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Vacation rentals in Anafi

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Top-rated vacation rentals in Anafi

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Top guest favorite
An indoor hot tub features calming blue water, framed by a large archway that opens to breathtaking views of the caldera and surrounding landscape. Soft lighting from candles enhances the serene ambiance, complemented by a potted plant placed nearby.
Apartment
4.98 out of 5 average rating, 241 reviews

Stellar Sun Suite-1BR/Hot-Tub/Sea View

This elegant suite is perched on the cliffs of the caldera in Oia. It combines traditional Cycladic architecture with a minimal decorative style, making it the perfect choice for those who want to relax. The suite is aprox 37 sm, features a private outdoor cave hot tub, offering privacy along with stunning views of the caldera and volcano. Breakfast is included in the price. The room is equipped with air conditioning, free Wi-Fi, coffee and tea-making facilities, bath amenities, and a smart TV.

Top guest favorite
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.
Cycladic home
4.95 out of 5 average rating, 384 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

Guest favorite
Cave
4.97 out of 5 average rating, 296 reviews

Historic cave house, the old bakery by Cycladica

The old bakery of the village awaits just two minutes from Oia's central square, with a private entrance right on top of the stairs that lead to Armeni bay. Carved in the mountain with respect to the unique local architecture and in harmony with the sun-filled, wild volcanic beauty, the newly restored cave house recounts stories of tradition, heritage and style. The red pumice stones, antique marble floors and handcrafted wooden furniture, create the feeling of an authentic warm hospitality.

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
4.99 out of 5 average rating, 214 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.

Top guest favorite
A private outdoor veranda features two wooden lounge chairs positioned beside an outdoor plunge pool. Scenic views of the caldera and distant islands are visible, with the serene blue waters stretching towards the horizon.
Cave
4.99 out of 5 average rating, 314 reviews

Hector Luxury Cave

Hector Luxury Cave, carved into the unique caldera cliff for more than 250 years was totally renovated during 2016. It is located in the center of the old part of Oia village with breath-taking views over the Caldera cliffs The Hector Luxury Cave is one of the three family owned Cave listings in Oia Village! The three different listings one on top of the other: The Hector Cave House The Hector Luxury Cave The Hector Caldera Nest ΕΣΛ/Licence number: 1167K91000977901

Top guest favorite
A private patio features a soothing Jacuzzi with sunbeds for relaxation, overlooking the expansive sea and stunning Caldera views. A decorative bowl is placed on a small table beside the Jacuzzi, while soft hues of sunset create a calming ambiance in the background.
Home
4.96 out of 5 average rating, 136 reviews

Amazing View Villa Oia with Jacuzzi in Caldera

Hanging over the cliffs of Oia, Amazing View Villa offers uninterrupted views of the Caldera & Volcano islands. Right on the edge of the cliffs, there is a Jacuzzi where you can soak in and enjoy the endless blue view. Perfect for honeymooners & loving couples, Villa consists of 2 levels. You will find a bedroom with a double bed and a bathroom on the higher level. The lower level has a lounge area and access to the yard with the Jacuzzi and breathtaking views.

Guest favorite
The Boat House is nestled on a rocky terrain near the shoreline, showcasing its unique arching structure. It is surrounded by sandy beach and rugged cliffs, with the Aegean Sea visible nearby. A smooth stone path leads from the house to the water's edge.
Cycladic home
5 out of 5 average rating, 14 reviews

The Boat House by the sea

An idyllic destination for sea lovers. The Boat House is situated on Ktima Flamourou in the south-eastern part of Anafi, only a few yards away from the seashore. It offers peace and beautiful unobstructed views of the Aegean Sea, the islets Ftena, Makria and Pachia and the beaches of Flamourou and Katsouni. Guests can experience the beautiful unscathed landscape, the luminous star-studded sky and living close to the sea with the amenities of an organised home.

Top guest favorite
A private plunge pool is featured at the edge of a terrace, offering unobstructed views of the caldera and Aegean Sea during sunset. The warm glow of the sun casts a serene light over the water, enhancing the tranquil environment.
Cave
4.87 out of 5 average rating, 302 reviews

Two Bedroom Maisonette with Caldera View

Mirabo Villa’s homonymous suite built in maisonette style has two different leveled bedrooms with double beds making it ideal for families, group of friends and honeymooners who want to enjoy their holidays in a very comfortable and relaxing way. The two separate and spacious bathrooms are beautifully styled and the living room offers hours of relaxation . On the second floor, you can enjoy the caldera & volcano views and the sunset from the private balcony.

