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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.

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Superhost
An outdoor dining area is positioned under a shaded pergola, with a wooden table and white chairs arranged for evening meals. The pool reflects the colorful sunset, with scenic views of the caldera visible in the background.
Cycladic home in Oia
4.9 out of 5 average rating, 92 reviews

Villa Polaris Oia with Volcano view, Pool &Parking

My villa owns 180 degrees of super stunning view facing to the famous volcano on caldera, which is probably the most super view-villa in Oia. It’s a cycladic style house on the edge of the cliffside, first row, absolutely unobstructed. With direct road access to drive in, no cliff path stairs to go up n down. Swimming pool and parking are all private. On the other side of villa, there is another terrace. You can enjoy Oia sunset with different angles every evening without standing in a crowds!!!

Guest favourite
A private plunge pool is visible in the foreground, reflecting clear blue water. The stunning caldera view features vibrant blue dome churches in the distance, with the Aegean Sea stretching out toward a clear sky. Whitewashed buildings create a serene backdrop.
Cycladic home
4.97 out of 5 average rating, 298 reviews

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!

Top guest favourite
A heated mini pool is situated within a cave-style space, illuminated by soft light from surrounding fixtures. An archway frames a view of the sea, with calming turquoise water reflecting the gentle lighting, creating a relaxing environment.
Cycladic home
4.99 out of 5 average rating, 98 reviews

Revelis Canava

Revelis Canava is a beautiful cave style villa situated right in the center of Fira but still away from the crowed spots. In a spacious and cozy environment you will be able to relax and enjoy the island of Santorini. The terrace, with the lounge area and the heated mini pool, is the ideal spot to watch the spectacular view that the Caldera offers, fantastic sunset colors and relaxing scenery. The second bedroom which is a cave bed as well as the pool are ideal for children.

Top guest favourite
An outdoor dining area is featured under a wooden ceiling, with a large table surrounded by six white chairs. A fruit bowl and plates with snacks are set on the table, while a swimming pool and open landscape are visible in the background, enhancing the serene atmosphere.
Cycladic home
5 out of 5 average rating, 19 reviews

Paros, Argia House 2: Summer, Sea & Idleness

The house, with its bright serenity, offers generous outdoor spaces: terraces and garden, swimming pool with deck, a pergola with barbecue. There are 2 bedrooms, one located downstairs and the other upstairs. Each has its own private bathroom and shaded exterior area. Two parking spots are available in the front of the house. We provide basic amenities including fresh towels and sheets, bathroom supplies, hair dryer, full access to our washing machine and laundry detergent.

Top guest favourite
A private terrace features comfortable seating with plush cushions, small wooden table, and decorative bottles. The space provides a clear view of the deep blue ocean and surrounding caldera, complemented by the whitewashed buildings of Oia in the background and a bright blue sky.
Guest suite
4.99 out of 5 average rating, 214 reviews

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, and the Ferry Port at approximately 23 km.

Top guest favourite
A sun terrace is displayed featuring two rattan chairs positioned beside a small table. The view encompasses the sea and mountains, with a sunset casting warm tones across the horizon. A small private pool is visible in the foreground, reflecting the sunset colors.
Flat
5 out of 5 average rating, 57 reviews

Théa Sunset Suites (Sunset Pool Suite)

Experience the pinnacle of luxury and relaxation at the "Sunset Pool Suite" in Théa Sunset Suites. Nestled on a hillside in the peaceful area of Mytakas, this unique accommodation offers an indulgence of truly private moments. The suite features a private heated pool with integrated hydromassage jets, offering a soothing jacuzzi-style experience with air bubbles and water massage. This spacious, elegantly designed suite is the perfect romantic getaway!

Top guest favourite
A private terrace offers a view of the shimmering Aegean Sea, framed by the surrounding caldera cliffs. A plunge pool in inviting turquoise reflects the clear sky. Two elegant flutes stand beside a bowl of fresh fruit, inviting relaxation and enjoyment.
Cave
4.99 out of 5 average rating, 147 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.

Top guest favourite
An infinity-style pool extends to the horizon, offering sweeping views of the blue sea. The calm water reflects the sky, and a person enjoys a relaxed position in the pool, underscoring the serene ambiance of the surrounding landscape.
Villa
5 out of 5 average rating, 40 reviews

Oneiric III: Elegant Family Sunset Villa by etouri

Oneiric Villas is approved by the Greek Tourism Organisation & managed by "etouri vacation rental management". Settled into the hillside overlooking Rethymno town and its sweeping coastline, these three villas occupy a truly enviable position, offering uninterrupted panoramic sea views. Despite the tranquil setting, Oneiric Villas are ideally located just moments from the cultural heart of Rethymno and its historic old town.

Superhost
An upper balcony features a private hot tub alongside a jetted plunge pool, both overlooking a serene landscape. A panoramic view includes the sea and distant islands, with soft hues of twilight casting a tranquil ambiance.
Cave
4.95 out of 5 average rating, 113 reviews

Villa Cloud, Heated private pool, Caldera view

This exceptional villa is 75 Sq.m, originally built inside volcanic soil has now been reconstructed with a luxurious contemporary futuristic twist. This unique property with its innovative space and surreal construction is embodied with sound motion and visual essence. The villa comprises of a fully equipped kitchen and dining/lounge area which overlooks an intoxicating volcanic view, and peaceful mesmerising sea view.

Superhost
An infinity pool glistens in the sunlight, with a wooden pergola providing shade over a lounge area. The surrounding landscape is characterized by hills and a clear blue sky, enhancing the serene atmosphere of the villa.
Cycladic home
4.82 out of 5 average rating, 108 reviews

Bluewhite villa with heated private pool

Situated in the traditional village of Pyrgos Kallistis, the heart of Santorini island, my place offers a stunning panoramic view of sunrise and the Aegean Sea. The 130m² Villa features luxury, privacy, easy access and comfort in Cycladic style combined with modern design and decoration. Our new infinity pool is a must! Please note that the pool is functional only for the spring and summer season March 15- October 31st

Top guest favourite
An infinity plunge pool is framed by a large white arch, offering views of the caldera and Aegean Sea. Sun loungers are positioned nearby, inviting relaxation. The pool's clear turquoise water reflects the blue sky above, creating a serene atmosphere.
Cycladic home
4.99 out of 5 average rating, 183 reviews

Spilia suite - Ultimate private pool & patio

This exclusive suite features a completely private cave heated pool and secluded yard, ensuring full discretion and serenity. Ideal for guests who value privacy, it also offers a breathtaking, unobstructed view of the sea, caldera, and volcanoes, a truly unique Santorini experience. Daily breakfast is included and served in your suite. Daily cleaning service available.

Guest favourite
Two wooden lounge chairs are positioned beside a plunge pool, with a small table holding a wine glass and a bottle of wine. The view overlooks the Aegean Sea and distant volcanic islands, with soft pastel hues accenting the landscape.
Villa in Oia
4.9 out of 5 average rating, 10 reviews

Little Rock Villa-Oia. Entire Cave House Oia

Little Rock Villa is located right on the stunning Caldera overlooking the Aegean sea. This completely exclusive villa boasts 2 balconies overlooking the magical Mediterranean & offers a plunge pool on the cliff face, a private kitchen & a newly renovated bathroom. Ideal for a romantic escape, for family & friends. Consists of 1 queen size bed and 3 single beds.

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