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House vacation rentals in Sestino

Find and book unique houses on Airbnb

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Popular amenities for Sestino house rentals

House rentals with a pool

Superhost
A shared swimming pool is surrounded by a fenced area, featuring several sun loungers with striped cushions and umbrellas for shade. Olive trees and lush greenery create a peaceful backdrop, while the clear blue sky adds to the serene atmosphere.
Home in Reggello
4.8 out of 5 average rating, 81 reviews

House with pool among olive trees plantation

KarolinaRating, 5 stars7 months ago
The apartment is located in the picturesque surroundings. It takes quite a while to get there up the hill, but the views reward it! The place was clean and well-prepared for our stay. Good spot if you look for some peace and quiet and want to stay away from the noise!
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, 44 reviews

Villa in Toscana - Reggello, con Piscina e WiFi.

MicheleRating, 5 stars1 week ago
Sehr schöne Unterkunft in den Hpgel der Toskana. Ein wenig abgelegen aber wir haben das geschätzt. Viele Restaurants in der Umgebung mit wircklich sehr gutem Essen und absolut guten Preise. Unterkunft mit grossem Garten, Pool, Klima und Heizung. Gepflegt und sauber. Hühner deren Eier wir holen durften. Magena wahr stets erreichbar, sehr freundlich und Hilfsbereit. Viele Weingüter in der Umgebung wo mann essen und trinken kann. Wir kommen wieder. Danke Magena und Eduardo
Superhost
Home in Umbertide
4.81 out of 5 average rating, 37 reviews

Private villa with pool and breathtaking views

SophieRating, 5 stars8 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.
Top guest favorite
The exterior of Villa Pergo is revealed, showcasing a historic stone facade under a clear blue sky. A spacious gravel area is visible, surrounded by lush trees and potted plants, providing ample parking and outdoor space.
Home in Pergaccio
5 out of 5 average rating, 46 reviews

Villa Pergo is an ancient charming country villa

TerriRating, 5 stars6 months ago
Based on the previous wonderful reviews of Antiqua degli D’ulivi, a year ago we booked a three week stay in the outskirts of Cortona in Pergo. We had our kids, grandkids and dear friends with us and as we drove through the gates into the Villa, we entered a magical place filled with generosity, laughter, relaxation, wonderful food, a refreshing pool and golden light. Massi was always there to help us with any questions we had and refill our olive oil bottle with the amazing green liquid made from his olives. We enjoyed the most delicious lunch with his family and they also were such giving, lovely people. We learned so much about Italy and Tuscany from them: porcini mushrooms, Perugia soccer teams, local markets, hot springs near Montepulciano, nearby restaurants, vineyards, hikes and more. We highly recommend an extended stay at this Tuscan home—we were so fortunate to experience it for three glorious weeks. The memories will be long lasting and always treasured. Mille Grazie to Massi
Top guest favorite
A tranquil swimming pool is surrounded by stone decking, complemented by sun loungers in a serene garden setting. Olive trees provide a natural backdrop, while a rustic building and landscaped areas are visible nearby.
Home in Serre di Rapolano
4.97 out of 5 average rating, 74 reviews

L'Olivo - villetta indipendente con piscina

MartaRating, 5 stars7 months ago
Amazing place in a quiet area with a beautiful view of the countryside. Climate cottage equipped with everything you need. Together with our dogs we felt like at home. Bruna is an incredibly warm and helpful person. Thank you for a wonderful time.
Guest favorite
A spacious living room features a vaulted ceiling with terracotta tiles. Glass doors open to a scenic outdoor area, inviting natural light. Comfortable seating includes a light-colored sofa with decorative pillows and woven chairs, complemented by framed botanical art on the walls.
Home in Asciano
4.96 out of 5 average rating, 45 reviews

Tuscan farmhouse near Siena + Cortona, heated pool

ClemensRating, 5 stars7 months ago
Wir hatten einen tollen Urlaub mit 9 Freunden. Das Haus liegt sehr ruhig und ist sehr hochwertig und liebevoll eingerichtet. Der Außenbereich war wunderschön und grün. Ein toller Pool und viel Platz ganz für sich alleine. Alles exakt wie beschrieben und auf den Bildern gezeigt. In der Nähe sind mit dem Auto viele schöne und günstige Restaurants erreichbar. Wir würden es auf jeden Fall weiterempfehlen und hatten eine schöne Zeit. Amanda war sehr freundlich und war immer schnell erreichbar bei Fragen.
Superhost
The outdoor pool area features a rectangular pool surrounded by a spacious wooden deck. Sun loungers and beach umbrellas are placed around the pool, with vibrant flowers adding color to the scene. A panoramic view of the surrounding hills can be seen in the background.
Home in Canneto
4.92 out of 5 average rating, 25 reviews

