Vacation rentals with a pool in Thira

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Top-rated rentals with a pool in Thira

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Guest favorite

Cycladic home in Oia

4.95 out of 5 average rating, 289 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

Dec 17 – 24

$375 per night

Guest favorite

Guest suite in Oía

4.98 out of 5 average rating, 147 reviews

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 Boutique Residences, and the Ferry Port at approximately 23 km.

Nov 10 – 17

$437 per night

Guest favorite

Apartment in Oía

4.98 out of 5 average rating, 107 reviews

BLUE ART CAVES - Starry Sky

These elegant and fully revovated villas on 2021, are perched on the cliffs of the caldera in Oia. Combines the traditional cycladic architecture with minimal decorative style makes them the perfect choice for those who want to relax. Each of the suites has a private indoor hottub with sea views. Breakfast included in the price and delivered at the accommodation. Rooms are air conditioned and offer free wifi in all areas, coffee and tea making facilities , bath amenities and satellite TV.

Oct 17 – 24

$492 per night

Guest favorite

Cycladic home in Pirgos Kallistis

4.94 out of 5 average rating, 170 reviews

Andromaches Villa with private pool

Μια πανέμορφη βίλα με παραδοσιακή και μοντέρνα αρχιτεκτονική, στο κέντρο του παραδοσιακού χωριού Πύργος Καλλιστής, με απόλυτη ιδιωτικότητα και ιδιωτικό χώρο στάθμευσης ακριβώς έξω από την βίλα. Μόλις 250μ από την κεντρική πλατεία του χωριού Πύργος, 5χλμ από τα Φηρά, 7χλμ από το διεθνές αεροδρόμιο της Σαντορίνης αεροδρόμιο και 5χλμ. από το λιμάνι. Ευρύχωρο υπνοδωμάτιο, καθιστικό, μπάνιο με ντους, wc, king size κρεβάτι, ιδιωτική βεράντα με καθιστικό και ιδιωτική πισίνα, με θέα στη θάλασσα.

Sep 7 – 14

$534 per night

Guest favorite

Home in Mesaria

4.95 out of 5 average rating, 132 reviews

Villa Helena Santorini- Private Plunge Pool & BBQ

Villa Helena is located in a quite 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 three bedrooms (a master bedroom and a second bedroom which has a loft with the third bedroom). There is also a big living room, fully equipped kitchen, two main bathrooms, a back yard with BBQ and a beautiful terrace with the plunge pool (not heated).

Oct 28 – Nov 4

$116 per night

Guest favorite

Cycladic home in Akrotiri

5.0 out of 5 average rating, 144 reviews

Akrorama - Anemos , private pool

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. Renovated interior 2024 photos coming soon!

Oct 3 – 10

$310 per night

Guest favorite

Cave in Santorini

4.99 out of 5 average rating, 252 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

Apr 21 – 28

$756 per night

Guest favorite

Villa in Santorini

4.98 out of 5 average rating, 123 reviews

Ambeli Luxury Villa|Private Pool |HotTub

Ambeli Villa is situated in the region of Megalochori, with a total living space of 530sq.m, offers 4 gracious bedrooms and 4 bathrooms, where can accommodates up to 9 guests guests in an abundance of indoor and outdoor spaces, which are luxuriously furnished to the highest quality and detail. The swimming pool and the outdoor heated Jacuzzi will offer you the sense of relaxation and wellness. "Homemade breakfast" and daily housekeeping is included at the price

Oct 29 – Nov 5

$447 per night

Guest favorite

Place to stay in Vothonas

4.96 out of 5 average rating, 188 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.

Nov 21 – 28

$272 per night

Guest favorite

Cycladic home in Oia

4.99 out of 5 average rating, 147 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!

Apr 22 – 29

$848 per night

Guest favorite

Cycladic home in Pyrgos Kallistis

4.95 out of 5 average rating, 211 reviews

Santorini Mayia Cave House with Private Cave Pool

Discover the real Santorini, beyond the crowded touristic routes. Mayia Cave House is a renovated 19th century traditional cycladic cave house in the quiet medieval village of Pyrgos. Offers all modern amenities, a spectacular private large warmed cave pool, a private hot tub in the terrace and incredible views over Santorini, including the famous sunset.

Sep 13 – 20

$406 per night

Guest favorite

Cave in Santorini

4.94 out of 5 average rating, 179 reviews

Lava Cave suite 1BR/Private Plunge Pool+Panoramic View

Live the myth by staying in a cave that used to be a sailor's domicile back in 1875. Today after a full restoration, it has been turned into a jewel, keeping its traditional cave-curved Aegean island style with its pearl white walls.

Nov 23 – 30

$456 per night