Cycladic house vacation rentals in Mesaria

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.

4.95 out of 5 average rating, 413 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

4.93 out of 5 average rating, 153 reviews

A private outdoor jacuzzi is set against a backdrop of a clear blue sky, with the shimmering water inviting relaxation. Surrounding views include traditional architecture and lush greenery seen in the distance, creating a serene getaway atmosphere.

Apartment in Mesaria

The Muse 10-private_jacuzzi_seaview suite

A romantic first level suite,cleaned and heated outdoor private jacuzzi with seaview, traditional interior design, tv,a/c, fridge, wi-fi , microwave, full equipment kitchen, spacious bathroom and free transfer service to and from airport. We help you orginise all of your activities and rentals. We offer free luggage store. We are central located,next to bus stations,Soupermarkets,local restaurants Just 3km away from Thira, 2 km from airport and 3 km away from the beach. Oia is 12 min away.a/c

4.99 out of 5 average rating, 175 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.

4.91 out of 5 average rating, 173 reviews

A private Jacuzzi tub is positioned on a balcony, with a stunning view of the Aegean Sea and a sunset reflecting on the water. Soft clouds are visible in the sky, and a rolled towel is neatly placed beside the tub.

Villa in Vourvoulos

Levantis Suite - Private Hot Tub & Sea View

Levantis Suite (57 sq.m.) at La Estrella Luxury Suites embodies refined Cycladic elegance, perched in serene Vourvoulos just 600 m from Imerovigli. Offering uninterrupted Aegean Sea views, it features a heated private jacuzzi on the balcony, exquisite décor, premium amenities, daily housekeeping, and private parking. Ideally located near a mini market (400 m) and charming local tavernas (350 m), the suite is only 1.3 km from the Caldera, set in a peaceful and quiet area of Santorini.

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, 230 reviews

4.99 out of 5 average rating, 232 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.

Cycladic home in Santorini

A private villa is showcased at twilight, featuring a spacious pool with a serene blue hue. The building, constructed with local stone, displays whitewashed walls and softly lit window frames. Nearby, lush gardens and a distant mountain silhouette complete the tranquil scene.

La Maison Villa with Large Private Pool

Welcome to La Maison Private Villa Santorini, a peaceful 190 m² Cycladic retreat for up to 10 guests, with a main house and attached studio. Enjoy complete privacy, a large pool with underwater jets, beautiful Aegean sunrises, partial sea and garden views, Starlink Wi-Fi, outdoor dining, BBQ, a private chapel and secure parking. Just 50 metres from the beach, the villa is close to Santorini’s highlights yet away from busy tourist areas, with warm, personal hospitality.

4.94 out of 5 average rating, 106 reviews

Guest suite in Pyrgos Kallistis

Luxury Suite| Private Infinity Pool & Volcano View

Enjoy complimentary breakfast delivered to your suite every morning. Relax by your private infinity pool, exclusively reserved for your stay, while admiring breathtaking panoramic views of the volcano, the Aegean Sea and Santorini. Due to the open caldera hillside setting ,the pool area may be visible from some surrounding outdoor areas due to the open caldera setting. Perfect for couples seeking tranquility, comfort and unforgettable sunsets.

4.89 out of 5 average rating, 204 reviews

4.96 out of 5 average rating, 198 reviews

A serene outdoor space features a small pool illuminated in soft blue, surrounded by white cave-style walls. A comfortable seating area with cushions is visible, alongside a decorative lantern casting a warm glow, creating an inviting atmosphere for relaxation.

Villa in Karterados

MyBoZer Cave Villa

MyBozer Cave Villa is a traditional cave style house located in traditional village of Karterados. This cave style luxury villa offers high end amenities and facilities in indoor area and outdoor area . Near the villa only 5 minutes by foot you can find the local bus stop ,also near by you can find everything you need like restaurants,super market,coffee shops ,patisserie,the police station and the general hospital of Santorini.

4.93 out of 5 average rating, 220 reviews

A spacious living area features a built-in sofa adorned with two decorative pillows. An adjacent sleeping area is partially visible, showcasing a double built-in bed with neutral bedding. Soft ambient lighting is provided by wall-mounted fixtures, emphasizing the smooth white walls and arched doorways.

