
Family-friendly holiday rentals in Santorini Caldera
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Top-rated family-friendly rentals in Santorini Caldera
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Canava Villas II - Heated Pool - Santorini
Villa#2 comes in 2 level floors and accommodates up to 6 people. On the ground floor there is a master bedroom, bathroom, fully equipped kitchen, lounge and WC. The upper floor provides 4 single floor mattresses or 2 double ones & its own bathroom. Outdoor private pool with Jacuzzi, patio, dinning area and sun lounges! Welcome drinks, basket of seasonal products, Nespresso coffee, Concierge services, A/C, Netflix, daily housekeeping, laundry services and many more amenities are waiting for you!

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).

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

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.

Vista Dall Alto | Sunset Views & Private Pool
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.

Santo Blue Horizon Villa | Jacuzzi | Caldera View
This unique villa is located in the heart of Oia in an excellent position and has stunning views. The famous Three Domes just in front of villa with panoramic view overlooking the santorinian caldera and the aegean sea, have magnetized visitors and photographers from all over the world, making it, the most popular spot in Santorini. The villa is in perfect harmony with the natural surroundings of the area and follows the principles of traditional Cycladic architecture.

Fira White Residence Deluxe Villa
A fully-equipped villa with an attic. With its wide veranda [40m²] and the irresistible combination of stone - exterior and modern - interior, it accomplishes the perfect mix & match of the local traditional architectural style with the most modern touches. It is made up of two bedrooms, the first one [14m²] being carved in the heart of a Santorinean rock, with a concrete bed, commodes and a TV set, and the second bedroom [12m²] featuring a black iron bed with commodes.

Mirabo Two Bedroom Maisonette with Caldera View
Mirabo Villa’s homonymous suite built in maisonette style has two different leveled bedrooms with double beds making it ideal for families, group of friends and honeymooners who want to enjoy their holidays in a very comfortable and relaxing way. The two separate and spacious bathrooms are beautifully styled and the living room offers hours of relaxation . On the second floor, you can enjoy the caldera & volcano views and the sunset from the private balcony.

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.

Liasto traditional cycladic house.
Liasto is a traditional Cycladic house located in the heart of the picturesque village of Pyrgos, Kallistis. Its narrow labyrinthine streets gives the essence of old times and offers unique walks among wine bars, restaurants, artists shops and galleries. It is only 5km away from the airport and the port. There is a bus stop , a place to rent a vehicle, a gas station, free parking, mini markets, an ATM and a pharmacy located nearby.

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.

Lioyerma Cave Villa & Hot Tub
Lioyerma Cave is a new-built traditional cave house in the edge of Caldera with a private Hot Tub and Balcony. It has the best views of the Caldera Sea and the Famous Oia's Sunset and it's 5-10 minutes walk from all the restaurants and the shops of Oia's town. It can accomodates 2 adults(big double bed) or 2 adults with a kid(on a folded bed). Breakfast included in the price. Free parking space
Popular amenities for Santorini Caldera family-friendly rentals
Family-friendly home rentals with a hot tub

Star Infinity Suite with private heated Jacuzzi.

Amazing View Villa Oia with Jacuzzi in Caldera

Iliou Villa

Esmi Suites 2 Private Outdoor Jacuzzi Sunset View

Calderas Hug 2 Suites(Sea View& Prive Hot Tub)

Evmenia Luxury Cave Villa

Serra Exclusive Suites

NK Cave House Villa
Family- and pet-friendly home rentals

ABELOMILOS INFINITY BLUE

By the Mill, Caldera, Oia

Kamari Traditional House | Kamares No.3

Labyrinth Traditional Houses (Theseus)

Archon Villa by K&K (outdoor jacuzzi)

Luxury Villa | Outdoor Hot Tub | Sea & Sunset View

Aleria Luxury Cave Santorini - private heated pool

Absolute peace south villa a place to chill
Family-friendly home rentals with a pool

Anemos suite -Private infinity pool & patio

Simantiri private villa

STILVI SUITE

Hector Luxury Cave

Amazing views of volcano, private pool, spacious

Bluewhite villa with heated private pool

Luxury Villa with Private Pool & Great View

Villa Fekibis, jacuzzi, sea view
Destinations to explore
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- Pyrgos Kallistis Holiday rentals
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- Regional Unit of Islands Holiday rentals
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- Rentals with a patio Santorini Caldera
- House rentals Santorini Caldera
- Pet-friendly rentals Santorini Caldera
- Rentals with pools Santorini Caldera
- Hotel rooms Santorini Caldera
- Rentals with breakfast Santorini Caldera
- Villa rentals Santorini Caldera
- Rentals with a hot tub Santorini Caldera
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- Cave rentals Santorini Caldera
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- Cycladic house rentals Santorini Caldera
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- Family-friendly rentals Greece
- Agios Georgios Beach
- Aghia Anna beach
- Plaka beach
- Golden Beach, Paros
- Schoinoussa
- Mikri Vigla Beach
- Anafi
- Temple of Demeter
- Perívolos
- Nisí Síkinos
- Hawaii Beach
- Amoudi Bay
- Museum Of Prehistoric Thira
- Alyko Beach
- Aghios Prokopios beach
- Temple of Apollon, Portara
- Ancient Thera
- Akrotiri
- Santo Wines
- Venetsanos Winery
- Santorini Wine Museum





