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House vacation rentals in Sansepolcro

Find and book unique houses on Airbnb

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Popular amenities for Sansepolcro house rentals

House rentals with a pool

Guest favorite
Home in Civitella in Val di Chiana
4.94 out of 5 average rating, 47 reviews

Casa Fattore - Tuscan countryside house

MarciaRating, 5 stars1 month ago
We had a wonderful stay at this property, which is a bit difficult to reach, but the arduous journey is more than worth it. The fantastic location is simply breathtaking – extensive fields lined with cypresses and olive trees create a backdrop that looks like a Tuscan picture book. The hosts were extremely nice and charming. They provided us with great tips for excursions and activities in the surrounding area, which enriched our stay even more. Particularly noteworthy is that our dog also felt very comfortable and we were able to enjoy a relaxing time as a family. In summary, we can recommend this place to anyone who wants to experience the true beauty of Tuscany. A place to relax and enjoy – we'll be happy to come back here.
Top guest favorite
A well-maintained outdoor area features a private pool surrounded by a lush green lawn. A cozy villa can be seen in the background, complemented by tall trees and a relaxing ambiance. Lounge chairs are positioned near the pool, inviting leisure under the partly cloudy sky.
Home in Reggello
5 out of 5 average rating, 45 reviews

Villa in Tuscany - Reggello, with Swimming Pool and WiFi.

TimmyRating, 5 stars1 week ago
Our stay was amazing! Great location and the house was in great condition! A lot of places are very accessible when using this as a home base. The hosts were very helpful and responsive when we had any questions that came up! We are looking forward to staying here again in the future!
Superhost
Home in Umbertide
4.81 out of 5 average rating, 37 reviews

Private villa with pool and breathtaking views

SophieRating, 5 stars9 months ago
Anna’s house is stunning and tucked away in such a beautiful quiet location. The people who take care of the house were kind and our two year old loved him. Would highly recommend anyone who wants a quiet get away from the hustle and bustle of life to stay here.
Superhost
The private pool is framed by stone walls and a tiled terrace, featuring steps leading into the water. A covered terrace with light curtains overlooks the pool, providing shade. The house, made of natural stone, features red shutters and a scenic garden area.
Home in Deruta
4.8 out of 5 average rating, 10 reviews

House with private pool Todi

ClaireRating, 5 stars8 months ago
Beautiful house, garden, pool and views. On the edge of the village which was perfect
Top guest favorite
Home in San Lorenzo
5 out of 5 average rating, 25 reviews

Casa dei Vasi

JoeRating, 5 stars3 weeks ago
Absolute perfection, the house was lovely, well equipped and appointed. Great for me, my wife and 18 month old toddler. Lorenzo and Alba couldn’t have been kinder or more welcoming making sure we had everything we needed and provided so much help and advice to ensure our stay was perfect. The location is a dream and we can’t wait to come back.
Guest favorite
A private pool is surrounded by sun loungers, set on a wooden deck. The pool area features natural stone paving and is enclosed by a child-proof fence. Lush greenery and olive trees outline the space, providing a serene environment for relaxation.
Home in Lecchi in Chianti
4.96 out of 5 average rating, 136 reviews

Casa di Lyndall - Entire house with exclusive pool

TerriRating, 5 stars7 months ago
This home is the epitome of a classic villa in the chianti region. Lecchi is very a small village that is walkable to a market, bar & cafe, and one of the best dinner spots we visited in our entire trip to Italy - the Malborghetto restaurant is a must! We rented a car for this week of our trip, and would highly recommend doing so. There are many nearby villages with great trattorias and shopping options - and gorgeous views everywhere you turn. Casa di Lyndall is a roomy, well appointed home with all the amenities you could need. Very clean, and very comfortable, and the view out the front windows is beyond compare. Lyndall was very responsive and provided us with excellent recommendations of things to do during our stay. Clementina greeted us when we arrived and was so sweet and helpful. There is nothing we would change about our stay!
Guest favorite
A private pool area is framed by lush greenery and blooming flowers. Two lounge chairs and a small table are arranged on a stone patio under a large umbrella. The bright yellow house is partially visible, showcasing an upper balcony.
Home in Cortona
4.97 out of 5 average rating, 59 reviews

