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House vacation rentals in Sestino

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Popular amenities for Sestino house rentals

House rentals with a pool

Guest favorite
A modern living area features a beige tufted sofa, complemented by a sleek coffee table and a vibrant area rug. A wood-burning stove stands beside a stacked wood display. Natural light filters through a window, providing a cozy ambience.
Home in Arezzo
4.9 out of 5 average rating, 167 reviews

Interno Italiano

LloydRating, 5 stars8 months ago
What a wonderful experience! The description of the home was excelled by the reality. It was very clean and tastefully decorated — Anna has an eye for design and art. the three bedrooms easily accommodated us. The large patio with its charming table and vine screened roof was a charming place to enjoy our morning cappuccino. the home is situated in a agricultural community built in 1788, situated in extensive vineyards. The buildings have been thoroughly renovated into a series of private homes. The community contained renters like us, but also young communities and older retirees. We had a chance to get to know people in the neighborhood, who were uniformly friendly. the AirBnB is about 25 minutes away from Arezzo by car. The best place to park we found was in the short term parking at the train station. From there it was just a short walk to the Old Town. Anna was a wonderful and charming host. We recommend this property highly!
Guest favorite
The image depicts a tranquil swimming pool with sparkling turquoise water, reflecting the surrounding greenery and a distant stone building. Tall cypress trees line the area, enhancing the serene landscape, while sun loungers are arranged neatly near the pool's edge.
Home in Asciano
4.94 out of 5 average rating, 36 reviews

Family Forest - Piscina nelle Crete Senesi

JánRating, 5 stars1 week ago
Apartmán nás skutočne očaril, izby pekné, čisté s klimatizáciou, štýlové, v obývačke veľká Tv, kuchyňa so všetkým čo tu má byť. Samotný "rezort" bol na kopci s krásnymi výhľadmi, obrovská záhrada, bazén, všetko štýlové také Toskánske, okolie prenádherné, pohoda, kľud,pokoj, všetko čo tu potrebujete tak aj nájdete. Ako vravia Taliani, je to tu " Tutto bene"
Guest favorite
A lush garden area is filled with vibrant hydrangeas in shades of blue and pink, adding color to the outdoor space. Nearby, red geraniums bloom, enhancing the tranquil ambiance. The scene is complemented by a swimming pool and scenic views of the surrounding hills in the background.
Home in Arezzo
4.88 out of 5 average rating, 25 reviews

Colonial house immersed in a natural park.

TomaszRating, 5 stars3 days ago
Ronaldo and Patrizia are great hosts and wonderful people, Bamboo is the best companion. The place itself is full of magic. Beautiful views, wonderful nature, sunrise in your windows. Close to Arezzo with its amazing history and culture. Our stay here was more than holiday. It was like gaining equilibrium in life. And we also tasted the best ever olive oil made by Rolando! We will come back for sure. I told Ronaldo when we were leaving - we left part of our hearts here. Thank you Ronaldo and Patrizia. All the best for you and see you again, Joanna and Tomek
Top guest favorite
A private swimming pool is surrounded by a stone patio, featuring several lounge chairs arranged for sunbathing. Lush greenery and olive trees provide a natural backdrop, while the distant view showcases parts of the historic borgo. A shaded area is available for relaxation.
Home in Montebenichi
5 out of 5 average rating, 61 reviews

[Little Escape] 4 Beds + Private Panoramic Pool

PiretRating, 5 stars4 days ago
We really enjoyed our stay at Tommaso's! The house is located in a lovely small village, very quiet and peaceful, surrounded by beautiful Tuscan nature. We even spotted a wild boar one early morning (so best to be cautious during early mornings and late nights). There’s a charming local restaurant just around the corner where we had a great dinner – Tommaso kindly helped us book a table for our first night, which was much appreciated. Nearest bigger shop is around 20-min drive. The house itself is spacious and well-equipped, we had everything we needed and more. Just a heads-up that the pool area is a short walk from the house (about 3 minutes), but so worth it. Communication with Tommaso was smooth and easy throughout. Thank you for a lovely stay!
Top guest favorite
Home in San Lorenzo
5 out of 5 average rating, 27 reviews

