Vacation rentals in Aegean Islands

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Top-rated vacation rentals in Aegean Islands

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Guest favourite

Cycladic homes in Milos Island, Greece

5.0 out of 5 average rating, 46 reviews

AQUA HOUSE INTO THE SEA 3

A small beach house of 30 s.m. for 4 pax, 1 bedroom with 1 double bed, 1 living room with 2 sofa beds and a fully equipped kitchen. It is decorated with boho and cozy design combined with Cycladic culture. It has access to 2 large verandas of 30 m2 for unlimited relaxation and an incredible view. It is situated on a small bay, with similar moon white rocks as Sarakiniko that form a secluded cove in front of the house, together with Aqua house 1 & 2. A welcome basket with local products offered.

Dec. 13 – 20

$152 CAD per night

Guest favourite

Cycladic homes in Milos

4.94 out of 5 average rating, 243 reviews

The Cove | Beach House (Upper)

Escape to serenity with the soothing sounds of waves and the elegant ballet of boats, a legacy crafted by our family's mariner ancestors in the late 19th century. Nestled less than 10 steps from the water, the house rests in perfect harmony with nature and provides an ideal spot to unwind and relax. Eco-friendly and freshly renovated in 2022. What sets us apart is our commitment to annual maintenance, ensuring a perpetually refreshed haven. Explore the timeless allure of coastal living with us!

Apr. 9 – 16

$284 CAD per night

Guest favourite

Cycladic homes in Oia, Greece

4.95 out of 5 average rating, 290 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

Mar. 6 – 13

$1,038 CAD per night

Guest favourite

Home in Oia, Greece

4.95 out of 5 average rating, 276 reviews

GeorgOIA HOUSE-VOLCANO VIEW

My place is close to public transport and the city center. My place is good for couples, solo adventurers, business travelers, and families (with kids). This House has 2 bedrooms with double beds ,a third bedroom with 2 single beds ,2 private shower rooms , a fully equipped kitchen ,a living room with a sofa bed and a big private veranda with perfect view to the sea ,the caldera ,the volcano and the traditional village of OIA. There is also a big Jacuzzi faces the Volcano and caldera cliff .

Feb. 7 – 14

$950 CAD per night

Guest favourite

Guest suite in Oía, Greece

4.98 out of 5 average rating, 148 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.

Mar. 27 – Apr. 3

$737 CAD per night

Guest favourite

Apartment in Oía

4.98 out of 5 average rating, 155 reviews

BLUE ART CAVES - Stellar Sun

This elegant and fully renovated suite on 2021, is perched on the cliffs of the caldera in Oia. Combines the traditional cycladic architecture with minimal decorative style makes them the perfect choice for those who wants to relax. The suite has a private indoor/outdoor hottub with caldera and volcano views. Breakfast included in the price and delivered at the accommodation. The room has air condition , free wifi, coffee and tea making facilities, bath amenities and satellite TV.

Jul. 21 – 28

$1,158 CAD per night

Guest favourite

Apartment in Naousa

4.95 out of 5 average rating, 321 reviews

Amazing sea&sunset view next to the beach & center

Open the sea-blue shutters and let in the cooling breeze, then whip up a snack at the urban concrete kitchen countertop at a breezy waterfront retreat. Step onto the spacious, leafy veranda for leisurely sunset drinks with unobstructed ocean views! The apartment is situated next to a sandy beach for a morning swim and a 2-minute walk from the center of Naousa and its main square. Shops, restaurants, bars, and clubs are within walking distance, yet the area is very quiet and calm!

Dec. 3 – 10

$134 CAD per night

Guest favourite

Cave in Santorini

4.99 out of 5 average rating, 252 reviews

Hector Luxury Cave

Hector Luxury Cave, carved into the unique caldera cliff for more than 250 years was totally renovated during 2016. It is located in the center of the old part of Oia village with breath-taking views over the Caldera cliffs The Hector Luxury Cave is one of the three family owned Cave listings in Oia Village! The three different listings one on top of the other: The Hector Cave House The Hector Luxury Cave The Hector Caldera Nest ΕΣΛ/Licence number: 1167K91000977901

Apr. 21 – 28

$1,034 CAD per night

Guest favourite

Cycladic homes in Oía, Greece

4.95 out of 5 average rating, 199 reviews

Bluedome Suite by Otium Villas & Suites

This is a newly renovated cavehouse that dates back to the 1890's. Situated in one of the most famous neighbourhood's in Oia "Monastiraki" next to the famous St Spyridon Bluedomes. It has been renovated keeping traditional cycladic cavehouse architecture at the forefront of the design while utilising modern building materials. This suite is ideal for couples and families. Its' minimal designed spaces inspire relaxation and comfort for the modern traveller.

Mar. 4 – 11

$483 CAD per night

Guest favourite

Cave in Thira, Greece

5.0 out of 5 average rating, 66 reviews

Cave Villa With Heated Plunge Pool & Caldera View

A traditional cave villa with modern touches that can accomodate up to four people with spacious veranda and breathtaking caldera views. Lathouri Cave Villa is perched on the famous caldera cliffside overlooking the Aegean sea and the two volcanic islands Palia and Nea Kameni. The traditional cycladic architecture along with the unique scenery makes it the perfect choice for those who want to enjoy a relaxing vacation in the lap of luxury.

Nov. 2 – 9

$571 CAD per night

Guest favourite

Cycladic homes in Oia, Greece

4.92 out of 5 average rating, 133 reviews

3 Caves suite with Hot-Tub and Caldera View in Oia

Discover tranquility in the heart of Oia at 3 Caves Villa. This luxurious suite seamlessly blends traditional cave-home charm with modern comforts. With a private terrace boasting a bubbling hot tub and panoramic views of the sea, volcano, and caldera, relaxation is inevitable. Explore Oia's treasures within easy reach, then retreat to your cozy bedroom and sleek bathroom for a restful night. Welcome to your unforgettable Santorini escape.

Jul. 17 – 24

$1,256 CAD per night

Guest favourite

Cycladic homes in Andros

5.0 out of 5 average rating, 22 reviews

Pavilion beach front

Πέτρινη σουίτα 10 μόλις μέτρα από την παραλία . Πολύ μεγάλα παράθυρα για να απολαμβάνετε την ωραία θέα , εξωτερική πέργκολα με καθιστικό. Πλήρη επιπλωμένη κουζίνα και άνετο μπάνιo/ντουζιέρα. Καθώς ανεβαίνετε τα ξύλινα σκαλοπάτια φτάνετε στο υπνοδωμάτιο όπου από το οποίο μπορείτε να απολαύσετε τη θέα της θάλασσας. Η έντονη παρουσία του ξύλου σε συνδυασμό με το χτιστό κρεβάτι και τον καναπέ σε ταξιδεύει στα αρχοντικά σπίτια των Κυκλάδων.

Nov. 10 – 17

$139 CAD per night