Vacation rentals in Cyclades

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Top-rated vacation rentals in Cyclades

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Guest favorite

Cycladic home in Monolithos

4.84 out of 5 average rating, 65 reviews

Villa | Private Pool | Sea View | by the beach 9p

At Theros Houses you may enjoy the relaxing vacation you need. The buildings, the private pools , the big grounds around them offer the ideal atmosphere to relax and play with your friends or the members of your family. You may also combine activities or excursions we may organize for you or enjoy special amenities like massage, baby sitting, cooking lessons or wine tasting in the house on demand. WE OFFER DAILY CLEANING AND FREE TRANSPORTATION FROM THE AIRPORT OR THE PORT WITH NO EXTRA CHARGE.

Guest favorite

A private jacuzzi is illuminated in soft blue light, set against a tranquil night backdrop. Surrounding greenery adds a touch of nature, while a comfortable hanging chair and nearby seating invitation relaxation in this serene outdoor space.

Villa in Mesaria

4.97 out of 5 average rating, 33 reviews

Stunning Escape Jb Villa Santorini with jacuzzi

The villa is located in Messaria village-Santorini, 5 minnutes drive from Fira, near the bus stop. Jacuzzi is closed Oct. 31 to April 30. Recommended use during sunshine periods. It is perfect for 4 people, but accommodates up to 6. Villa très privée, tous les locaux à votre disposition. Avec jacuzzi privé, que vous pouvez utiliser à tout moment, jardin clos coloré et sécurisé, parfait pour que les enfants jouent et pour que vous vous détendiez. Balcon privé avec vue sur la ville de Fira.

Top guest favorite

Cottage in Attica Greece

4.97 out of 5 average rating, 148 reviews

In the heart of Sounio villa

En Plo Villa is a captivating 3-level haven perched on impressive seafront cliffs, offering breathtaking panoramic views. This idyllic retreat enjoys convenient proximity, just 30 mins from the airport and 50 mins from vibrant Athens. The iconic Temple of Poseidon is a mere 10-minute drive away. Lavrio city is easily accessible, less than 4 mins by car. The surrounding area boasts stunning beaches. The closest beach is 2 mins away, renowned as one of the region's most popular and well-appointed.

Guest favorite

A clear view of the Aegean Sea is captured from the villa's balcony. Lush green trees line the coast, while a large plant sits in a decorative pot indoors, enhancing the serene setting. The bright blue sky reflects the calm waters below.

Villa in Daskalio

4.92 out of 5 average rating, 13 reviews

Hermes Hideaway

Welcome to Hermes Hideaway, a 160 sqm villa in Daskaleio, just a breath away from the sea. Enjoy stunning views of Aegean Sea and the star-studded night sky from our luxurious jacuzzi. Just 25 km from the airport and 45 km from Athens, it's perfect for vacations. Savor local cuisine at within walking distance seaside taverns.Admire breathtaking sunrises from the lounge or the big balcony. Gaze at the sea from every room’s balcony. Discover tranquility at Hermes Hideaway, your ideal retreat.

Guest favorite

Apartment in Pyrgos Kallistis

4.95 out of 5 average rating, 235 reviews

Martynou View i.

Martynou View is a traditional apartment, located in Santorini Pyrgos village.Only 10 minutes driving distance to Fira(Santorini's capital) or to Perissa,Kamari beach. Just a few steps away from traditional and peaceful village of Pyrgos.This is an ideal choice for couples or small families.The apartment offers a spacious living room with a kitchen,a spectacular bathroom,double bed,air condition,coffee machine,TV,fridge,Wi-fi,private parking and a lovely balcony with stunning sea views!

Guest favorite

A clear view of the sea is framed by two arched windows, displaying the tranquil water and sun loungers on a stone patio. The interior features light-colored walls and wooden shutters, enhancing the open and airy feel of the space.