"Casa Elisa", house with swimming pool at the foot of Cortona

DanielleRating, 5 stars1 month ago
The stay "Casa Elisa" was better than we expected. It is a large house with even a basement with sauna. The pool in the garden (with outdoor shower and toilet) and the house itself were sparkling clean. There was no dust or cobweb to be discovered (not even behind a closet that we moved to be able to reach an outlet). The view from the balcony was breathtaking and the surroundings were fantastic. You are so in towns such as Siena, Arezzo, Perugia and there is also a large lake nearby where we rented a boat for a day (recommended). In short, we can recommend everyone to book with Lorenzo. The communication with Lorenzo was also excellent, easy to reach via app and speaks good English. His father comes to check and clean the pool every day and his mother's day baked a delicious cake very sweetly.
Guest favorite
A private pool is situated within a spacious, well-kept lawn, surrounded by tall trees and lush greenery. Lounging chairs are placed beside the pool, providing a comfortable spot for relaxation. Clear blue skies create a serene atmosphere, enhancing the tranquil outdoor setting.
Home in Cortona
4.93 out of 5 average rating, 28 reviews

Beautifully restored villa with private pool

MartinRating, 5 stars1 month ago
We absolutely loved our two-week stay at Lucy and Tommy’s house. The house itself is beautiful, and the garden is truly a haven of peace - we spent so much time there, fully unwinding and recharging. From the moment we arrived, Lucy and Tommy were wonderful hosts, always available and incredibly helpful. They provided great local recommendations, and we were also lucky enough to try their delicious homemade olive oil. The house is located in an extremely peaceful area, surrounded by trees and nature, which made our stay even more relaxing. We can only highly recommend this accommodation and we truly hope to visit again in the future.

Weekly house rentals

Superhost
A seasonal mosaic-tiled pool is surrounded by lush greenery and mature trees. Comfortable lounge chairs are arranged along the sunlit poolside, inviting relaxation. The area features well-maintained gardens and shaded spots, creating a peaceful atmosphere for guests to enjoy outdoor moments.
Home in Lucignano
4.78 out of 5 average rating, 9 reviews

Beautiful property between Siena and Arezzo

TimRating, 5 stars21 months ago
we had a very nice stay. The entire accommodation was very clean. Highly recommend taking something against the mosquitoes. the only criticism was the chairs on the terrace, as 2 have shackled heavily, there should be a replacement here.
Superhost
A private pool is surrounded by a spacious terrace, featuring two stylish cabana beds and several sun loungers. Lush greenery and rolling hills are visible in the background, offering a serene atmosphere. The pool area is well-lit for enjoyable evenings outdoors.
Home in Pietralunga
5 out of 5 average rating, 11 reviews

Il Monte

ConstanzeRating, 5 stars10 months ago
Great stay in beautiful house in beautiful house.
Top guest favorite
The living area features a spacious arrangement of seating, including a green-covered sofa and a brown couch, with large windows allowing natural light to fill the room. A small coffee table is situated near the seating, with a dining area visible in the background.
Home in Gabicce Mare
4.96 out of 5 average rating, 28 reviews

independent apartment with private garden

NicolòRating, 5 stars1 week ago
Very spacious house with many rooms and two bathrooms, plenty of space to park multiple cars. Friendly and helpful host, he provided us with a lot of information about beautiful places to visit nearby.
Guest favorite
A wooden dining table is set with plates and glassware, complemented by a red table runner. A framed artwork hangs on the wall, and a rustic fireplace is visible, adding character to the cozy dining area. The adjacent kitchen is partially seen in the background.
Home in Greve in Chianti
4.86 out of 5 average rating, 118 reviews

The Sundial in Montefioralle

LizRating, 5 stars2 weeks ago
We had a delightful 2 day stay at Eugenia’s place in Montefioralle. The apartment was very charming and met our expectations in every way. Marco met us, showed us to the apartment, and explained the parking. There was the added bonus of a wine festival with 15 local wineries offering tastings the weekend we were there.
Guest favorite
A restored farmhouse is nestled within landscaped gardens, showcasing neatly trimmed hedges and flowering plants. The two-story structure features a stone facade and a terrace, while umbrellas and seating areas provide outdoor leisure. Olive groves and lush greenery enhance the serene countryside setting.
Home in Asciano
4.96 out of 5 average rating, 45 reviews

Tuscan farmhouse near Siena + Cortona, heated pool

RobRating, 5 stars8 months ago
We absolutely loved the home and location! There were nine of us and everyone had their own space and bathroom. The home was very clean and decorated beautifully. Amanda was a fabulous host. She was very responsive with all communication and helpful with places to see in the region. The location was excellent for traveling all around Tuscany and it was very peaceful. We can't wait to go back!
Guest favorite
A traditional stone farmhouse features a terrace adorned with vibrant flowers and outdoor seating. Panoramic views of rolling hills and olive groves are visible in the background, complemented by a clear blue sky. Wooden shutters and climbing plants enhance the rustic charm of the property.
Home in Montebenichi
4.89 out of 5 average rating, 19 reviews