Apartment in Mesaria

RadiantSantorini Junior Cave Suite With Jacuzzi

Junior suite is a traditional top-hill cavehouse with a double built-in bed and two built in sofa beds which combines luxury and high level privacy. With contemporary local interior design, soft lighting and great attention to detail, the Junior Suite provides the warmth, cleanliness and extra space for a perfect holiday experience. An outdoor heated jakuzzi and a stand-alone terrace will add relaxation to your summer dream.

4.95 out of 5 average rating, 113 reviews

Villa in Karterados

Villa Makrilis | Spacious Villa for Groups Jacuzzi

This spacious 110 sqm private villa in Karterados is ideal for families, friends, or couples seeking comfort and privacy in Santorini. It features two bedrooms, including a master bedroom, a fully equipped kitchen, large outdoor terraces, a private jacuzzi, and Aegean Sea views. Located in a quiet area with easy access to Fira, the villa offers a perfect balance of space, relaxation, and value for a comfortable island stay.

Cycladic home in Megalochori

An outdoor area features a stonewall backdrop with a staircase leading to a door. A circular hanging chair and a dining set with gray chairs are present. Cushions are arranged on a raised platform, while a tray with fruits is placed on the table.

Antonio Caves

Antonio Caves are a typical example of Santorinian architecture. Constructed in 1901, it was initially used as cave house wine preparation cellar and a bakery built right into the volcanic rock. In 2020 it was renovated completely and converted into 3 autonomous suites sharing a common courtyard Situated in the traditional village of Megalochori in two minutes walking distance from the picturesque square of the village

4.93 out of 5 average rating, 178 reviews

Popular amenities for Mesaria cycladic house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly cycladic house rentals

4.98 out of 5 average rating, 228 reviews

A serene outdoor space is highlighted, featuring sun loungers positioned by a swimming pool. The horizon glows with hues of orange and yellow as the sun sets, while a hanging chair gently sways nearby. Natural stone elements frame the view, adding texture to the scene.

Villa in Fira

Saints Apostles Villa with private pool

Cycladic home in Pyrgos Kallistis

A wooden sign displaying the name 'Olyra Traditional Cave Houses' is mounted on a whitewashed wall, complemented by a rustic gate. Vibrant pink flowers enhance the entrance, adding a touch of natural color to the setting.

Olyra Traditional Cave Houses 2

4.96 out of 5 average rating, 164 reviews

4.91 out of 5 average rating, 188 reviews

A person is seated on a terrace overlooking a vibrant sunset. The view includes distant hills and the sea, while a rustic table holds a variety of fresh fruits. A glass holds a drink, reflecting the warm colors of the sunset.

Dome in Pyrgos Kallistis

Calliope's Villa with jacuzzi

4.93 out of 5 average rating, 416 reviews

A panoramic view captures the deep blue sea contrasting with the rugged cliff, dotted with white buildings and blue-domed roofs. A cruise ship glides smoothly across the water, while the picturesque landscape of the caldera extends toward the horizon.

Home in Oia

VILLA MATILDE-VOLCANO VIEW

A private terrace overlooks the caldera, featuring a round table and two wooden lounge chairs. The minimalist white surface contrasts with the blue sea and sky, enhancing the serene view of distant islands and a passing boat.

4.97 out of 5 average rating, 472 reviews

Unique Architecture, the Sculptor's by Cycladica

4.85 out of 5 average rating, 189 reviews

A clean outdoor patio area features a small table set with a tablecloth, surrounded by two wooden chairs with pink cushions. Whitewashed walls and windows with shutter-style openings create a bright and inviting space under a clear blue sky.

Apartment in Santorini

Souita Mantilaria

4.99 out of 5 average rating, 210 reviews

By the Mill, Caldera, Oia

4.93 out of 5 average rating, 394 reviews

The private terrace features a dining table and reclining chairs, set against a backdrop of a golden sunset over the caldera. The expansive sea view includes distant hills and whitewashed buildings, creating a serene atmosphere for relaxation.

Cave

Soundscape - cave suite panoramic sea views

Cycladic house rentals with a patio

4.94 out of 5 average rating, 16 reviews

An outdoor patio area is visible, featuring wooden dining furniture under a shaded structure. Soft lighting enhances the space as it transitions into evening. Steps lead down to an entrance framed by stone walls, surrounded by greenery and palm trees in the background.

Home in Mesaria

Euphemus Cave House

4.95 out of 5 average rating, 39 reviews

A private outdoor hot tub is positioned on a terrace with sweeping views of the caldera and the sea. Two lounge chairs are arranged nearby, creating a serene space for relaxation. The clear blue water of the hot tub contrasts with the bright sky.

