
Holiday rentals with a pool in South Aegean
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Top-rated rentals with a pool in South Aegean
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

D'Angelo Sunset Penthouse by the windmills
D’Angelo Sunset Penthouse by the windmills is a newly renovated private penthouse located in the heart of Mykonos. The Penthouse's breath-taking panoramic view of the Aegean Sea and Mykonos Town is only one of the reasons which make D’Angelo Sunset the perfect choice for your holidays. Both the interior and exterior areas will host unforgettable moments during your stay in Mykonos. A short walk (50 m) to the famous Windmills, Little Venice and the historical centre as well as the Fabrika square

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

Santorini Sky | Panoramic Villa | #1 in Santorini
SPECIAL 2026 RATES. BOOK NOW! As seen in Vanity Fair, Conde Nast Traveller and Architectural Digest, this amazing villa will take your breath away. With panoramic windows in every room, a large private terrace with infinity pool, and a separate heated jacuzzi, you can enjoy incredible sea views from sunrise to spectacular sunset. This is paradise! Includes complimentary access to our Sky Lounge, with breakfast pantry items and snacks throughout the day. Contact us today with any questions!

Suite with 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. Right out of a post card between the two iconic blue domes of Oia. This suite has a private terrace with astonishing panoramic view to the caldera and the blue domes. Santorini International Airport is about 17 km from Oia Spirit Boutique Residences, and the Ferry Port at approximately 23 km.

Eye of Naxos sky. Unique view and privacy.
Modern Cycladic Designed and Comfortable House with incredible light and spectacular views located in a privileged environment with one bedroom and big terrace! The house is located 2km from Naxos town on the hill, overlooking Naxos Bay with a breathtaking view. This cozy house offers you everything for your holidays! The house is built on a huge rock and you have garden, a very big terrace with barbeque, pergolas, built sofas, and your own mini pool! Recommended from Conde Nast traveller!

Andromaches Villa with private pool
Μια πανέμορφη βίλα με παραδοσιακή και μοντέρνα αρχιτεκτονική, στο κέντρο του παραδοσιακού χωριού Πύργος Καλλιστής, με απόλυτη ιδιωτικότητα και ιδιωτικό χώρο στάθμευσης ακριβώς έξω από την βίλα. Μόλις 250μ από την κεντρική πλατεία του χωριού Πύργος, 5χλμ από τα Φηρά, 7χλμ από το διεθνές αεροδρόμιο της Σαντορίνης αεροδρόμιο και 5χλμ. από το λιμάνι. Ευρύχωρο υπνοδωμάτιο, καθιστικό, μπάνιο με ντους, wc, king size κρεβάτι, ιδιωτική βεράντα με καθιστικό και ιδιωτική πισίνα, με θέα στη θάλασσα.

Valeria's House
Traditional Cycladic cave - villa made of wood and stone. Panoramic view of Adamas and the port. Large openings allow light to pass unhindered into the space and act as a tableau vivant on the theme of the natural environment. At 40 sq.m. of the interior are included: bedroom, fully equipped kitchen, living room and bathroom. The outdoor area has a swimming pool. Complete privacy, peace and quiet. Central location, 4 minutes from the port and 7 from the airport.

Arismari Villas Orkos Naxos
Villa Arismari is located on a serene hillside, surrounded by natural boulders, overlooking the beautiful coast of Orkos. We have a breathtaking panoramic view of the Aegean Sea and our neighboring island of Paros. We are situated between the main beach and smaller bays of Orkos. While enjoying the view that Villa Arismari offers prepare to take your most incredible selfies . Villa Arismari is a beautifully designed villa of Cycladic minimal architecture.

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.

Ambeli Sunset/private heated pool & breakfast
Ambeli Sunset Villa's unique allocation provides the famous sunset view of the caldera avoiding the overcrowding of the well-known cities of Santorini. A newly anti-seismic constructed building covering all the official guidelines to maximize the security of our guests. Depending on the chosen room type that fits you, guests will experience the use of the heated pool or the hot tub in maximum privacy as no facilities are public.

Anemos suite -Private infinity pool & patio
Anemos suite is located in Akrotiri overlooking the caldera and the volcanic islands . It is a suite with Private, Infinity heated Cave style plunge pool with Jet system and private patio. There is a king size bed that can accommodate two person. Daily breakfast is included and served in your suite . There is a cleaning service included. Inform us about your arrival details in advance , we can arrange a taxi/transfer for you.

Mystagoge Retreat with subterranean pool/jacuzzi
Mystagoge Retreat is a unique traditional house, which can accommodate up to two people. A private heated indoor cave pool with jacuzzi will be waiting for you to offer a mystic experience. A light breakfast basket with rusks, jam, honey, tea coffee, milk and butter. Amenities included are WI-FI, air-conditioning, in all areas of house, free parking, sun filled traditional yard with sunbeds, dining area and shared BBQ.
Popular amenities for South Aegean rentals with a pool
House rentals with a pool

White Villa Milos

STILVI SUITE

Colors in Naousa

Villa Blue Pearl, with private pool and sea view

Old Nest House

Villa Helena Santorini- Private Plunge Pool & BBQ

Pomegranates Residence, Pera Meria

Lunar House ll
Apartment rentals with a pool

Luxury Beach Suite Kastraki Jacuzzi & Roof Terrace

Xenodiki, AmphiMatrion Luxury apt with Seaview

Luxury Apt. w/ Private Pool only 100m from Beach !

Sunset Suite

Hacienda tradition & relaxation

Family Maisonette Sea-Sunset Suite Outdoor Jacuzzi

Junior Suite Hot Tub Garden View "Baxedes"

Dream view
Home rentals with a private pool

Villa Niolos I, Elegant Villa with Souda Bay Views

Traditional Villa with Private Heated Pool and BBQ

Eolia Senior Villa

Hector Villa in Plaka

Levantes Luxury Home - Nature Inspired, Pool & BBQ

Rooftop Private Pool & Sea Views Near Town & Beach

Lily's Cottage, sea view villa with private pool!

16-Stylish Studio/ 30-90 days Dig. Nomads Retreat
Destinations to explore
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- Rentals with pools Greece
- Agios Georgios Beach
- Aghia Anna beach
- Tinos Port
- Amoudi Bay
- Kimolos
- Plaka beach
- Temple of Demeter
- Mikri Vigla Beach
- Santa Maria
- Ornos Beach
- Schoinoussa
- Golden Beach, Paros
- Kolympethres Beach
- Alyko Beach
- Pollonia Beach
- Mykonos Town Hall
- Panagia Ekatontapyliani
- Museum Of Prehistoric Thira
- Papafragas Cave
- Three Bells Of Fira
- Sarakíniko
- Temple of Apollon, Portara
- Μουσείο Μαρμαροτεχνίας
- Apollonas Kouros
- Things to do South Aegean
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- Things to do Greece
- Tours Greece
- Food and drink Greece
- Sports activities Greece
- Sightseeing Greece
- Nature and outdoors Greece
- Entertainment Greece
- Art and culture Greece