Casa dei Vasi

PatrickRating, 5 stars1 week ago
Wat een droomhuis op een droomlocatie! We werden met veel warmte en liefde ontvangen door de lieve mama van Lorenzo. Ze gaf ons een rondleiding in het prachtige huis. Het interieur is fantastisch mooi gedaan door haar, we hielden van elke centimeter. Binnen was het ook lekker fris. Alle voorzieningen waren aanwezig. De ijskast zat vol met lekker eten en elke dag bracht ze verse gebakjes mee! We hebben nogal kunnen eten. Dat we hondjes bijhadden was geen enkel probleem, wat voor ons een hele geruststelling was. Het uitzicht aan het zwembad was werkelijk magisch. Er worden verschillende huisjes op het domein verhuurd, maar je hebt van niemand last. Er waren ook overal struiken en planten zodat je je privacy hebt. Heel het domein is met veel smaak aangekleed. Het zwembad wordt gedeeld, maar het is werkelijk een zeer groot zwembad. ‘s Avonds zie je overal vuurvliegjes en hoor je een uil. Je zit helemaal in de natuur en toch vlakbij alles. We kunnen het ten zeerste aanbevelen aan iedereen!!
Superhost
A private swimming pool is surrounded by wooden decking and lush greenery, offering expansive views of the rolling hills and valleys in the distance under a clear blue sky. A small ladder is available for easy access to the water.
Home in Rufina
4.86 out of 5 average rating, 104 reviews

Ancient Tuscan Rural Residence

Jóna BergþóraRating, 5 stars1 week ago
Great house with amazing views. We used the pool a lot as it was very hot during our stay. Francesco and Serena were very nice and helpful. They booked a cooking class for us, which I highly recommend. The location is very convenient for visiting Florence, as it only takes about half an hour by train from Rufina.
Top guest favorite
A private swimming pool is framed by landscaped greenery, with steps leading into the clear water. The expansive water surface reflects the distant view of Lake Trasimeno and the surrounding landscape under a partly cloudy sky.
Home in San Feliciano
4.9 out of 5 average rating, 143 reviews

Casa dei 5 Sensi - Trasimeno view

AgnieszkaRating, 5 stars1 month ago
Wygodny apartament z przepięknym widokiem na jezioro (przeszklona ściana w salonie). Urokliwe łóżko na antresoli. Duży, zadbany basen. Bardzo sympatyczny i pomocny gospodarz. Dom położony na styku Toskanii i Umbrii, tuż obok Perugia, Asyz, Cortona. Dobry jako baza wypadowa do zwiedzania.
Guest favorite
A private swimming pool is set against a backdrop of lush hills, displaying clear blue water. Surrounding the pool, a paved area offers space for relaxation, featuring lounge chairs along the perimeter. A wooden fence provides a natural boundary, enhancing the tranquil outdoor atmosphere.
Home in Sogliano Al Rubicone
4.95 out of 5 average rating, 112 reviews

Country house with private pool

AndrewRating, 5 stars1 month ago
What a beautiful little space in the Italian countryside. I am so sad we could not stay longer. We had a wonderful welcome and our stay far exceed our expectations. Our host helped us book dinners every night in local restaurants and we loved the proximity to San Marino and nearby wineries.

Weekly house rentals

Guest favorite
The villa is positioned on a hillside, offering panoramic views of the rolling Tuscan countryside at sunset. Olive trees are scattered throughout the landscaped garden, with a covered terrace visible, inviting outdoor relaxation and dining. Warm light bathes the scene, enhancing the natural beauty.
Home in Castelmuzio
4.93 out of 5 average rating, 42 reviews

Casa Ora d"Oro - Panoramic Views

Jason AllenRating, 5 stars3 weeks ago
first I love his neighbors who checked us in. Cinzia was amazing. She not only showed us our place but took our kids to show us her farm. she also makes her own olive oil and gifted us with some! Wonderful Italian neighbors!! I contacted Rocky in advance and he provided me with specific recommendations for where we should go during a long drive we took. we went where he suggested and was not disappointed! Amazing quiet location with great near by wineries. would 100% recommend to everyone!
Top guest favorite
A spacious bed is centered against a textured white wall, complemented by two wooden nightstands on either side. Each nightstand features a simple lamp and a decorative yellow object. Natural light enters through the window, accentuating the soft bedding and neutral decor.
Home in Savignano sul Rubicone
4.98 out of 5 average rating, 58 reviews

