Beyond Stunning Vacation Homes in Santorini to Check Before your Trip


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Gorgeous beyond measure, Santorini is one of the most romantic spots in Europe. It’s an ideal destination for a honeymoon, a romantic escape, or just a holiday with your partner. Hotels facing the Caldera offer heavenly sunset views which you need to overpay to be able to enjoy them. Rental homes come to the rescue offering more affordable alternatives. Let’s check together these stunning vacation homes in Santorini for a great stay on the island.

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vacation homes in Santorini

Last-minute plans for Greece?
Get there: Use Ferryhopper to book your tickets.
Stay: Find great accommodation deals on
Move around: Compare car rental prices with Discover Cars.
Tours: Check the most popular places with GetYourGuide.
Read more: Pack the Lonely Planet Guide to Greece or get a copy of my digital guide to Santorini.

No time to read this article? Check this quick accomodation guide

Quick guide to the best Santorini hotels

BudgetAsterolithos is in the center of Fira Town, within walking distance of the Caldera. Check it on
Mid-range: Enjoy the comfort of a Romantic Spa Resort. Check it on
Luxury: Have an unforgettable stay at Andronikos Canaves. Read the reviews on
Rental Home Type? Check villas in Santorini here.

vacation homes in Santorini

Beyond Stunning Airbnbs in Santorini That You Should Check Before Your Trip

Postcard-perfect landscapes, Cycladic villages, and sunset views are some of the perks that come with a vacation in Santorini. An island that has rightfully earned a spot in every list of the most romantic destinations in the world.

There is a lot to see and do in Santorini and not just in the famous villages of Oia and Fira. You can also explore the black beaches of Perissa and Kamari, discover the ruins of Akrotiri, or get lost in the fantastic villages of Pyrgos and Karterados.

But… where to stay in Santorini? After many visits to the island, I’ve decided to come up with a unique guide to help you find the best Airbnbs in Santorini so that you can enjoy a fantastic getaway in Greece that doesn’t cost more than you can afford.

keep the island in your pocket!

vacation homes in Santorini

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Cleo’s Dream Villa

Cleos Dream Villa Santorini
(Courtesy Cleo’s Dream Villa).

Why you should stay: The house is an original Santorini cave, totally renovated, boasting a marvelous position facing the Caldera of Santorini with a great outdoor Jacuzzi.

This great place to stay in Santorini features an outside hot tub and Caldera views in the heart of Oia village. This self-catering property only 2 km away from Cape Columbo Beach.

The Cycladic villa opens to a terrace with Aegean Sea and Caldera views, and it has 2 bedrooms and a comfy kitchenette, a seating area, and a well-equipped bathroom.

Hosts can arrange airport shuttle upon charge.

  • Sleeps: up to 6 guests.


Gabbiano Traditional Cave Houses

Gabbiano Traditional Cave Houses Santorini
(Courtesy Gabbiano Traditional Cave Houses).

Why you should stay: The place is ideal for a romantic getaway, to experience the minimalistic architectural style of the Greek islands, enjoying some of the most stunning views in Oia, Santorini.

This is a private cave that has been recently renovated and that’s perfect for a couple or two friends. Great taste and elegance, relaxing colors, and romantic details are the main features of the space.

Set on the natural volcanic cliff, Gabbiano Appartments is close to the entrance of Oias’s village and features unobstructed, panoramic views of the Caldera… and the sunset!

In traditional Santorinian style with whitewashed walls, the house boasts a romantic master bedroom, a comfortable living room with extra sleeping space, a bathroom, and a super comfortable kitchen.

Guests can choose between soft and hard pillows or two color combinations of blankets and bed covers made of natural and ecological materials.

The place is just a few meters from the main road, the bus stop, and the nearest parking area.

  • Sleeps: up to 2 guests.


Unique Architecture Cave House in Oia

Unique Architecture Santorini
(Courtesy Unique Architecture Cave House).

Why you should stay: Discover this stunning lodging facing the blue sea and featuring unique architecture, as the name of the cave suggests.