The Montebenichi Dovecote

AlexRating, 5 stars2 weeks ago
This is an absolutely stunning place, on so many levels. The villa and surroundings look exactly like the pictures, but they can’t truly do justice to the tranquil beauty of the landscape and the comfort of the house. We loved this place. The beds are comfortable, and the kitchen well equipped. It was a bit cold for the pool, but we braved it a few times - hard to resist with the stunning view. The house is a quick walk to the tiny yet utterly charming town of Montebenichi, with its one lovely little restaurant (with wonderful food). There are other walks in the area, including down the road towards the nearby wolf sanctuary - the wolves add to the magical atmosphere with their baying at intervals during the day. The road to the house is narrow at times, and intimidating at first, but gets easier as you get familiar with the twists and turns. The overall location is perfect for exploring Tuscany, a quick drive to many of the top sites. This place delivers on the Tuscan dream vacation.
Guest favorite
A spacious bed is dressed in soft white linens, complemented by decorative pillows. Two bedside tables with lamps stand on either side, providing gentle illumination. The walls feature warm tones and framed artwork, contributing to a calming and serene atmosphere.
Home in Rietine
4.85 out of 5 average rating, 208 reviews

Gaiole in Chianti Poggio Casabianca

AlexRating, 5 stars1 week ago
Valeria and Simone have a super nice and clean apartment! We felt very comfortable right from the beginning. The apartment offers a great starting point for numerous hikes and excursions. During our stay, we always got good tips and advice from the two. Our dog also felt very comfortable and since the property is completely fenced, he was able to move freely. We would come back back. It was an incredibly beautiful time!
Top guest favorite
The exterior of the two-story stone villa is framed by olive trees and garden flowers. Balconies with flower boxes adorn the upper level, while wooden shutters provide a rustic charm. Lush green space surrounds the property, enhancing its natural setting.
Home in Monte del Lago
4.97 out of 5 average rating, 31 reviews

Villa Profumo di Salvia. Lakefront

NicoRating, 5 stars1 week ago
We had a great week at Silvia's house. From the first moment, we really felt at home. The view from the house of the lake is beautiful and the sunsets are magical. The house itself is genuinely equipped with all comforts. The beds are wonderful, the bathrooms are perfect and the kitchen is very extensive. Furthermore, it is also noticeable that everything is really super clean and tidy. A lot of time and effort has been put into having everything perfect. The surroundings are of course magnificent. You have the beautiful lake in your backyard, but you are also in Tuscany. So there is plenty to see and do. Silvia is also a very nice and kind host. Communication is very pleasant and fast and she sends a very detailed explanation and tips before your arrival. And if there are any questions in between, she is immediately ready to help you. We hope to be returning one day.

Private house rentals

Superhost
A two-story stone house is surrounded by lush greenery, featuring flowering shrubs and trees. Large windows are framed by wooden shutters, allowing natural light to brighten the interior. The tranquil garden provides a serene outdoor space for relaxation.
Home in Monte San Savino
4.82 out of 5 average rating, 202 reviews

In Tuscany between Siena Arezzo, near Chianti

FrancesRating, 5 stars1 month ago
We had a perfect break in Lorenza’s lovely house. It was extremely spacious and exceptionally clean. The garden is beautiful and well maintained with lots of areas to sit in and enjoy the peaceful environment. Our dogs loved their walks in the woods nearby and they enjoyed meeting all the feline residents! Lorenza and her husband are a lovely friendly couple who have put a lot of thought into ensuring their guests have a great holiday.
Guest favorite
A beautifully restored stone building features a sloped roof and large windows that offer expansive views of the surrounding landscape. A well-maintained garden, framed by potted plants, leads to a patio area with outdoor seating set against a backdrop of rolling hills.
Home in San Martino
4.94 out of 5 average rating, 209 reviews

Casa Bada - Barn

FrancineRating, 5 stars1 week ago
La Cada Bada was exactly what we were looking for; tranquility, beautiful scenery and warm and welcoming environment. Our hosts were present and very responsive when we communicated with them or had questions. We also booked a cooking class with them that we enjoyed very much. We highly recommend Casa Bada for a vacation for families or groups of friends.
Superhost
A large heated swimming pool is surrounded by a stone patio, featuring a wooden gazebo with seating and sun loungers. Lush greenery and trees frame the pool area, providing natural shade, while expansive views of rolling hills and valleys stretch out in the background.
Home in Umbertide
5 out of 5 average rating, 9 reviews

