Rent from owners direct in Santorini

Book a holiday rental with owners direct in Santorini. At Clickstay we have over 20 properties in Santorini where you can contact the owner directly. Book via our secure payment system for peace of mind when you make your owners direct Santorini booking.

Our 10 best owners direct Santorini holiday rentals

Have direct contact with our best owner managed holiday rentals in Santorini

6 bedroom owner direct Santorini villa • Sleeps 14
Monolithos holiday villa rental with private pool
Your ideal accommodation in Santorini for your family holidays! Choose Sea & Sand luxury villas for your accommodation and enjoy the romantic Santorini scenery !
From £3,934 per week
3 bedroom owner direct Santorini villa • Sleeps 6
Holiday villa in Santorini, Greece, with private pool
A 2-storeyed charming fully-furnished villa in Akrotiri of Santorini offering stunning caldera views,is easily accessible to all photo-worthy landmarks!
From £3,121 per week
3 bedroom owner direct Santorini villa • Sleeps 6
Villa to rent in Santorini, Greece
Outstanding location in Santorini, Private pool, complimentary private transfer, large courtyard with garden and sundeck, perfect for families & couples.
From £2,628 per week
3 bedroom owner direct Santorini villa • Sleeps 8
Villa with private pool in Santorini, Greece
“White House” Villa is a unique property located at the highest spot of Oia village in Perivolas area. Its amphitheatric position offers fantastic views and beautiful sunsets
From £6,308 per week
2 bedroom owner direct Santorini villa • Sleeps 4
Villa rental in Santorini, Greece, with private pool
Stunning beauty, private pool, large courtyard with garden, suitable for romantic couples and families.
From £1,976 per week
3 bedroom owner direct Santorini villa • Sleeps 8
Villa rental in Santorini, Greece, with private pool
This 3 bedroom - 3 bathroom villa with private outdoor swimming pool is located in Pyrgos Santorini and sleeps up to 8 people. It has cable internet, parking nearby and air conditioning.
From £5,893 per week
5 bedroom owner direct Santorini villa • Sleeps 10
Akrotiri (Santorini) villa to rent
Michael Residence is a 5 bedroom villa with private pool, amazing views of the sea annd a spa room with inures jacuzzi
From £7,495 per week
6 bedroom owner direct Santorini villa • Sleeps 14
Villa with private pool in Santorini, Greece
Welcome to Sea & Sand villa. The perfect choice for your family holidays up to 14 people,anniversary celebration or wedding event.
From £4,112 per week
3 bedroom owner direct Santorini villa • Sleeps 6
Vourvoulos villa to rent
A private luxury villa on a large property with 4 other guesthouses. Ideal from friends or wedding parties. It has 3 bedrooms, 2 bathrooms and can accommodate up to 6 persons. Private pool and jacuzzi
From £5,113 per week
3 bedroom owner direct Santorini villa • Sleeps 6
Villa to rent in Santorini, Greece
Decorously-furnished villa with splendid views, private outdoor hydro-massage spa & two shared pools. Located at the north side of the island, within walking distance to the village and the beach.
From £2,830 per week

Our best owners direct in Santorini

Choose from over 28 self catering properties from holiday home owners based in the Santorini. Our holiday home owners have holiday lettings in the most popular destinations.

