Vacation rentals in Southern Aegean

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Top-rated vacation rentals in Southern Aegean

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite
Cycladic home in Oia
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
Dec 20 – 27
$381 per night
4.95 out of 5 average rating, 285 reviews
Guest favorite
Cycladic home in Oía
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
Jan 31 – Feb 7
$620 per night
4.96 out of 5 average rating, 185 reviews
Guest favorite
Cycladic home in Milos
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 28 – Nov 4
$269 per night
4.94 out of 5 average rating, 239 reviews

Popular amenities for Southern Aegean vacation rentals

Other great vacation rentals in Southern Aegean

Guest favorite
Cave in Oia
Pano Meria Cave House One in Oia
Sep 18 – 25
$617 per night
4.92 out of 5 average rating, 239 reviews
Guest favorite
Villa in Imerovigli
ENTIRE PRIVATE ANTRUM VILLA with Sunset View+Pool
Oct 7 – 14
$620 per night
4.99 out of 5 average rating, 170 reviews
Superhost
Villa in Οία
SEACREST VILLA-VOLCANO VIEW
Oct 24 – 31
$522 per night
4.89 out of 5 average rating, 411 reviews
Guest favorite
Cycladic home in Oia
By the Mill, Caldera, Oia
Oct 16 – 23
$862 per night
4.99 out of 5 average rating, 144 reviews
Guest favorite
Cycladic home in Milos Island
AQUA HOUSE INTO THE SEA 3
Jan 21 – 28
$98 per night
5.0 out of 5 average rating, 42 reviews
Superhost
Dome in Oía
Lilly Cave House
Sep 24 – Oct 1
$505 per night
5.0 out of 5 average rating, 10 reviews
Guest favorite
Home in Firopotamos
Thavma Milos
Oct 20 – 27
$379 per night
5.0 out of 5 average rating, 13 reviews
Guest favorite
Home in Oia
Amazing View Villa Oia with Jacuzzi in Caldera
Nov 22 – 29
$620 per night
5.0 out of 5 average rating, 66 reviews
Guest favorite
Home in Oía
Villa Oasis Oia with Caldera View
Aug 13 – 20
$762 per night
5.0 out of 5 average rating, 34 reviews
Guest favorite
Cottage in Pyrgos Kallistis
Santorini Sky | Master Villa *JUST OPENED*
Dec 1 – 8
$626 per night
4.97 out of 5 average rating, 68 reviews
Guest favorite
Cave in Thira
Villa Cloud, heated plunge pool, caldera view, hot tub
Feb 12 – 19
$594 per night
4.97 out of 5 average rating, 79 reviews
Guest favorite
Cave in Oia
Lioyerma Cave Villa2 with Private Hot Tub
Oct 27 – Nov 3
$296 per night
4.98 out of 5 average rating, 52 reviews

Destinations to explore

  1. Airbnb
  2. Greece
  3. Southern Aegean