Every traveler who visits Greece for a vacation positively drops by one of its most popular destinations, Santorini. The island is known for overlooking the breathtaking beauty of the Aegean Sea. However, there is more to see than just the splendid views of the sea. Museum of Prehistoric Thera is the best place to learn about the history of the island. Its collection includes ancient artifacts such as Early Cycladic marble figurines and Neolithic pottery. Skaros Rock, which can be found in the village of Imerovigli, is a unique rock formation boasting a distinct character. You can enjoy the ruins of a castle here. The island also offers a romantic setting, with beautiful whitewashed buildings everywhere. To fully explore the island, do stay here for an extended period. There are well-equipped accommodations to cater to your long-term stay. Read on to learn about the best long-term rentals in Santorini, Greece.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and long-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on December 18, 2024.
Why Trust Trip101?
✅ Over 50,000 articles reviewed and published by our experienced team
✅ Over 50 years of combined experience researching, writing and reviewing travel articles
✅ Over 40,000 hours spent on research and fact-checking from credible sources (last year’s data)
✅ Optimizing content from data-driven insights collected directly from users on our platform
✅ Focus on authentic and up-to-date information by collaborating with local guides, global travelers and other industry experts
✅ Long-standing partnerships with credible brands like Airbnb, Booking.com, Agoda, Expedia, GetYourGuide, Viator, RVShare and more
✅ Full disclosure on any partnerships or sponsored content
Trip101’s team of writers, editors, and content managers oversees the publication of all travel content, including destination guides, accommodation recommendations, and travel tips. They have extensive experience in the travel industry and no content, written or visual, gets published without a review. Many of our team’s work has also been featured in Travel+Leisure, National Today, The Indian Express, The Telegraph (India), Robb Report, The Adventure Handbook, Tripoto, Korea Tourism Organization, and Korean Ministry of Culture, Sports and Tourism. Some of them are also members of professional organizations like the Society of American Travel Writers and the International Travel Writers and Photographers Alliance.
Each member of the team follows Trip101's methodology and strict editorial guidelines to ensure accuracy, authenticity, and relevance.
1. Spacious cave house with a fireplace; Oia (from USD 668)
You are invited to relax and unwind inside this spacious cave house highlighting high ceilings and wooden floors. What makes the accommodation even more beautiful is its collection of wall art and traditional furniture.
When the weather gets cold, the Cycladic fireplace can make the interiors cozy. The property also features amenities such as cable television and an equipped kitchen to make your long stay comfortable. Those who are fond of coffee can make use of the unlimited espresso capsules available here. The property is available at a reduced booking price if you rent it for 28 nights or longer.
Top guest reviews
Host:
loved our host marios and the cave home was magicalmario was very sweet helpful and prompt in reply to answer any questionsLocation:
great for family and walking distance to shops restaurantsRead more reviewsCleanliness:
our charming home in caldera was comfortable cleaned and a centrally located
2. Alafouzou Cave Loft by SV; Oia
You can never be bored during your long stay at Alafouzou Cave Loft. Watch your favorite movies using the DVD player or work out while listening to music played on the CD player. You may also just unwind outdoors while enjoying the sea views. A hot tub with spectacular views is also provided for relaxing. There is an equipped kitchen that includes a juicer to help you make refreshing drinks to keep you energized.
Additionally, you may avail of a handsome discount that applies once you book this accommodation for an extended stay of more than 28 days.
Oia, Egeo, Greece
12.38 km (7.7 mi) from AkrotiriSuperhost
Accommodates: 5
Top guest reviews
Host:
great host and homethe hosts here were amazinghelpful getting our luggage to the homesofia was a great hostfantastic host and wonderful accommodationsLocation:
the location is superbclose to a good viewpoint for sunsetgreat location with easy access and walkable distance to everythingvery nice house at perfect location in oiaa wonderful stay in a perfect location in oiaCleanliness:
it was clean and spacious charmingthe apartment was very clean with good towels and beach towels for the hot tubthe house is clean and beautifulthe apartment is clean and spaciousit's nice and cleanRead more reviewsAmenities & Room:
the air conditioning is downstairs and doesn’t work well enough to cool the apartmentapart from that the flat has stable and fast wifi and the tv works finewe didn’t sleep well because of this even with the fan providedpleasent stay appartment comfortable with a great viewwe spent most of our 8 days enjoying the sunshine at the apartment
3. Blue & White Cave House; Oia (from USD 261)
The beauty of the Caldera Sea will delight you throughout your stay at Blue & White Cave House. The Cycladic architecture adds character to the rental with rustic touches that are sure to make you feel like you traveled back in time. During the day, you are invited to relax in the loungers on the deck. When you just want to unwind inside the house, feel free to turn on the satellite television for entertainment.
