffee or evening wine.

Outdoor spacesWalkabilityLaundry

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.

PetsWalkabilitySleep quality

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.

WalkabilityOutdoor spacesAmenities

5.0 out of 5 average rating, 234 reviews

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

A fully-equipped villa with an attic. With its wide veranda [40m²] and the irresistible combination of stone - exterior and modern - interior, it accomplishes the perfect mix & match of the local traditional architectural style with the most modern touches. It is made up of two bedrooms, the first one [14m²] being carved in the heart of a Santorinean rock, with a concrete bed, commodes and a TV set, and the second bedroom [12m²] featuring a black iron bed with commodes.

Outdoor spacesWalkabilityKitchen

Superhost

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

WalkabilityOutdoor spacesAmenities

4.81 out of 5 average rating, 183 reviews

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.

Outdoor spacesWalkabilityParking

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.

Outdoor spacesWalkabilityValue

4.94 out of 5 average rating, 108 reviews

5.0 out of 5 average rating, 115 reviews

A cozy living area is featured with a striped sofa complemented by a round wooden table. The space is illuminated by a hanging light fixture and a lamp on the side table. Wall art adds character, while elegant columns frame the room.

Apartment in Psyri

Casa L'on: Athenian Flat

Casa Lon is our designer’s dream - a haven tucked in the vibrant heart of Athens' bustling spice market. Paying tribute to the iconic neoclassical heritage with its high ceilings and grand windows, our home blends comfort with style, to capture the bohemian energy of Evripidou Street. Casa Lon embodies simplicity amidst the rich complexity of the world’s most fragrant spices.

WalkabilityIndoor spacesDecor

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, 313 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.

Outdoor spacesWalkabilityDecor

Popular amenities for Pyrgos Kallistis pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.91 out of 5 average rating, 200 reviews

A bright living area features a glass tabletop on a wooden base, surrounded by two woven chairs. A television is mounted on the wall, and double doors open to a view of the landscape. Decor includes colorful wall art and a cozy fireplace.

Home in Hydra

The House at the Centre

Outdoor spacesWalkabilityCheckout

4.96 out of 5 average rating, 164 reviews

A well-lit bedroom features a queen bed adorned with a light-colored coverlet. A flat-screen TV is mounted on a white wall unit alongside a storage area. Large glass doors lead to a terrace that overlooks the sea, with sheer curtains gently diffusing the light.

Home in Mandrakia

Milos Dream House 2

PetsOutdoor spacesHiking

4.88 out of 5 average rating, 139 reviews

An outdoor dining area features a wooden table surrounded by four matching chairs. Fresh fruits are arranged on the table, positioned against a backdrop of greenery and a view of the sea. The stone wall of the house enhances the rustic atmosphere.

Home in Monemvasia

Kyklamino Castlehouse, Monemvasia Castle

Outdoor spacesWalkabilityAccess

4.95 out of 5 average rating, 135 reviews

A traditional house entrance is framed by a stone wall, with a wooden door featuring an arched top. Two lantern-style wall lights are mounted on either side of the door, softly illuminating the pathway made of cobblestones leading towards the inviting entry.

Home in Hydra

Amazing Traditional House near the port

WalkabilityPetsCleanliness

4.99 out of 5 average rating, 128 reviews

Home in Paros

Marsha's Beach House

WalkabilityOutdoor spacesLocation

Superhost

A stunning view overlooking the rooftops of Monemvasia, featuring terracotta tiles and a bell tower in the distance. The sea glistens under a partly cloudy sky, creating a serene coastal atmosphere. A small table and a lounge chair are positioned nearby for leisure.

Home

Milonas Guest House

Outdoor spacesPetsParking

4.85 out of 5 average rating, 220 reviews

4.93 out of 5 average rating, 217 reviews

A serene exterior scene is captured at dusk, featuring a well-lit courtyard adorned with blooming trees and plants. A rustic swing set is visible, along with warm lighting that highlights pathways, creating a peaceful ambiance suitable for relaxation.

Home in Máni Peninsula

Stone House in Krioneri , Mani

PetsOutdoor spacesHiking

4.96 out of 5 average rating, 148 reviews

Home in Kalamata

Sea stone villa with stair to the beach

Outdoor spacesWalkabilityQuiet

Pet-friendly home rentals with a pool

4.89 out of 5 average rating, 101 reviews

A bright living area is highlighted by large windows offering expansive views of the sea. A modern television is mounted on the wall, complemented by a minimalist shelf. Natural textures are incorporated through a woven rug and pendant lighting, enhancing the serene ambiance.

