
Cycladic house vacation rentals near Anafi
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Top-rated cycladic house rentals near Anafi
Guests agree: these stays are highly rated for location, cleanliness, and more.

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!

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

Ventus Paradiso Villa, Outdoor Heated Plunge Pool
Our cave villa comes with sentimental value as it belonged to our grandmother. Dated back to 1920's brings a great heritage. The villa was totally renovated in 2015, transforming a traditional cave into a luxury residence following faithfully the unique cycladic architecture with exceptional modern esthetics. The villa consists of two bedrooms with ensuite bathrooms, a dining area and a small kitchenette. It features a heated plunge pool and an upper terrace with panoramic view over Caldera.

Levantis Suite - Private Hot Tub & Sea View
Levantis Suite (57 sq.m.) at La Estrella Luxury Suites embodies refined Cycladic elegance, perched in serene Vourvoulos just 600 m from Imerovigli. Offering uninterrupted Aegean Sea views, it features a heated private jacuzzi on the balcony, exquisite décor, premium amenities, daily housekeeping, and private parking. Ideally located near a mini market (400 m) and charming local tavernas (350 m), the suite is only 1.3 km from the Caldera, set in a peaceful and quiet area of Santorini.

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.

Bluedome Cavehouse by Otium Villas Santorini
Luxury Cavehouse in Oia | Caldera Views | Heated Jacuzzi | Sleeps up to 6 Wake up to breathtaking caldera and Aegean Sea views from the private terrace of Bluedome Cavehouse, a spacious luxury cave villa in the heart of Oia, Santorini. Blending authentic Cycladic architecture with modern comfort and design, this beautifully renovated cavehouse offers an unforgettable retreat for couples, families, and small groups seeking romance, privacy, and panoramic sunsets.

Luxury Suite| Private Infinity Pool & Volcano View
Enjoy complimentary breakfast delivered to your suite every morning. Relax by your private infinity pool, exclusively reserved for your stay, while admiring breathtaking panoramic views of the volcano, the Aegean Sea and Santorini. Due to the open caldera hillside setting ,the pool area may be visible from some surrounding outdoor areas due to the open caldera setting. Perfect for couples seeking tranquility, comfort and unforgettable sunsets.

Soundscape - cave suite panoramic sea views
Within walking distance (only 7min walk) from Fira, the capital of the island, for shopping, museums and nightlife, Firostefani village is very peaceful and away from the crowds . There are plenty of things to explore on the island like museums, archaelogical sites, activities, beaches or just relax and enjoying the picturesque sea views plus that I am here to make sure you have everything you need and make you feel like home :)

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.

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.

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

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 cycladic house rentals near Anafi
Family-friendly cycladic house rentals

Pura Vida Cave House

By the Mill, Caldera, Oia

Barocco Bello Villa

MyBoZer Twins Odyssey Heated private pool

Villa Polaris Oia with Volcano view, Pool &Parking

Sol

Calliope's Villa with jacuzzi

Sea Horizon
Cycladic house rentals with a patio

Lunar Sea Suite-1BR/Hot-Tub/Sea View

Superior Suite, Sea View and Heated Jacuzzi

Thiro Exclusive Villa in Pyrgos

Nostos Apartments Kamari | Calypso

Casa Bu 4 - 1Bedroom Apartment with Prive Hot-Tub

Volcanic Sensation Cave

Seafront Escape I Sonus Mare 2

Elena Deluxe Studio (Sunny & cozy, near Caldera)
Cycladic house rentals with a washer and dryer

Bluewhite villa with heated private pool

Villa Florina

Exclusive Villa with Outdoor Heated Pool

Genesis Suite with Caldera View and Hot Tub

The Sunset Windmill

Felicity Villas Santorini - Victoria

"Sand" sea view luxury villa with pool by beach !

Captain's Economy Studio with sea view in oia
Other cycladic house vacation rentals

Traditional Cave Suite with Jacuzzi and Sea View

RadiantSantorini Junior Cave Suite With Jacuzzi

Delilah Villa with outdoor swimming pool

Divine View Sun Home

St. G Boiler | Spectacular Boiler View

Helianthus Honeymoon Hideaway House

The Painters House

Michelangelo Beach Villa with Sea View
Quick stats about cycladic house rentals near Anafi

Total vacation rentals
Explore 20 vacation rentals in Anafi

Nightly prices starting at
Anafi vacation rentals start at $50 per night before taxes and fees

Verified guest reviews
Over 550 verified reviews to help you choose

Wi-Fi availability
20 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!
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