
Holiday rentals with a pool in Santorini Caldera
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Top-rated rentals with a pool in Santorini Caldera
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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).
LocationFamilyParking
4.99 out of 5 average rating, 151 reviews
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.
FamilyLocationKitchen
4.9 out of 5 average rating, 105 reviews
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
ValueLocationGetting around
4.95 out of 5 average rating, 415 reviews
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.
FamilyLocationCondition
4.96 out of 5 average rating, 206 reviews
Martynou View Villas
Martynou View villas is a private property,located in Santorini Pyrgos village. Just a few steps away from restaurants cafe and more shops.Only 10 minutes driving distance from central Fira and from the best beaches of the island. This is an ideal choice for couples. The property offers a spacious living room with kitchen, bathroom,double bed,air condition,coffee machine,TV,fridge,Wi-fi, soundtrack,private parking and a lovely balcony with private heated jacuzzi and stunning sea view!
ValueLocationAmenities
4.97 out of 5 average rating, 153 reviews
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.
ValueFamilyLaundry
4.98 out of 5 average rating, 103 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.
FamilyValueAir conditioning
4.99 out of 5 average rating, 114 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.
LocationFamilyBathroom
4.99 out of 5 average rating, 236 reviews
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
FamilyLocationCheck-in
4.98 out of 5 average rating, 208 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.
LocationValueCondition
5.0 out of 5 average rating, 241 reviews
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.
LocationFamilyWifi
4.96 out of 5 average rating, 298 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.
ValueLocationWifi
4.91 out of 5 average rating, 123 reviewsPopular amenities for Santorini Caldera rentals with a pool
House rentals with a pool

Sea view Villa 'Avra' @home by the sea!
LocationValueSleep quality
4.98 out of 5 average rating, 171 reviews
STILVI SUITE
FamilyLocationLong stay
4.91 out of 5 average rating, 174 reviews
Amaranthine Villa
ValueFamilyHospitality
4.89 out of 5 average rating, 100 reviews
Villa Helena Santorini- Private Plunge Pool & BBQ
FamilyLocationBeach
4.96 out of 5 average rating, 202 reviews
AROMA CAVAS Suite with caldera view
FamilyLocationKitchen
4.96 out of 5 average rating, 140 reviews
Latipi House
FamilyLocationWifi
4.88 out of 5 average rating, 171 reviews
M&D Stories Villa Santorini
FamilyLocationBreakfast
5.0 out of 5 average rating, 64 reviews
Nostos Exquisite Residence | Pool | Sunrise View
LocationQuietAccuracy
4.88 out of 5 average rating, 17 reviewsApartment rentals with a pool

Cave House in Karterados Beach
LocationValueCleanliness
4.83 out of 5 average rating, 177 reviews
Family Maisonette Sea-Sunset Suite Outdoor Jacuzzi
ValueFamilyHiking
4.93 out of 5 average rating, 90 reviews
Loukas & Emma "Studio with hot tub"
LocationValueSleep quality
4.55 out of 5 average rating, 38 reviews
Junior Suite Hot Tub Garden View "Baxedes"
LocationFamilyGetting around
4.91 out of 5 average rating, 67 reviews
Karpimo Suites, Samarina House
LocationValueShared spaces
4.88 out of 5 average rating, 192 reviews
CAVE SAND PRIVATE HOUSE WITH PRIVATE POOL
ValueLocationComfort
4.76 out of 5 average rating, 108 reviews
Suite G 6
FamilyValueHospitality
5.0 out of 5 average rating, 3 reviews
Akrotiri Santorini Two bedroom apartment & pool
LocationCleanlinessCondition
4.25 out of 5 average rating, 4 reviewsOther holiday rentals with a pool

MyBoZer Twins Odyssey Heated private pool
FamilyLocationHot tub
4.98 out of 5 average rating, 192 reviews
Star Infinity Suite with private heated Jacuzzi.
ValueLocationTV
5.0 out of 5 average rating, 234 reviews
La Maison Villa with Large Private Pool
FamilyValueNearby
4.94 out of 5 average rating, 107 reviews
Luxury Villa with Private Pool & Great View
FamilyValueWalkability
4.92 out of 5 average rating, 168 reviews
Cave Villa With Heated Plunge Pool & Caldera View
FamilyLocationGetting around
4.99 out of 5 average rating, 175 reviews
Villa LuxL Winery Villa
LocationFamilyLaundry
4.97 out of 5 average rating, 193 reviews
"Dream Home" Master Villa with heated pool
FamilyValueBack garden
4.91 out of 5 average rating, 153 reviews
Bluewhite villa with heated private pool
LocationValueHeating
4.83 out of 5 average rating, 117 reviewsDestinations to explore
- Luxury rentals Santorini Caldera
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- Rentals with a hot tub Santorini Caldera
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- Rentals with beach access Santorini Caldera
- Rentals with breakfast Santorini Caldera
- Rentals with pools Greece
- Schoinoussa
- Anafi
- Plaka beach
- Aghia Anna beach
- Agios Georgios Beach
- Golden Beach, Paros
- Nisí Síkinos
- Mikri Vigla Beach
- Perívolos
- Temple of Demeter
- Hawaii Beach
- Alyko Beach
- Temple of Apollon, Portara
- Amoudi Bay
- Museum Of Prehistoric Thira
- Ancient Thera
- Santo Wines
- Akrotiri
- Three Bells Of Fira
- Santorini Wine Museum
- Aghios Prokopios beach
- Venetsanos Winery





