Vacation rentals in Aegean Islands

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Top-rated vacation rentals in Aegean Islands

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Guest favorite

Cycladic home in Milos

4.94 out of 5 average rating, 243 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

G$63,011 GYD per night

Guest favorite

Cycladic home in Oia, Greece

4.95 out of 5 average rating, 290 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

Mar 8 – 15

G$153,409 GYD per night

Guest favorite

Apartment in Areti, Greece

4.99 out of 5 average rating, 152 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.

Apr 10 – 17

G$87,251 GYD per night

Guest favorite

Guest suite in Oía

4.98 out of 5 average rating, 148 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.

Apr 23 – 30

G$128,420 GYD per night

Guest favorite

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.

Jul 21 – 28

G$177,187 GYD per night

Guest favorite

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!

Dec 3 – 10

G$19,698 GYD per night

Guest favorite

Cave in Santorini

4.99 out of 5 average rating, 252 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

Oct 20 – 27

G$131,548 GYD per night

Guest favorite

Home in Firopotamos, Greece

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.

Mar 31 – Apr 7

G$134,878 GYD per night

Guest favorite

Cycladic home 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 16 – 23

G$73,828 GYD per night

Guest favorite

Cave in Thira, Greece

5.0 out of 5 average rating, 66 reviews

Cave Villa With Heated Plunge Pool & Caldera View

A traditional cave villa with modern touches that can accomodate up to four people with spacious veranda and breathtaking caldera views. Lathouri Cave Villa is perched on the famous caldera cliffside overlooking the Aegean sea and the two volcanic islands Palia and Nea Kameni. The traditional cycladic architecture along with the unique scenery makes it the perfect choice for those who want to enjoy a relaxing vacation in the lap of luxury.

Nov 2 – 9

G$87,386 GYD per night

Guest favorite

Cycladic home 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.

Jul 17 – 24

G$189,909 GYD per night

Guest favorite

Tiny home in Lakonia, Greece

4.98 out of 5 average rating, 83 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 12 – 19

G$32,169 GYD per night