
Holiday rentals with a pool in Aegean
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Top-rated rentals with a pool in Aegean
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Santorini Sky | Master Villa *JUST OPENED*
SPECIAL 2025 RATES. BOOK NOW! This is the most spectacular villa on the island! Seen in Vanity Fair, Conde Nast, Travel + Leisure and Architectural Digest. Gazing out from the highest point in Santorini, this remarkably spacious and stunningly designed Master Villa offers the utmost in privacy and luxury, unlike anything else. Includes concierge support and complimentary access to our Sky Lounge with breakfast pantry items and snacks throughout the day. Contact us today with any questions!

Eye of Naxos villa. Unique view-private pool.
Welcome to your dream escape! Our stunning villa offers the perfect mix of relaxation and luxury. Soak up the sun in your private pool, fire up the BBQ for unforgettable meals, and enjoy breathtaking views that stretch as far as the eye can see. Whether you’re lounging with a glass of wine, exploring the island, or simply unwinding in total privacy, this is the kind of place you’ll never want to leave. Perfect for couples, families, or friends looking for a peaceful getaway with a touch of magic

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.

The Blue Domes Cave House by Spitia Santorini
Experience the iconic beauty of Santorini at The Blue Domes Cave House, a truly enchanting and luxuriously appointed home perfectly situated in the heart of Oia. Directly facing the world-famous blue domes, offers an unrivalled vantage point for breathtaking caldera views and mesmerising sunsets from its private outdoor plunge pool. Ideal for a romantic escape or a small family, accommodating up to 5 guests, it embodies the magic of Santorini with its unique charm and prime location.

Chic Country Cottage For Two....
Asteri cottage is an open plan, bijou and beautifully designed one bedroom cottage. Perfect for couples and honeymooners. The boutique style interior opens up to large terraces for dining and relaxation. The ensuite shower room leads out from the calming bedroom to the private plunge pool, which is 2m by 4m in size. The pool can be heated with prior request. The cottage nestles between mature olive trees in an acre of beautiful Cretan countryside and is secluded from the main house.

Santorini blue, caldera views, private pool
Traditional Santorini cave house with famous blue dome churches, postcard perfect caldera views in the heart of Oia. next to main path.. Private plunge heated pool with panoramic views. Next to Island blue, Serenity &Eternity. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities Other villas : Island blue, Eternity,Serenity,Captains blue, Secret garden, Sailing &Sky blue Flexible on pandemic related cancellations!

BLUE ART CAVES - Starry Sky Cave with hot-tub
This elegant suite is perched on the cliffs of the caldera in Oia. It combines traditional Cycladic architecture with a minimal decorative style, making it the perfect choice for those who want to relax. The suite features a private indoor hot tub, offering full privacy along with stunning views of the caldera and volcano. Breakfast is included in the price. The room is equipped with air conditioning, free Wi-Fi, coffee and tea-making facilities, bath amenities, and a smart TV.

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.

Hector Cave House
Hector Cave House, carved into the unique caldera cliff for more than 250 years, was originally used as a wine cellar. Then it became a family owned complex of three different properties that opened its doors to share its unique character to travelers from around the world. 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

Akrorama Anemos - Private Pool & Caldera View
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.
Popular amenities for Aegean rentals with a pool
House rentals with a pool

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