This cave house represents a magnificent accommodation opportunity in the heart of Oia. Spacious rooms are the main feature of this house hanging on the cliff of Santorini’s Caldera.

The cave house, which used to be the old bakery of Oia, is located only a few steps from the main pedestrian street. It has been renovated by local craftsmen featuring every typical trait of Santorini’s cave houses, including rustic walls, domed ceilings, and built-in beds and lounges. Cozy and sophisticated, the house features an original path naturally created by the cliff structure, connecting two caves that shape the property.

The fully equipped kitchen includes an oven, a coffee machine, and a toaster to ensure your stay will be as convenient as possible. Top features are the private terraces expanding on different levels literally on the rim of the Caldera, as well as the whitewashed semi cave whirlpool.

Probably one of the prettiest vacation homes in Santorini!

  • Sleeps: up to 5 guests.


Cocoon Suites Imerovigli

Cocoon suites imerovigli
(Courtesy Cocoon Suites).

Why you should stay: This is a beautiful complex of houses sharing a spectacular terrace over the sea.

The complex of independent suites combines the best of a home and the perks of a hotel stay, including a gourmet restaurant and breakfast! It offers panoramic views over the Aegean Sea and the volcano.

Accommodation features hot tubs or plunge pools, an on-site bar, as well as in-room, and candlelit dinners.

Homes are fitted with natural materials like rocks and driftwood, while all mattresses feature revolutionary sleep technology. The suites have also a seating area to relax.

Breakfast including organic and local ingredients as well as espresso coffee is daily served at your suite or on the balcony. Massage sessions can be arranged upon request.

  • Sleeps: from 2 to 6 guests depending on the villa.


Our Villa Santorini

our villa santorini
(Courtesy Our Villa Santorini).

Why you should stay: Wonderful Cycladic and yer very modern house in Akrotiri with great views of Thirassia.

Top-rated on the platform, this house with unobstructed views of the Caldera and the Aegean Sea is a self-standing property with an outdoor shared pool. It is located in Akrotiri, less than a km from the White Beach.

Fresh and airy, the villa offers a fully equipped kitchen with dining area and a living room with sea views.

For relaxing moments, the private bathroom comes with both a spa bath and a shower cabin, and organic amenities. Sun loungers are available in the pool area. Wine and fruits are offered upon arrival.

  • Sleeps: up to 4 guests.
  • Kids not allowed


Neso and Thoe Traditional Houses

Neso and thoe traditional houses karterados santorini
(Courtesy Neso and Thoe Traditional Houses).

Why you should stay: Karterados is a quiet village in Santorini very close to the capital, Fira, and also not far from the sea. The property is close to Santorini airport as well as to the beach of Exo Gialos.

This house is in the small village of Karterados, one of the most authentic places in Santorini.

When checking reviews, you’ll be able to read many guests praising the spotlessly clean home and the host’s unique hospitality.

The residence is a traditional domed house ideal for couples, families, or friends who wish to experience a comfortable stay at a typical Santorinian home. Karterados is a village that, being right in the center of the island, enables visitors to explore every corner of Santorini without needing to spend much time on the road.

In particular, the house has a distinctive dome ceiling and rounded corners, typical in the local architecture.

This home is a simple yet super comfy holiday home in Santorini.

  • Sleeps: up to 4 guests.


Sensation Villa in Pyrgos Kallistis

(Courtesy Sensation Villa).

Why you should stay: Because of the stunning outdoor pool and the spectacular views of the island. Besides, you can even order breakfast for a fixed daily fee.

The gorgeous villa is in the center of the traditional village of Pyrgos, close to the main square of the settlement. Fira is about 5 km while the airport is 7.5 km away.

This home has a spacious living room and a wonderful private terrace with a seating area and a heated pool overlooking Perissa, Akrotiri, and part of the Caldera.

The villa is located in one of the most relaxing areas of the island, not far from the black beach of Perissa, near the ancient settlement of Akrotiri and its world-famous red beach.

  • Sleeps: up to 4 guests.


Shades of White

Shades of White
(Courtesy Shades of White).

Why you should stay: Emporio is one of the lesser-known villages in Santorini where the atmosphere is relaxed and it’s possible to discover the local traditions that are still alive on the island.

