Vacation rentals with outdoor seating in Aegean Islands

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Top-rated accommodations with outdoor seating 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

Apartment in Areti

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.

Jan. 5 – 12

$574 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 Thira

4.98 out of 5 average rating, 260 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!

Jan. 31 – Feb. 7

$515 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

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

Guest favourite

Cycladic homes in Naxos

4.99 out of 5 average rating, 107 reviews

Amathos

Amathos is an apartment in the heart Naxos town. It is super central, inside the old castle and just two minutes from the port of Naxos. It is suitable for up to two people. It is located in the first floor, inside the white alleys of Naxos town. It has a queen double bed, a bathroom and a balcony outside. We can't wait to meet you and show you the greek hospitality!

Feb. 3 – 10

$99 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, Greece

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