Elegante Alloggio in Villa con piscina a Perugia

Robin & EstherRating, 5 stars9 months ago
Wij zijn met ons gezin hier een weekje geweest en hebben genoten van het ruime huis en heerlijke zwembad. We waren hier tijdens een hittegolf (38/39) dus waren erg blij met het zwembad met duikplank en er was water speelgoed voor de kinderen. omdanks de hitte en het gebrek aan airco bleef het appartement goed bewoonbaar omdat het goed geisoleerd is en je kunt de luiken goed sluiten om de zon buiten te houden. Wij hebben geen andere gasten gezien en Roberta woont beneden maar hebben we ook haast niet gezien. het huis is erg modern en heeft een hoge kwaliteit afwerking, ook zijn de ramen/kozijnen voorzien van horren. Veel leuke plaatsjes in de buurt, we raden een trip naar Asissi (40m) zeker aan! bedankt Roberta voor een heerlijke week!
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
4.96 out of 5 average rating, 57 reviews

"Casa Elisa", casa con piscina ai piedi di Cortona

AlessandroRating, 5 stars4 months ago
Ho trascorso un soggiorno indimenticabile a Casa Elisa, situata ai piedi della splendida Cortona. L'atmosfera che si respira è magica: una fusione perfetta tra la tradizione toscana e il comfort moderno. Le camere sono eleganti e abbastanza spaziose, arredate con gusto e dotate di tutti i comfort necessari. Il giardino con piscina è un'oasi di tranquillità, ideale per rilassarsi con un buon libro o per godere di un aperitivo al tramonto. Ma è il calore e l'accoglienza della famiglia di Elisa a rendere il soggiorno davvero speciale. La loro disponibilità nel fornire informazioni sui luoghi da visitare e i ristoranti consigliati fa la differenza. Consiglio vivamente Casa Elisa a chiunque voglia scoprire la bellezza della Toscana, vivendo un'esperienza autentica e indimenticabile.

Weekly house rentals

Guest favorite
The living area features wooden beams across the ceiling and a cozy seating arrangement with a sofa and a bench. Large glass doors open to a garden, allowing natural light to fill the space. Decorative items are displayed on the shelves nearby.
Home in Figline e Incisa Valdarno
4.91 out of 5 average rating, 44 reviews

CAMPOPINETA MELOGRANO

SonjaRating, 5 stars7 months ago
CampoPineta ist ein guter Ort um sich zu erholen. Die Unterkunft hat alles was man braucht und ist sauber. Tolle Landschaft und gute Restaurants liegen in unmittelbarer Nähe. Wir hatten eine gute Zeit und Alessandra ist ein freundlicher Mensch.
Superhost
A spacious dining area is illuminated by natural light filtering through open doors. A large wooden table is surrounded by several chairs, and a matching sideboard displays glassware. Soft curtains frame the doorways, enhancing the charming countryside feel.
Home in Lucignano
4.78 out of 5 average rating, 9 reviews

Beautiful property between Siena and Arezzo

TimRating, 5 stars20 months ago
wir hatten einen sehr schönen Aufenthalt. Die gesamte Unterkunft war sehr sauber. Ich empfehle unbedingt etwas gegen die Stechmücken mitzunehmen. einziger Kritikpunkt waren die Stühle auf der Terrasse, da haben 2 stark gewackelt, es sollte hier Ersatz besorgt werden.
Superhost
A stone villa is framed by lush greenery, showcasing a welcoming entrance with an ornate gate. Large windows with green shutters invite natural light into the home. A small balcony is visible on the upper level, adding to the charm of the exterior.
Home in Montefollonico
4.89 out of 5 average rating, 18 reviews

[15 min da Montepulciano] Villa Chiara

MinRating, 5 stars9 months ago
我要如何赞美Maria Chiara的民宿呢~这是我此次旅行中最爱的一个住宿地点,美好得有一点梦幻和不真实。房子的具体位置我描述不清,离皮恩扎不远,我们开了一路的山路,很好找。漂亮的精心打理的院子是我的第一印象,一只可爱的小猫在院子里和我们慵懒地打招呼。Maria带我们去了所有的房间,一共三间超级舒适的卧室,两个配备齐全的厕所,还有大小两间起居室以及温馨的厨房。因为到达的时候已经很晚了,我们没有来得及在路上吃饭,打开谷歌地图,附近的餐厅都显示打烊了。我们只好非常不好意思地寻求Maria的帮助。Maria和他的家人给了我们很大的帮助,他帮我们打了一堆电话,前面好几个都说今天满座了或者是我们要打烊了,但是他们丝毫没有停下来的意愿,直到找到一家开门的披萨店。我们很顺利地找到了那家当地的餐厅,简直是我吃过最好吃的意面和披萨,而且价格非常公道。夜晚,我们在院子里品尝白天从酒庄带回来的美酒,漂亮的院子和星空,气氛太好了。第二天,我们得以认真打量这漂亮的房子,它已经有104岁了,但是房屋的状态特别好,是女主人辛苦在打理。房间的家具和陈列特别有地域的特色,也有复古的年代感,配色迷人得令人挪不开眼睛。我和朋友说,感觉就是住进了一家博物馆。Maria的厨房也有很意思,大概有大大小小5只咖啡壶,非常有生活的气息。我们要离开的时候,Maria已经在打扫院子了,我们用谷歌翻译聊了一会儿,再次感谢她热情的招待。这漂亮的房子承载了我对托斯卡纳最好的回忆,和我亲爱的家人还有可爱的朋友。
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

