Vacation rentals with outdoor seating in Aegean Sea

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Top-rated accommodations with outdoor seating in Aegean Sea

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Guest favourite

Cycladic homes in Milos

4.94 out of 5 average rating, 244 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. 19 – 26

$312 CAD per night

Guest favourite

Cycladic homes in Oia

4.95 out of 5 average rating, 291 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. 21 – 28

$618 CAD per night

Guest favourite

Apartment in Areti, Greece

4.99 out of 5 average rating, 155 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.

Feb. 24 – Mar. 3

$571 CAD per night

Guest favourite

Cycladic homes in Oia

4.97 out of 5 average rating, 257 reviews

Historic cave house, the old bakery by Cycladica

The old bakery of the village awaits just two minutes from Oia's central square, with a private entrance right on top of the stairs that lead to Armeni bay. Carved in the mountain with respect to the unique local architecture and in harmony with the sun-filled, wild volcanic beauty, the newly restored cave house recounts stories of tradition, heritage and style. The red pumice stones, antique marble floors and handcrafted wooden furniture, create the feeling of an authentic warm hospitality.

Jan. 20 – 27

$724 CAD per night

Guest favourite

Villa in Imerovigli, Santorini, Thira, Cyclades

4.98 out of 5 average rating, 105 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.

Jan. 7 – 14

$659 CAD per night

Guest favourite

Apartment in Naousa

4.93 out of 5 average rating, 317 reviews

Breathtaking sea&sunset view next to 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. 16 – 23

$167 CAD per night

Guest favourite

Cave in Thira, Greece

4.98 out of 5 average rating, 259 reviews

NK Cave House Villa

The NK Cave House Villa is a modern restoration of a 19th century cave house transformed into a luxury getaway. The one bedroom villa has been designed to offer relaxation and fulfillment, aiming to provide you with the need of returning back in the near future. Situated on the famous caldera, it is perfect for enjoying the spectacular volcanic views and the amazing Santorini sunsets. The villa is a peaceful and tranquil escape even though just a short walk to the center of Fira!

Aug. 7 – 14

$1,287 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. 19 – 26

$483 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.

Nov. 3 – 10

$552 CAD per night

Superhost

Home in Urla, Turkey

4.87 out of 5 average rating, 167 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. 10 – 17

$544 CAD per night

Guest favourite

Cave in Oia

4.92 out of 5 average rating, 241 reviews

Pano Meria Cave House One in Oia

A unique cave house built into the face of the cliff overlooking the majestic caldera. Private plunge pool and terrace where you can spend the entire day admiring the views. The epitome of slow living in Oia. Fits up to three people and we can add a fold up bed.

Nov. 8 – 15

$957 CAD per night

Guest favourite

Cave in Santorini, Greece

4.94 out of 5 average rating, 180 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

$623 CAD per night