Cave in Red beach

4.94 out of 5 average rating, 135 reviews

Cueva del Pescador

Enjoy two luxurious, newly-remodeled cave dwellings only two meters from the sea: Cueva de olas and Cueva del pescador! These gorgeous spaces are perfect for discerning honeymooners, couples, or anyone who wants to take a break from the real world -- and from the typical tourist traffic of Santorini. Cueva de olas was originally the residence of a local fisherman; Cueva del pescador was his boat-house. Traditional decor and outstanding hospitably complete this perfect, unique rentals!

Top guest favorite

A serene bedroom area showcases a spacious bed with a pink coverlet. Natural light fills the room through blue-framed windows, illuminating the marble flooring. A small workspace with seating is positioned nearby, along with shelves containing books and decorative items.

Cycladic home in Fira

4.99 out of 5 average rating, 84 reviews

Casa Nidito, seaside house & garden in Santorini

Casa Nidito is a minimalist Santorini retreat with breathtaking sea views and a Mediterranean garden. Thoughtfully renovated with an eco-conscious approach, every detail of the house blends modern comfort with respect for nature. Enjoy morning coffee by the sea, sunsets with a glass of wine, and explore the nearby archaeological site. Just a 5-minute walk to Red Beach, restaurants, and shops, with free parking included. A perfect blend of sustainability, style, and convenience.

Top guest favorite

Villa in Kalafati

5 out of 5 average rating, 10 reviews

Stephanie, Heated Pool by Red Windmill Villas

Brand New Villa for Easy Living by the Red Windmill Villas. HEATED POOL & JACUZZI Beautiful unobstructed sea view, seen from all three master bedrooms. Carefully selected details, earthly tones and natural materials in the decoration give a rural touch to the villa. Designed to offer guests a soothing, calming holiday experience. All comforts of modern living provided in a vintage aesthetic. The villa is very close to three beautiful beaches, beach bars-restaurants near by.

Guest favorite

A modern kitchen and dining area is visible, featuring sleek cabinetry and a contemporary dining table surrounded by four white chairs. Natural light illuminates the space, highlighting the light gray flooring and decorative round rugs. Appliances and a large television add functionality to the area.

Condo in Artemida

4.83 out of 5 average rating, 254 reviews

A.P Seaside

Experience the modern, serene apartment in front the beach , 10 mins from the airport and right in the center of the little sea side town Loutsa. Enjoy this modern spacious 1 bedroom , 1 bathroom apartment with sea views. This home accommodates a total of 4 guests , with a queen size bed in the bedroom and a full pull out bed that turns in to 2 beds in the living room. High end amenities and the serene design of the apartment will make your stay a memorable experience.

Guest favorite

An inviting outdoor space features a private hot tub with a clear view of the sea. Comfortable seating options, including a plush bean bag and a cushioned bench, create a relaxing atmosphere. Natural light illuminates the area, complementing the surrounding stone wall.

Apartment in Paralia Perivolos

5 out of 5 average rating, 28 reviews

BeachFront Junior Suite with Private Jacuzzi / no1

Το διαμέρισμα είναι νεόκτιστο 35 τ.μ. και βρίσκεται παραθαλάσσια στην παραλία του Περιβόλου με ανεμπόδιστη θέα στην ανατολή του ήλιου και στο καταγάλανο Αιγαίο πέλαγος. Είναι υπερσύγχρονο,με εξωτερικό τζακούζι στο μπαλκόνι που προσδίδει αίσθηση πολυτέλειας. Επίσης διαθέτει πρόσβαση στο διαδίκτυο μέσω Wi-Fi,δορυφορική τηλεόραση επίπεδης οθόνης,καθώς και ιδιωτικό μπάνιο πλήρως εξοπλισμένο με στεγνωτήρα μαλλιών. Παρέχεται δωρεάν ομπρέλα με ξαπλώστρα στην παραλία.

Guest favorite

A compact balcony space is surrounded by lush greenery, providing a sense of privacy. A small wooden table is paired with two orange chairs, offering a comfortable spot for relaxation. A storage cabinet is visible in the background, enhancing functionality.