CarolineRating, 5 stars20 months ago
Nous avons passé une formidable semaine! La vue est incroyable!
Top guest favorite
An appealing stone villa is framed by lush greenery and manicured hedges. A circular stone fountain is centered in a gravel area, surrounded by shrubs and trees. The sky is partly cloudy, providing a gentle light that enhances the natural beauty of the setting.
Home in Castelfranco Piandiscò
4.96 out of 5 average rating, 82 reviews

Villa close to Florence amazing view private pool

CecilieRating, 5 stars7 months ago
Helt fantastisk hus med massere af charme og personlighed. Så dejligt et hus, at vi overvejer at booke det igen næste år. Regina som stod for huset var virkelig sød og nem at få fat i, ved spørgsmål.
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, 26 reviews

independent apartment with private garden

TobiasRating, 5 stars7 months ago
Marcello war sehr zuvorkommend und freundlich. Die Wohnung war genau wie bescheiben. Sehr gross und sauber. Ort ist gut gelegen. Sehr nahe zum strand, Geschäften und Restaurants. Velos stehen zur freien verfügung
Guest favorite
Home in Montebenichi
4.88 out of 5 average rating, 17 reviews

Colombaio di Montebenichi

StephenRating, 5 stars6 days ago
We had an incredible stay at this beautiful villa in the rolling hills of Tuscany. Perched on a mountain, the property offers stunning views over the countryside, with gorgeous gardens and an authentic Tuscan feel throughout. The villa itself was spacious, comfortable, and full of charm. The location was perfect — peaceful and private, yet central to many of the places we wanted to visit, including Florence, Montepulciano, Siena, and San Gimignano. Christina, our contact person, was a great communicator. She was also on time, very helpful and pleasant to be around. She provided us with great insights about the area and the property. The location was excellent for us to use the e-bikes that we rented. We had breathtaking rides around the area. There was an excellent grocery store, Conrad’s in Bucine with a very tasty restaurant in the same Plaza. It was the perfect rustic home base with lots of charm the Tuscan experience for exploring the region, and we would absolutely stay again
Superhost
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, 206 reviews

Gaiole in Chianti Poggio Casabianca

Jean YvesRating, 5 stars6 months ago
le logement est magnifique, l'accueil est facile et Simone arrangeant. Nous aurions aimé avoir un grille pain, une cafetière pour 2 personnes (celle fournie permet de faire juste un expresso), un chauffage d'appoint, du wifi accessible dans toute la maison

Private house rentals

Guest favorite
The outdoor area features stone walls and a well-maintained garden with various plants. A small deck chair is positioned for relaxing, with a sunny sky overhead. Shade is provided by large awnings, and the serene landscape includes green trees and a distant view of rolling hills.
Home in Urbino
4.9 out of 5 average rating, 31 reviews

Sant’Eufemia 13 - Casolare a 4km da Urbino

TeclaRating, 5 stars3 days ago
Mara è una host attenta disponibile, generosa e accogliente. Il posto è bellissimo, molto tranquillo lontano dal caos cittadino. Un' esperienza da raccomandare
A covered terrace features a round dining table with four elegant chairs and a rocking chair. Arched openings frame views of the lush garden and swimming pool, with expansive greenery leading to the lake in the distance. Natural light filters through, enhancing the serene atmosphere.
Home in Le Piagge
5 out of 5 average rating, 4 reviews

Olindia by Interhome

TimRating, 5 stars19 months ago
Ich war mit meiner Familie für eine Woche in der bezaubernden Unterkunft. Bei Ankunft hat uns die Gastgeberin den Schlüssel überreicht und uns alles gezeigt. Besonders der große Pool und der atemberaubende Blick auf den Lago Trasimeno von der oberen Etage des Hauses aus haben uns gefallen. Wir hatten eine sehr schöne Woche in Umbrien und haben die Umgebung in Tagestrips erkundet. Bei Fragen und Problemen hat uns die Gastgeberin immer freundlich weitergeholfen. Wir kommen gerne wieder
Superhost
The exterior of the brick house features a rustic wooden door framed by an arched entryway. A bench with cushions is positioned nearby, complementing the green lawn and trees in the background. Soft lighting accents the entrance, creating a welcoming atmosphere.
Home in Foiano della Chiana
4.87 out of 5 average rating, 31 reviews

