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Vacation rentals in Anafi

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Top-rated vacation rentals in Anafi

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Guest favourite
Cave in Oia
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 favourite
A private outdoor plunge pool is accompanied by a series of whitewashed walls and steps leading upward. The scene features a bright blue dome visible in the background, framed by clear skies, with a ceramic pot placed nearby.
Guest suite in Oia
4.97 out of 5 average rating, 178 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 features a private outdoor plunge pool. Its interior is a unique space with a double bed and a living room. It has stunning view to 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 about 23 km.

Top guest favourite
A clear view of the sea is framed by two arched windows, displaying the tranquil water and sun loungers on a stone patio. The interior features light-colored walls and wooden shutters, enhancing the open and airy feel of the space.
Cave in Red beach
4.95 out of 5 average rating, 179 reviews

Cueva del Pescador

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!

Top guest favourite
A private balcony features a round table and two white chairs, inviting relaxation. A book is placed on the table beside a black mug. The view includes green foliage and the sea in the distance, framed by traditional white walls.
Apartment in Fira
4.96 out of 5 average rating, 263 reviews

My Little 1(Cycladic Studio with Sea-Castle View)

My Little 1 is located in the center of the beautiful and traditional village of Akrotiri! It is one of the two studios of an outstanding, fully renovated cycladic house from the past century that can cover all the needs of the guest! Is a ground floor studio!At its private balcony you can relax and enjoy the view of the Venetian castle and the outstanding sea view! The studio has a small but fully equipped kitchen, a lovely built bed to enjoy your sleep and a large bathroom !

Top guest favourite
The outdoor area features a private swimming pool with crystal-clear water, surrounded by sunbeds and lush landscaping. A shaded lounging area with an airy canopy provides a serene view of the surrounding vineyards, while the warm sunset creates a tranquil ambiance.
Villa in Fira
4.97 out of 5 average rating, 184 reviews

Ambeli Luxury Villa|Private Pool |HotTub&Breakfast

Ambeli Villa is situated in the region of Megalochori, with a total living space of 530sq.m. A newly anti-seismic constructed building covering all the official guidelines to maximize the security of our guests offers four gracious bedrooms and 4 bathrooms, which can accommodate up to 9 guests. The swimming pool and the outdoor heated Jacuzzi will offer you a sense of relaxation and wellness. "Homemade breakfast" and daily housekeeping are included at the price

Top guest favourite
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 in Fira
4.87 out of 5 average rating, 299 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.

Guest favourite
A private outdoor space features a plunge pool, small table, and two chairs. Bright beverages sit atop the table beside towels. The scene includes whitewashed walls, and expansive views of the deep blue sea and surrounding islands under a clear sky.
Cave in Santorini
4.96 out of 5 average rating, 351 reviews

Hector Cave House

Hector Cave House, carved into the unique caldera cliff for more than 250 years, was originally used as a wine cellar. Then it became a family owned complex of three different properties that opened its doors to share its unique character to travelers from around the world. 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 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 homes in Akrotiri
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 serene plunge pool jacuzzi is visible on a private terrace, with undulating water reflecting the soft hues of the sunset. The Aegean Sea and dramatic caldera cliffs create a stunning backdrop, enhancing the tranquil atmosphere as the sun sets on the horizon.
Place to stay in Imerovigli
4.96 out of 5 average rating, 124 reviews

Esmi Suites Santorini 2

Welcome to the world of Esmi Suites in Imerovigli , Santorini. If you are truly indulgent getaway where you can unwind and rejuvenate in style , Esmi Suites is the epitome of relaxation and bliss . Nestled in the picturesque village of Imerovigli , perched on the volcanic cliffs overlooking the Aegean Sea . Our Suites offer unique and unforgettable experience for discerning travelers seeking a slice of paradise.

Guest favourite
A staircase leads upward, framed by white walls and adorned with potted plants along its sides. A wooden awning provides shade overhead, while a lantern stands on the ground. Natural light illuminates the space, enhancing the serene atmosphere.
Earth homes in Fira
4.86 out of 5 average rating, 120 reviews

Doho I

In a small distance from Fira, DOHO combines the traditional architecture and characteristics of the island with absolute comfort. This three-bed establishment promises an inimitable experience of staying in a magnificent atmosphere. Designed for couples who seek a unique way to spend intimate moments together, but also for any traveler who wants a calm place to recharge and relax!

Top guest favourite
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 homes in Pyrgos Kallistis
4.96 out of 5 average rating, 285 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.

Guest favourite
A cozy sleeping area features a comfortable bed with decorative pillows and a textured wall hanging above. A unique woven light fixture provides soft illumination, while a small blue table and chairs are positioned nearby. The entrance to the bathroom is visible in the background.
Cycladic homes in Perissa
4.86 out of 5 average rating, 250 reviews

1 beach studio seconds from the sea

The studio consist of a small fridge convection cooker, air condition, wifi, own tilled bathroom build in wardrobe and a kitchen with a sink and marble top to prepare your summer meals and enjoy them garden around pomegranate trees pistachio trees and olive trees. We are 2 minutes walk away from the famous black sanded beach of Perissa

Popular amenities for Anafi vacation 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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