
Cycladic house holiday rentals in Greece
Find and book unique cycladic home rentals on Airbnb
Top-rated cycladic home rentals in Greece
Guests agree: these cycladic home rentals 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!
FamilyLocationAccuracy
4.97 out of 5 average rating, 116 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
ValueFamilyCheckout
4.95 out of 5 average rating, 415 reviews
Full Sea View, HotTub | Enosis Apartments Poseidon
A spacious studio with sea views and a private hot tub, just steps from the beach. Flat Poseidon, part of Enosis Apartments, is located at Agia Anna of Naxos, steps from the long sandy beach and the crystal clear blue waters. The studio offers a generous interior layout and a private balcony with a sea view and a private hot tub, combining comfort and outdoor living. Designed in traditional Cycladic style, it is an ideal choice for guests who value space, privacy, and easy access to the beach.
ValueFamilyCheck-in
4.9 out of 5 average rating, 157 reviews
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.
ValueFamilyHiking
4.99 out of 5 average rating, 176 reviews
I-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!
ValueFamilyWifi
4.98 out of 5 average rating, 257 reviews
Authentic Greek Fisherman's House 1 - Summer Love
This house has a full fridge and a private balcony, no guests pass through your balcony. Please also check "Love House" and "Love Nest" Houses for availability. House is on the beach. This place is good for couples, solo adventurers, LGBTQ+ firiendly, business travelers and pet firendly. You will wake, eat, live, sleep, dream on the beach! Place is unique, it is like living on a Yacht with the luxury of a house. Now it is divided in three separate houses, sharing the same beach.
LocationValueGetting around
4.91 out of 5 average rating, 141 reviews
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.
LocationFamilyOutdoor spaces
4.94 out of 5 average rating, 231 reviews
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.
LocationValueBathroom
4.99 out of 5 average rating, 236 reviews
Santo Blue Horizon Villa | Jacuzzi | Caldera View
This unique villa is located in the heart of Oia in an excellent position and has stunning views. The famous Three Domes just in front of villa with panoramic view overlooking the santorinian caldera and the aegean sea, have magnetized visitors and photographers from all over the world, making it, the most popular spot in Santorini. The villa is in perfect harmony with the natural surroundings of the area and follows the principles of traditional Cycladic architecture.
FamilyLocationHospitality
4.99 out of 5 average rating, 180 reviews
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.
ValueFamilyCleanliness
4.94 out of 5 average rating, 107 reviews
Syros - Cycladic stone house
A 300 year old, 90 m² genuine cycladic stone house restored to its original glory, located in a 2.500 m² plot in the middle of a NATURA ecosystem. The place is full of energy deriving from the adjacent Delos island, making it ideal for yoga retreat, meditation and trekking practitioners. Beautiful secluded unexploited beaches with magnificent sunsets in the north-west of the island, are 30' away on foot. The distance from Ermoupolis is 6,7 km.
ValueFamilySleep quality
4.96 out of 5 average rating, 113 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.
LocationValueBathroom
5.0 out of 5 average rating, 241 reviewsPopular amenities for cycladic home rentals in Greece
Family-friendly cycladic home rentals

Dream Sea Moschou #1
FamilyLocationView
4.99 out of 5 average rating, 100 reviews
Sound of the Waves
FamilyLocationKitchen
4.93 out of 5 average rating, 149 reviews
The stone
FamilyValueCondition
4.94 out of 5 average rating, 156 reviews
Theros Guesthouse Spetses
ValueLocationAccess
4.97 out of 5 average rating, 179 reviews
VILLA MATILDE-VOLCANO VIEW
LocationFamilyAccuracy
4.93 out of 5 average rating, 419 reviews
Villa LuxL Distillery Studio
ValueLocationAccuracy
4.92 out of 5 average rating, 368 reviews
Mpitzarakis Studio On the Beach
FamilyLocationNearby
5.0 out of 5 average rating, 148 reviews
White Dune Villa by Mykonos Dunes
ValueLocationWifi
4.93 out of 5 average rating, 112 reviewsCycladic home rentals with a patio

