10 Best Long-Term Rentals In Tuscany, Italy - Updated 2024

| 6 min read

Nestled among a dramatic terrain of sweeping hills, incredible mountains, and a flat green valley, the breathtaking region of Tuscany draws the attention of any lover of art and beauty. Natural attractions such as the Crete Senesi will amaze tourists with its large stretches of cypress trees and ponds of rainwater.

Meanwhile, this region that gave birth to the Italian Renaissance houses some of the most world-famous pieces of art such as David of Michelangelo and Botticelli’s Birth of Venus. You’ll also find the phenomenal Leaning Tower of Pisa, among other architectures that truly reminisce old-world Europe.

With so much legacy to unearth, you’ll definitely want to travel here for a reasonable amount of time. Read on to discover the best long-term rentals in Tuscany, Italy.

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 April 13, 2024.

1. Historic 18th-century mansion, Monteggiori (from USD 270)

A fairytale experience awaits you in this historic mansion dating all the way back to the 18th century! It features a cozy natural cave with lanterns and dining furniture, making it ideal for an evening chat with family or a romantic date. Furthermore, guests have access to a barbecue grill and utensils, which is perfect should you ever feel the appetite for a fancy meat fest.

Nothing short of a month-long stay in this dainty accommodation will ever feel like enough. The magnificent sight of the Tyrrhenian Sea as well as the clearest view of the sunset will leave you craving for more. Long-term stays are allowed and discounts, including weekly discounts, are offered on long-term bookings.

Stayed at this property?
Monteggiori, Toscana, Italy
92.24 km (57.4 mi) from the Diborrato Waterfall
19 reviews   Superhost Wifi Available
Entire cottage 4 Beds 6 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
we enjoyed very much cooking in the original kitchen and eating or playing at the endless table
he‘s always being responding immediately before and during our stay so communicating with him was excellent
lorenzo is an absolutely great host
because of the location a car is definitely a necessity
Read more reviews

2. Charming country house, Monteroni d'Arbia (from USD 81)

This charming little house nestled in the peaceful community of Podere Noceto, where beguiling woods and olive farms abound, is ideal for long stays. It can accommodate up to six grown-ups and is ideal for those looking for a laid-back holiday. The presence of outside seating arrangement among lush greenery makes it an ideal place to enjoy the Tuscan sun.

The interior is minimalistic yet cozy. To keep guests warm during winter, central heating is provided but for an additional cost. A bathtub, where you can just soak and relax peacefully, is available in the bathroom. From art museums to historic sites such as the Hermitage of Montesiepi, there is no dearth of attractions in the neighborhood. Make sure to reserve enough time to explore them all and avail a sizeable monthly discount while booking a long-term reservation.

Stayed at this property?
Monteroni d'Arbia, Toscana, Italy
24.68 km (15.4 mi) from the Diborrato Waterfall
41 reviews   Superhost Wifi Available
ENTIRE HOME 3 Beds 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
though the house itself has no ac it stays cool and comfortable especially in the evenings
overall it's a great location and they are lovely hosts but the apartment does have some drawbacks
stunning location in the middle of the hills of tucany and great hosts
Read more reviews

3. Medieval holiday rental for a romantic vacation, Pergine Valdarno (from USD 124)

Capture the medieval charm of Pergine Valdarno by staying in this private holiday rental that is ideal for couples looking for a romantic vacation. The tiled floors along with the stone walls and red brick ceiling emanate a rustic charm.

From the lovely fireplace to the hot tub beside it in the living room, guests are sure to get a promising taste of luxury. Those who wish to use the hot tub should bear in mind that they have to pay an additional amount for its usage.

A considerable discount of almost 70 percent is offered to those who book this accommodation for a month. If you can plan ahead, November is a good month to visit. During this period, you can take part in the jubilant Olive Oil Festival which is held to promote the town’s renowned products made from olives.

