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Cycladic house vacation rentals in Anafi

Find and book unique cycladic house rentals on Airbnb

Quick stats about cycladic house rentals in Anafi

  • Total vacation rentals

    Explore 20 vacation rentals in Anafi

  • Nightly prices starting at

    Anafi vacation rentals start at ﺩ.ﺇ 37 per night before taxes and fees

  • Verified guest reviews

    Over 380 verified reviews to help you choose

  • Wi-Fi availability

    10 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!

Top-rated cycladic house rentals in Anafi

Guests agree: these cycladic house rentals 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 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.
Cycladic home in Oia
4.94 out of 5 average rating, 275 reviews

Apanema Suite by Otium Villas Santorini

Luxury Cave Suite in Oia | Private Heated Jacuzzi | Front-Row Caldera Views Experience Santorini from the front row at Apanema Suite, a luxury cave suite in Oia offering unobstructed caldera and sunset views. Designed for guests who value privacy, refined comfort, and breathtaking scenery, this elegant suite delivers an intimate yet elevated island experience. With its prime cliffside position and authentic Cycladic design, is ideal for couples seeking a romantic escape with iconic views.

Top guest favorite
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
4.99 out of 5 average rating, 172 reviews

Santo Blue Horizon Villa | Jacuzzi | Caldera View

This unique villa is located in the heart of Oia in an excellent position and has stunning views. The famous Three Domes just in front of villa with panoramic view overlooking the santorinian caldera and the aegean sea, have magnetized visitors and photographers from all over the world, making it, the most popular spot in Santorini. The villa is in perfect harmony with the natural surroundings of the area and follows the principles of traditional Cycladic architecture.

Top guest favorite
A private terrace features a refreshing plunge pool surrounded by whitewashed walls and wooden lounge chairs. Plush pillows are arranged on a nearby seating area, while the iconic blue domes of Oia are visible against the clear sky, overlooking the expansive sea.
Guest suite in Oia
4.98 out of 5 average rating, 227 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 additionally features a private outdoor plunge pool. The view from its terrace is stunning, featuring 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 approximately 23 km.

Top guest favorite
Cycladic home in Imerovigli
4.97 out of 5 average rating, 259 reviews

Sea Horizon

The time has come for me to make my own paradise available to you. Sea Horizon is the new ideal getaway for romantic holidays. Unique seaview, breathtaking sunrises! Reflecting the traditional Cycladic architecture, the villa provides the utmost in privacy and comfort. Feel like home and relax in the private swimming pool! Welcome basket with fruits and wine! We love making our guests happy! Celebrate your special occasion with us and enjoy a complimentary cake!

Guest favorite
Villa in Karterádos
4.95 out of 5 average rating, 111 reviews

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.

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
An outdoor seating area is featured under a wooden pergola, providing shade and comfort. Two orange chairs are placed near a small table, surrounded by vibrant flowers and greenery. The entrance to the home is visible through a large glass door, complemented by a nearby window.
Cycladic home in Oia
4.9 out of 5 average rating, 104 reviews

Absolute peace south villa a place to chill

Peaceful and spacious, laid out on two levels, our home is the ideal accommodation for a couple or a family of four. Our property is in the middle of the distance between Fira and Oia with easy access to the whole island. Sea views from the front, and mountain views from the rear make this house ideal for a perfect vacation. A beautiful garden surrounds the property.

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, 136 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
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
4.98 out of 5 average rating, 216 reviews

Saints Apostles Villa with private pool

Saints Apostles is located in a quite area 1,5 klm from Fira town (20 minutes by walking or 2 minutes by car). Is fully luxury furnished , unlimited sea view to the east side of the island (on the beach side) and to the sunrise. The house is divided in 2 villa apartments with each apartment been private with its one swimming pool and all the amenities we describe.

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, 295 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.

Popular amenities for Anafi cycladic house rentals

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