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Vacation rentals in Castiglione della Valle

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Top-rated vacation rentals in Castiglione della Valle

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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
4.98 out of 5 average rating, 182 reviews

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.

Guest favorite
Vacation home in Petrignano del Lago
4.98 out of 5 average rating, 123 reviews

Fontarcella, H&R- mediterranean home with jacuzzi

Situata nelle colline a cavallo tra Montepulciano,Castiglione del Lago e Cortona, Fontarcella si presenta come una villetta indipendente immersa nel verde, che offre jacuzzi e parcheggio privati; Scoprirete un luogo senza tempo, per condividere momenti preziosi. La struttura, arredata in stile mediterraneo, dispone di climatizzazione e wi-fi gratuita. Il giardino, interamente recintato, offre vari comfort. A pochi minuti dalle autostrade, Fontarcella è facilmente raggiungibile dai viaggiatori.

Guest favorite
Home in Asciano
4.96 out of 5 average rating, 117 reviews

Palazzo Monaci - Piscina nelle crete Senesi

Benvenuti a Palazzo Monaci ! Un' oasi di natura e bellezza unica, nel cuore delle Crete Senesi, in Toscana. Un residence con piscina e vista mozzafiato sulle crete senesi. Perfetta per coppie o famiglie in cerca di una vacanza rilassante. La posizione è perfetta per esplorare le zone limitrofe. Potrete fare escursioni nella campagna toscana, visitare i borghi medievali caratteristici, assaggiare i vini locali prelibati e immergervi nella cultura e nella storia di questa affascinante regione.

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
4.97 out of 5 average rating, 207 reviews

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.

Superhost
A view of the historic Pitigliano skyline features ancient stone buildings nestled against a dramatic cliffside. The prominent clock tower stands tall amidst a tapestry of rooftops, while the circled monolocale indicates its location within this picturesque landscape.
Apartment in Pitigliano
4.95 out of 5 average rating, 167 reviews

Monolocale La Sorpresa

Monolocale nel cuore di Pitigliano, a pochi passi dalla Sinagoga e dalle Vie cave etrusche. L’appartamento offre una splendida vista sulla vallata del Meleta. É arredato con cura con mobili e oggetti di antiquariato e pregio. Offre una postazione per smart working. The house is located in the center of Pitigliano, just few meter far from the Synagouge and the “vie cave etrusche”. It offers an amazing view on the Valley of Meleta. The apartment is furnished with care and with fine antiques.

Guest favorite
The villa's exterior is highlighted by a modern structure with large glass doors and a gently sloping roof. It is surrounded by lush greenery and features a patio area with steps leading to the entrance. Soft lighting illuminates the garden, creating a serene evening ambiance.
Villa in Montepulciano
4.92 out of 5 average rating, 284 reviews

Amazing Tuscany Villa, FREE parking

Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Top guest favorite
A medieval stone tower stands tall against a clear blue sky, showcasing its historic architecture. The narrow road lined with greenery leads to the entrance, with the texture of the stonework and windows highlighted, inviting guests to explore its unique charm.
Tower in San Quirico d'Orcia
5 out of 5 average rating, 103 reviews

Luxurious Medieval Tower & Private Concierge

It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Top guest favorite
A multi-level villa is visible, featuring large windows and a spacious terrace. The exterior showcases a blend of natural materials and greenery, while a private swimming pool is nearby, providing a relaxing space for guests.
Home in San Feliciano
4.91 out of 5 average rating, 154 reviews

Casa dei 5 Sensi - Trasimeno view

Edificio bioecologico in doppia classe A, energetica ed ambientale, costituito da due appartamenti, uno al piano terra e l'altro al piano primo. Viene locato quello al piano primo, costituito da ingresso indipendente, Cucina/pranzo/soggiorno,terrazza,camera matrimoniale e bagno. Vista lago a 180 gradi, con piscina e spazio verde esterno. La piscina è privata ed è condivisa con la proprietà. SE IL PERIODO DA VOI SCELTO FOSSE OCCUPATO, CONTATTATEMI, TROVEREMO UNA SOLUZIONE

Guest favorite
A small stone alcove features a wooden table with a potted flower and two red folding chairs. The background reveals a serene view of lush hills, creating a quiet space for relaxation.
Apartment in Bagnoregio
4.98 out of 5 average rating, 480 reviews

L'Incanto di Civita (La Terrazza)

L'Incanto di Civita si trova all'interno dell'antico borgo di Civita di Bagnoregio. Lasciata la macchina al parcheggio si dovrà necessariamente procedere a piedi lungo il ponte, unica via di accesso alla nostra "perla di tufo". L'Incanto di Civita is located in the ancient hamlet of Civita di Bagnoregio. After leaving the car at the parking lot you will need to walk along the bridge, the only way to access our "tufo pearl".

Top guest favorite
Villa in Castel Rigone
5 out of 5 average rating, 22 reviews

Villa Feronia – Heated Pool & Rooftop Escape

Welcome to Villa Feronia, a contemporary 3-bedroom retreat nestled in a 2-hectare olive grove near Passignano sul Trasimeno. Enjoy refined indoor-outdoor living with 3.5 bathrooms, high-speed Wi-Fi, a smart home system, an infinity saltwater heated pool, and a rooftop terrace with a fire pit. Eco-friendly and elegantly designed, it’s the ideal escape to relax, recharge, and experience authentic Italian beauty.

Top guest favorite
A charming stone chalet is surrounded by lush greenery, featuring traditional wooden shutters and a welcoming entrance. A circular driveway leads to the structure, with outdoor seating seen on the left. A dog rests quietly in the foreground, adding to the serene atmosphere.
Cabin in Massa Martana
4.95 out of 5 average rating, 209 reviews

Chalet di Campagna e mini spa

A welcoming and comfortable nest, immersed in the bright colors of the Umbrian countryside, among roses and lavender, in the silent garden that frames it... Live a romantic dream: let yourself be enveloped by the warmth of the hot tub, under a starry sky and in the heart of the magic of our chalet. An oasis of tranquility, but well connected to all the major attractions of the region...

Top guest favorite
Condo in Corciano
5 out of 5 average rating, 15 reviews

Luxury Duplex - Heart of Corciano - ItalyWeGo

Questo spazio unico ha uno stile tutto suo, che unisce comfort e personalità. Ogni angolo è pensato per offrire un’esperienza accogliente e memorabile, con dettagli curati, finiture eleganti e un’atmosfera che ti fa sentire subito a casa. Perfetto per coppie, famiglie o amici in cerca di un soggiorno pieno di carattere e fascino.

Popular amenities for Castiglione della Valle vacation rentals

  1. Airbnb
  2. Italy
  3. Umbria
  4. Perugia
  5. Castiglione della Valle