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Vacation rentals in Portole

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Portole

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A light-filled living space features a comfortable sofa and a dining table set for four. A large TV is mounted on a white cabinet, while a door leads to the bedroom area, which appears partially visible in the background. Wooden beams enhance the ceiling's charm.
Condo in Cortona

Chicca: centro storico di Cortona

Luminoso, delizioso e accogliente appartamento situato proprio nel cuore del centro storico di Cortona con un panorama indimenticabile: il palazzo comunale da una parte ed il lago Trasimeno e la Valdichiana dall'altra. L'appartamento è stato recentemente ristrutturato ed è composto da una sala con divano letto, una piccola cucina, una camera matrimoniale e due bagni. Nell'appartamento è disponibile WiFi, riscaldamento ed aria condizionata, lavatrice, forno, microonde, asciugacapelli e piastra.

LocationFamilyTV

4.98 out of 5 average rating, 224 reviews
Top guest favorite
A spacious exterior view reveals a charming stone house complemented by vibrant sunset lighting. The image showcases an inviting outdoor seating area with two chairs, set against a backdrop of lush hills and the distant glimmer of the lake.
Home in Perugia

La Perla del Lago Casa vacanze al Lago Trasimeno

La Perla del Lago:il tuo rifugio al Trasimeno ​Ritrova la tua armonia in questa oasi di pace assoluta. Lasciati incantare dalla nostra vista magica e dai tramonti che il Lago regala ogni sera. La Casa Vacanze La Perla del Lago domina lo specchio del Trasimeno. A 8 minuti trovi la superstrada per visitare borghi come Firenze, Perugia, Gubbio, Spoleto, Norcia e molti altri. Nel borgo avrai bar,ristoranti,market, farmacia, bancomat e aree bimbi;a 3 km sorge un'azzurra piscina per il relax estivo.

FamilyValueHiking

4.98 out of 5 average rating, 207 reviews
Top guest favorite
A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.
Guesthouse in Macciano

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

FamilyValueKitchen

4.97 out of 5 average rating, 251 reviews
Guest favorite
A stone villa surrounded by greenery is featured under a clear blue sky. A large swimming pool reflects the sunlight, complemented by sun loungers and colorful potted flowers along the edges. The outdoor area is perfect for relaxation with scenic views of the Tuscan hills.
Villa in Castiglion Fiorentino

Tuscan charm of villa - countryside - Villa Senaia

Nell’affascinante campagna Toscana,tra ulivi e vigneti una villa in pietra,in posizione strategica per cogliere i segreti di Toscana e Umbria aria condizionata e piscina con area wellness per il vostro relax e confort Villa Senaia è una grande casa con travi in ​​legno, in una splendida posizione in collina con vista idilliaca che affaccia su uno dei luoghi preferiti della campagna toscana, un ambiente attraente per mangiare all'aperto, bevendo vino toscano e ascoltando i grilli e le cicale

LocationFamilyDecor

4.9 out of 5 average rating, 240 reviews
Guest favorite
A serene outdoor pool area is surrounded by lush greenery and rustic stone pathways. Lounge chairs are positioned beside the pool, creating a space for relaxation. The picturesque villa can be seen in the background, framed by trees and gentle hillside.
Villa in Castiglione d'Orcia

Wp Relais Borgo Vignalunga

Discover Borgo Vignalunga by WP Relais, an charming hamlet set in a 46-hectare estate in the heart of the Val D'Orcia, a UNESCO World Heritage Site. Surrounded by woodland, pastures, a lush vegetable garden, cultivated fields and three olive groves with 1,500 olive trees, Borgo Vignalunga is the ideal place to experience the true essence of Tuscany. The property is close to historical villages, evocative architecture, unspoilt natural landscapes and renowned restaurants, bars and wineries.

LocationFamilyBathroom

4.95 out of 5 average rating, 146 reviews
Guest favorite
Aerial view of a scenic agriturismo surrounded by vineyards and rolling hills. The property features a pool and is framed by tall cypress trees, enhancing the natural landscape of lush green and golden fields under a partly cloudy sky.
Farm stay in Montepulciano

Rural Tuscany | Family farmstay with restaurant

Via della Stella is a charming agriturismo with a housing surface of 530m², divided over nine separate apartments. Each apartment has its own living room, kitchen and one or more bath & bedrooms. The farmhouse has a wonderful panoramic swimming pool. Its great position with view over the hills heading up to Montepulciano create a serene atmosphere. The farmhouse has been carefully decorated in rural Tuscan style. Activities such as wine tastings and cooking classes are available onsite.