This one has to be one of my favorite places to stay in Santorini for long term. The property is in a quiet area, surrounded by a green landscape and beautiful windmills and it has been decorated with unique taste and fantastic touches of style.

This apartment develops in two different levels, with a cozy loft bedroom on the first floor as well as a comfortable queen-sized double bed on the ground floor.

The open plan living area is an inviting place to sit and relax with friends, while the spacious terrace offers magnificent views of the island and featured a lavish private jacuzzi for a dreamy stay in Santorini.

One of the top-rated off-the-beaten-track vacation homes in Santorini!

  • Sleeps: up to 5 guests depending of the villa.


Windmill Villa

windmill villa santorini
(Courtesy Windmill Villa).

Why you should stay: You should definitely stay in this house because I bet you’ve never slept in a windmill before!

Why not trying something different while staying in Santorini? In my opinion, sleeping in a traditional Cycladic windmill might be one of those unique experiences that will most certainly make your holiday an unforgettable experience.

Built according to the Cycladic architecture with beamed ceilings and bright tones, the stone Windmill Honeymoon Villa in Imerovigli offers unobstructed views over the Caldera and the Aegean Sea. If you’re planning to get married or renew your vows, remember than there’s even a wedding chapel lies onsite.

Opening to a furnished, circular terrace, the mill includes a living room, a kitchenette with cooking facilities and a bedroom with an en-suite bathroom, while a minibar and washing machine are also featured.

  • Sleeps: up to 2 guests.


>> Discover everything about Santorini wines and wine tasting tours on the island <<

Akrotiri Cycladic Suites

akrotiri cycladic suites
(Courtesy Akrotiri Cycladic Suites).

Why you should stay: The fantastic 180° views from the house are one of the main reasons to choose this Santorini rental home in Akrotiri.

A beautiful home in the unique village of Akrotiri that features amazing views of the island in a super quiet atmosphere. Akrotiri Cycladic Suites offers a sun terrace and an outside hot tub. The property is 1 km from the Excavations of Akrotiri.

The decorated features a living area, a fully equipped kitchenettes and 2 bedrooms. Akrotiri Cycladic Suites has 2 semi-detached units and offers a shared yard with an outdoor dining table.

Santorini International Airport is 12 km from the property.

  • Sleeps: up to 3 guests.


What’s your favorite vacation home in Santorini?
Let me know in the comments below!

Travel Plans for Greece?
More Resources to Organize Your Trip!

vacation homes in Santorini

Start by heading right to my Greece travel guide for in-depth details you need to know about Greece. You can also check my post to plan a trip to Greece with children!

Get in touch if you need extra help to plan your trip. If you want to tour West Crete, check my guide. Want more? Join my Private Facebook Group to connect with like-minded travelers who love Crete as much as you do!

Make Sure You’ve Got Everything For a Hassle-Free Vacation!

vacation homes in Santorini

Without my Osprey backpack, I never move around the islands…it’s a sturdy but light travel partner I just love. For short trips, I carry this crossbody bag. If I drive, I pack my Nikon D7200 and a good travel guide! Lonely Planet’s Best of Greece & the Greek Islands.

When it comes to plane tickets, compare prices with a powerful search engine. However, nothing beats traveling by sea in Greece. With Ferry Hopper, you can book in advance at the lowest price.

For accommodation, I use
Traveling to remote places is easier with Discover Cars. Other times, I join organized tours with GetYourGuide, which features anything from cooking lessons to airport transfer!


Get in touch and let me know!

Read more:

Don’t Leave Before You Pin These Beyond Stunning Vacation Homes in Santorini to Check Before your Trip to Greece!

The most beautiful Airbnbs in Santorini

About the author of this blog:

Gabi Ancarola | The Tiny Book

Gabi Ancarola

Gabi has been living in Crete for the last five years. Here, she juggles being a solo mom, hosting culinary tours in the summer, translating, and writing for The Tiny Book and her other blogs.
She’s written for Greek Reporter, published three travel guides about Greece, and had more glasses of frappe than any regular person would be able to handle.

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