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Cycladic house vacation rentals in Perissa

Find and book unique Cycladic house rentals on Airbnb

Top-rated Cycladic house rentals in Perissa

Guests agree: these Cycladic house rentals are highly rated for location, cleanliness, and more.

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Guest favourite
An open-plan living area featuring textured stone walls and a high arched ceiling. A wooden dining table is surrounded by chairs, with a modern kitchen visible in the background. A cozy seating area offers comfortable sofas, while a small plunge pool is nestled in one corner.
Earth homes in Emporio
4.96 out of 5 average rating, 109 reviews

Canava Villas II - Private 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!

Top guest favourite
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 homes in Oia
4.95 out of 5 average rating, 372 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 favourite
The private veranda features a hand-paved stone floor, offering unobstructed views of the sea and caldera. Two deck chairs invite relaxation under the bright sky, alongside a small dining table with wooden chairs. The serene atmosphere highlights the natural beauty of the surroundings.
Cave in Oia
4.97 out of 5 average rating, 295 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
An outdoor terrace offers a jacuzzi and comfortable seating, perfect for relaxation. Expansive views of the caldera and surrounding landscape are visible, showcasing the natural beauty of Santorini. The clean, modern layout encourages outdoor enjoyment while highlighting the tranquil setting.
Cycladic homes in Fira
4.98 out of 5 average rating, 227 reviews

Sol

I-Sol is an isolated house in the center of the traditional village of Akrotiri! It has a two level outdoor! At the first level where is the entrance of the house you can relax on the dinning couch watching the caldera view! At the second level you will enjoy the sun and a 270 degrees view including the volcano relaxing at many choices such us the jacuzzi or the big sun beds or a couch or Acapulco style lounge chairs. Inside the house is a fully equipped kitchen , bathroom and two bedrooms!

Top guest favourite
A private terrace features a refreshing plunge pool surrounded by whitewashed walls and wooden lounge chairs. Plush pillows are arranged on a nearby seating area, while the iconic blue domes of Oia are visible against the clear sky, overlooking the expansive sea.
Guest suite in Oia
4.98 out of 5 average rating, 214 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 additionally features a private outdoor plunge pool. The view from its terrace is stunning, featuring the caldera and the two iconic blue domes of Oia. Santorini International Airport is about 17 km from Oia Spirit Boutique Residences, and the Ferry Port at approximately 23 km.

Top guest favourite
A wooden table is set on a balcony, featuring a bottle of rosé wine alongside two glasses. A small potted plant adds a touch of greenery, while the expansive view of the Aegean Sea and clear blue sky enhances the serene atmosphere.
Condo in Fira
4.86 out of 5 average rating, 160 reviews

So close to caldera cliff ,Sea view studio No3

Our studio-apartment is located on the east side of Fira the capital of Santorini, about 640m from the city center where shops, bars and restaurants can be found and about 10 min walking distance from the caldera cliff with amazing views of the volcano sunset. Wifi, TV, coffee machine, kettle ,safe ,kitchenette A/C and refrigerator are available. From the balcony you will be astonished from the natural beauty and the endless of the blue Aegean sea where you can enjoy a sensational sunrise

Top guest favourite
An open-air terrace features two lounge beds and a shaded cabana, offering expansive views of the tranquil Aegean Sea. The bright blue sky, dotted with fluffy clouds, contrasts beautifully against the serene water below, creating a peaceful outdoor space.
Cycladic homes in Fira
4.99 out of 5 average rating, 103 reviews

Sublime Villa with sea view

The Sublime Villa offers discerning travellers the perfect blend of contemporary style, traditional luxury, and a soulful atmosphere. Fully remodelled in 2016 and discreetly hidden from the typical tourist pathways, the villa sits on the southern coast of Santorini, mere minutes from the ancient Bronze Age city of Akrotiri. Two luxurious bedrooms, a full kitchenette, and a modern bath all open onto dazzling southern views of the Aegean from the villa's huge, open-air terrace.

Guest favourite
A modern dining area features a wooden table set for four, accompanied by teal chairs. Soft lighting gently illuminates the adjoining bedroom through an archway, showcasing a spacious double bed with high-quality linens. A small potted plant adds a touch of greenery to the space.
Home in Karterádos
4.93 out of 5 average rating, 206 reviews

ASPRO luxury cave house

Located at the traditional Karterados area of Santorini, our traditional cave house, fully renovated in 2018, is a place where Cycladic architecture meets the luxurious accommodation. It is ideal for couples, families, friends and travelers wishing to live the unique experience of staying in a traditional Santorini cave house with all modern facilities. Centre of Fira town lies within 1,5 km (15 minute walking distance). Instagram: aspro_santorini

Guest favourite
A figure stands at the edge of an infinity pool, silhouetted against a vibrant sunset over the caldera. The calm water reflects the warm colors of the sky, creating a serene atmosphere that enhances the natural beauty of the surrounding landscape.
Cycladic homes in Megalochori
4.97 out of 5 average rating, 149 reviews

Ambeli Sunset/private heated pool & breakfast

Ambeli Sunset Villa's unique allocation provides the famous sunset view of the caldera avoiding the overcrowding of the well-known cities of Santorini. A newly anti-seismic constructed building covering all the official guidelines to maximize the security of our guests. Depending on the chosen room type that fits you, guests will experience the use of the heated pool or the hot tub in maximum privacy as no facilities are public.

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

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.

Top guest favourite
A bright interior space is depicted, featuring a cozy sitting area with a striped bench adorned with yellow pillows. A rustic table and white chairs sit alongside a wall mirror, while large windows offer scenic views of the sea, enhancing the light-filled space.
Cycladic homes in Fira
4.99 out of 5 average rating, 103 reviews

Cozy all-season home with garden & sea views

Welcome to Casa Nidito, a calm and minimalist home inspired by the island’s natural beauty. Built with earthy materials and soft tones, it offers sea views and a Mediterranean garden with a shaded spot to enjoy breakfast or a glass of wine. Inside, everything feels simple, comfortable, and connected to nature. Thoughtful touches and the gentle island breeze make every stay peaceful, grounding, and truly Santorini.

Top guest favourite
A spacious balcony features an externally heated jacuzzi, illuminated by subtle lighting. The moon casts a gentle glow over the serene sea and distant coastline, while a muted landscape is visible in the background, creating a tranquil nighttime atmosphere.
Cycladic homes in Exo Gonia
4.98 out of 5 average rating, 124 reviews

Terra e Lavoro Suite with Hot Tub & Sea View

The exceptional space of Terra e Lavoro in Santorini was ideally designed to offer a personalized experience of enjoyment to those seeking a luxurious retreat on their vacation. The Terra e Lavoro luxurious apartment in Exo Gonia is a modern Villa in Santorini with traditional architecture, ready to welcome its guests and lead them to unique moments of relaxation.

Popular amenities for Perissa Cycladic house rentals

When is the best time to visit Perissa?

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Avg. price$114 CAD$80 CAD$119 CAD$139 CAD$135 CAD$129 CAD$180 CAD$220 CAD$170 CAD$137 CAD$108 CAD$87 CAD
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Quick stats about cycladic house rentals in Perissa

  • Total vacation rentals

    Explore 40 vacation rentals in Perissa

  • Nightly prices starting at

    Perissa vacation rentals start at $56 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,970 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Perissa vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Perissa rentals

  • 4.7 Average rating

    Perissa stays receive an average rating of 4.7 out of 5 from guests