Beachfront vacation rentals in Aegean Islands

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Top-rated beachfront 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!

Oct. 7 – 14

$434 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

Apr. 9 – 16

$968 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.

Nov. 6 – 13

$603 CAD per night

Guest favourite

Apartment in Oía

4.98 out of 5 average rating, 156 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.

Nov. 11 – 18

$616 CAD per night

Guest favourite

Apartment in Oia

4.92 out of 5 average rating, 183 reviews

Oia Lucky Ruby Residence

Our Ruby Residence offers the perfect romantic getaway in Santorini, with its panoramic views and total privacy, providing the ultimate sense of relaxation overlooking the majestic caldera , world known sunset of Oia and the infinite Aegean blue. In a cozy interior space of 40m2 with a 50m2 private veranda it provides everything a couple may desire. It has been built in perfect alignment with the distinct Cycladic architecture and boasts unparalleled, absolute privacy .

Dec. 20 – 27

$174 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. 15 – 22

$1,042 CAD per night

Guest favourite

Cycladic homes in Oia

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.

Oct. 21 – 28

$726 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.

Sep. 17 – 24

$500 CAD per night

Guest favourite

Cycladic homes in Paros

4.97 out of 5 average rating, 106 reviews

Magaya Beach House

Situated in a private estate this newly renovated Cycladic house is only a few steps away from the beach. It can sleep up to 5 persons and is fully equipped to provide a relaxing holiday escape. Within walking distance from main town. (AMA00000215672)

Apr. 16 – 23

$178 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

Guest favourite

Apartment in Mykonos

4.93 out of 5 average rating, 102 reviews

Garden house of mykonos with amazing view

Loveliest view 360" we are located 7 min stair-walk from the center of the town with private big balcony that gives you space to stay out and enjoy our beautiful sea view and garden. Wifi cycladic arcitecture fireplace Parking

Mar. 22 – 29

$175 CAD per night