Top guest favorite
A private terrace features wooden lounge chairs surrounding a hot tub, offering expansive views of the Aegean Sea and the volcanic islands at sunset. The tranquil atmosphere is enhanced by soft, pastel skies reflecting over the water.
Villa
4.98 out of 5 average rating, 162 reviews

Calderas Hug 1 (Panoramic Sea View& Prive Hot Tub)

Calderas Hug 1 is a suite perfectly situated in the famous Caldera, offering an astonishing direct sea view to the infinity azure of the Aegean sea! Our property, is beautifully settled in the volcanic surface of Caldera cliff, following the traditional Cycladic white-washed architectural principals, providing our Guests a sense of serenity and a plethora of luxury amenities.

Guest favorite
A person stands on a private terrace overlooking the expansive Aegean Sea, enjoying a drink. The view includes the caldera cliffs and volcanic islands, all under a clear blue sky. Colorful flowers are seen in a planter nearby, enhancing the serene setting.
Cycladic home
4.92 out of 5 average rating, 167 reviews

"Ethereum Luxury Cave" jacuzzi, caldera view villa

We created Ethereum Luxury Cave in a delicate, traditional architectural design with top materials keeping in mind our moto: “Excellence is never an accident. It is always the result of high intention, sincere effort, and intelligent execution; it represents the wise choice of many alternatives - choice, not chance, determines your destiny. Aristotle

Top guest favorite
A panoramic view showcases the azure waters of the Aegean Sea and the iconic caldera of Santorini. Whitewashed architecture frames the scene, highlighted against a clear blue sky, while distant islands create a serene backdrop.
Cycladic home
4.9 out of 5 average rating, 139 reviews

Calderini Villa - Luxurious stay with caldera view

Calderini villa situated in Imerovigli, offers almost 360 views of the island, from the volcano and caldera to the eastern Santorini. from it private terrace with a hot tub. Equipped with a full kitchen, luxurious bedroom and Livingroom with all the facilities to provide to guests an unforgettable stay

Superhost
An outdoor terrace features a private plunge pool surrounded by transparent fencing, offering unobstructed views of the sea and landscape. Sun loungers are positioned nearby, accompanied by a decorative pot and a woven basket, creating a serene and inviting relaxation space.
Guest suite
5 out of 5 average rating, 8 reviews

Anafi Charm 2BDR Suite Plunge Pool Sea & Sunset 5p

Island chic reinvented in front of the big blue and the golden sunset. 70 square metres | 5 Guests | 2 Bedrooms | Living Room Furnished Balcony with Sea & Sunset View to Sanorini Island Private Outdoor petit Plunge Pool (Not Heated) This Rate Includes Breakfast

Popular amenities for Anafi vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great vacation rentals in Anafi

Cycladic home
4.77 out of 5 average rating, 35 reviews

Exclusive pool with sea view H1

Villa
4.5 out of 5 average rating, 4 reviews

Fira 2-Bed Villa, Sleeps 4, Hot Tub & Pet Friendly

A spacious room is highlighted by a large bed with neatly arranged towels on top. A window opens to fresh air, while a built-in closet displays clothing and accessories. A minimalist sitting area with a low table offers a comfortable spot for relaxation.
Cycladic home
5 out of 5 average rating, 4 reviews

64 Steps

Guest favorite
A panoramic view showcases the deep blue Mediterranean waters meeting a clear sky. Rolling hills adorned with sparse vegetation lead to a coastal area, including a harbor with docks. Small islands can be seen in the distance, enhancing the serene landscape.
Cycladic home
4.92 out of 5 average rating, 26 reviews

164° Sea View House

Cycladic home
4.63 out of 5 average rating, 24 reviews

Architect's House in Anafi

Guest favorite
A serene balcony with a glass-top table and two chairs overlooks a charming hillside village. Blue and white buildings are seen in the background, framed by greenery. The space is illuminated by natural light, creating an inviting atmosphere.
Cycladic home
5 out of 5 average rating, 10 reviews

Agkistri home with sea view

A wooden pergola provides shade over a stone terrace, overlooking a vast expanse of blue sea. The horizon features distant islands, while sunlight casts striped shadows against the stone walls, enhancing the coastal ambiance.
Home
4.71 out of 5 average rating, 41 reviews

Traditional Cycladic Stone House in Anafi

A tranquil terrace overlooks the expansive Aegean Sea, featuring stylish seating arrangements in red and white. The clear sky and distant island create a serene backdrop. A small table is placed between the chairs, enhancing the outdoor space's inviting atmosphere.
Earthen home
4.83 out of 5 average rating, 40 reviews

Vera's Studio with Panoramic Sea View and balcony

Frequently Asked Questions

  • What are the best places to stay in Anafi?

