Vacation rentals in Anafi

4.96 out of 5 average rating, 174 reviews

A minimalist living area features a curved sofa adorned with decorative cushions. A round, concrete coffee table hosts fresh fruits. Soft, neutral tones are complemented by the gentle illumination from wall fixtures, while an archway leads to a softly-lit bathroom in the distance.

Apartment in Oia

Vasilios Cave House by SV

Our villa is walking distance from Oia’s centre and right next to the famous sunset spot. You can enjoy dinner followed by beautiful walks across Caldera watching the sunset and the romantic, picturesque surroundings.Find plenty of activities right at your doorstep! From kayaking, to taking a walking photo Safari along the cliffs and enjoying unique sunset dinners.Take pleasure in discovering the secrets of Oia as a local and feel the effect of the volcanic activity, all near your accommodation

An outdoor area is presented with a private jacuzzi alongside two woven lounge chairs. The expansive view showcases the tranquil sea, dotted with islands under a clear blue sky, creating a serene atmosphere.

4.96 out of 5 average rating, 283 reviews

Aspa Caves studio, outdoor hot tub & caldera view!

Aspa Caves's Traditional studio, located at Oia's cliff at a very quiet area. The studio is ideal for honeymooners and for those who imagine some very special moments in Santorini. It features an outdoor private jacuzzi, a bedroom with a queen size bed (160 x 200cm), a siting area with a traditional sofa bed, dining table, kitchenette and a bathroom with shower. It also features it's own small balcony with amazing views of the Caldera gulf, volcano and Thirasia island. Size: 30 square meter

Villa in Pyrgos Kallistis

An outdoor space features two lounge chairs facing an infinity pool that overlooks the sea. Lush greenery surrounds the area, while a clear sky adds brightness to the scene. The pool reflects the serene blue of the water, creating a tranquil atmosphere.

4.99 out of 5 average rating, 116 reviews

Santorini Sky | Panoramic Villa *NEW*

SPECIAL 2025 RATES. BOOK NOW! As seen in Vanity Fair, Conde Nast Traveller and Architectural Digest, this amazing villa will take your breath away. With panoramic windows in every room, a large private terrace with infinity pool, and a separate heated jacuzzi, you can enjoy incredible sea views from sunrise to spectacular sunset. This is paradise! Includes complimentary access to our Sky Lounge, with breakfast pantry items and snacks throughout the day. Contact us today with any questions!

A serene outdoor area presents a private plunge pool overlooking the sea, framed by a smooth, white wall. A potted cactus adds a touch of nature, while a hat and an open notebook rest on a striped lounge chair, inviting relaxation in a peaceful setting.

4.96 out of 5 average rating, 377 reviews

Fisherman's Cave House by Spitia Santorini

Discover an authentic Santorini experience at Fisherman's Cave House, a meticulously restored traditional cave offering a truly unique stay. Perched directly on the caldera cliff in the heart of Oia, the Cave House provides breathtaking panoramic views of the Aegean Sea, the iconic Caldera, and the world-renowned Santorini sunset from its private outdoor plunge pool. Accommodating up to 5 guests, it blends traditional Cycladic charm with modern luxury, creating an unforgettable island escape.

4.97 out of 5 average rating, 176 reviews

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

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.

4.99 out of 5 average rating, 137 reviews

A private balcony features a comfortable seating area with plush cushions and a wooden table. A view of the sea and nearby cliffs can be seen in the background, with the sun casting soft shadows across the space. Glassware and a pitcher rest on the table.

Cycladic home in Fira

Vacay Suites Queen Suite with Caldera View

Vacay Queen Suite offers an exquisite view of the caldera and the extraordinary sunset. The apartment is spacious (50m²) and fully equipment with a king size bed,living room with a double sofa bed,kichenette,dining area and private balcony. Ιdeal for couples, friends and families as well.Vacay Queen suite is seated 50m away from public parking spot and 10' away from Fira.Also there is a bus station in 150m.Plently of restaurants,cafeterias and mini markets are nearby the property.