Casa Walter Valdichiana

OrrRating, 5 stars2 weeks ago
We had a wonderful stay at Julia's villa in Tuscany! The home was beautiful, spotless, and perfectly hosted — Julia made us feel truly welcome. The surroundings were stunning and peaceful, the perfect Tuscan experience. Highly recommend!
The exterior of the rustic stone house features a spacious terrace with tiled flooring and a wooden pergola. Lush greenery surrounds the area, and vibrant flowers add color to the landscape. The entrance is framed by opened double doors, inviting guests to explore.
Home in Cortona
4.87 out of 5 average rating, 15 reviews

Lucia by Interhome

J.Rating, 5 stars7 months ago
We hebben een goede tijd gehad bij Lucia. Stond altijd klaar. Ook de moeder van Lucia was erg vriendelijk. Huis was ondanks de 35 graden en geen airco toch koel genoeg met de ventilatoren. Vooral s’nachts. De horen waren top. Even zo het zwembad was geweldig. Uitval basis voor steden in Toscane was perfect.
Top guest favorite
A modern kitchen features a central island with an induction cooktop and seating for several guests. Gray cabinetry complements stainless steel appliances, including an oven and refrigerator. Natural light fills the space, highlighting the open-concept layout that connects to the living area.
Home in Castiglion Fiorentino
5 out of 5 average rating, 17 reviews

Volpe by Interhome

MartinRating, 5 stars5 months ago
It was an absolute delight to stay at this gem of a property. We booked for 10 days and had a chance to enjoy and explore the surrounding areas. The house is spotless, comfortable, spacious, and fully equipped with modern appliances. So it has exceeded our expectations and would love to book it again in the future. Our host Alberto, is welcoming and very friendly, making the process of checking in and out quite seamless. My overall impression is 10/10.
Guest favorite
A small covered patio area is presented with a white metal bench complemented by two soft cushions. The wall is painted in a warm orange hue, and a welcome mat is placed in front of the entrance door, enhancing the inviting space.
Home in Cesena
5 out of 5 average rating, 9 reviews

L'altra casa

AkifRating, 5 stars8 months ago
The house is large new and clean, large living room, two bedrooms, good bathroom and practically furnished kitchen. Actually better than description. Host is helpful and kind. Thera are many attractions around, within 10-30 mins drive. Not walking friendly place but quiet and peaceful. Has large garden and terrace.
Superhost
A spacious living area features two comfortable sofas, a wooden desk, and a bookshelf filled with books. Natural light enters through large windows with white curtains, providing a view of the outdoor space. A tasteful floral arrangement decorates the coffee table.
Home in Gabicce Mare
4.93 out of 5 average rating, 14 reviews

La casa sul Dolce Colle, a due passi dal mare

JuergRating, 5 stars7 months ago
Wir (Ehepaar und drei Hunde) haben in dem kleinen Paradies von Lorenzo & Monica in jeder Beziehung ein tolles Ferienerlebnis gehabt. Das Haus: mit viel Liebe, Sorgfalt und Stolz gepflegt, bietet Platz innen und im Garten sowie Privatsphäre. Die Lage: auf dem kleinen Hügel genug weit weg vom Trubel der Touristen unten an der Promenade, aber nah genug beim Meer (300m, kleine Strasse den Hang hinunter), umgeben von viel Grün und Natur. Die Gastgeber: flexibel, höflich und kommunikativ (Lorenzo, mit ihm wurde die Buchung vereinbart) sowie charmant, hilfsbereit und Gastgeberin aus Passion (Monica, die nebenan mit ihrer Familie wohnt). Vielleicht ist es besser, wenn wir jetzt mit dem Lob stoppen, weil wir gerne nächstes Jahr wiederkommen wollen - und nicht möchten, dass es keinen Platz mehr gibt...;-) Grazie mille, Monica e Lorenzo!
Guest favorite
A serene outdoor pool area features a large swimming pool surrounded by green grass. Two orange deckchairs are positioned by the pool, and white umbrellas provide shade. A small stone structure and a potted plant add visual interest to the tranquil landscape.
Home in Terranuova Bracciolini
4.91 out of 5 average rating, 23 reviews

VILLA MARINA, Large Private Villa w/ pool

MathiasRating, 5 stars21 months ago
Friendly host, and the villa looks better in reality than the pictures give impression of.

Destinations to explore

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