    Stays in the main village of Chora are often recommended for easy access to restaurants, markets, and village lanes. Beachside areas around Klisidi are known for a relaxed atmosphere and proximity to the sea.

  • What are the best things to do in Anafi with kids?

    Families often explore sandy beaches with gentle waves, visit local bakeries, or take easy walks to historic sites around the main village. Calm coves and traditional squares also offer space for children to play.

  • What are some of the best things to do in Anafi?

    Explore the whitewashed alleys in Chora, hike toward Mount Kalamos and its monastery, and try traditional pastries at local bakeries. Sunsets from quiet village squares are frequently suggested by visitors.

  • How is the weather in Anafi?

    Anafi experiences mild, wet winters with temperatures near 47–63°F (9–17°C), and dry, warm summers around 75–96°F (24–35°C). Rainfall is rare in summer, while spring and autumn bring comfortable afternoons and occasional showers.

  • When is the best time to visit Anafi?

    Late spring and early autumn in Anafi are often recommended for mild temperatures and lighter crowds, with afternoons around 70–80°F (21–27°C). Summer brings warmer weather and minimal rainfall, attracting travelers for beach activities.

  • What are the best places to visit in Anafi?

    Frequently suggested sites include the main village of Chora and Mount Kalamos with its monastery. Visiting local chapels, small museums, and quiet squares adds depth to your exploration.

  • What are some hiking trails in Anafi?

    Anafi has trails leading to the monastery near Mount Kalamos, winding footpaths connecting hillside villages, and coastal walks overlooking the Aegean. Many routes pass by chapels or historical viewpoints.

  • What are some family activities we can do in Anafi?

    Families often discover Anafi’s beaches, walk paths linking villages, visit small museums, or sample sweet treats in local cafés. Open squares in Chora are popular for relaxing or informal games.

  • What are some of the best day trip ideas from Anafi?

    Many visitors join boat tours around Anafi’s coastline to secluded beaches or participate in guided walks highlighting ancient terraces and local flora. Exploring nearby uninhabited islets is also frequently suggested.

  • Are there any pet friendly accommodations available in Anafi?

    Many stays in Anafi welcome pets, especially those in the main village and around quieter beaches. Travelers can filter available options to find places that accommodate pet needs.

  • What are some local tips for visiting Anafi?

    Local tips include bringing sturdy shoes for walking on uneven paths, carrying cash for small stores, and enjoying morning swims before the beaches fill. Respecting traditions and greeting residents warmly helps foster connection.

  • What is Anafi known for?

    Anafi is known for serene beaches, whitewashed villages, and tranquil landscapes shaped by its Cycladic heritage. The island has hiking trails with broad sea views, and its relaxed atmosphere draws those seeking a peaceful getaway.

  • What are the best hidden gems to explore in Anafi?

    Travelers frequently mention small chapels tucked into hillsides, quiet coves well loved by locals, and scenic walking paths along terraced landscapes. Wandering lesser-known hillside alcoves gives a sense of Anafi’s tranquil character.

  • What are the best foods to try in Anafi?

    Locally rooted dishes include honeyed pastries, goat cheese, and breads made using traditional methods. Many travelers recommend tasting seafood cooked with herbs, and enjoying seasonal figs or apricots in summer.

  • What should I bring for a trip to Anafi?

    Bring comfortable walking shoes, a sun hat, swimwear, and reef-safe sunscreen to enjoy outdoor activities in Anafi. Some travelers pack light jackets for breezier evenings and reusable water bottles for long walks.

  • What is the nightlife in Anafi like?

    Anafi has a relaxed nightlife scene centered around small bars, tavernas in Chora, and beach cafés featuring local music. Evenings often feel low key, with friendly gatherings and scenic views.

  • What are the most popular events or festivals in Anafi?

    Anafi hosts seasonal religious gatherings, local feast days, and music events, especially around late summer. Many travelers join festivities in the main village, which feature traditional music, dance, and local food.

  • Are there family friendly vacation rentals in Anafi?

    Anafi has many family friendly rentals, with options near Chora’s village center or beach areas around Klisidi. Look for homes with ample space and easy access to local amenities.

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