
Holiday rentals with a pool in San Casciano dei Bagni
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Top-rated rentals with a pool in San Casciano dei Bagni
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The Eagle and the Olive Tree
At Aquila e l'Ulivo, an ancient renovated farmhouse from the 1200s, you will not only find all the necessary comforts for a wonderful stay, but you will also experience the thrill of feeling free and immersed in the unspoiled nature of Val D'Orcia. Here you'll have the opportunity to walk with the two falcons Ayga and Sayen and interact with the eagles, and why not sip an excellent aperitif by the pool. We are waiting for you in our world, made up of animals, relaxation, nature and even a touch of Magic.
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Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.
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Luxury Tuscan countryside villa with pool/WiFi/AC
La Talante is an authentic farmhouse converted into a prime villa offering a genuine opportunity to experience the Tuscan countryside and step into local life. This home is ideal if you want to enjoy a relaxed stay, exploring and discovering an Italian version of everyday life at home. The position of the house encourages touring as well, with immediate access to this exceptional countryside and its vast choices for sampling the food, wine, history, art and culture. This is a country house for
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Exclusive 10 Acre Estate w/ Pool & Olive Grove!
Enchanting, exclusive 10acres estate on a hill, memorable sunsets; large pool framed by lavender&rosemary, open year-round. New air conditioning, Starlink internet. Very private&peaceful 2 floors, 4bedrooms, 4baths, jacuzzibathtub, 55inch smartTV, well-equipped kitchen, porch & pergola for alfresco dining, Weber barbecue, pizza oven, olive grove, fireplace; 20 min. to Orvieto,Todi,Amelia; 10 minutes drive to train station to Rome/Florence, 5min drive to shops in town. Grounds/pool caretaker
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Wine Experience Villa in Montepulciano
🏡 Villa Talosa è immersa nei vigneti della Fattoria della Talosa, storica azienda vitivinicola di Montepulciano produttrice di Vino Nobile. Un luogo autentico, ideale per rilassarsi con la magia della campagna toscana e una vista incantevole da ogni finestra. A soli 1,5 km dal centro storico, raggiungibile anche a piedi, potrete visitare la nostra Cantina Storica del 1500 sotto Piazza Grande: un’esperienza unica tra storia, passione per il vino. Riscaldamento e aria condizionata sono inclusi.
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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.
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Vineyards Paradise
Amazing country house immersed in the vineyard of Cantina Lapone, viewing Orvieto. Recently restored, over 100 sm, organised on two floors. Ground floor is a single space with a big living room (with fireplace) and a spacious open kitchen. First floor with two bedrooms and two bathrooms: the main bedroom (looking at Orvieto) with a double bed and internal bathroom and a second one with a double bed and a bed sofa. Private garden and parking. Private pool (shared with another 4 guests house).
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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.
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Casa Isla, near Orvieto, amazing views + pool
Located between the villages Viceno and Benano with incredible views of Orvieto and surrounded by olive trees. Casa Isla is a refurbished 70sqm 2 bedroom cottage next to the main house, completely self-contained with its own private garden and BBQ area. There is a double bedroom and a second with twin-beds, both with air-con. The lounge/kitchen comes with fridge, gas hob, oven, and dishwasher, a sofa bed, and a smart TV for movie nights. Relax in our salt-water/mineral pool.
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Country Charm & Jacuzzi
Elegant Tuscan retreat with 3 stylish en-suite bedrooms featuring hydromassage tubs or walk-in showers and premium mattresses. Plus, a convenient guest bathroom. Fully equipped kitchen, 100” projector, Bose sound. Outdoors: 6-seat Jacuzzi (2024), Unopiù patio, marble table for 12, built-in BBQ, gazebo, and loungers under a centuries-old oak. Private illuminated parking, EV wallbox, and private wine cellar access for private tastings on request. Ideal for peace and comfort.
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Villa in Montepulciano with a Pool
The Villa "I Girasoli" is part of the holiday farm "Il Serraglio" which covers 17 hectares. The Villa has a total area of 220 square meters that includes two bedrooms, two bathrooms, a large living room with an antique fireplace. Free WiFi. Direct access to the pool (which can be used by our other guests too) * Pool open from April to November. Circular warm pool, (36C/97F) from April 1 to October 31. Pool is shared with other guests of our property. *
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EcoLodge – modern design in a peaceful panoramic location
The EcoLodge, modern, ecological, comfortable, is in the middle of nature in a peaceful, fertile cultural landscape on Monte Amiata in the quiet southern Tuscany. It belongs to an old farmhouse with plenty of space, beautiful views, many old fruit, chestnut, olive trees and our vineyard. It's an ideal location. From here you can explore world-famous sights, do a lot and enjoy the tranquility of Tuscan country life away from the hordes of tourists.
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Popular amenities for San Casciano dei Bagni rentals with a pool
House rentals with a pool

Italian Internal
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Private Chianti Cottage, Garden & Vineyard Views
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Cottage surrounded by nature
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La Vigna Farm - Orvieto Tourist Rental
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Il nido del Rondone
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Bel Casale with sea view and the mediaeval village
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Luxury Villa with a fantastic view
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House Rigomagno Siena
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Condo rentals with a pool

Loggiato 3 apartment in Tuscany near Siena
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La Loggia, farmhouse apartment
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Charming Castle
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Casa Granaio | Ground floor 1-bedroom apartment (2
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Casa Biancospino Crete Senesi | Podere Fossaccio
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Fattoria Lornano Winery- villa ''Trebbiano''
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Tuscany accommodation with panoramic view terrace
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Il Fienile, 2 bedrooms with patio
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Home rentals with a private pool

Podere Molinaccio - Luxury Tuscan-style Eco Villa
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Villa Pergo is an ancient charming country villa
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Wp Relais Borgo Vignalunga
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Agriturismo Henni panoramic pool sauna and jacuzzi
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Destinations to explore
- Lake Trasimeno
- Lake Bolsena
- Feniglia
- Parco Regionale Della Maremma
- Basilica of St Francis
- Lake Vico
- Centro Storico Orvieto
- Terme Dei Papi
- Cascate del Mulino
- Villa Lante
- La Scarzuola
- Avignonesi Winery Fattoria Le Capezzine
- Siena Cathedral
- Palazzo Pubblico
- Mount Subasio
- Terme San Filippo
- Vulci
- Mount Amiata
- Val di Chiana
- Valdichiana Outlet Village
- Abbey of Sant'Antimo
- Necropolis of Tarquinia
- Saturnia Thermal Park
- Abbey of Monte Oliveto Maggiore