The accommodation also comes with a private hot tub that fits three people. Additionally, breakfast items are provided here, which include yogurt, butter, and fruits. You can enjoy all these amenities as well as a nice monthly discount if you book this rental.
Top guest reviews
Host:
maria is a wonderful hostshe and her staff could not have been more attentive and welcomingthe food at the local restaurants was terrific and the wait staffs were graciousweather was great - less tourists - great hoststhroughout the entire process maria was very helpful and always responded to all my queries without delayLocation:
the location and the cave house were amazing but renting from maria pushed the fabulousness over the topher suggestions for activities during our stay made for a memorable holiday great location and comfortable lodginghe truly made us feel special in a very special locationthis was the perfect place to stay in santorini and maria made it even more perfectCleanliness:
the house is simple bright and extremely cleanRead more reviewsAmenities & Room:
it was a great size for 2 adults and 2 tweens well-appointed and comfortablethe view was breathtaking the house itself was bright welcoming clean and the kitchen well stocked
4. Pleasant villa with a balcony; Imerovigli (from USD 151)
This villa invites you for a pleasant stay and allows you to watch spectacular sunrises from the comfort of a private balcony. For breakfast, you can prepare your own meal in the fully equipped kitchen. The rental also features its own washing machine, which is perfect for a long-term stay as you do not need to pack too many clothes.
In the evening, you can enjoy a cookout with family or friends. A barbecue grill is available upon request. This villa offers a 10% discount for guests who stay here for 28 nights or longer.
Top guest reviews
Host:
the owners are wonderful peoplehosts are very helpfulthe hosts were so lovely and were available for any questions we hadanna was also so welcoming and helpful with things to do and recommendationsthe owners anna and nikos were very helpful kind and quite funny at timesLocation:
perfect location for our groupgood location for the islandnear everything but away from the buzz of the touristy towns it is the perfect place to bewhat a wonderful place to stayCleanliness:
clean comfortable and easy to get everywhere with a rental carRead more reviewsAmenities & Room:
terrasse is great for the best breakfast with view and under the shades
5. Helios Cave House; Oia (from USD 436)
If you watched the film Sisterhood of the Traveling Pants, you may be familiar with Helios Cave House, as the shooting took place in front of the accommodation. You are more than welcome to spend a long-term stay here. Upon arrival, you will be greeted with a welcome package consisting of wine, juice, and other refreshments.
Wireless internet is available in all areas, should you need to catch up with work or update your social media accounts. You are also entitled to maid service (seasonally variable) as well as fresh sheets and towels that are to be supplied every three days. The rental can be enjoyed at a slashed price when you stay here for more 28 nights or more.
Top guest reviews
Host:
maria is the perfect hostmaria was also very helpful in answering questions making recommendations and assisting with reservationswe enjoyed a nice dinner on this terrace and were surprised with some nice deserts from the ownerLocation:
the location is definitely one of the best in oiabeautiful and unique great location and fun was had by allthe location is amazing and maria handled all our requestsit can be noisy at times as the front door is a wonderful photo op place for manyRead more reviewsAmenities & Room:
the location is fantastic the view from the room and from the rooftop/terrace is the best
6. JB Villa; Messaria (from USD 303)
There are many activities you can enjoy during your long-term stay at JB Villa. Your morning can start with a rejuvenating soak in a large hot tub. However, if you come between October and April, the hot tub may be closed due to the weather.
There are two Smart satellite televisions, which are enough to keep everyone entertained. You can also take advantage of the PlayStation 2 provided in the rental. The kitchen is equipped with an egg boiler, a toaster, and a grill so you can prepare breakfast conveniently. All the comforts come at a discounted price if you book this rental for a month-long stay.
Top guest reviews
Host:
the owner joanna is wonderfulthe owner joanna is wonderfulthe owner thoughtfully left us some bottled water and lovely fruit to start our stayjoanna is a lovely host who ensures that her guests are looked after welljoanna is amazing and super helpfulRead more reviewsCleanliness:
the villa is very clean less than 5 minutes from thira
7. Contemporary villa with a private swimming pool; Pyrgos Kallistis (from USD 1044)
This villa has all the amenities you need for a comfortable month-long stay. A private pool is at your disposal any time you need a refreshing dip. The pool comes with an infinity edge and offers amazing views. The master bedroom also offers breathtaking views of the Aegean and Caldera Seas.
You do not have to find a restaurant nearby to savor delicious meals, as you can easily whip them up in the kitchen. To relax and spend quality time with the family indoors, gather in the bright and comfy living room. The villa offers nice discounts for long-term stays.
