
Vacation rentals with a pool in Santorini Caldera
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Top-rated rentals with a pool in Santorini Caldera
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Aleria Luxury Cave Santorini - private heated pool
Aleria Luxury Cave (with a private heated pool) Aleria Luxury Cave features a Cycladic architecture and comes with a cave-style heated plunge pool, which leads into the cave house. The cave house consists of 3 bedrooms, 3 bathrooms, a comfortable dining area and a fully equipped kitchen. Free wi-fi is available. Aleria Cave also includes a washing machine, dishwasher, hair dryers, A/C and TV. *Cleaning service during the stay upon request at an extra charge* The pool is heated up to 26-28°C.
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Spectacular Private Mansion- Car Rental included *
Mansion Kyani is a secluded hillside villa in Santorini's prettiest village. It features three self-contained suites spread over two spacious floors, ensuring distinct private living areas for your group. Enjoy the sunny terrace with panoramic views, an expansive courtyard with a private pool, garden & many lounging spots. -A manual 5seater Car Rental (Cat.C) is included. *This does NOT apply for special offers and not guaranteed for last minute reservations (depends upon agent's availability).
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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
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Infinity Pool • Luxury Villa • Sea View
Enjoy breathtaking sunsets and panoramic views of the Caldera, volcano and Aegean Sea from your private pool and terrace. Located in Pyrgos, Vista Dall Alto combines privacy, comfort and easy access to every corner of Santorini. The villa features 2 comfortable bedrooms, 2 modern bathrooms, a fully equipped kitchen and spacious indoor and outdoor living areas. Enjoy complimentary breakfast delivery and daily housekeeping while relaxing by your private pool and enjoying sunset views.
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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.
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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, and the Ferry Port at approximately 23 km.
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Bluedome Cavehouse by Otium Villas Santorini
Luxury Cavehouse in Oia | Caldera Views | Heated Jacuzzi | Sleeps up to 6 Wake up to breathtaking caldera and Aegean Sea views from the private terrace of Bluedome Cavehouse, a spacious luxury cave villa in the heart of Oia, Santorini. Blending authentic Cycladic architecture with modern comfort and design, this beautifully renovated cavehouse offers an unforgettable retreat for couples, families, and small groups seeking romance, privacy, and panoramic sunsets.
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Ambeli Luxury Villa|Private Pool |HotTub&Breakfast
Ambeli Villa is situated in the region of Megalochori, with a total living space of 530sq.m. A newly anti-seismic constructed building covering all the official guidelines to maximize the security of our guests offers four gracious bedrooms and 4 bathrooms, which can accommodate up to 9 guests. The swimming pool and the outdoor heated Jacuzzi will offer you a sense of relaxation and wellness. "Homemade breakfast" and daily housekeeping are included at the price
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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.
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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.
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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.
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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.
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Popular amenities for Santorini Caldera rentals with a pool
House rentals with a pool

Latipi House
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AROMA CAVAS Suite with caldera view
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Santorini's Rising Sun Private Villa
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Villa Helena Santorini- Private Plunge Pool & BBQ
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Luxury Villa, Private Pool, Aegean Sea View
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M&D Stories Villa Santorini
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villa georgina
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Condo rentals with a pool

1 bedroom Garden apartment -1 level
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Family Maisonette Sea-Sunset Suite Outdoor Jacuzzi
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Akrotiri Santorini Two bedroom apartment & pool
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Junior Suite Hot Tub Garden View "Baxedes"
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Karpimo Suites, Samarina House
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Suite G 6
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CAVE SAND PRIVATE HOUSE WITH PRIVATE POOL
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Cave House in Karterados Beach
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Other vacation rentals with a pool

Star Infinity Suite with private heated Jacuzzi.
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Martynou View Villas
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Lioyerma Windmill Villa With Outdoor Hot Tub
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Lava Cave suite 1BR/Private Plunge Pool+Panoramic View
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Andromaches Villa with private pool
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Santorini Mayia Cave House with Private Cave Pool
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Luxury Villa with Private Pool & Great View
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Destinations to explore
- Luxury rentals Santorini Caldera
- Cave rentals Santorini Caldera
- Apartment rentals Santorini Caldera
- House rentals Santorini Caldera
- Pet-friendly rentals Santorini Caldera
- Hotel rooms Santorini Caldera
- Rentals with a hot tub Santorini Caldera
- Cycladic house rentals Santorini Caldera
- Villa rentals Santorini Caldera
- Family-friendly rentals Santorini Caldera
- Rentals with beach access Santorini Caldera
- Rentals with breakfast Santorini Caldera
- Rentals with pools Greece
- Schoinoussa
- Anafi
- Plaka beach
- Agios Georgios Beach
- Aghia Anna beach
- Golden Beach, Paros
- Nisí Síkinos
- Perívolos
- Mikri Vigla Beach
- Temple of Demeter
- Hawaii Beach
- Alyko Beach
- Temple of Apollon, Portara
- Amoudi Bay
- Ancient Thera
- Museum Of Prehistoric Thira
- Santo Wines
- Akrotiri
- Aghios Prokopios beach
- Santorini Wine Museum
- Venetsanos Winery





