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Holiday rentals with a pool in Santorini

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Top-rated rentals with a pool in Santorini

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Top guest favourite
A heated plunge pool is featured within a uniquely shaped archway, with clear blue water reflecting the sun. A stunning view over the ocean and distant islands is visible through the opening. Decorative cushions and a small table with refreshments enhance the inviting atmosphere.
Villa
4.99 out of 5 average rating, 157 reviews

Ventus Paradiso Villa, Outdoor Heated Plunge Pool

Our cave villa comes with sentimental value as it belonged to our grandmother. Dated back to 1920's brings a great heritage. The villa was totally renovated in 2015, transforming a traditional cave into a luxury residence following faithfully the unique cycladic architecture with exceptional modern esthetics. The villa consists of two bedrooms with ensuite bathrooms, a dining area and a small kitchenette. It features a heated plunge pool and an upper terrace with panoramic view over Caldera.

Top guest favourite
A private plunge pool reflects the clear blue sky, surrounded by palm trees and cacti. A shaded seating area is visible beside the pool, adorned with cushions. The whitewashed architecture of the building creates a tranquil setting complemented by vibrant greenery.
Cave
4.97 out of 5 average rating, 341 reviews

Raki Cave - stunning cave with private pool

Raki Cave offers an unrivalled combination of traditional Santorinian architecture and an enviable central location in Fira to adults over 18. All the conveniences and attractions the capital has to offer are within easy walking distance, fine dining, eclectic nightlife and the famous caldera views. Easy access to the popular day time destinations on the island is possible from the main bus station in Fira. Check-in 16:00-22:00, neither check-in after 22:00 nor self check-in possible.

Top guest favourite
An aerial view showcases a private swimming pool with a unique shape, surrounded by lush palm trees. A sunshade offers a resting area beside the pool, which sparkles under the clear blue sky, enhancing the tranquil environment of the outdoor space.
Cycladic home
4.97 out of 5 average rating, 104 reviews

Casa Luz, Cycladic house

Casa Luz is located in Santorini, in the traditional village of Episkopi Gonia, near Pyrgos area. This newly built Cycladic home blends harmoniously with its surroundings, offering expansive views of the Aegean Sea. Sensitively designed and luxuriously appointed, the residence creates a serene atmosphere and provides a refined holiday retreat for those seeking privacy and relaxation. It is 4km from Santorini Airport and 6km from Fira Town, while the black beach of Kamari is 2.5km away.

Top guest favourite
An inviting swimming pool is surrounded by a smooth white patio, featuring a unique, modern design that integrates geometric shapes and soft landscaping. Clear turquoise water sparkles in the sunlight, creating a serene atmosphere for relaxation. Sun loungers are positioned nearby for comfort.
Cycladic home
5 out of 5 average rating, 128 reviews

Bliss Mansion with Swimming Pool & Sunset view

Newly constructed for your every need, The Bliss Mansion in Pyrgos located in the heart of an historically preserved traditional neighborhood, perched high overlooking Santorini's dramatic landscape and world famous Santorini sunset. This property is secluded from the tourist crowds, yet a few minutes from the most popular Santorini beaches, historical sites, restaurants and bars. The Bliss Mansion can host up to 8 guests, offers a big swimming pool and a luxurious in cave hot tub.

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, 295 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 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 private outdoor veranda features two wooden lounge chairs positioned beside an outdoor plunge pool. Scenic views of the caldera and distant islands are visible, with the serene blue waters stretching towards the horizon.
Cave
4.99 out of 5 average rating, 314 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

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 pool gently merges with the shimmering caldera below, framed by an elegant archway. The water reflects a tranquil blue, inviting relaxation while offering sweeping views of the volcanic landscape that surrounds.
Cycladic home
5 out of 5 average rating, 216 reviews

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.

Top guest favourite
A terrace features a plunge pool surrounded by tiled surfaces. A suspended chair adds a relaxing touch, with potted flowers bringing a hint of color. The view includes clear blue skies and a glimpse of distant buildings, enhancing the outdoor ambiance.
Home
4.96 out of 5 average rating, 193 reviews

Villa Helena Santorini- Private Plunge Pool & BBQ

Villa Helena is located in a quiet neighborhood away from the vast tourist crowds in the middle of the island at the picturesque settlement of Mesaria. The house is very close to the airport and Fira, the capital. The Villa provides two bedrooms and a cozy loft. There is also a big living room, a fully equipped kitchen, two main bathrooms, a backyard with BBQ, and a beautiful terrace with the plunge pool (not heated).

Top guest favourite
Cycladic home
4.99 out of 5 average rating, 195 reviews

By the Mill, Caldera, Oia

100 sq meters of traditional cave house - 3 bedrooms and 3 bathrooms, spread over 3 levels of 100 square meters of private terraces and private plunge pool. At Oia's heart - incredible volcano, caldera & sunset views all year round. Easy access, and remarkable privacy, as well as daily housekeeping and plunge pool maintenance.... By the Mill is your dream Santorini home!

Top guest favourite
A serene outdoor space is highlighted, featuring sun loungers positioned by a swimming pool. The horizon glows with hues of orange and yellow as the sun sets, while a hanging chair gently sways nearby. Natural stone elements frame the view, adding texture to the scene.
Flat
4.98 out of 5 average rating, 206 reviews

Saints Apostles Villa with private pool

Saints Apostles is located in a quite area 1,5 klm from Fira town (20 minutes by walking or 2 minutes by car). Is fully luxury furnished , unlimited sea view to the east side of the island (on the beach side) and to the sunrise. The house is divided in 2 villa apartments with each apartment been private with its one swimming pool and all the amenities we describe.

Popular amenities for Santorini rentals with a pool

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