ValueLocationBathroom

4.96 out of 5 average rating, 116 reviews
Top guest favorite
An infinity pool is framed by stone decking and wooden lounge chairs, inviting relaxation. Umbrellas provide shade, while terraced gardens with olive trees rise in the background. The surrounding landscape features gently rolling hills and clear blue skies, enhancing the serene outdoor setting.
Villa in Cortona

Stunning Tuscan Villa & Panoramic Infinity Pool

Stunning Tuscan hilltop Villa, with infinity edge swimming pool, has sweeping 180° panoramic views to Cortona, Lake Trasimeno and the entire Val Di Chiana. The perfect family retreat within ancient sun-drenched olive groves. 5 Double bedrooms; 4 bathrooms; new fully integrated kitchen & dining living space; living room with fireplace; TV snug; stone BBQ & outdoor kitchen within dining terraces and gardens; covered breakfast porch; parking; private infinity pool with sunset views.

LocationFamilyBiking

5.0 out of 5 average rating, 96 reviews
Top guest favorite
A light-filled living room features a cozy, L-shaped couch adorned with decorative cushions. A small round table sits between two green glass vases, while glass doors lead to an outdoor area. The wooden ceiling and neutral tones create a serene ambiance.
Home in Cortona

Casa Primo Stylish-townhouse w/ patio & jetted tub

Casa Primo è situata nel cuore del centro storico di Cortona. La struttura gode della posizione ideale per i viaggiatori che vogliono assaporare e lasciarsi trasportare dai colori e dai sapori di Cortona, piccola meraviglia etrusca, con i suoi vicoli, i suoi panorami, le sue botteghe artigiane, i suoi ristoranti e la sua arte. Casa Primo, con il suo giardino segreto, vi accoglierà in un’atmosfera magica in perfetto equilibrio tra passato e futuro, dando vita a uno spazio unico.

LocationFamilyHiking

5.0 out of 5 average rating, 75 reviews
Guest favorite
Home in Cortona

[Antico Casale]Tuscan Views & Private Pool Cortona

Entire farmhouse finely restored to bring back the authentic spirit of a historic stone farmhouse in Cortona. ✔ Suitable for up to 12 guests ✔ Private swimming pool ✔ 1 km from the center of Cortona ✔ Property composed of the main farmhouse on two levels (ground floor and first floor) plus a separate dependance ✔ 3 double bedrooms, 2 twin bedrooms, 1 sofa bed ✔ 3 fully equipped kitchens, 3 full bathrooms, private parking ✔ Outdoor space with a unique view and dining tables

FamilyValueAccess

4.94 out of 5 average rating, 34 reviews
Top guest favorite
The farmhouse entrance is framed by two potted plants and orange pumpkins. A stone facade features a wooden door with gray shutters, complemented by a tiled roof. Natural surroundings are visible in the background, emphasizing the peaceful rural setting.
Home in Prato

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool

Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.

FamilyLocationWalkability

4.98 out of 5 average rating, 145 reviews
Guest favorite
The villa is shown from an angled view, featuring a well-maintained exterior with decorative lighting illuminating the grounds at twilight. Neatly arranged flower beds enhance the entrance, while a spacious porch with multiple windows reflects a classic architectural style.
Home in Cortona

Villa Lucia

Nel cuore della Toscana, a pochi chilometri da Cortona si trova questa incredibile villa moderna. La villa è il circondata da un lussureggiante giardino, una suggestiva fontana, una vasca per pesci e dalla meravigliosa piscina. Per allietare le giornate fredde e nebbiose, senza rinunciare al benessere, la villa mette a disposizione un angolo con Jacuzzi, ideale in ogni momento dell'anno. Per i più piccoli uno spazio con giochi all'aperto.

LocationValueLaundry

5.0 out of 5 average rating, 18 reviews
Top guest favorite
The image captures a vibrant town square in Cortona, featuring a historic clock tower and a series of stone steps leading to a large building. Outdoor seating is visible, with visitors enjoying the sunny day, and nearby buildings display a range of architectural styles.
Home in Cortona

Casa del Passerino

Appartamento inserito all'interno di un palazzo storico di Cortona, collocabile nel 1500, con vista sulla piazza principale della città... La nostra struttura, pur condannando la guerra, si dissocia da tutti i comportamenti razzisti verso la popolazione russa e bielorussa. A Casa del Passerino le persone di queste nazionalità sono ben accette e saranno considerate alla stregua di tutte le altre. Vi aspettiamo in Toscana!

ValueFamilyWifi

4.94 out of 5 average rating, 225 reviews

Popular amenities for Portole vacation rentals