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Cycladic house vacation rentals in Southern Sporades

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Top-rated cycladic house rentals in Southern Sporades

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

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Guest favorite
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.
Earthen home in Emporeio

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!

ValueLocationHiking

4.97 out of 5 average rating, 116 reviews
Guest favorite
A shaded outdoor daybed is draped in sheer white fabric, providing a serene space to relax. Adjacent to it, a private pool reflects the bright blue sky and sea. The clean, white walls and smooth surfaces enhance the calming coastal atmosphere.
Cycladic home in Oia

Sailing blue on the beach-private pool&sunset view

Just renovated Sailing blue beachfront villa with private pool is located on a long black sandy beach, only 6 min drive to famous Oia village. Large private verandahs, beach access, beautiful sunrise & sunsets views! 2 floors,2 bedrooms,3 bathrooms,fully equipped kitchen,beach access, parking.Perfect getaway away from crowds, like sailing away!Our other homes, Island blue,Santorini blue,Eternity,Serenity,Captains blue,Secret garden, and Sky blue which is right next door also with private pool.

FamilyLocationAccess

4.87 out of 5 average rating, 164 reviews
Top guest favorite
A heated plunge pool is featured within a uniquely shaped archway, with clear blue water reflecting the sun. A stunning view over the ocean and distant islands is visible through the opening. Decorative cushions and a small table with refreshments enhance the inviting atmosphere.
Villa in Merovígli

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.

LocationValueSleep quality

4.99 out of 5 average rating, 175 reviews
Top guest favorite
A private Jacuzzi tub is positioned on a balcony, with a stunning view of the Aegean Sea and a sunset reflecting on the water. Soft clouds are visible in the sky, and a rolled towel is neatly placed beside the tub.
Villa in Vourvoulos

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.

FamilyValueNearby

4.91 out of 5 average rating, 173 reviews
Top guest favorite
A private infinity pool is situated on the terrace, offering unobstructed views of the sea and surrounding hills. The pool water reflects the sky, while lush greenery and rocks frame the area, creating a serene environment.
Cycladic home in Pyrgos Kallistis

Delilah Villa with outdoor swimming pool

Delilah Villa can accommodate 5 people, has 2 bedrooms with a double bed, and a sofa in the living room. It has a special decoration and a large bathroom with a shower. Its terrace is very large with great views, a private pool, a seating area and sun loungers. Right in front of the villa there is a private parking lot. Quiet neighborhood with privacy and great views. It is also close to Pyrgos Square, just 200 meters away, where the market, restaurants and cafes are located.

ValueLocationBreakfast

4.94 out of 5 average rating, 230 reviews
Top guest favorite
A private villa is showcased at twilight, featuring a spacious pool with a serene blue hue. The building, constructed with local stone, displays whitewashed walls and softly lit window frames. Nearby, lush gardens and a distant mountain silhouette complete the tranquil scene.
Cycladic home in Santorini

La Maison Villa with Large Private Pool

Welcome to La Maison Private Villa Santorini, a peaceful 190 m² Cycladic retreat for up to 10 guests, with a main house and attached studio. Enjoy complete privacy, a large pool with underwater jets, beautiful Aegean sunrises, partial sea and garden views, Starlink Wi-Fi, outdoor dining, BBQ, a private chapel and secure parking. Just 50 metres from the beach, the villa is close to Santorini’s highlights yet away from busy tourist areas, with warm, personal hospitality.

ValueLocationTV

4.94 out of 5 average rating, 106 reviews
Top guest favorite
Guest suite in Pyrgos Kallistis

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.

ValueFamilyQuiet

4.89 out of 5 average rating, 204 reviews
Top guest favorite
The private terrace features a dining table and reclining chairs, set against a backdrop of a golden sunset over the caldera. The expansive sea view includes distant hills and whitewashed buildings, creating a serene atmosphere for relaxation.
Cave

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 :)

FamilyLocationAmenities

4.93 out of 5 average rating, 394 reviews
Superhost
A serene outdoor space features a small pool illuminated in soft blue, surrounded by white cave-style walls. A comfortable seating area with cushions is visible, alongside a decorative lantern casting a warm glow, creating an inviting atmosphere for relaxation.
Villa in Karterados

MyBoZer Cave Villa

MyBozer Cave Villa is a traditional cave style house located in traditional village of Karterados. This cave style luxury villa offers high end amenities and facilities in indoor area and outdoor area . Near the villa only 5 minutes by foot you can find the local bus stop ,also near by you can find everything you need like restaurants,super market,coffee shops ,patisserie,the police station and the general hospital of Santorini.

LocationFamilyQuiet

4.96 out of 5 average rating, 198 reviews
Top guest favorite
A charming entrance features a bright blue door, accompanied by a small wooden table and two yellow chairs positioned outside. Windows with matching frames provide natural light, enhancing the welcoming appeal of the white exterior.
Home in Kos

Irene's house in the center of Kos,next to the sea

Τhe house is in the center of city kos,120 metres from the sea.It is located on a traditional paved road with trees and 5 -10 minutes on foot from the city's market, close to banks, shops, and attractions.270 meters from the house is the Orfeas Summer Cinema.The house has two courtyards, a front and a back covered,with tables and chairs and a barbecue.Αlso it is very brigh and quite cool.Two bikes are also available for guests.

