
Cycladic house holiday rentals in Mesaria
Find and book unique cycladic home rentals on Airbnb
Top-rated cycladic home rentals in Mesaria
Guests agree: these cycladic home rentals are highly rated for location, cleanliness and more.

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 balcony with astonishing panoramic view to the caldera and the blue domes. Santorini International Airport is about 17 km from Oia Spirit Boutique Residences, and the Ferry Port at approximately 23 km.

Historic cave house, the old bakery by Cycladica
The old bakery of the village awaits just two minutes from Oia's central square, with a private entrance right on top of the stairs that lead to Armeni bay. Carved in the mountain with respect to the unique local architecture and in harmony with the sun-filled, wild volcanic beauty, the newly restored cave house recounts stories of tradition, heritage and style. The red pumice stones, antique marble floors and handcrafted wooden furniture, create the feeling of an authentic warm hospitality.

Delilah Villa with outdoor swimming pool
H Delilah Villa μπορεί να φιλοξενήσει 5 άτομα, έχει 2 κρεβατοκάμαρες με διπλό κρεβάτι, και ένα καναπέ στο σαλόνι. Έχει ιδιαίτερη διακόσμηση και ένα μεγάλο μπάνιο με ντουζιέρα. Η βεράντα του είναι πολύ μεγάλη με υπέροχη θέα, ιδιωτική πισίνα, καθιστικό και ξαπλώστρες. Ακριβώς μπροστά στη βίλλα υπάρχει ιδιωτικό πάρκινγκ . Ήσυχη γειτονιά με ιδιωτικότητα και υπέροχη θέα. Είναι επίσης πολύ κοντά στη πλατεία του Πύργου , μόλις 200 μέτρα, στην οποία βρίσκονται η αγορά , τα εστιατόρια και τα καφέ.

Marla Villas - Cave House
Marla Villas is located in the traditional settlement of Mesaria. That means it is truly beautiful and peaceful and quiet but NO cars allowed. If you rent a car, you can park at the main road which is 4-5 min walking distance. If you rent a scooter, you might find a parking next to the house, but if not, 3-4 min walking I think is ok. It's an old cave house, fully renovated in 2017. In the neighborhood there are many traditional buildings and houses and the security is on high level.

ASPRO luxury cave house
Located at the traditional Karterados area of Santorini, our traditional cave house, fully renovated in 2018, is a place where Cycladic architecture meets the luxurious accommodation. It is ideal for couples, families, friends and travelers wishing to live the unique experience of staying in a traditional Santorini cave house with all modern facilities. Centre of Fira town lies within 1,5 km (15 minute walking distance). Instagram: aspro_santorini

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.

Makrilis private relax villa
This spacious 110 sqm private villa in Karterados is ideal for families, friends, or couples seeking comfort and privacy in Santorini. It features two bedrooms, including a master bedroom, a fully equipped kitchen, large outdoor terraces, a private jacuzzi, and Aegean Sea views. Located in a quiet area with easy access to Fira, the villa offers a perfect balance of space, relaxation, and value for a comfortable island stay.

Bluewhite villa with heated private pool
Situated in the traditional village of Pyrgos Kallistis, the heart of Santorini island, my place offers a stunning panoramic view of sunrise and the Aegean Sea. The 130m² Villa features luxury, privacy, easy access and comfort in Cycladic style combined with modern design and decoration. Our new infinity pool is a must! Please note that the pool is functional only for the spring and summer season March 15- October 31st

Terra e Lavoro Suite with Hot Tub & Sea View
The exceptional space of Terra e Lavoro in Santorini was ideally designed to offer a personalized experience of enjoyment to those seeking a luxurious retreat on their vacation. The Terra e Lavoro luxurious apartment in Exo Gonia is a modern Villa in Santorini with traditional architecture, ready to welcome its guests and lead them to unique moments of relaxation.

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.

Nostos Apartments Fira | Zeus
Beautiful and modern flat in the center of Fira, just 5 minutes walk from the famous cliffs of Santorini overlooking the volcano (caldera). The house is fully equiped and has a terrace with a beautiful jacuzzi. The area offers shops for all daily needs, like supermarkets, bakeries and touristic shops as well as restaurants, bars and clubs.

Villa Ruby
Villa Ruby is located in the traditional village of Megalochori in Santorini. A new villa built in the traditional architecture of the island. This accomodation is situated 3 kilometers from the Port, 7 kilometers from the Airport, 6 kilometers from the cosmopolitan center of the island and 4 kilometers from the islands' amazing beaches.
Popular amenities for cycladic home rentals in Mesaria
Family-friendly cycladic home rentals

Sea & Sun | Beachfront Luxury - Full Sea View

Anatoli Beach House

Cavalari Santorini - Sunny and quiet room #3

Soundscape - cave suite panoramic sea views

Saints Apostles Villa with private pool

Souita Mantilaria

Mystic suite with outdoor jacuzzi and caldera view

Kynthia Traditional Semi Cave House Exo Gonia
Cycladic home rentals with a patio

Lunar Sea Suite-1BR/Hot-Tub/Sea View

Spilia Cave Nicole Santorini

Serenity, caldera views, private pool, 2 units.

Apelia Santorini Holiday Villa with Pool and View

Petinos Traditional House

Euphemus Cave House

Beyond Crowds Seafront Escape | Sonus Mare 2

Elena Deluxe Studio (Sea view)
Cycladic home rentals with a washing machine and dryer

Leto Suite with Caldera View

"Sand" sea view luxury villa with pool by beach !

Samsara - Santorini Luxury Retreat

Felicity Villas Santorini - Victoria

Captain's Economy Studio with sea view in oia

Exclusive Villa with Outdoor Heated Pool

Bluedome Cavehouse by Otium Villas Santorini

Airth Suite (jacuzzi and sunset view)
When is the best time to visit Mesaria?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $123 SGD | $131 SGD | $161 SGD | $156 SGD | $174 SGD | $185 SGD | $217 SGD | $249 SGD | $207 SGD | $178 SGD | $178 SGD | $171 SGD |
| Avg. temp | 12°C | 12°C | 14°C | 17°C | 22°C | 27°C | 30°C | 30°C | 26°C | 22°C | 17°C | 14°C |
Quick stats about cycladic house rentals in Mesaria

Total holiday rentals
Explore 50 holiday rentals in Mesaria

Nightly prices starting at
Mesaria holiday rentals start at $76 SGD per night before taxes and fees

Verified guest reviews
Over 2,940 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
50 of Mesaria holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Mesaria rentals

4.9 Average rating
Mesaria stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Cythera Holiday rentals
- Athens Holiday rentals
- Santorini Holiday rentals
- Pyrgos Kallistis Holiday rentals
- Saronic Islands Holiday rentals
- Evvoías Holiday rentals
- Mykonos Holiday rentals
- Regional Unit of Islands Holiday rentals
- Rhodes Holiday rentals
- East Attica Regional Unit Holiday rentals
- Chalkidiki Holiday rentals
- Thira Holiday rentals
- Villa rentals Mesaria
- House rentals Mesaria
- Flat rentals Mesaria
- Rentals with pools Mesaria
- Rentals with a washing machine and dryer Mesaria
- Rentals with breakfast Mesaria
- Rentals with outdoor seating Mesaria
- Rentals with a hot tub Mesaria
- Pet-friendly rentals Mesaria
- Smoking-friendly rentals Mesaria
- Family-friendly rentals Mesaria
- Rentals with a patio Mesaria
- Cycladic house rentals Greece