Top guest reviews
Location:
easy access to the island and walkable to great restaurants and servicesbeautiful views and central location to anywhere in santoriniRead more reviewsAmenities & Room:
whether we hung out at our pool or explored the island we had an amazing time
8. Bioclimatic cave house with laundry amenities; Vothonas (from USD 134)
This accommodation is nestled in Vothonas, a traditional village in Santorini. It is built in a way that ensures a comfortable stay in the local climate. You can enjoy traditional touches and minimal decoration throughout the house. For a cozy long-term stay, the rental provides a washing machine. You can also use the microwave and oven, among other appliances, for cooking.
Whenever you want to relax outdoors, you can do so on the small terrace. The house should fit your budget as there is a discount you can grab when you stay here for at least 28 nights.
Top guest reviews
Host:
what an amazing property and hostswhat an amazing property and hoststhe owners sisters emma alex and anna (off site) were so gracious and accommodating during our staythe owners sisters emma alex and anna (off site) were so gracious and accommodating during our staylovely lovely space and truly enjoyed the charm of this one of a kind homeCleanliness:
the property is beautiful clean and represented well in the property photosthe property is beautiful clean and represented well in the property photosliving room kitchen fridge and bathroom were immaculate and super cleanRead more reviewsAmenities & Room:
outdoor patio was cozy comfortable and private
9. Bright apartment with a fully equipped kitchen; Perivolos (from USD 76)
This apartment makes an excellent spot for solo travelers or couples looking to stay in a tranquil neighborhood for an extended period. It features a wireless internet connection and a television with Netflix for entertainment.
A free washer is available in the building, so you can reduce laundry expenses. The kitchen is yours to use whenever you feel like preparing a meal. The appliances available include a microwave and an oven. Additionally, you are entitled to a generous discount when you book the whole apartment for longer than 28 days.
Top guest reviews
Host:
very friendly and nice hostgeorgios was an amazing hostgeorge was really a wonderful hostgeorgios was a fantastic hostgeorgios was a great hostLocation:
the location was perfectthe location is great just a two-minute drive to the beachthe location of the house is also very niceperfect location next to the best beach in santorinii also liked the location: it very close to perivolos beach with black sandCleanliness:
the apartment was clean and comfortablethis place was exactly as advertised clean and spaciousthe place is indeed sparking cleanthe apartment is very clean well maintained and spaciousthe house was clean and cozy excellent for a coupleRead more reviewsAmenities & Room:
loved having breakfast on the patio area every morning with a great view of the mountainsit has ac a full kitchen and a very nice bathroomas well a small hotel with excellent breakfast just next doorthis apartment is perfect for a quiet stay in santorini
10. Spotless home with a private yard; Karterádos (from USD 65)
Featuring spotless white interiors and tasteful decor, this rental is ideal for couples, solo travelers, or a group of three friends. The property leads out to a spacious yard where you can enjoy the sun and relax outdoors. If you prefer to recharge indoors, the relaxing living room is at your disposal.
You are free to cook different meals every day in the kitchen to satisfy your appetite. Ironing facilities and toiletries are provided at no additional charge for your convenience. A huge discount awaits when you book the property for more than 28 days.
Top guest reviews
Host:
lydia was a great hostlydia was a great host she was very informative and attentivelydia was a perfect host and always helpfulthe host lydia is very responsive and gives very good advice for visiting the islandlydia was a very friendly and accommodating hostLocation:
distances are short and karterados village is in the middle of the island so perfect location to visita free parking space as well as a bus stop is in walking distancethe location in karterados is perfect if you have a rental carit's an adorable modern place located just outside of thera only 7 minutes from the airportexcellent apartment to stay in and explore santorini safe location and great connections to the rest of the islandCleanliness:
everything was clean and cosywe loved the apartment it was clean thoughtfully furnished and beautifulthe house was clean and cool and the pictures reflect exactly as the place isthe place was very clean and had everything we needed recommendsuper nice and clean apartment which provided everything we needed as a family of fourRead more reviewsAmenities & Room:
a very nice and cozy air bnb with everything in it you need for a stay at santorinilydias apartment was cosy clean and had all of the amenities we neededvery nice and cosy apartment with elegant interior and a beautiful roof terrace in an original greece neighborhoodthe bed was really comfortable and the place had everything you need
A memorable vacation awaits you in Santorini
Are you looking forward to an unforgettable vacation in Santorini? It is time to start listing down as many attractions as possible to make sure you enjoy an exciting month-long holiday. Additionally, do not forget to book one of the above-listed long-term rentals to enjoy some attractive discounts!
History
Get Trip101 in your inbox
Unsubscribe in one click. See our Privacy Policy for more information on how we use your data