Casa Castelvecchio

ChristinaRating, 5 stars2 weeks ago
Honestly, Deborah was the perfect host for several reasons. Beyond being incredibly kind and understanding, she really tuned into what I needed. I mentioned that this was my first time in a town like this and that I was hoping to hibernate for a few days, and her place felt like the perfect fit. She went above and beyond to make the check-in process smooth, even offering to pick me up from the train station and take me to the grocery store—on a Sunday, no less, when most places were closed and options were limited. Her home was serene, even more beautiful than the photos, and I immediately felt safe and at ease in the neighbourhood. I also loved how central it was to most things, like a spa, fruit/vegetable store, cafes, restaurants and convenience stores. In a world that often feels like it’s growing less kind, Deborah truly understands the heart of hospitality. :)
Top guest favorite
The image captures a serene outdoor setting with a pathway lined by stepping stones leading to a lush lawn. Glowing sunlight reflects off the glass of the house, enhancing the calmness of the scene, while trees frame the view of the distant lake.
Home in Magione
5 out of 5 average rating, 20 reviews

Beach House, sulle rive del Lago Trasimeno

Juan DiegoRating, 5 stars2 weeks ago
Para valorar esta propiedad, hay que empezar por el ANFITRIÓN, un profesional en toda regla. Desde el minuto 0 de la reserva, hasta la salida; siempre atento, muy amable y muy profesional. Es un placer conocer gente seria y esto la da un valor a la aplicación. La beach house, es un paraíso en Italia. Fácil acceso, cuidado al detalle, paz, naturaleza, comodidad. Nuestro viaje era en familia con nuestros dos caniches y creo que fueron los que más disfrutaron de la propiedad, verlos correr y saltar por las zonas verdes de la propiedad y convivir con muchas aves, conejos no tiene precio. Nuestra hija disfrutó su estancia estudiando y con la paz y tranquilidad del lugar, no le costó nada concentrarse. Nosotros en cambio, hicimos turismo por la zona, todo muy cerca y bien comunicado por carretera. Es una propiedad muy cuidada, segura y sobretodo disfrutar de sus puesta de sol, sentado en una tumbona, disfrutando de un buen vino (de la zona) es una experiencia irrepetible. Gracias Maurizio.
Top guest favorite
A rustic stone building is framed by lush greenery, showcasing wooden shutters and a welcoming arched doorway. A small outdoor table stands nearby, accompanied by planters filled with flowers, all set against a gravel path leading to the home.
Home in Cortona (Pierle)
4.98 out of 5 average rating, 51 reviews

Casetta nel bosco "L'Antico Metato"

FriederikeRating, 5 stars4 weeks ago
Wir waren 4 Tage vor Ort und es war einfach traumhaft. Die Anreise war problemlos und Flavia hat uns sehr herzlich vor Ort empfangen. Nach einem kurzen Rundgang durchs Haus und einer kurzen Einweisung konnte der Urlaub beginnen. Ein Zettel mit Restaurant Empfehlungen und Ausflugszielen lag auf dem Tisch bereit. Nach einem kurzen Gewitter hatten wir Stromausfall, aber Flavia war sofort erreichbar und innerhalb 5min hatten wir auch wieder Strom. Einkaufsmöglichkeiten und Restaurants sind mit dem Auto gut zu erreichen. Ich kann diese Unterkunft für jeden empfehlen, der sich nach Ruhe sehnt und die Natur genießen möchte. Wir kommen gerne wieder!
Guest favorite
A charming outdoor area is framed by a wooden porch, featuring a seating arrangement nestled among greenery. The sunlit space highlights a blend of stone and yellow façade, with nearby structures partially hidden by trees. Pathways of gravel create a welcoming atmosphere.
Home in San Secondo
4.97 out of 5 average rating, 31 reviews

La casetta sul giardino

MonikaRating, 5 stars1 month ago
Spokojna okolica z cudownymi gospodarzami ,ktorzy od pierwszego dnia sprawiaja,ze czujesz sie jak u siebie w domu.Idealne miejsce na prawdziwy relaks.Nasz pies docenil bardzo codzienne towarzystwo slodkiej Memole w ogrodzie. .Czysto,wygodnie,otoczenie domu to uczta dla zmyslow!Matteo oraz Marusca i Eva byli bardzo przyjazni i pomocni w kazdej kwestii .Mamynadzieje,ze zaciesnimy ten kontakt w przyszlosci!Polecamy z calego serca! Monika i Bernd
Top guest favorite
A rustic bedroom features exposed stone walls and wooden beams. A spacious bed is positioned centrally, surrounded by soft linens. A wooden wardrobe and a small side table complement the space, while a vintage chair adds comfort. Natural light filters through the window, illuminating the room.
Home in Tuoro sul Trasimeno
5 out of 5 average rating, 53 reviews

