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

4.98 out of 5 average rating, 195 reviews

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

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

4.99 out of 5 average rating, 131 reviews

Home in Paros

Marsha's Beach House

Situated in a private beachfront estate this newly remodelled vacation home is immersed in nature. Surrounded by a large garden with tall trees it offers privacy in a quiet environment . Private access to the beach is only a few steps away. The house can sleep up to 4 people and is fully equipped to offer a relaxing holiday escape. Located within walking distance (10-15min) from the main town of Paroikia. Please feel free to reach out if you have questions. Prices include Tourist tax .

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.

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.

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 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

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.

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.

4.95 out of 5 average rating, 175 reviews

The image displays a serene evening view of a whitewashed building with a private outdoor area, featuring a small table and chairs. The historic church with a blue dome and bell tower is visible in the background, illuminated against the twilight sky.

Dome in Pyrgos Kallistis

Traditional Dome Suite | Jacuzzi | Panoramic view

As seen in the Michelin Guide 🗝️ Welcome to our enchanting sanctuary! Indulge in Santorini's history at our idyllic Pyrgos hideaway, nestled beside the historic church of Saint Dimitrios and its iconic dome! Embrace slow living in an authentic haven, where the perfect blend of historic charm and modern comforts awaits.

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)

ARCHON VILLA by K&K lies on a beautiful spot in Oia's caldera, with a breath taking view to the volcano and Santorini's fierce beauty. It features 2 bedrooms, 2 bathrooms, a living room, a kitchen, a terrace and an outdoor jacuzzi. Enjoy all the island has to offer from this stunning house.

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, 201 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

4.96 out of 5 average rating, 165 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

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

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

4.85 out of 5 average rating, 221 reviews

4.94 out of 5 average rating, 124 reviews

A spacious living area is featured, characterized by a warm color palette with sandy walls and a high, exposed wood ceiling. A comfortable sofa is positioned near a fireplace, complemented by a traditional area rug. Natural light enters through multiple windows, enhancing the inviting setting.

Home in Kardamyli

One bedroom stone guest house with mountain view

4.96 out of 5 average rating, 148 reviews

Home in Kalamata

Sea stone villa with stair to the beach

4.98 out of 5 average rating, 198 reviews

An outdoor dining area is set on a spacious terrace, featuring a table adorned with a white tablecloth. Fresh oranges and a potted plant are visible, along with two glasses of juice. The panoramic view of the coastline and surrounding landscape is unobstructed.

Home in Xifias

Sophia's Home

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

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

4.99 out of 5 average rating, 212 reviews

Cycladic home in Oia

By the Mill, Caldera, Oia

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

4.96 out of 5 average rating, 109 reviews

A wooden table is set beside a sturdy lounge chair, showcasing a clear pitcher of water, a pair of sunglasses, and a plate of fresh grapes. The table offers a panoramic view of the azure sea and distant islands under a soft, cloudy sky.

Villa in Naxos

Naxea Villas II

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

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!

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

4.98 out of 5 average rating, 64 reviews

Dome in Pyrgos Kallistis

Avan Luxury Villas "Aetheria" - Private pool

Private, pet-friendly home rentals

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

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 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

4.99 out of 5 average rating, 146 reviews

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.

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

4.95 out of 5 average rating, 120 reviews

Cycladic home in Milos

Aqua House 2

4.99 out of 5 average rating, 180 reviews

A tranquil outdoor jacuzzi is visible, with a view of iconic blue-domed structures nearby. The sun casts a warm glow, reflecting on the water. The serene ambiance is enhanced by the surrounding landscape, suggesting a peaceful retreat in a picturesque setting.

Cycladic home in Oia

Santo Blue Horizon Villa | Jacuzzi | Caldera View