FamilyValueGrill

4.97 out of 5 average rating, 116 reviews
Guest favorite
An outdoor area features a stonewall backdrop with a staircase leading to a door. A circular hanging chair and a dining set with gray chairs are present. Cushions are arranged on a raised platform, while a tray with fruits is placed on the table.
Cycladic home in Megalochori

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

ValueLocationPool

4.93 out of 5 average rating, 178 reviews
Superhost
An infinity pool glistens in the sunlight, with a wooden pergola providing shade over a lounge area. The surrounding landscape is characterized by hills and a clear blue sky, enhancing the serene atmosphere of the villa.
Cycladic home in Santorini

Bluewhite villa with heated private pool

Situated in the traditional village of Pyrgos Kallistis, the heart of Santorini island, my place offers a stunning panoramic view of sunrise and the Aegean Sea. The 130m² Villa features luxury, privacy, easy access and comfort in Cycladic style combined with modern design and decoration. Our new infinity pool is a must! Please note that the pool is functional only for the spring and summer season March 15- October 31st

FamilyLocationQuiet

4.83 out of 5 average rating, 116 reviews

Popular amenities for Southern Sporades cycladic house rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly cycladic house rentals

Top guest favorite
A clean outdoor patio area features a small table set with a tablecloth, surrounded by two wooden chairs with pink cushions. Whitewashed walls and windows with shutter-style openings create a bright and inviting space under a clear blue sky.
Apartment in Santorini

Souita Mantilaria

LocationValueCleanliness

4.85 out of 5 average rating, 189 reviews
Top guest favorite
A serene outdoor area is highlighted by a clear blue pool, surrounded by comfortable sunbeds and a large umbrella. Lush greenery, including cacti, adds a natural touch to the space, creating a relaxing setting for guests.
Tiny home in Mesaria

Villa LuxL Distillery Studio

FamilyLocationComfort

4.92 out of 5 average rating, 364 reviews
Top guest favorite
A wooden sign displaying the name 'Olyra Traditional Cave Houses' is mounted on a whitewashed wall, complemented by a rustic gate. Vibrant pink flowers enhance the entrance, adding a touch of natural color to the setting.
Cycladic home in Pyrgos Kallistis

Olyra Traditional Cave Houses 2

FamilyValueBathroom

4.96 out of 5 average rating, 164 reviews
Top guest favorite
A rooftop terrace offers vibrant seating in two orange chairs, complemented by a round yellow table. Scenic views of the Aegean Sea and nearby islands are visible, along with several ships in the distance. A colorful blanket and two drinks enhance the setting.
Cycladic home in Santorini

Barocco Bello Villa

ValueFamilyAccess

4.99 out of 5 average rating, 139 reviews
Top guest favorite
A modern living area features a curved, turquoise sofa against a white wall, complemented by decorative wall hangings. A dining table is positioned nearby, adorned with fresh flowers and food items. Natural light illuminates the space, enhancing its welcoming atmosphere.
Cycladic home in Megalochori

Villa Ruby

ValueLocationWalkability

4.97 out of 5 average rating, 290 reviews
Guest favorite
Cycladic home in Monolithos

Sea & Sun | Beachfront Luxury - Full Sea View

FamilyValueWifi

4.94 out of 5 average rating, 132 reviews
Guest favorite
A whitewashed exterior is illuminated by soft lighting in the evening. Stone stairs lead to a multi-level space with an outdoor dining area featuring a parasol and decorative plants. A heated jacuzzi is visible, integrating nature and design harmoniously.
Apartment in Mesaria

Radiant Santorini Standard

ValueFamilyParking

4.93 out of 5 average rating, 207 reviews
Top guest favorite
Cycladic home in Plaka

Casa Anemousa, between the sky and the sea

LocationNearbyHospitality

5.0 out of 5 average rating, 29 reviews

Cycladic house rentals with a patio

Top guest favorite
An outdoor balcony offers direct views of the serene sea and nearby hills. A small round table is set with two glasses and a bottle, accompanied by a sunhat and a green chair. The calming blue water complements the tranquil atmosphere.
Cycladic home in Katapola

Amorthea Sea View Apartments Sunrise Room

LocationIndoor spacesAccess

4.98 out of 5 average rating, 62 reviews
Guest favorite
Villa in Stegna

Ninémia Sea living

FamilyLocationQuiet

4.96 out of 5 average rating, 28 reviews
Top guest favorite
A private outdoor hot tub is positioned on a terrace with sweeping views of the caldera and the sea. Two lounge chairs are arranged nearby, creating a serene space for relaxation. The clear blue water of the hot tub contrasts with the bright sky.
Home in Merovígli

