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Holiday rentals in Anafi

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Top-rated holiday rentals in Anafi

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Guest favourite
A charming kitchen area features a simple wooden table with a fruit bowl and a glass of wine. A green countertop and exposed light fixtures contribute to the cozy design. A doorway leads to a patio with ocean views, framed by open shutters.
Cave
4.91 out of 5 average rating, 163 reviews

Cueva de Olas

Enjoy two luxurious, newly-remodeled cave dwellings only two meters from the sea: Cueva de olas and Cueva del pescador! These gorgeous spaces are perfect for discerning honeymooners, couples, or anyone who wants to take a break from the real world -- and from the typical tourist traffic of Santorini. Cueva de olas was originally the residence of a local fisherman; Cueva del pescador was his boat-house. Traditional decor and outstanding hospitably complete this perfect, unique rentals!

Guest favourite
A private plunge pool is visible in the foreground, reflecting clear blue water. The stunning caldera view features vibrant blue dome churches in the distance, with the Aegean Sea stretching out toward a clear sky. Whitewashed buildings create a serene backdrop.
Cycladic home
4.97 out of 5 average rating, 300 reviews

Santorini blue, caldera views, private pool

Traditional Santorini cave house with famous blue dome churches, postcard perfect caldera views in the heart of Oia. next to main path.. Private plunge heated pool with panoramic views. Next to Island blue, Serenity &Eternity. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities Other villas : Island blue, Eternity,Serenity,Captains blue, Secret garden, Sailing &Sky blue Flexible on pandemic related cancellations!

Guest favourite
A private balcony features a hot tub surrounded by light-colored surfaces, offering panoramic views of the sea and nearby island. A small table is accompanied by two white chairs, enhancing the outdoor seating area under a slatted pergola that provides partial shade.
Flat
4.92 out of 5 average rating, 132 reviews

Deluxe Villa~Heated Plunge Pool& Panoramic Seaview

Picture yourself relaxing in the white-washed UNESCO-listed town of Pyrgos - Santorini’s highest point - where you can watch the sun set behind a volcano with a glass of wine in hand after enjoying some sizzling saganaki, fresh seafood and salad at a nearby local restaurant. Our especially designed villa, in a village that has not changed through times, will definitely meet your demands as you can enjoy the private balcony complete with a hot tub and panoramic island views.

Top guest favourite
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 favourite
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
4.99 out of 5 average rating, 160 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 favourite
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, 137 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.

Superhost
A traditional Cycladic stone house is situated in a natural hillside setting, featuring a cozy outdoor area with string lights. A stone structure with a circular design is visible, alongside the main entrance and another door. The surrounding landscape consists of gentle hills and a tranquil sky.
Cottage
4.91 out of 5 average rating, 32 reviews

Cycladic Traditional Residence (Vagia Estate).

Relax by taking a unique getaway to Anafi. Cycladic cottage overlooking Santorini and the sunset just 9 minutes (4.5 km) from the island's Chora. Recently renovated space that follows traditional architecture. The property has a courtyard with a pergola to enjoy the scenery all day long, a traditional wood oven as well as a fully equipped kitchen and bathroom. *The inner bench of the photo can accommodate a third person. There is no Wi-Fi

Top guest favourite
An infinity pool gently merges with the shimmering caldera below, framed by an elegant archway. The water reflects a tranquil blue, inviting relaxation while offering sweeping views of the volcanic landscape that surrounds.
Cycladic home
5 out of 5 average rating, 216 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.

Top guest favourite
A view of the private hot tub is captured during sunset, with the sun setting over the Caldera Sea. The calm water reflects warm hues, and flowers frame the scene, enhancing the serene ambiance.
Cave
4.99 out of 5 average rating, 136 reviews

Lioyerma Cave Villa2 with Private Hot Tub

Lioyerma Cave is a new-built traditional cave house in the edge of Caldera with a Private Hot Tub and Balcony. It has the best views of the Caldera Sea and the Famous Oia's Sunset and it's 5-10 minutes walk from all the restaurants and the shops of Oia's town. It can accomodates 2 adults(big double bed) or 3 guests(one guest on a sofa bed) Breakfast included in the price. Free Parking space

Top guest favourite
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, 163 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.

Top guest favourite
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
4.93 out of 5 average rating, 392 reviews

VILLA MATILDE-VOLCANO VIEW

VILLA MATILDE in Santorini sits on the edge of the Caldera in Oia.A charming Cycladic house, with typical domed roofs and high ceilings, VILLA MATILDE is spacious enough to accommodate 6 or 7 people.2 bedrooms, sofa beds at the living room,2 showers

Top guest favourite
An indoor-outdoor Jacuzzi is illuminated by candles, with soft blue water inviting relaxation. A panoramic archway frames a tranquil view of the sea, while a glass of red wine and a plate of grapes are presented nearby.
Cave
4.95 out of 5 average rating, 238 reviews

Lava Cave suite 1BR/Private Plunge Pool+Panoramic View

Live the myth by staying in a cave that used to be a sailor's domicile back in 1875. Today after a full restoration, it has been turned into a jewel, keeping its traditional cave-curved Aegean island style with its pearl white walls.

Popular amenities for Anafi holiday rentals

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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