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 best owners direct Santorini holiday rentals

Have direct contact with our best owner managed holiday rentals in Santorini
Village_house in Pyrgos, Santorini
Premium owner

Holiday home to rent in Pyrgos, Santorini

1 bedroom owner direct Santorini village house • Sleeps 2

A dreamily romantic, adults-only hideaway tucked into the heart of Santorini’s prettiest village, Pyrgos.

From £1,282 per week
Villa in Fira Town, Santorini

Villa with private pool in Fira Town, Santorini

6 bedroom owner direct Santorini villa • Sleeps 14

Welcome to Sea & Sand villa. The perfect choice for your family holidays up to 14 people,anniversary celebration or wedding event.

From £3,454 per week
Villa in Monolithos, Santorini

Monolithos holiday villa rental with private pool

6 bedroom owner direct Santorini villa • Sleeps 16

Your ideal accommodation in Santorini for your family holidays! Choose Sea & Sand luxury villas for your accommodation and enjoy the romantic Santorini scenery !

From £4,067 per week
Villa in Megalochori, Santorini

Villa to rent in Megalochori, Santorini

3 bedroom owner direct Santorini villa • Sleeps 6

Outstanding location in Santorini, Private pool, complimentary private transfer, large courtyard with garden and sundeck, perfect for families & couples.

From £3,147 per week
Villa in Akrotiri (Santorini), Santorini

Akrotiri (Santorini) villa to rent

5 bedroom owner direct Santorini villa • Sleeps 10

Michael Residence is a 5 bedroom villa with private pool, amazing views of the sea annd a spa room with inures jacuzzi

From £6,829 per week
Villa in Megalochori, Santorini

Villa rental in Megalochori, Santorini, with private pool

2 bedroom owner direct Santorini villa • Sleeps 4

Stunning beauty, private pool, large courtyard with garden, suitable for romantic couples and families.

From £2,533 per week
Villa in Oia, Santorini: White House Villa in Oia of Santorini island

Villa with private pool in Oia, Santorini

3 bedroom owner direct Santorini villa • Sleeps 6

“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 £4,251 per week
Villa in karterados, Santorini

Holiday villa in karterados, Santorini, with shared pool

3 bedroom owner direct Santorini villa • Sleeps 7

A sea front Cycladic villa, this three-bedroom home on the eastern coast of Santorini is perfectly located to take advantage of all the island has to show. Large swimming pool with many sun loungers !

From £1,411 per week

Our best owners direct in Santorini

Choose from over 20 self catering properties from holiday home owners based in the Santorini. Our holiday home owners have holiday lettings in the most popular destinations.

  • Andrew
    Andrew
    Private owner • From Pyrgos, Greece • Joined May 2025
    We’re Andrew and Marcel, your local hosts and longtime Santorini lovers. Demeter Cave House is our passion project—a restoration of a historic cave dwelling designed for comfort, calm, and connection. We’ll be available throughout your stay for anything you need—restaurant tips, hidden beaches, or arranging special touches like breakfast delivery, massages, or transfers. We’re just a message away and always happy to help.
    Lowest price pledge
  • Zannes
    Zannes
    Private owner • From THIRA, Greece • Joined September 2021
    I WAS SEA CAPTAIN NOW I AM FISHING AND PLAY MUSIC .
  • Petros
    Petros
    Private owner • From Athens, Greece • 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.
  • Fay
    Fay
    Private owner • From Pyrgos Kallistis / Santorini, Greece • Joined February 2018
    Discover the unparalleled charm of White Orchid, a boutique sanctuary in Santorini offering a collection of elegant apartments, luxurious suites, and an exclusive villa. Perfectly blending modern sophistication with Cycladic tradition, each space provides ultimate comfort, breathtaking Aegean views, and the timeless magic of Santorini’s sunsets.
    Lowest price pledge
  • Marcos
    Marcos
    (3)
    Private owner • From KALLITHEA, Greece • Joined March 2010
    Studies: Chef Engineer, Management, Marketing, Advertising, 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.
  • Angelakis
    Angelakis
    (6)
    Private owner • From Santorini, Greece • Joined April 2009
    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.............

Our newest direct owners in Santorini

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

  • Takis
    Takis
    Private owner • From Santorini, Greece • 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 Megalochori, Santorini
    Villa to rent in Megalochori, Santorini
    From £3,147 per week
    Villa rental in Megalochori, Santorini,  with private pool
    Villa rental in Megalochori, Santorini, with private pool
    From £2,533 per week
  • Maria
    Maria
    Private owner • From Santorini, Greece • Joined March 2019
    Hospitality begins in the heart! Let us welcome and pamper you at what is more than just a place to stay , get you informed about all the facilities and services the villa offers and all the tips you might need for a pleasant stay. As a sample of our friendship and greek hospitality, local, traditional and homemade food wait for you to taste it daily if you wish! We are here to offer you the finest of Greek philoxenia!
    Villa rental in Akrotiri (Santorini) with private pool
    Villa rental in Akrotiri (Santorini) with private pool
    From £3,331 per week
  • Maria
    Maria
    Private owner • From Santorini, Greece • Joined April 2016
    Sea AND Sand Luxury Villas in Santorini, were constructed in 2018 with the principal objective to offer visitors the quality time they deserve for perfect holidays. Villas are located in the quiet area of Exo Gialos, Karterados, near the organized beach of Monolithos, on the eastern side of Santorini island with panoramic sea view and a large outdoor space. They mix modern and traditional elements, respecting at the same time local architecture.
    Villa with private pool in Fira Town, Santorini
    Villa with private pool in Fira Town, Santorini
    From £3,454 per week
    Holiday villa in karterados, Santorini,  with shared pool
    Holiday villa in karterados, Santorini, with shared pool
    From £1,411 per week

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Owners have the lowest prices on Clickstay

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5%*
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14 - 18%
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15 - 25%
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15%
*5% paid by the owner.

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.