Stayed at this property?
Pergine Valdarno, Tuscany, Italy
45.09 km (28.1 mi) from the Diborrato Waterfall
45 reviews   Superhost Wifi Available
ENTIRE HOME 2 Beds 2 Guests 1 Bedroom 2 Bathrooms

Accommodates: 2

Top guest reviews
the accommodation was very clean
irene was a caring host who always was contactable
the best of all is the host ms irene
irene was a wonderful host who gave a good advices where to go and to enjoy
she is so nice and extremely helpful 10/10 will come back and recommend to everyone
it's location was perfect
i really can recommend that location
i can 100% recommend this location
cosy romantic and a true tuscan experience we bought food from the local shop and made fresh italian dishes
the great location the incredibly beautiful accommodation and the relaxed atmosphere are topped by irene's friendliness
Read more reviews

4. Unique accommodation in renovated medieval tower, Staggia Senese (from USD 74)

Have you ever wondered what it feels like to live in a medieval tower? Book this holiday house to find out! If you stay for a month or more, you even get a very significant discount of about 50 percent.

This unique accommodation is bright, airy, and tastefully furnished. The kitchen is well equipped with everything you may need to prepare a delicious meal. The availability of a dedicated workspace makes it ideal for guests who work from home. Feel free to pack lightly as you can use the washer and dryer for free during your long-term stay.

Stayed at this property?
Staggia, Toscana, Italy
4.32 km (2.7 mi) from the Diborrato Waterfall
93 reviews   Superhost Wifi Available
ENTIRE HOME 3 Beds 4 Guests 2 Bedrooms 1 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
the beds are comfortable and the sofa also
nicely equipped kitchen with microwave kettle and everything you'd need to stay there
lovely and clean house very small village very good communication with romina
the tower itself was a very cool experience it was clean and well stocked
the kitchen is well equipped and all is super clean
romina is a great and very responsive host
romina is the kindest host very reactive and always looking for a solution
our host romina sent all info in advance so when we got there all was clear and simple
romina always answered immediately and was very friendly
perfectly located place to visit chianti
we found staggia to be ideally situated to explore central tuscany
a beautiful and unique place
the location is perfect to visit sights around tuscany like siena and san gimignano
great place to stay from which to explore much of tuscany
Read more reviews

Tuscany Tour Guide



Hello, my name is Joanna. I was born and raised in Poland but then I fell hopelessly in love with Tuscany and have been living in Florence for 20 years. Wisely enough, I decided to turn my passion into work and became a tour guide. Now I can share with you my immense love for the beauty, history and art of these enchanted places. I am particularly passionate about the Middle Ages, history, scu... Read more

Tours by Joanna

Tuscany Tour Guide

Sara Pallabazzer

Sara Pallabazzer

I am a lively well-spoken tour guide and tour leader from Florence, and a person who has the ability to motivate different sets of audience; to communicate effectively and possesses a high degree of energy and enthusiasm.I am able to manage multiple tasks, self-motivated team player with excellent communication skills. I am proficient in Italian, English and Norwegian and possess a strong love ... Read more

Tours by Sara

5. Tuscany Forest Chalet, Benabbio (from USD 80)

Do you want to take a nice long break somewhere with outstanding scenery? This stone chalet is situated in a peaceful neighborhood with a beautiful landscape of surrounding hills and valleys. You can visit the nearby town of Borgo a Mozzano to see the Devil’s Bridge, one of the most beautiful river crossings in the province of Lucca.

If you have some unfinished official business that needs to be taken care of, a dedicated workspace is available on the property. Make use of the outdoor dining area, too, and enjoy some wine or coffee while appreciating the vast natural view. A long-term stay is possible and a discount of 15 percent is offered on monthly bookings.