Aethria Villa in Imerovigli

ValueLocationIndoor spaces

4.95 out of 5 average rating, 39 reviews
Guest favorite
A spacious veranda features a large stone table surrounded by cushioned benches and colorful chairs. Lush greenery hangs from the ceiling, and views of the calm bay reflect the nearby village and hills, creating a serene dining and lounging area.
Condo in Xilokeratidi

Sappho’s Cove, above the sea

LocationPoolWalkability

5.0 out of 5 average rating, 10 reviews
Guest favorite
Villa in Stegna

Villa Alia

ValueFamilyCleanliness

5.0 out of 5 average rating, 30 reviews
Superhost
Light and airy living space features blue double doors that open to stunning ocean views. A comfortable sofa is positioned next to a round table, complemented by natural wicker accents. Soft, neutral tones create a serene environment, enhanced by the sunlight entering from the windows.
Cycladic home in Panagia Kalou

Superior Suite, Sea View and Heated Jacuzzi

FamilyValueKitchen

4.82 out of 5 average rating, 95 reviews
Guest favorite
A private heated spa is set against a backdrop of the Aegean Sea, with gentle bubbling waters reflecting the warm hues of a sunset. Surrounding plants and a shaded pergola enhance the tranquil atmosphere, inviting relaxation in a serene outdoor space.
Home in Archangelos

Aegean Serenity Sea View Retreat

LocationValueBathroom

4.94 out of 5 average rating, 68 reviews
Guest favorite
Two wooden lounge chairs with navy cushions are positioned beside a clear, inviting hot tub. The surrounding area features a smooth concrete surface, bathed in natural sunlight, accentuating a serene outdoor setting.
Apartment in Santorini

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

FamilyLocationIndoor spaces

4.93 out of 5 average rating, 94 reviews

Cycladic house rentals with a washer and dryer

Top guest favorite
A modern villa is presented with a smooth, light-colored facade and a spacious private pool. Sun loungers and parasols are positioned around the pool area, with a garden visible in the background. The serene landscape complements the inviting outdoor space.
Villa in Gennadi

Gennadi Serenity House- Beachfront villa with pool

LocationFamilyCleanliness

5.0 out of 5 average rating, 62 reviews
Superhost
A private hot tub is set in a bright, airy space with views of the sea and sky. Soft waves can be seen in the distance. Sunlight fills the room, highlighting the clean lines of the architecture and the serene atmosphere.
Apartment in Pyrgos Kallistis

Genesis Suite with Caldera View and Hot Tub

LocationFamilyKitchen

4.83 out of 5 average rating, 40 reviews
Guest favorite
A large swimming pool sits in an outdoor area, surrounded by comfortable sun loungers. Clear blue water reflects the sky, with views of the sea and distant hills in the background. A shaded pergola offers additional relaxation space.
Villa in Agios Nikolaos

Villa Bellelen with a heated pool

LocationValueBathroom

5.0 out of 5 average rating, 25 reviews
Guest favorite
A modern villa is set against a twilight sky, featuring a spacious outdoor area with a heated swimming pool. Sun loungers are arranged along the poolside, illuminated by soft lights. The stone-clad façade reflects a blend of contemporary and traditional elements, surrounded by olive trees.
Villa in Vrachasi

Villa Adagio 5 Bedroom / eco-friendly heated pool

FamilyLocationLong stay

4.96 out of 5 average rating, 45 reviews
Superhost
An indoor relaxation area features a generously sized hot tub, surrounded by softly illuminated walls. A comfortable seating arrangement with neutral-toned cushions is positioned nearby, providing a cozy space for socializing. Natural light filters through a large window overlooking a well-equipped kitchen.
Cycladic home in Mykonos

VLIA Mykonos Phos | Sea View Jacuzzi Residence

FamilyLocationBeach

4.74 out of 5 average rating, 39 reviews
Superhost
An outdoor dining area features a large table surrounded by wooden chairs, situated on a spacious terrace. The view overlooks the sea, with bright blue skies framing the scene. The area is designed for relaxation and dining in a coastal setting.
Cottage in Naxos

Beach Villa Akrotiri

LocationFamilySleep quality

4.83 out of 5 average rating, 41 reviews
Guest favorite
A private infinity pool is illuminated under a starry sky, bordered by a spacious patio and stone walls. Comfortable seating is arranged nearby under a pergola, providing a cozy gathering space. Soft lighting accentuates the modern design of the villa and enhances the tranquil atmosphere.
Cycladic home in Κλούβας

Iakinthos Luxury private Villa by Mykonian Kazarte

LocationOutdoor spacesPool

5.0 out of 5 average rating, 10 reviews
Guest favorite
A private terrace is featured, showcasing a clear turquoise pool surrounded by smooth stone flooring. The structure's white facade stands in contrast against the blue sky, with comfortable seating positioned to enjoy the scenic views of hills and neighboring buildings.
Cycladic home in Mykonos

Miramare Aria Suite Mykonos with private pool

FamilyValueGetting around

4.93 out of 5 average rating, 27 reviews

Destinations to explore