Villa in Mykonos

SeaCode Villas, White Villa

WalkabilityOutdoor spacesBiking

4.97 out of 5 average rating, 190 reviews

A striking view of the villa's exterior showcases a turquoise swimming pool adjacent to a lush green lawn. The coastline and calm blue waters of the sea are visible in the background, with sailboats gently passing by, enhancing the scenic landscape.

Cottage in Attica

In the heart of Sounio villa

Outdoor spacesWalkabilityKitchen

5.0 out of 5 average rating, 174 reviews

An outdoor dining area is set under covered wooden beams, featuring a large table surrounded by wooden chairs. A private swimming pool reflects the sunset, with lounge chairs positioned nearby. The space is complemented by natural stone accents and casual beach accessories.

Villa in Mykonos

Otherview Villa

Outdoor spacesWalkabilityKitchen

4.98 out of 5 average rating, 158 reviews

An outdoor terrace presents a wooden dining table surrounded by matching chairs. Lounge chairs are positioned nearby, offering views of the infinity pool that overlooks the Aegean Sea and Mykonos. The scene is framed by natural stone pillars under a wooden ceiling.

Apartment in Toúrlos

Mykonos Divino 4 Wave Style private infinity pool

Outdoor spacesWalkabilityNearby

4.93 out of 5 average rating, 148 reviews

A crystal-clear shared pool is surrounded by a stony landscape and sun loungers, offering a serene retreat. The villa's multi-level structure can be seen in the background, with white railings and terraces enhancing the coastal ambiance against a clear blue sky.

Cycladic home in Psarroy

Luxury VillaThelgoMykonos I, amazing sea View!

Outdoor spacesWalkabilityBeach

4.94 out of 5 average rating, 233 reviews

Home in Ornós

Infinity Private Pool 500m from Beach & MykonoTown

WalkabilityOutdoor spacesLocation

Apartment in Nomós Kykládon

A modern apartment is set on a hillside, featuring a private pool that overlooks the bay of Mylopota. Stone walls complement the pool area, with sun loungers placed nearby. The view includes mountains and the beach in the distance under a clear sky.

Theros apartments 1

WalkabilityOutdoor spacesIndoor spaces

4.96 out of 5 average rating, 130 reviews

4.98 out of 5 average rating, 64 reviews

Dome in Pyrgos Kallistis

Avan Luxury Villas "Aetheria" - Private pool

WalkabilityBathroomCheckout

Private, pet-friendly home rentals

4.91 out of 5 average rating, 141 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

PetsOutdoor spacesPool

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.

Outdoor spacesWalkabilityCleanliness

4.91 out of 5 average rating, 182 reviews

A charming kitchen area features a simple wooden table with a fruit bowl and a glass of wine. A green countertop and exposed light fixtures contribute to the cozy design. A doorway leads to a patio with ocean views, framed by open shutters.

Cave in Red Beach

Cueva de Olas

Outdoor spacesWalkabilityDecor

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

Outdoor spacesPetsCheck-in

4.98 out of 5 average rating, 104 reviews

4.91 out of 5 average rating, 35 reviews

A private jacuzzi is showcased on a spacious balcony, with two glasses of wine placed on a wooden tray nearby. The sunset casts a warm hue over the sky, providing a tranquil backdrop, while the water in the jacuzzi reflects the inviting colors of dusk.

Home in Pyrgos Kallistis

Maison Kallisti • Heated Jacuzzi & Panoramic View

WalkabilityLayoutCleanliness

4.97 out of 5 average rating, 78 reviews

A clear blue pool is positioned under the sun, reflecting the sky. In the background, panoramic views of the Santorini landscape and sea are visible, with lush hills and distant islands enhancing the scenery.

Dome in Pyrgos Kallistis

Diva Santorini Luxury Villa

Outdoor spacesWalkabilityBeach

4.94 out of 5 average rating, 16 reviews

Home in Pyrgos Kallistis

Thiro Exclusive Villa in Pyrgos

Outdoor spacesWalkabilityLocation

A serene terrace overlooks the expansive landscape of Santorini, featuring two sun loungers and a small table adorned with fresh fruit. The contrasting white architecture complements the stunning views of the sea and distant hills, creating a peaceful outdoor space.