Stayed at this property?
Benabbio, Toscana, Italy
77.93 km (48.5 mi) from the Diborrato Waterfall
110 reviews   Superhost Wifi Available
ENTIRE HOME 1 Bed 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
the interior is very romantic cozy and tasteful decorated
a beautiful clean and tranquil place
a wonderful secluded forest chalet clean and modern facilities
fantastic accomodation perfectly equipped very nice and clean
the whole chalet comes straight out of a fairy tale is very clean cosy and cute
just perfect beautiful quiet clean
she is a great host
she is very kind accommodating and available
maria elena is a gentle host
maria elena is a caring host she made us feel welcomed
maria elena is a kind and gracious host
maria’s place is a perfect getaway from the hustle and bustle of the city life
it is an ideal place to explore the garfagnana region and get off the tourist track
and easy walk to benabbio which is such a little and beautiful village
an ideal place to relax and enjoy the day
lovely quiet remote feeling location
Read more reviews

6. Casa Serena, Il Poderetto (from USD 87)

This homey country home is ideal for those looking for quiet accommodation to enjoy a restful vacation. It features a charming private garden where you can hear the birds chirp as you enjoy your breakfast. If you wish, you may start your mornings every day like that for at least a month as long-term stay is allowed. And the sweet 22 percent discount offered on monthly bookings happens to be the cherry on the cake.

Additionally, the property is located near a bus stop, so you can visit other notable places in Tuscany with ease.

Stayed at this property?
Il Poderetto, Tuscany, Italy
89.19 km (55.5 mi) from the Diborrato Waterfall
72 reviews   Wifi Available
ENTIRE HOME 4 Beds 2 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 2

Top guest reviews
nice place and a nice host
federico was an amazing host
federico is an amazing host
frederico and all the other locals here are friendly people which gives a great atmosphere to this accomodation
it’s really quiet an ideal to relax
Read more reviews

7. Dainty apartment with spacious yard, Pari (from USD 75)

Situated in the comune of Civitella Paganico, this apartment is a dainty space that can accommodate up to three grown-ups. It fosters an old-fashioned atmosphere that perfectly complements the rich vegetation of its surroundings. An outdoor relaxation area, complete with a hammock and seating arrangement, is available and can be utilized to laze around.

Toys and storybooks are available to keep your child busy. And if you have an infant traveling with you, babysitter recommendations can be sought. The place is ideal for long-term stays as it offers discounts of up to 30 percent on monthly bookings.

Stayed at this property?
Pari, Toscana, Italy
40.94 km (25.5 mi) from the Diborrato Waterfall
140 reviews   Superhost Wifi Available
Entire cottage 1 Bed 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
great place to stay with a stunning view and an amazing apartment
the bedroom and bathroom are both lovely
apartment was nice and clean with a wonderful view on the valley
our stay was super comfortable
very nice apartment in a beautiful quiet town
it is very clean and tastefully decorated
apartment is very cosy super clean and comfortable
it was spotlessly clean everything we needed was provided
their place is very comfortable clean beautifully furnished and well equipped
genny is a very friendly person and the apartment was beautiful and very clean
genny and alberto are great hosts welcoming and helpful
genny is a great host that can always help you with smile on her face
genny was very helpful and accommodating
genny is a great host and pari is an adorable tiny town
genny is a friendly host as well and gives u a lot help if u want to
lovely place in the middle of beautiful tuscan scenery
peaceful and well equipped accommodation in a beautiful location beside a lovely little old town
the apartment has convinent location and good access from asphalt road
genny's place was by far the best place we stayed at during our week-long trip in tuscany
beautiful apartment in a beautiful place
Read more reviews

8. La Casina, Arezzo (from USD 70)

Get transported back in time as you stay in this two-story home renovated from the ruins of a medieval tower. Nearby attractions include historical landmarks such as Cathedral of Arezzo and Piazza Grande that showcase the elegant architecture of different periods. The piazza also hosts the monthly Antiques Fair where tourists can get their hands on some rare finds from paintings to copper trinkets.

Planning to stay long? A month of lodging in this property will fetch you a discount of around 25 percent on the booking price. Make sure to stock up the refrigerator with some local dishes, and take advantage of the allotted workspace should you need to get something done urgently.

