
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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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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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.
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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.
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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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Home of Lilies
A stylishly designed private villa in harmony with traditional architecture invites you to enjoy your holiday in one of the most beautiful islands in the word. The Home of Lilies is recently built and decorated to high standards. Set in a peaceful rural landscape of vineyards, in an extremely conveniently situated area on the edge of busy Fira's center and 1,7 km from the quiet but organized beach of Exo Gialos. It is an ideal base to explore the island within a short car trip.
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Saints Apostles Luxury Villa with private pool
Saints Apostles is a villa divided in two apartments (This listing is for the first floor apartment and the ground floor listing is called "Saints Apostles ") It is located 1,6 klm from Fira town (20 minutes by walking or 2 minutes by car). Is fully luxury furnished , with unlimited sea view to the east side of the island (on the beach side) and the sunrise. Each apartment is private with 2 bedrooms, a kitchen and a living rooms and its own seasonal swimming pool and outside area.
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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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Mirabo Cave Studio
Enjoy the experience of unforgettable holidays in Santorini! Cave Studio is like a traditional Santorinian cave room with modern touches. A room curved in the caldera rock that could be the ideal value choice for a caldera accommodation in the most representative Santorinian type of room. Cave Studio is an open- plan room with a double bed and an attractive bathroom. Access to shared terrace with plunge pool (Shared Plunge Pool up to 2 guests) (Plunge Pool is Not Heated)
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Star Infinity Suite with private heated Jacuzzi.
Star Santorini Infinity Suites is brand new complex of 3 suites each one with private heated jacuzzi and one shared swimming pool. An exclusive location provides a marvelous seashore&mountain landscape. This Suite is with two bedrooms (one bedroom is loft style bedroom). Two bathrooms,one living area with kitchenette,two balconies,one private jacuzzi and one shared swimming pool. Breakfast (Greek natural products) is provided with extra cost of 15 euro per person per day.
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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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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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Mystagoge Retreat with pool,jacuzzi,cellar,hammam
Mystagoge Retreat is a unique traditional house, which can accommodate up to four people. A private heated indoor cave pool with jacuzzi, a hammam and a wine cellar 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 and a dining area.
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Popular amenities for Santorini Caldera rentals with a pool
House rentals with a pool

Latipi House
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STILVI SUITE
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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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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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CAVE SAND PRIVATE HOUSE WITH PRIVATE POOL
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Cave House in Karterados Beach
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Traditional cave house
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Other vacation rentals with a pool

By the Mill, Caldera, Oia
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Martynou View Villas
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Nicoletta Ammoudi Suite A
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Aleria Luxury Cave Santorini - private heated pool
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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
- Apartment rentals Santorini Caldera
- Luxury rentals Santorini Caldera
- Cave rentals Santorini Caldera
- House rentals Santorini Caldera
- Villa rentals Santorini Caldera
- Pet-friendly rentals Santorini Caldera
- Hotel rooms Santorini Caldera
- Rentals with a hot tub Santorini Caldera
- Family-friendly rentals Santorini Caldera
- Cycladic house rentals Santorini Caldera
- Rentals with breakfast Santorini Caldera
- Rentals with beach access Santorini Caldera
- Rentals with pools Greece
- Schoinoussa
- Anafi
- Agios Georgios Beach
- Aghia Anna beach
- Plaka beach
- Golden Beach, Paros
- Nisí Síkinos
- Perívolos
- Mikri Vigla Beach
- Temple of Demeter
- Hawaii Beach
- Alyko Beach
- Amoudi Bay
- Temple of Apollon, Portara
- Ancient Thera
- Museum Of Prehistoric Thira
- Santo Wines
- Akrotiri
- Three Bells Of Fira
- Aghios Prokopios beach
- Venetsanos Winery
- Santorini Wine Museum