Maria • From Santorini, Greece
Private owner joined April 2016
Santorini sea front properties since 2016..Crete sea front properties since 2018. I am looking forward to welcoming you!
Angelakis • From Santorini, Greece
Private owner joined April 2009
★★★★★ (6)
We know what you should see and visit in our small fully energised but peacefull island.Ready to guide you in the best places and reccomend you the best spots. Your pleasure always comes first. Remaining at your disposal.............
Zannes • From THIRA, Greece
Private owner joined September 2021
I WAS SEA CAPTAIN NOW I AM FISHING AND PLAY MUSIC .
Marcos • From Korydallos, Greece
Private owner joined March 2010
★★★★★ (3)
Studies: Chef Engineer, Management, Marketing, Advertising, My family consists of myself, Marcos, my wife Natasha and our son John Paul. We live in Athens, Greece and our summer house is located in Oia (Ia) on the island of Santorini. It is true to say we hold this place in high regard because it is a unique island worldwide. We have spent partly our holidays there for the last 20 years and we built a bigger house a year ago, the one that we are currently renting . All items and comforts are carefully selected as this is our summer house as well. We will be pleased to welcome you there and help you create long term memories. Welcome to our beautiful traditional and picturesque villas on Santorini Island! I would be very happy to host you! If you have further questions regarding the accommodation, feel free to contact me! I love Santorini and I can provide you all the information you may need for a great experience in this amazing island. Staying at Oia Sunset Villas you have the privilege of: Privacy and Greater view to Oia‘s sunset, You can access villas by car with private parking area , great view, direct access to fields for walks out of the crowd and just 400 meters from Oia's center.. This villa will appeal to those looking for a luxury home which is among peaceful Oia surroundings. The luxury combined with the ultimate privacy offers an unforgettable stay and a unique experience. Enjoy the traditional Cycladic architecture, the simple luxury, the experience of sunset views. Relax body and soul in a private outdoor heated Jacuzzi. Oia Sunset Villas are specially designed for persons and families, who want to live the extra ordinary! I have a life motto: "There is always a solution." No better test of that philosophy than taking the leap of faith that is travel. Oia is one of the most beautiful villages of the island, carved out of the cliffs and clinging to the edge. The architecture is amazing and is highlighted by the stark white of the buildings and the contrasting colorful doors and window shutters. It has often been compared to the eagle's nest! Enjoy the panoramic view of caldera, the volcano, Thirassia Island, and the rest of Santorini looking back toward Fira. Oia is a favorite haunt of artists, many of whose works can be found in the local galleries of the village. And no wonder ... who would not be inspired by this magical place! While the sun sinks into the sea, its splendid colors spread throughout the sky. It literally takes your breath away! Get a front-row seat on the terrace of villa and enjoy a drink, while watching the setting sun produce an array of colors beyond your imagination.
Antigone • From Thira, Greece
Private owner joined February 2019
Antigone Loumakou Communication Consultant / Business & Life Coach My name is Antigone and i am a day dreamer and a night thinker. My main job was in Strategic Communication field. I loved my job but i also love to travel all over Greece, as often as I can. When i was younger I loved and admired the amazing island of Santorini because of its unique rock history. When i grew up I started to value things in another way. I was thinking “Maybe small and simple things are really precious.” And from then, I changed my view. I saw deeper and I appreciate everything that comes from the heart. From my trips I realized that every place is a different place. Think about wild Mani, the awesome Delphi, the medieval castle of Monemvasia, the rock mountain of Kaimaktsalan etc. I love all Greek villages, I love entire Greece. I am so proud of our special history with all the ups and downs, its unparalleled natural beauty combined with a bit of "wildness". Whatever it is, it's very charming to me. Somehow, I consider it my duty to spread the beauty of Greek hospitality. I want to do my best for the people traveling from all over the world and from Greece to visit those amazing destinations, so I hope you ‘ll enjoy your staying with us. This is not a simple trip. It's a lifetime experience. We will be glad to be the ones to host you on this sublime journey of life. Follow your instincts, Enjoy the “rock” life, 100%! Hope to meet you personally. Kind Regards, Antigone
George • From Santorini, Greece
Private owner joined December 2010
George has 6 properties including a 3 bedroom villa with private pool in Vourvoulos, Greece and a 1 bedroom villa in Vourvoulos, Greece.

Our newest direct owners in Santorini

See our new owners in Santorini - and make direct contact for a great holiday.

Takis • From Santorini, Greece
Private owner joined September 2012
Takis has 2 properties including a 3 bedroom villa with private pool in Megalochori, Greece and a 2 bedroom villa with private pool in Megalochori, Greece.
Villa to rent in Santorini, Greece
From £2,628 per week
Villa rental in Santorini, Greece, with private pool
From £1,976 per week
Petros • From Athens, Greece
Private owner joined October 2011
I studied Hotel management and worked in the hotel industry in managerial position for around 20 years. I worked as General Manager in luxury hotels that included Hotel Villas inside their premises. Aftre that I set up my Hotel & Villa management company managing luxury hotels and luxury villas. Currently I only manage Villa rentals, some of them are rented by our company. We refurbish them, add professional services and offer it to the guests. As I have Hotel Managemnet backround I make sure that everything is perfect in every small detail. I like human contact and all my guests are becoming friends.
Villa with private pool in Santorini, Greece
From £4,112 per week
Villa with private pool in Santorini, Greece
From £6,308 per week
ηλιας • From Πύργος Καλλίστης, Greece
Private owner joined September 2020
ηλιας has a studio apartment in Pyrgos, Greece.
Pyrgos studio to rent
From £1,329 per week
Maria • From Santorini, Greece
Private owner joined March 2019
Hi, I'm Maria,the owner of Hemera Holiday Home villa,a family-run bussiness in Santorini! Having grown up in Athens and been married from an early age,we decided to move to the island-we come from Santorini- as the standard of living is better here.Being a teacher,a wife,a parent and a grandma,I've realised that nothing matters except for family,real friends ,love and health. I've always wanted to travel abroad but I couldn't do so.This is why I decided to become a host,your host!Meeting new people is a wonderful way to make friends,to learn about other countries and cultures. As I'm a person that I like making other people's dreams come true,I have promised that I'll do my best for you,future guests,so that you can have memorable moments from your stay at my place!!So don't miss the chance!Let me welcome you and pamper you at what is more than just a place to stay!
Holiday villa in Santorini, Greece, with private pool
From £3,121 per week
Fay • From Pyrgos Kallistis / Santorini, Greece
Private owner joined February 2018
Fay has a 3 bedroom villa with private pool in Pyrgos, Greece.
Villa rental in Santorini, Greece, with private pool
From £5,893 per week

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Choose Clickstay's owner direct Santorini holiday rentals

Book directly with owners in Santorini for a personal holiday rental. By using our secure message system you can have direct contact with our owners in Santorini to make sure you get the most from your holiday rental.

Our 10 best owners direct Santorini holiday rentals

Monolithos holiday villa rental with private pool

Holiday villa in Santorini, Greece, with private pool

Villa to rent in Santorini, Greece

Villa with private pool in Santorini, Greece

Villa rental in Santorini, Greece, with private pool