Stayed at this property?
Arezzo, Toscana, Italy
61.07 km (38.0 mi) from the Diborrato Waterfall
137 reviews   Superhost Wifi Available
ENTIRE HOME 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
everything was neat and clean and the communication was very smooth :)
great place very clean and spacious
it had everything we needed was super clean and very comfortable
this place was amazing super clean charming comfortable and great location
cosy super clean nice historic building tasteful interior with good bed central and quiet
max is a great host
the response time of the host was immediate and very helpful especially helping us find parking
max is also a very kind guy so we had a nice stay
great stay close to the center
a sweet love nest in central historic arezzo
the apartment is very charming and with a great location
everything was spot on great to be in old town yet have free parking so close
thoughtfully renovated sparkling clean small house in a quiet street very close to the piazza grande
Read more reviews

9. Homey residence in Scandicci, Florence (from USD 153)

This residence is at a distance of 19 km (11.8 mi) from the Accademia Gallery of Florence where Michelangelo’s David is on display. Its location makes it the perfect accommodation to have if you are planning to visit attractions in nearby cities such as Pisa, Siena, and Lucca. The house has all the basic amenities that one can think of for a comfortable stay, including a fully equipped kitchen. Seating arrangement is available on the patio and can be used for outdoor dining.

If you like going out on walks, there are many beautiful parks to explore nearby. And guests with children will be delighted to find a private playground for kids. Those looking for a long-term holiday can breathe easier as the place permits a stay of 28 days or more.

Stayed at this property?
Scandicci, Toscana, Italy
39.17 km (24.4 mi) from the Diborrato Waterfall
99 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 5 Guests 2 Bedrooms 1 Bathrooms

Accommodates: 5

Top guest reviews
Amenities & Room:
very well equipped with all necessary amenities for a really comfortable stay
we had a great stay loved the block out blinds and air conditioning
the kids enjoyed the wifi access and it was great to have a to a washing machine
the a/c is the best thing ever made for this place
kitchen is great also and it has everything necessary to cook and dine at the house
very clean and cozy place
the house is very clean and confortable
and they replied very fastthe house is beautiful and clean l
the house is very clean good shower two toilets
this apartment is very clean and very well equipped
cristina is always very helpful
superb friendly and great host
omgoodness cristiana and claudio were the perfect host
cristiana and claudio were amazing hosts they went above and beyond at every turn
the hosts were both very correct helpful kind and gentle they were also accessible
walking distance to super market park and a shopping area
location is perfect: silent district near the train station there are store "coop" and great pizzeria "v
wonderful apartment located on a quiet street in the suburbs of florence
located in a good quiet part of town
walking distance to a great local restaurants and a supermarket
Read more reviews

10. Simple and rustic country house, Murlo (from USD 64)

Do you want to escape the tumult of the city and reacquaint yourself with nature? If so, this country house with its perfectly rustic interior will provide you with that experience. Aside from the rough trails surrounding the area that allows for some hiking and horseback riding, there is a courtyard for enjoying quality time outdoors.

The adequately spacious house is tastefully furnished and the bedroom has lovely handmade furniture in it. Get comfortable around the indoor fireplace along with your pet as the property is pet-friendly. The property allows long-term stays. In fact, if you stay for a month or longer, you get a discount of around 60 percent!

Stayed at this property?
Murlo, Toscana, Italy
33.88 km (21.1 mi) from the Diborrato Waterfall
30 reviews   Wifi Available
ENTIRE HOME 2 Beds 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
the house itself is spacious clean and equipped with all the amenities
in addition robert is a very nice and welcoming host
fantastic place amazing and extreemly helpful owner clean house
location is very beautiful and relaxing
robert's place in vallerano is located in a wonderful and very quiet area
if you want to experience living in a medival village this is the best place
Read more reviews

The perfect scene for a long vacation

Tuscany is a traveler’s paradise dotted with both natural and man-made attractions. From the rough trails in the wilderness to the medieval streets, it has got a lot to offer. If you think a short stay here will satisfy you, then think again; there’s a reason why we curated this list of the best long-term rentals in Tuscany, Italy.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.


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Trisha has been working as a freelance writer for two years. She is passionate about anything that has to do with words and adventures. While her writing portfolio varies among academic papers,...Read more

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