Condo in Zografou

4.89 out of 5 average rating, 18 reviews

Dimitris Apartment

Calm and pleasant apartment in a central area of the city ideal for families, tourists and for those who wish to experience a different aspect of Athens. Close to metro and bus stops as well as easy walking distance, so in a few minutes you can be in the center of Athens. A variety of cafes, supermarkets and restaurants are offered. Large parks are nearby for peaceful walks. All universities and hospitals are within walking distance.

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What guests are saying

Villa Zen Kyriakos Magnificent Vibes

4.94 out of 5 average rating, 17 reviews1 week ago

The villa was absolutely stunning and Kyriakos was an amazing host! He was very helpful, friendly and informative. The villa is exactly like the photos and the views are outstanding from every window! 10/10! Would highly recommend and would love to come back in the future!!

Villa in Paiania

What guests are saying

Green Windmill

5 out of 5 average rating, 10 reviews5 months ago

The Windmill Villas are exactly as described. We have had a wonderful week in Santorini. The Windmill is everything we could ask for. Floriana took great care of us, from breakfasts to keeping the Windmill just beautiful all week. We did not want to leave. The restaurants recommended by Nikos were excellent, we especially loved 'Metaxi Mas' beautiful setting, excellent service. Nikos provided us with information on parking, supermarkets - all really helpful. Santorini is a stunning island & we were delighted to have visited at this time of year. Everything is within easy reach, car definitely recommended. Thank you for an amazing week. Until next time.

Windmill in Imerovigli

What guests are saying

Santorini Sky | Junior Villa NEW

4.99 out of 5 average rating, 76 reviews2 months ago

One of the most beautiful places we have stayed in Greece. Everything from the lodging, food, location was amazing. Gadi was the very kind, welcoming and helpful. The views, the sunset and the peacefulness of the resort in addition to Gadi can be found no where on Santorini. We will come back. Thank you for a memorable stay.

Villa in Pyrgos Kallistis

What guests are saying

The "It" Cave at the Blue Dome

4.84 out of 5 average rating, 43 reviews5 months ago

The team that welcomes you is great: clear check-in instructions, accompaniment to your listing, transporting your suitcases . A beautiful location and a beautiful home! Spacious , clean and tastefully decorated for those who love authenticity! A terrace with beautiful views of the Caldeira and Oia, the blue domes at our feet … what beauty! 💙 We were there outside of the high season, avoiding the hustle and bustle … the dream . I recommend it♾️!

Cave in Oia

What guests are saying

Malum Sunset View

4.8 out of 5 average rating, 10 reviews7 months ago

This homestay is a gem of a place tucked away into the quieter streets of Tripiti, while still being walking distance to restaurants, coffee shops and the lively town of Plaka. Nikos’s place is perfect for two, with a cozy clean atmosphere. The bedroom and bathroom are clean and neat. The view from the balcony is simply spectacular - and sunsets are beautiful. It’s worth every penny. We had a fabulous time - enjoying the simple joys of the locality & the natural beauty of Tripiti.

Cycladic home in Trypiti

What guests are saying

Room with a view (1)

4.83 out of 5 average rating, 6 reviews6 months ago

Very sweet little appartment with a beautiful terrace and lookouts to the sea on both sides (you can see sunsets and sunrises both from the room). Beaches are just around the corner, you can have beautiful breakfasts with a view and its reachable via public transport. All in all we felt very, very comfortable and would definitely visit again, thanks for having us!

Apartment in Pollonia

What guests are saying

Dream on Adamas Milos

4.98 out of 5 average rating, 42 reviews3 months ago

this is a charming and magical place, the photos represent it exactly. the cave bedroom literally does promote deep dreaming and extended slumber. an amazing kitchen, everything you need for cooking, and a gorgeous dining table to boot. the bathrooms are next level - really wonderful showers were had. perfect location. we met an entirely darling neighbor who twinkled like santa claus. and all the cats that showed up on the sweet outside porch exhibited perfect manners. i would highly recommend to anyone, and would return in a heartbeat. plus, mapia, our host, was amazingly flexible with us as we had some shifts in scheduling due to the ferry. she rocked.

Home in Adamantas