Casa Maestra, Umbrian hills, AC, large heated pool

RodRating, 5 stars8 months ago
Great Airbnb for my wife and I who were in Italy before our wedding in Tuscany. The Airbnb was clean and looked like the pictures. Private property and surrounded by nature and scenic views of Umbria. The communication before and during the stay from the hosts was also great. The pre-arrival instructions were also extremely helpful, as both Waze and Google Maps only got us part of the way to the Airbnb (the Airbnb was about 15-20 minutes away from the main road). We brought our nine-month old baby, and this is a baby-friendly Airbnb. Upon request, they provided us with a travel crib, a baby bath, and a high chair. They also had soft pads that we could lay on the floor for our baby to play on. He really enjoyed the nature. Unfortunately, we weren't able to check out any of the local restaurant due to our baby and dealing with baby jetlag. We're looking forward to coming back to Umbria to check out more of the towns, like Assisi.
Top guest favorite
A serene bedroom is furnished with a spacious bed, adorned with a floral-patterned quilt. A vintage dresser and a wooden chair are visible, complemented by a softly lit lamp. Natural light filters through windows adorned with delicate curtains, creating a calm atmosphere.
Home in Canneto
5 out of 5 average rating, 20 reviews

Three room apartment in a single house

JoannaRating, 5 stars2 weeks ago
In May 2025, we spent a week at Federica's - it was a wonderful time The apartment is spacious, super clean and in reality more beautiful than shown in the photos. The large terrace, where you can directly look out over the beautiful olive garden. A quiet environment, but the location is perfect for exploring the area. 15 minutes by car to Perugia - but Umbria is not only Perugia: Assisi - simply a must, then also e.g. Gubbio, Sansepolcro, Cortona, Spello and much more. Fantastic architecture, churches, palaces, museums with countless masterpieces by artists, which you can otherwise only read about in books or catalogs. Our hostess - Federica is an exceptionally friendly, nice and helpful person, she gave us many interesting tips, that have greatly enriched our vacation. Overall, absolutely recommended - it makes you feel right at home- we would love to come back anytime. Our rating 5 stars + Best regards from Joanna and Bogdan.
Superhost
An outdoor seating area under a wooden gazebo is presented with a cozy arrangement of rattan furniture, including a spacious sofa and two armchairs with light-colored cushions. A small coffee table is centered on a stone patio, with expansive greenery visible in the background.
Home in Assisi
4.8 out of 5 average rating, 83 reviews

House with garden and private pool

ChrisRating, 5 stars2 weeks ago
Daiana’s place is clean and spacious and in a lovely location. The beds and sofa were very comfortable and Daiana was very responsive and helpful. And flexible with check out. The house could do with a few more basic items which Daiana provided when requested. We were attending an event at the nearby castle so it was as an ideal location. The pool however was still closed for the winter so worth checking in advance.
Superhost
A private courtyard features a built-in Jacuzzi, elegantly illuminated by soft string lights. The Jacuzzi is framed by a wooden deck and is surrounded by stone flooring, providing a serene setting for relaxation in the evening light.
Home in Florence
4.8 out of 5 average rating, 80 reviews

Little Italy Planet - sweet home with Jacuzzi

KirstyRating, 5 stars1 day ago
Place was gorgeous and just like the pictures we thought the yard was a little bigger than it was but still very good size and private. Directions given to get the 14A bus from station was perfect and we were able to get to the accommodation with little stress. buses can be very busy and hot. Lots of cooking equipment available. Hot tub was amazing just wish we used it more.
Top guest favorite
An exclusive terrace features two cushioned chairs facing a small table, set with two glasses and a plate of snacks. The view spans rolling countryside and distant hills, with soft twilight colors enhancing the serene atmosphere of the outdoor space.
Home in Montalcino
4.94 out of 5 average rating, 32 reviews

Domus Antiqua

JonathanRating, 5 stars4 months ago
We had an excellent stay at this beautiful home which is very spacious, comfortable and very well furnished. The views are superb even by the high standards of Montalcino. Communication was proactive and very helpful. Nothing to fault. We would definitely stay again and look forward to doing so.
Superhost
A row of sun loungers is positioned under elegant umbrellas, set against a backdrop of lush greenery. The loungers are arranged on a paved area, complemented by carefully placed plants and stone landscaping along the edge.
Home in Molino Vitelli
5 out of 5 average rating, 3 reviews

2 / 8px house on Tuscan Borders

ElizabethRating, 5 stars1 month ago
Andrea's place was perfect for our short two night stay in the Niccone Valley, or fav area in Umbria. We were there in cooler weather and the floor heating took a bit to come on but once it did we were comfortable. I think it would be a great place in the warmer weather as the pool looked wonderful. The Niccone Valley is somewhat remote but with the location of this property you had the best of both worlds quick access to Umbertide and yet embedded in the valley. Would love to return in the warmer weather. Thank you Andrea!

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Arezzo
  5. Sansepolcro
  6. House rentals