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Cycladic house vacation rentals near Anafi

Find and book unique cycladic house rentals on Airbnb

Top-rated cycladic house rentals near Anafi

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
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 Emporio
4.96 out of 5 average rating, 112 reviews

Canava Villas II - Heated Pool - Santorini

Villa#2 comes in 2 level floors and accommodates up to 6 people. On the ground floor there is a master bedroom, bathroom, fully equipped kitchen, lounge and WC. The upper floor provides 4 single floor mattresses or 2 double ones & its own bathroom. Outdoor private pool with Jacuzzi, patio, dinning area and sun lounges! Welcome drinks, basket of seasonal products, Nespresso coffee, Concierge services, A/C, Netflix, daily housekeeping, laundry services and many more amenities are waiting for you!

Guest favorite
A shaded outdoor daybed is draped in sheer white fabric, providing a serene space to relax. Adjacent to it, a private pool reflects the bright blue sky and sea. The clean, white walls and smooth surfaces enhance the calming coastal atmosphere.
Cycladic home in Oia
4.86 out of 5 average rating, 159 reviews

Sailing blue on the beach-private pool&sunset view

Just renovated Sailing blue beachfront villa with private pool is located on a long black sandy beach, only 6 min drive to famous Oia village. Large private verandahs, beach access, beautiful sunrise & sunsets views! 2 floors,2 bedrooms,3 bathrooms,fully equipped kitchen,beach access, parking.Perfect getaway away from crowds, like sailing away!Our other homes, Island blue,Santorini blue,Eternity,Serenity,Captains blue,Secret garden, and Sky blue which is right next door also with private pool.

Top guest favorite
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
4.91 out of 5 average rating, 163 reviews

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.

Top guest favorite
Cycladic home in Fira
4.97 out of 5 average rating, 138 reviews

Yposkafo Suites - Villa - Santorini Firostefani

Villa "Yposkafo" beautifully blends tradition, elegance, and comfort, offering an unforgettable stay in one of the island’s most stunning locations. Perched on the Caldera, it is just steps from the iconic "Three Bells of Fira" and only a 7-8 minute walk from the town. Boasts a luxurious mini pool, indoor jacuzzi, a king-size bed, a queen size bed, 4 sofa/beds, and a spacious private terrace with sweeping views of the Aegean Sea, the famous Santorini sunset, and the volcano.

Top guest favorite
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
4.99 out of 5 average rating, 224 reviews

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.

Guest favorite
Guest suite in Pyrgos Kallistis
4.89 out of 5 average rating, 197 reviews

Vista Dall Alto | Infinity Pool & Volcano View

Enjoy complimentary breakfast delivered to your suite every morning while taking in panoramic views of the Aegean Sea and volcano. The suite features 1 comfortable bedroom, 1 modern bathroom, a fully equipped kitchen and all modern amenities. Daily breakfast delivery and housekeeping included. Relax by your private infinity pool and enjoy panoramic views of the volcano, the Aegean Sea and Santorini island. Perfect for couples seeking privacy and unforgettable views.

Top guest favorite
A tranquil outdoor area features a custom hot tub accompanied by two lounge chairs. A panoramic view of the blue sea and cliffs is visible, complemented by iconic blue-domed buildings in the background. The scene is well-lit under clear blue skies.
Cycladic home in Oia
4.88 out of 5 average rating, 264 reviews

Bluedome Cavehouse by Otium Villas Santorini

Luxury Cavehouse in Oia | Caldera Views | Heated Jacuzzi | Sleeps up to 6 Wake up to breathtaking caldera and Aegean Sea views from the private terrace of Bluedome Cavehouse, a spacious luxury cave villa in the heart of Oia, Santorini. Blending authentic Cycladic architecture with modern comfort and design, this beautifully renovated cavehouse offers an unforgettable retreat for couples, families, and small groups seeking romance, privacy, and panoramic sunsets.

Top guest favorite
An infinity pool with crystal-clear water reflects the serene sky, framed by a curved architectural feature. The pool seamlessly blends into the view of the caldera and volcanic islands, providing a tranquil setting for relaxation.
Cycladic home in Akrotiri
5 out of 5 average rating, 226 reviews

Anemos suite -Private infinity pool & patio

Anemos suite is located in Akrotiri overlooking the caldera and the volcanic islands . It is a suite with Private, Infinity heated Cave style plunge pool with Jet system and private patio. There is a king size bed that can accommodate two person. Daily breakfast is included and served in your suite . There is a cleaning service included. Inform us about your arrival details in advance , we can arrange a taxi/transfer for you.

Guest favorite
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.
Cycladic home in Megalochori
4.93 out of 5 average rating, 175 reviews

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

Top guest favorite
A spacious balcony features an externally heated jacuzzi, illuminated by subtle lighting. The moon casts a gentle glow over the serene sea and distant coastline, while a muted landscape is visible in the background, creating a tranquil nighttime atmosphere.
Cycladic home in Exo Gonia
4.98 out of 5 average rating, 141 reviews

Terra e Lavoro Suite with Hot Tub & Sea View

The exceptional space of Terra e Lavoro in Santorini was ideally designed to offer a personalized experience of enjoyment to those seeking a luxurious retreat on their vacation. The Terra e Lavoro luxurious apartment in Exo Gonia is a modern Villa in Santorini with traditional architecture, ready to welcome its guests and lead them to unique moments of relaxation.

Top guest favorite
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.
Cycladic home in Pyrgos Kallistis
4.96 out of 5 average rating, 298 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.

Top guest favorite
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
4.95 out of 5 average rating, 161 reviews

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.

Popular amenities for cycladic house rentals near Anafi

Quick stats about cycladic house rentals near Anafi

  • Total vacation rentals

    Explore 20 vacation rentals in Anafi

  • Nightly prices starting at

    Anafi vacation rentals start at G$10,460 GYD per night before taxes and fees

  • Verified guest reviews

    Over 550 verified reviews to help you choose

  • Wi-Fi availability

    20 of Anafi vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Anafi rentals

  • 4.9 Average rating

    Anafi stays are highly rated by guests—averaging 4.9 out of 5!

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