l'oasi delle volpi

AbbyRating, 5 stars2 weeks ago
Beautiful home in a more secluded area overlooking Lake Trasimeno. The trains and a highway are below but not invasive. The views are beautiful. The home was clean and tastefully updated but still clearly old and had a lot of character. We did not have a car and the train station is an hour walk away. There are a couple buses that pass through but not enough to be a reliable means of getting to and from the house. Even the taxi was busy and we had to be flexible on when we went to the train station but it worked out fine. We walked to and from Tuoro for groceries and visited La Puntabella for a great dinner with a view. It was an adventure and we enjoyed it despite our plan not being very good for this location. Sonia was patient and helpful in working out our means of travel and figuring out the bus schedule. Natolino reminded us of home and he is fun to watch and listen to.
Superhost
A warm living area features arched windows allowing natural light to fill the space. A wooden coffee table is positioned in the center, surrounded by a comfortable sofa and a rattan chair. Shelving units display decorative items and a small plant sits atop the table.
Home in Lucignano
4.83 out of 5 average rating, 41 reviews

La Casetta

EllaRating, 5 stars1 month ago
Wir hatten eine wirklich wunderbare Zeit in der Unterkunft! Sie ist genauso wie auf den Fotos: Sehr schön eingerichtet, ruhig und mit tollem Ausblick. Eines der schönsten Airbnbs, in denen wir bisher waren! Der Pool war leider geschlossen, dafür kann man aber in den umliegenden Seen schwimmen gehen. Wir waren nur zwei Nächte dort, wollen aber ganz sicher noch einmal wiederkommen und dann auch länger bleiben!
Guest favorite
An outdoor dining area features a wooden table set with green dinnerware. Bright flowers in a vase are displayed at the center. The space is shaded by an awning, surrounded by manicured grass, with a barbecue and a view of nearby greenery.
Home in Pelago
4.93 out of 5 average rating, 67 reviews

Chianti House Garden - 30 min Florence center- A/C

NataschaRating, 5 stars2 days ago
Wir hatten leider nur einen kurzen Aufenthalt bei Pamela und konnten dadurch die Vorzüge der Unterkunft und Umgebung nicht komplett nutzen. Die Unterkunft ist sehr stilvoll eingerichtet und sauber - sehr zu empfehlen!

Private house rentals

Top guest favorite
An aerial view of a rustic villa is framed by lush greenery, showcasing a stone exterior and terracotta roof tiles. A salt-water pool is situated nearby, surrounded by outdoor seating. The tranquil landscape of hills is visible in the background under warm evening light.
Home in Poppi
5 out of 5 average rating, 51 reviews

Villa Podere Cerretino

TalithaRating, 5 stars1 month ago
Wij verbleven met onze vriendengroep in het huis van Nicola en het was fantastisch! Prachtig huis, precies zoals op de foto’s. Mooi uitzicht en een heerlijke rustige omgeving. De chef kok en de pizza party zijn echt een aanrader, onwijs van genoten! Wij raden dit huis zeker aan voor vriendengroepen/familie’s!! :)
Guest favorite
A serene outdoor space features a large, clear swimming pool surrounded by carefully manicured hedges and tall trees. The rustic stone house stands in the background, complemented by a few lounge chairs near the pool, offering a peaceful setting for relaxation.
Home in Cavriglia
4.93 out of 5 average rating, 80 reviews

Wonderful country house

MichaelRating, 5 stars1 week ago
We had a brilliant week at Jakob and Margit’s house. Margit was so friendly and helpful (and gave us some wine and fresh eggs!). The views from the gardens are incredible and having the swimming pool was perfect. The local area has lots of great vineyards to visit and the house is close to Florence/Siena/Arezzo for day trips. It had everything we needed like a washing machine etc.
Guest favorite
The exterior of a stone building is surrounded by lush greenery and flowering plants. An awning provides shade over a small seating area. Large glass doors invite natural light into the inviting entryway, while a small staircase leads to the upper level.
Home in Urbino
4.91 out of 5 average rating, 34 reviews

