Holiday rentals with outdoor seating in Southern Aegean

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Top-rated rentals with outdoor seating in Southern Aegean

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Guest favourite

Cycladic home 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!

19–26 Apr

$292 SGD per night

Guest favourite

Cycladic home 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

21–28 Jan

$584 SGD per night

Guest favourite

Serviced apartment in Areti

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.

24 Feb – 3 Mar

$568 SGD per night

Guest favourite

Cycladic home 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.

20–27 Jan

$714 SGD per night

Guest favourite

Cycladic home in Thira

4.97 out of 5 average rating, 160 reviews

Sol

I-Sol is an isolated house in the center of the traditional village of Akrotiri! It has a two level outdoor! At the first level where is the entrance of the house you can relax on the dinning couch watching the caldera view! At the second level you will enjoy the sun and a 270 degrees view including the volcano relaxing at many choices such us the jacuzzi or the big sun beds or a couch or Acapulco style lounge chairs. Inside the house is a fully equipped kitchen , bathroom and two bedrooms!

25 Mar – 1 Apr

$180 SGD per night

Guest favourite

Flat 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!

16–23 Nov

$160 SGD per night

Guest favourite

Cave in Thira

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!

7–14 Aug

$1,281 SGD per night

Guest favourite

Serviced apartment in Oia

4.92 out of 5 average rating, 182 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 .

31 Jan – 7 Feb

$567 SGD per night

Guest favourite

Cycladic home in Oía

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.

19–26 Mar

$481 SGD per night

Guest favourite

Cycladic home 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.

3–10 Nov

$542 SGD 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.

8–15 Nov

$943 SGD per night

Guest favourite

Cave in Santorini

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.

23–30 Nov

$620 SGD per night