Astelia Luxe Retreat
ValueLocationLong stay
5.0 out of 5 average rating, 36 reviews
Villa Paganos - Private Pool * Sea View
LocationFamilyBeach
5.0 out of 5 average rating, 31 reviews
Blue Calm Luxury Villa in Sifnos
FamilyLocationQuiet
4.98 out of 5 average rating, 61 reviews
Private Beach House Greece
LocationFamilyCheck-in
4.97 out of 5 average rating, 39 reviews
Christy's House Sea View
LocationAccuracyAccess
5.0 out of 5 average rating, 13 reviews
Villa Dimelisa
LocationValueOutdoor spaces
4.92 out of 5 average rating, 39 reviews
Villa Melandrina
FamilyLocationNearby
5.0 out of 5 average rating, 15 reviews
Villa Ekphrasis With Sea View
FamilyValueHospitality
5.0 out of 5 average rating, 37 reviewsCycladic home rentals with a washing machine and dryer

Blue Dome Suite by Otium Villas Santorini
ValueFamilyAir conditioning
4.96 out of 5 average rating, 259 reviews
Deluxe Villa with outdoor Jetted Tub & Sea View
ValueLocationBreakfast
4.91 out of 5 average rating, 151 reviews
Magda's house
FamilyValueQuiet
4.98 out of 5 average rating, 105 reviews
The Lovers Seaview Suite with Outdoor Hot Tub
ValueFamilyAmenities
4.95 out of 5 average rating, 158 reviews
Seaside House At The Town Of Naxos
ValueFamilyIndoor spaces
4.75 out of 5 average rating, 107 reviews
Best Friends & Fam apt,Town of Naxos,by NaxosVibe
LocationFamilyLayout
4.99 out of 5 average rating, 113 reviews
Airth Suite (jacuzzi and sunset view)
LocationValueQuiet
4.95 out of 5 average rating, 114 reviews
Villa Kanalia Mykonos Summer House
FamilyValueView
4.88 out of 5 average rating, 99 reviewsDestinations to explore
- Farm stay rentals Greece
- Flat rentals Greece
- Bungalow rentals Greece
- Rentals with breakfast Greece
- Adapted rentals Greece
- Cabin rentals Greece
- Loft rentals Greece
- Dome rentals Greece
- Ski-in/ski-out rentals Greece
- Nature eco lodge rentals Greece
- Pension rentals Greece
- Beach house rentals Greece
- Guest house rentals Greece
- Rentals with an accessible-height bed Greece
- Villa rentals Greece
- Motorhome rentals Greece
- Rentals with lake access Greece
- Waterfront rentals Greece
- Cave rentals Greece
- Island rentals Greece
- Townhouse rentals Greece
- Rentals with a beach view Greece
- Tower rentals Greece
- Yurt rentals Greece
- House rentals Greece
- Aparthotel rentals Greece
- Rentals with an accessible-height toilet Greece
- Tent rentals Greece
- Luxury rentals Greece
- Barn rentals Greece
- Tiny house rentals Greece
- Rentals with beach access Greece
- Rentals with a sauna Greece
- Apartment rentals Greece
- Pet-friendly rentals Greece
- Rentals with pools Greece
- Windmill rentals Greece
- Boutique hotels Greece
- Family-friendly rentals Greece
- Cottage rentals Greece
- Hostel rentals Greece
- Bed and breakfasts Greece
- Castle rentals Greece
- Beachfront rentals Greece
- Rentals with a hot tub Greece
- Boat rentals Greece
- Private suite rentals Greece
- Serviced apartment rentals Greece
- Treehouse rentals Greece
- Campsite rentals Greece
- Chalet rentals Greece
- Mansion rentals Greece
- Rentals with a soaking bathtub Greece
- Rentals with a kayak Greece
- Earth house rentals Greece
- Holiday home rentals Greece
- Hotel rooms Greece
- Resort rentals Greece