Sant’Eufemia 13 - Casolare a 4km da Urbino

DinoRating, 5 stars1 month ago
Bel rustico immerso nelle verdi colline vicino Urbino. Ideale per visitare la città e i dintorni. Mara è stata estremamente gentile e amichevole. Il posto perfetto anti stress per chi cerca un soggiorno nella tranquillità e nella pace.
Guest favorite
The living area features exposed stone walls and wooden beams, creating an inviting space. A traditional fireplace is centered, complemented by a dining table surrounded by chairs. Natural light flows in through a window, illuminating a well-equipped kitchen against the wall.
Home in San Leo
4.92 out of 5 average rating, 24 reviews

Casa in pietra del '700 in pieno centro storico

MariusRating, 5 stars6 days ago
Our stay at Jean Philippe's apartment was great, the apartment was very clean and charming and the kitchen had all basic tools and even some basic ingredients for cooking. The location was very central in the village and there were parking options nearby. Jean Philipe was very friendly, very responsive at all times and showed great hospitality. We'd love to come again!
Top guest favorite
A private swimming pool is framed by a sun terrace furnished with several white loungers. A shaded seating area provides a relaxing spot nearby, surrounded by lush greenery and trees. Natural stone steps lead along the edge of the space, enhancing the tranquil outdoor setting.
Home in Montevarchi
5 out of 5 average rating, 25 reviews

Casa San Ripa: Relax Oasis with Private Pool

CarolinaRating, 5 stars6 days ago
We had an amazing time in Casa San Ripa. The house is even nicer than it looks in the pictures, the view is amazing and the outside area is lovely, with all the lights in the trees at night. The whole property was very clean, including the inside and the pool, the instructions were easy and Giulia is super responsive and extremaly nice and helpful. We had a great stay and would highly recommend!
Top guest favorite
A charming two-story stone farmhouse is shown surrounded by lush greenery and colorful flowering plants. The building features a mix of natural stone and painted exterior with large windows. A clear blue sky offers a bright backdrop to the inviting landscape.
Home in Chiaveretto
4.98 out of 5 average rating, 45 reviews

Oleandro, accogliente monolocale a Val di Nima

CarolynRating, 5 stars2 weeks ago
Nicola bnb was amazing! Perfect to relax and such a lovely bnb. Nicola is the perfect host. Highly recommend. So very beautiful with surrounding huge mountains. A great base to explore surrounding areas. And a bonus, the cats are geougous. Thank you
Top guest favorite
The entrance of Villa Piandarca is framed by lush greenery and decorative pots. A rustic wooden door stands partially open, revealing a white curtain gently flowing in the breeze. The building's warm yellow exterior adds to the inviting atmosphere of the property.
Home in Terranuova Bracciolini
4.98 out of 5 average rating, 44 reviews

Villa Piandarca - Tuscany - WIFI - private pool

MelissaRating, 5 stars1 week ago
Absolutely adored this place and can’t recommend it enough. The space and the owners are so welcoming with everything you could need. The grounds were gorgeous and the apartments were so quaint and adorably decorated. We had the pool to ourselves and it was perfect for our kids to play on a really hot day! We opted to have dinner on site one night and it was absolutely fabulous! This family-owned operation is a must-stay and we hope to return! Thank you!
Superhost
A swimming pool with sparkling blue water reflects the surrounding greenery. There are three white canopies positioned alongside the pool, each draped with light fabric. The shaded area behind the pool includes trees, enhancing the tranquil outdoor setting.
Home in Badia Agnano
4.89 out of 5 average rating, 62 reviews

Modern Comforts in a Historic Farmhouse

JuliusRating, 5 stars1 month ago
Wir waren im April/Mai zusammen mit unseren Freunden und insgesamt drei Kindern dort. Die Unterkunft ist fantastisch gelegen und gerade mit Kleinkindern perfekt (großer privater Spielplatz, viel Grün, Kindergitter an den Treppen). Wir konnten jeden Tag auf der Terrasse frühstücken und Abendessen und haben regelmäßig gegrillt. Die Unterkunft ist mit allem ausgestattet was man braucht. Die Anlage inkl. Pool wurde täglich vom sehr netten Gärtnerteam gereinigt. Vor Ort braucht man unbedingt ein Auto, da die Anlage zwar wunderschön aber abgelegen gelegen ist. In der näheren Umgebung gibt es aber genug Restaurants (Perla Nero als Empfehlung) und Geschäfte zum einkaufen. Insgesamt auf jeden Fall eine Empfehlung für alle Familien und Paare die nach einer ruhigen Unterkunft in der Toskana suchen.

Destinations to explore

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