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

4.94 out of 5 average rating, 246 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. 28 – May 5

$383 CAD per night

Guest favourite

Cycladic homes in Oia

4.95 out of 5 average rating, 292 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

Jan. 28 – Feb. 4

$621 CAD per night

Guest favourite

Cycladic homes in Oía

4.95 out of 5 average rating, 194 reviews

Helianthus Honeymoon House

Our Honeymoon House with Caldera View offers the perfect romantic escape in Santorini, with the graceful addition of a heated outdoor Jacuzzi (will be closed between 1/11-15/3) providing the ultimate sense of relaxation overlooking the majestic caldera and the infinite Aegean blue. In an ample space of 40m2 divided into two levels, it provides everything a couple may desire. It has been built in perfect alignment with the distinct Cycladic architecture and boasts unparalleled, absolute privacy

Mar. 31 – Apr. 7

$968 CAD per night

Guest favourite

Apartment in Areti, Greece

4.99 out of 5 average rating, 162 reviews

Echoes Exclusive Suite

Milos Echoes is a triumph of Greek architectural design and hospitality floating above the Aegean Sea. This intimate complex of six suites honors the Greek tradition of simplicity and is oriented only for adults. Echoes Suites' stunning location is perfect for sunset lovers. As the sun starts to slowly sink into the Aegean Sea our guests settle into comfortable private terraces that blend into the landscape and enjoy the enchanting spectacle. The universal Greek word “echo” is our inspiration.

Oct. 11 – 18

$398 CAD per night

Guest favourite

Guest suite in Oía

4.98 out of 5 average rating, 150 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. 28 – Apr. 4

$742 CAD per night

Guest favourite

Apartment in Naousa

4.95 out of 5 average rating, 324 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!

Nov. 9 – 16

$168 CAD per night

Guest favourite

Cave in Santorini

4.99 out of 5 average rating, 253 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. 19 – 26

$1,042 CAD per night

Guest favourite

Home in Firopotamos

5.0 out of 5 average rating, 13 reviews

Thavma Milos

Preserving the authenticity of the traditional values of Firopotamos fishing village, what once was a fisherman’s boat shed has now, internally become a two-level luxurious 70sqm holiday home with a breathtaking view. Offering accommodation to 2 guests with a fully-equipped kitchen, bathroom, towels and bed-linen. The uniqueness of this traditional house is the private dock allowing guests to experience the magnificence of the sea just by stepping out of the home.

Feb. 14 – 21

$897 CAD per night

Guest favourite

Tiny homes in Lakonia

4.98 out of 5 average rating, 85 reviews

Almi Guesthouse: a tiny gem, literally on the sea

Welcome to Almi Guesthouse, a tiny jem, literally on the sea. The guesthouse consists of a single open space with a traditional dome ceiling and a bathroom, a total of 18sqm. Outside there is a paved little yard which leads to the edge of the rocks. The building was reconstructed in 2019 and it is located on the underside of the road that connects the Bridge with the gates of the Castle, near Kourkoula, a natural pool.

Oct. 13 – 20

$214 CAD per night

Guest favourite

Earth homes in Mikonos, Greece

4.96 out of 5 average rating, 117 reviews

Villa Kele - Mykonos AG Villas

The seductive,brand new house is a luxurious heaven for tranquil repose, The Myconian's architecture house consists of 2 bedrooms with double beds, 2.5 bathrooms, living room with 1 sofa-bed, satellite TV, free WI FI Internet - dining room, fully equipped kitchen, terrace with wooden table, outdoor jacuzzi , garden and private parking area.

Apr. 28 – May 5

$385 CAD per night

Superhost

Home in Urla, Turkey

4.87 out of 5 average rating, 168 reviews

Urla Seaside House

Peaceful and solitary seaside house a few meters from the Aegean Sea. 75 square meters indoor, 70 square meters patio, 1000 square meters of garden. Ideal for a couple or a family of three-four. There is no door between living room and bedroom. 20 minutes drive to Urla, 30 minutes drive to Çesme/Alaçatı and 40 minutes drive to Izmir.

Feb. 1 – 8

$250 CAD per night

Guest favourite

Cave in Santorini, Greece

4.94 out of 5 average rating, 182 reviews

Lava Cave suite 1BR/Private Plunge Pool+Panoramic View

Live the myth by staying in a cave that used to be a sailor's domicile back in 1875. Today after a full restoration, it has been turned into a jewel, keeping its traditional cave-curved Aegean island style with its pearl white walls.

Nov. 23 – 30

$627 CAD per night