
Vacation rentals with a pool in San Casciano dei Bagni
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Top-rated rentals with a pool in San Casciano dei Bagni
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

A dreamy Tuscany: Vetrica,
The large house of the Flli Mori Agricultural Company, Agriturismo Vetrica, overlooking Mount Amiata, can accommodate 12 people (in total, including adults, children and infants) Ground floor: kitchen, dining room, living room (fireplace), bedroom, bathroom (accessible to people with reduced mobility). First Floor: 5 bedrooms with bathroom. In medium and high season, weekly rentals (Saturday to Saturday). Swimming pool open from May 10 to September only for weekly reservations. In winter, gas to be paid per consumption (€5 per cubic meter)
4.83 out of 5 average rating, 23 reviews
Tuscan charm of villa - countryside - Villa Senaia
In the charming Tuscan countryside, among olive trees and vineyards, a stone villa, in a strategic position to grasp the secrets of Tuscany and Umbria air conditioning and swimming pool with wellness area for your relaxation and comfort Villa Senaia is a large house with wooden beams, in a beautiful hillside location with idyllic views overlooking one of the favorite places in the Tuscan countryside, an attractive setting for outdoor dining, drinking Tuscan wine and listening to crickets and cicadas
4.9 out of 5 average rating, 240 reviews
Wine Experience Villa in Montepulciano
🏡 Villa Talosa is immersed in the vineyards of the Fattoria della Talosa, a historic winery in Montepulciano that produces Vino Nobile. An authentic place, ideal for relaxing with the magic of the Tuscan countryside and an enchanting view from every window. Just 1.5 km from the historic center, which can also be reached on foot, you can visit our Historic Winery from the 1500s under Piazza Grande: a unique experience between history and passion for wine. Heating and air conditioning are included.
4.97 out of 5 average rating, 125 reviews
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
4.99 out of 5 average rating, 80 reviews
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
4.99 out of 5 average rating, 103 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.
4.97 out of 5 average rating, 246 reviews
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).
4.99 out of 5 average rating, 243 reviews
LUXURY VILLA SALTWATER POOL 35 min FROM CORTONA
ID Code: 051025 AAT 0017 Wisely renovated 1600 exclusive original tuscanian stone house, superbly positioned up on a hill in total privacy. This villa is placed in a real postcard with a 360˚ view. Just 30 minutes drive from Cortona and less than 10 minutes drive from A1 Monte San Savino motorway exit, the villa is reachable through a boulevard flanked by secular trees and it boasts a stunning view on the Valdichiana valley with its towns and villages such as Monte San Savino and Cortona.
4.99 out of 5 average rating, 113 reviews
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.
4.96 out of 5 average rating, 115 reviews
EcoLodge – modern design in a peaceful panoramic location
The modern, ecological and comfortable EcoLodge is quiet and secluded, surrounded by olive groves, chestnut and fruit trees, vines and meadows. In front of you are the hills of the Val d'Orcia; behind you is Monte Amiata. Three worlds meet here: Val d'Orcia, Monte Amiata, and Maremma. The Vielfältigkeit is an ideal base for culture, wine, hiking, mountain biking, hot springs and the sea – and at the same time a place to enjoy Tuscan country life away from the crowds of tourists.
4.94 out of 5 average rating, 110 reviews
Cottage surrounded by nature
"IL PODERACCIO" is a typical stone farmhouse located on the hills surrounding Lake Trasimeno, immersed in beautiful Mediterranean vegetation. The building is spread across two floors. The pool and garden frame the whole. The swimming pool is open from May 1st to October 15th. Please note that following the COVID 19 emergency, all the directives required by the legislation have been adopted for cleaning and sanitizing the house.
4.99 out of 5 average rating, 110 reviews
Unique view 3 bdr villa with pool & A/C in Pienza
Nestled within the picturesque Val d'Orcia National Park and the enchanting Natural Reserve of Lucciola Bella, this apartment sits perched on a natural terrace, offering unparalleled views of Mount Amiata. Immerse yourself in the untouched beauty of this protected oasis, where the ever-changing play of sunlight and the rhythm of the seasons paint a constantly shifting panorama across the rolling hillsides.
4.95 out of 5 average rating, 102 reviewsPopular amenities for San Casciano dei Bagni rentals with a pool
House rentals with a pool

Il nido del Rondone
4.97 out of 5 average rating, 114 reviews
Palazzo Monaci - Pool in the Crete Senesi
4.96 out of 5 average rating, 138 reviews
Conca d'Oro villa with private pool, sleeps 4
4.92 out of 5 average rating, 172 reviews
Traditional stone house in Tuscany
4.97 out of 5 average rating, 102 reviews
La Vigna Farm - Orvieto Tourist Rental
4.99 out of 5 average rating, 111 reviews
House Rigomagno Siena
4.96 out of 5 average rating, 122 reviews
La Lisa: country house surrounded by fields
4.94 out of 5 average rating, 135 reviews
"Palazzaccio Todi Estate" hideaway
4.83 out of 5 average rating, 169 reviewsCondo rentals with a pool

Loggiato 3 apartment in Tuscany near Siena
4.93 out of 5 average rating, 201 reviews
Canonica, Camporsevoli
4.97 out of 5 average rating, 29 reviews
Casa Bianchini | Duplex 6-bedroom apartment (12 +1
4.93 out of 5 average rating, 57 reviews
Farm holidays in the countryside of Montepulciano
4.97 out of 5 average rating, 87 reviews
Tuscan Dream Apt with Pool, View & Tennis Court
4.91 out of 5 average rating, 95 reviews
Apartment in ancient house + pool and terrace
4.94 out of 5 average rating, 18 reviews
Casa Silos 4, Montefreddo
4.8 out of 5 average rating, 15 reviews
Charming Castle
4.94 out of 5 average rating, 48 reviewsHome rentals with a private pool

Magnificent Tuscan Villa, amazing interiors & view
5.0 out of 5 average rating, 16 reviews
Villa Pergo is an ancient charming country villa
5.0 out of 5 average rating, 65 reviews
Podere Molinaccio-Luxury Tuscan-style Eco Villa
4.93 out of 5 average rating, 27 reviews
Bliss out in Historic Farmhouse on Organic Wine Estate with Tennis and Pool
5.0 out of 5 average rating, 29 reviewsDestinations to explore
- Lake Trasimeno
- Lake Bolsena
- Parco Regionale Della Maremma
- Feniglia
- Lake Vico
- Basilica of St Francis
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino
- Terme Dei Papi
- Villa Lante
- La Scarzuola
- Avignonesi Winery Fattoria Le Capezzine
- Siena Cathedral
- Vulci
- Val di Chiana
- Necropolis of Tarquinia
- Mount Subasio
- Palazzo Pubblico
- Saturnia Thermal Park
- Valdichiana Outlet Village
- Terme San Filippo
- Abbey of Sant'Antimo
- Abbey of Monte Oliveto Maggiore





