Luxury rentals in Asciano

Villa Conti Galgani

Located in the heart of the Tuscan countryside, between Florence and Rome, just 70km from Siena, Villa Conti Galgani is a charming estate, immersed in 65 hectares of hilly countryside, among olive groves and gardens. The villa has 7 suites, each characterized by an individual style, inspired by the rich history of the estate. Conti Galgani is the perfect place for those who want to spend a relaxing holiday in the Tuscan countryside, equipped with an outdoor swimming pool, a gym, an indoor hydro-massage pool and a billiard room. Handcrafted furniture and a modern eye for color breathe new life into this 16th-century former convent set between Tuscany’s Val di Chiana and Val d’Orcia. Olive groves and a lawn surround the outdoor pool and for-the-picking vegetable garden, and inside there’s a second pool and a games room. It’s 20 kilometers to Renaissance architecture in Pienza and hot springs in San Casciano dei Bagni. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Bidet, Television, Countryside view • Bedroom 2: King size bed, Ensuite bathroom with stand-alone rain shower, Bidet, Air extractor, Countryside view • Bedroom 3: King size bed, Ensuite bathroom with stand-alone rain shower & bathtub, Dual vanity, Bidet, Countryside view • Bedroom 4: Queen size bed, Ensuite bathroom with stand-alone rain shower, Bidet • Bedroom 5: 2 Twin size beds, Ensuite bathroom with stand-alone rain shower, Bidet, Air extractor, Television • Bedroom 6: King size bed, Day bed, Ensuite bathroom with stand-alone rain shower & bathtub, Bidet, Air extractor, Television, Mountain view • Bedroom 7: Queen size bed, Ensuite bathroom with stand-alone rain shower, Bidet STAFF & SERVICES Extra Cost (advance notice may be required): • Activities and excursions

Villa Montemaggio

This booking is a chance to stay in a real Tuscan Farmhouse that is situated inside an actual vineyard. Its a private property of the owners of the estate, completely refurbished to give every possible comfort but still live in the middle of nature. The setting is absolutely breathtaking amongst the rolling tuscan hills, far away from the noise of the concrete jungle and busy streets. Here the only noise you will hear is the chirping of the birds or faraway hum of the tractor in the fields.

Umamma - The Ex-Brothel - The Unexpected Place

UMAMMA, e’ un open space del 1500. Ti troverai in un mondo inaspettato abbracciato dalle colline Fiorentine, da dove potrai osservare la casa di Leonardo Da Vinci. UMAMMA e’ stato pensato per chi ha voglia di ritrovare un’energia naturale. In una piazza meravigliosa abitata da persone locali, UMAMMA e’ il punto di partenza per visitare la Toscana da uno dei punti più suggestivi. La piscina privata riscaldata e' accessibile solo dagli ospiti della casa, tramite un passaggio segreto. Enjoy.

Cavour 83 Prestige House by 360 Rentals

In the historic and residential center of Florence, prestigious 210m2 apartment on the 1st floor with lift located in a beautiful Florentine palace dating from 1880 on the former site of a monastery. The apartment is located in the historic center in a quieter residential area. You can reach the main attractions of the city in 10-15 minutes on foot and 20 of the SMN train station. It is now also possible to reach us directly from Peretola Airport with the T2 tram line in 20/30 minutes.

Villa Sublimis by Villas in Med

This is not just any former stone farmhouse, it’s a unique and elegant villa, that stands as a testament to timeless charm fused with modern luxury. Originally built in the 19th century, this magnificent holiday destination has been expertly transformed to preserve its historical allure while offering an array of contemporary comforts. Nestled amidst the rolling, green Tuscan hills west of Siena, it serves as a serene oasis, perfect for those seeking a one-of-a-kind vacation experience.

Luxury Villa Tuscany

An exclusive estate set on 30 private acres of vineyards and olive groves—ideal for luxury travelers and families seeking serenity and style. The villa combines designer Italian furnishings, curated contemporary art, and timeless antiques. Recently transformed into a private residence, it offers five-star comfort with new premium bedding, linens, and kitchenware. Services are designed to meet the highest standards, including cleaning and options to add private cook or chef.

La Tuscia - Tenuta di Toscana, Boutique Villa

Casa La Tuscia is a beautifully restored 1700s farmhouse blending original “Pietra” and “Travi” with modern, luxurious interiors. This exclusive-use Luxe Villa is ideal for families, couples, friends, or small business groups. Set in the Tuscan countryside, it’s surrounded by its own vineyards and orchards. Guests enjoy an elegant experience with a serene spa, panoramic heated pool, jacuzzi in the olive grove, daily housekeeping, and high-speed Wi-Fi throughout the estate.

Luxury de luxe avec SPA en Toscane

The Pieve di San Giovanni is a refuge of beauty and serenity, where history and modernity come together in an unforgettable experience. Set in the enchanting scenery of the Val di Cecina, on the edge of the tiny village of Lustignano (900 m), between the area of the Bolgheri wine cellars and the beaches of Baratti, San Vincenzo and Populonia, the Pieve di San Giovanni enjoys a fortunate hillside position 390 m above sea level and dominates an open viewpoint on every side.

Quercia Rubra Lusso in Toscana

Regions come together around this restored farmhouse! Red loungers surround the infinity pool, complementing the greens of the fields and mountains. Red-trimmed doors and windows lead into rooms filled with welcoming textures of reclaimed wood, stone floors, plush rugs, and leather poufs. The setting outside Pieve Santo Stefano lies at the intersection of Tuscany, Umbria, Romagna, and Marche! Copyright © Luxury Retreats. All rights reserved.

Villa di Montesoli

Situated in a dominant position, Villa di Montesoli, overlooks Montalcino and Castiglion Del Bosco on one side and the Val d'Orcia on the other. Immersed among vineyards, olive threes and organic wheat fields, this Villa of new renovation offers maximum comforts in over 900 sqm. There are 9 bedrooms all with an ensuite bathroom, ideal for groups up to 18 people. Air Conditioning in every single room.

Luxury Retreat in the Tuscan Hills

A newly-restored Tuscan villa with stunning views across the Sienese hills. Set amid olive groves in the beautiful Val d’Orcia, the house has been restored to the highest specifications while maintaining its authentic Tuscan style and charm. The main house has 5 bedrooms sleeping 10 guests, and there is an adjacent annex which sleeps up to 4 guests in 2 bedrooms.

2BR • Luxury Florence Penthouse • 360° Panorama

🍷 Savor the Local Flavor: enjoy a complimentary gourmet food and wine tasting when you stay for 3 nights or more. Valid for stays until 31st July 2026 🍷 ⚠️ Review mentioning "noise" ⚠️ Please note that there is no construction work taking place in the building or local area. The review is specific to the summer of 2023 when we first rented the property.