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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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Top Guest favourite
A person interacts with a falcon, demonstrating the connection between humans and raptors. The background features a natural landscape with greenery, and additional animals can be seen grazing in the distance. The setting showcases an engaging outdoor experience in a tranquil environment.
Holiday home in Chianciano Terme
5 out of 5 average rating, 120 reviews

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.

Guest favourite
Home in Asciano
4.96 out of 5 average rating, 133 reviews

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.

Top Guest favourite
A shaded pergola stands by a large swimming pool, draped with light curtains. Comfortable outdoor seating surrounds a circular table. Lush greenery and flowering plants create a serene backdrop, enhancing the tranquil atmosphere of the estate.
Villa in Guardea
4.99 out of 5 average rating, 100 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

Top Guest favourite
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, 227 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.

Top Guest favourite
A spacious living area features a comfortable gray sofa adorned with colorful cushions. Natural light fills the room through large arched windows. A rustic dining table and wooden chairs are positioned nearby, while a staircase leads to the upper floor.
Home in Orvieto
4.99 out of 5 average rating, 234 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).

Guest favourite
Farm stay in Monte San Savino
5 out of 5 average rating, 8 reviews

Luxury Hilltop Villa | Infinity Pool, Sauna, View

Luxurious 5-Star Villa in Monte San Savino with heated Infinity Pool and breathtaking views of the Valdichiana Valley, ideal for families and groups of friends. Between Rome and Florence, it offers an exclusive and private experience with a large garden and elegant interiors. Relax by the fireplace, enjoy a BBQ, sauna, Wi-Fi, private parking, charging station, crib, high chair, and more. Immerse yourself in the sustainability of our Podere and discover Tuscany with activities and tastings!

Top Guest favourite
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
4.97 out of 5 average rating, 110 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.

Top Guest favourite
A serene salt-water pool reflects the bright blue sky, surrounded by stone walls and green landscaping. Two lounge chairs offer spots for relaxation, while an umbrella stands nearby, enhancing the outdoor space. The tranquil setting invites peaceful moments by the water.
Holiday home in Orvieto
4.99 out of 5 average rating, 117 reviews

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.

Guest favourite
The outdoor area features a stone patio surrounded by lush greenery, showcasing a six-seat Jacuzzi and two sun loungers. A decorative plant pot enhances the setting, while a parasol provides shade. The serene landscape offers views of the nearby hills.
Villa in Cetona
4.94 out of 5 average rating, 34 reviews

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.

Top Guest favourite
A well-maintained outdoor pool is surrounded by sun loungers and patio umbrellas, providing a tranquil setting. Lush greenery and colorful flowers frame the area, with a backdrop of a historic villa nestled among trees, capturing the essence of the serene countryside.
Apartment in Laviano
4.91 out of 5 average rating, 138 reviews

Unique location farmhouse

Farmhouse Santa Margherita is a splendidly restored 18th century house that sits on a hilltop on the Tuscan-Umbrian border in sight of Montepulciano.The farmhouse has been recently renovated in order to offer to its guests eightvacation apartments. The rooms are very spacious and comfortable. The furnishings are luxurious and include wooden furniture, wrought iron beds and elegant lamps. The kitchens are well equipped so that all your culinary skills can be exercised.

Guest favourite
Villa in Montepulciano
4.91 out of 5 average rating, 140 reviews

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. *

Guest favourite
A warm and inviting open space features a wooden dining table surrounded by chairs, illuminated by natural light from several windows. A red sofa is positioned nearby, while a television and kitchen appliances, including a stove and oven, are visible in the background.
Apartment in Montepulciano
4.93 out of 5 average rating, 115 reviews

Casa Crociani - Amazing Pool & Free Parking

Just 4.7 km from Montepulciano (7 minutes by car), this house is located in a quiet position surrounded by greenery, with a splendid view of the Tuscan hills. The property is equipped with all the necessary amenities to ensure a pleasant stay, perfect for relaxing weekends or vacations. You can relax on the private patio, in the outdoor gardens, or spend unforgettable moments by the pool, enjoying the peace and beauty of the surrounding landscape.

Popular amenities for San Casciano dei Bagni rentals with a pool