4.98 out of 5 average rating, 301 reviews

A spacious terrace overlooks the stunning caldera, featuring sun loungers and a hot tub. The warm glow of sunset illuminates the surrounding architecture and coastline, creating a serene ambiance for relaxation. Guests can be seen enjoying the view, highlighting the villa's inviting outdoor space.

Cave in Fira

NK Cave House Villa

The NK Cave House Villa is a modern restoration of a 19th century cave house transformed into a luxury getaway. The one bedroom villa has been designed to offer relaxation and fulfillment, aiming to provide you with the need of returning back in the near future. Situated on the famous caldera, it is perfect for enjoying the spectacular volcanic views and the amazing Santorini sunsets. The villa is a peaceful and tranquil escape even though just a short walk to the center of Fira!

4.98 out of 5 average rating, 232 reviews

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 in Oia

BLUE ART CAVES - Stellar Sun Suite with Hot-tub

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 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.

4.98 out of 5 average rating, 281 reviews

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 in Oia

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!

4.86 out of 5 average rating, 294 reviews

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

Cave House Mirabo Sea Volcano View Accommodates 5

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.

A private terrace offers a view of the shimmering Aegean Sea, framed by the surrounding caldera cliffs. A plunge pool in inviting turquoise reflects the clear sky. Two elegant flutes stand beside a bowl of fresh fruit, inviting relaxation and enjoyment.

4.99 out of 5 average rating, 142 reviews

Cave Villa With Heated Plunge Pool & Caldera View

A traditional cave villa with modern touches that can accomodate up to four people with spacious veranda and breathtaking caldera views. Lathouri Cave Villa is perched on the famous caldera cliffside overlooking the Aegean sea and the two volcanic islands Palia and Nea Kameni. The traditional cycladic architecture along with the unique scenery makes it the perfect choice for those who want to enjoy a relaxing vacation in the lap of luxury.

Cycladic home in Akrotiri

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.

5 out of 5 average rating, 216 reviews

Akrorama Anemos - Private Pool & Caldera View

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.

Popular amenities for Anafi vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Anafi

4.87 out of 5 average rating, 46 reviews

A cozy sleeping area is presented with a spacious bed featuring decorative pillows. Dark wooden wardrobes are visible in the background, accompanied by two bedside tables with lamps. An elegantly set plate holds snacks, including small containers. Soft textiles add a welcoming touch.

Cycladic home in Fira

Anafi Escape-Sofia's House

Superhost

A private terrace is shown with a jacuzzi featuring clear, inviting water. Two glasses of wine are placed beside a sunhat and decorative pillows. Lush green foliage and a panoramic view of the Aegean Sea are visible in the background under a bright blue sky.

Dome in Vourvoulos

4.92 out of 5 average rating, 99 reviews

Aelia Private Cave Villa with Jacuzzi and Sea view

An outdoor dining area is presented with a table adorned by a bowl of fruit. Chairs are arranged around the table, and a view of the Aegean Sea with a pastel sky is visible in the background, offering a sense of tranquility.

Cycladic home in Anafi

4.85 out of 5 average rating, 27 reviews

RESIDENCE IN THE CENTER OF ANAFI

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 in Anafi

5 out of 5 average rating, 4 reviews

64 Steps

Cycladic home in Anafi

4.63 out of 5 average rating, 24 reviews

Architect's House in Anafi

4.92 out of 5 average rating, 13 reviews

A view from a window framed by blue shutters displays a clear sky with soft clouds. In the foreground, a bouquet of flowers rests on the windowsill, offering a touch of nature to the scene. Traditional building elements are visible in the background.

Cycladic home in GR

Anafi Escape-Antonis' House

4.92 out of 5 average rating, 12 reviews

A panoramic view of the sea is visible, with rolling hills stretching toward the horizon. Gentle waves reflect sunlight, while distant islands are framed by the vast blue ocean. The landscape showcases a blend of natural beauty and serene tranquility.

Home in Anafi

LIOPETRA

The private outdoor hot tub is framed by whitewashed walls, overlooking the deep blue Aegean Sea and the volcanic caldera. A clear sky is visible, enhancing the scenic views of Oia's charming architecture in the distance.