Home in Merovígli

Aethria Villa in Imerovigli

4.94 out of 5 average rating, 16 reviews

Home in Pyrgos Kallistis

Thiro Exclusive Villa in Pyrgos

4.93 out of 5 average rating, 94 reviews

Two wooden lounge chairs with navy cushions are positioned beside a clear, inviting hot tub. The surrounding area features a smooth concrete surface, bathed in natural sunlight, accentuating a serene outdoor setting.

Apartment in Santorini

Casa Bu 4 - 1Bedroom Apartment with Prive Hot-Tub

Cycladic home in Panagia Kalou

Light and airy living space features blue double doors that open to stunning ocean views. A comfortable sofa is positioned next to a round table, complemented by natural wicker accents. Soft, neutral tones create a serene environment, enhanced by the sunlight entering from the windows.

Superior Suite, Sea View and Heated Jacuzzi

4.82 out of 5 average rating, 95 reviews

4.92 out of 5 average rating, 78 reviews

A private Jacuzzi filled with clear water is featured in a sunlit outdoor space. Two stylish black chairs are positioned nearby, with a bottle of wine placed on the edge of the tub. The smooth white walls are complemented by large windows, allowing for light to enter.

Condo in Kamari

Nostos Apartments Kamari | Calypso

A private terrace is presented with a cozy seating area, featuring plush cushions in neutral tones. A small table holds a bottle of wine and two glasses, alongside a pineapple. The backdrop showcases a tranquil sea view during sunset, with soft hues in the sky.

4.96 out of 5 average rating, 67 reviews

Lunar Sea Suite-1BR/Hot-Tub/Sea View

4.89 out of 5 average rating, 44 reviews

The studio features a queen size bed, a cozy armchair, and a small wooden table. Closets with hanging space and a kitchenette equipped with a microwave and refrigerator are also visible. Soft lighting enhances the bright, airy atmosphere of the space.

Dome in Santorini

Elena Deluxe Studio (Sunny & cozy, near Caldera)

Cycladic house rentals with a washer and dryer

4.97 out of 5 average rating, 116 reviews

An open-plan living area featuring textured stone walls and a high arched ceiling. A wooden dining table is surrounded by chairs, with a modern kitchen visible in the background. A cozy seating area offers comfortable sofas, while a small plunge pool is nestled in one corner.

Earthen home in Emporeio

Canava Villas II - Heated Pool - Santorini

A private terrace features a heated hot tub overlooking the caldera, complemented by a small dining setup with two chairs and a table. The whitewashed buildings of Oia are visible in the background against a clear blue sky, enhancing the serene atmosphere.

4.94 out of 5 average rating, 279 reviews

Apanema Suite by Otium Villas Santorini

4.91 out of 5 average rating, 150 reviews

The private terrace features a heated pool with crystal-clear water, overlooking a panoramic ocean view. Nearby, sun chairs are positioned to enjoy the scenery. Whitewashed walls and natural stone elements enhance the serene ambiance of the outdoor space.

Dome in Oia

Deluxe Villa with outdoor Jetted Tub & Sea View

Cycladic home in Foinikiá

A charming outdoor courtyard is featured, hosting a large table surrounded by chairs with pink accents. The area is filled with decorative plants and a backdrop of white walls and blue doors. Sunlight is gently filtered through a large canopy overhead.

Villa Florina

4.9 out of 5 average rating, 262 reviews

Apartment in Pyrgos Kallistis

A private hot tub is set in a bright, airy space with views of the sea and sky. Soft waves can be seen in the distance. Sunlight fills the room, highlighting the clean lines of the architecture and the serene atmosphere.

Genesis Suite with Caldera View and Hot Tub

4.83 out of 5 average rating, 40 reviews

An inviting heated cave swimming pool features smooth white walls and bright blue water, with a metallic ladder providing access. Natural light filters through the archway above, creating a serene atmosphere within the private space.

4.89 out of 5 average rating, 63 reviews

Exclusive Villa with Outdoor Heated Pool

4.88 out of 5 average rating, 17 reviews

An inviting pool area features a gently curving pool surrounded by stone tiles. Sun loungers are placed alongside the water, and lush greenery is visible in the background. The evening sky and illuminated landscaping create a tranquil atmosphere suitable for relaxation.

Dome in Kamari

Felicity Villas Santorini - Victoria