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Holiday rentals in Asciano

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Top-rated holiday rentals in Asciano

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Flat in Centro Storico

4.86 out of 5 average rating, 22 reviews

Tasso Cozy Retreat: 1-BR Airbnb

Discover Florence from our cozy 1-BR apartment near the captivating Santo Spirito neighborhood. Ideal for solo travelers or couples, it offers WiFi,a smart TV, a well-equipped kitchen,a bathroom, and laundry facilities. Immerse yourself in Santo Spirito's vibrant markets,cafes,and artisan workshops. With easy access to iconic attractions and renowned restaurants,explore the city's treasures. Retreat to this tranquil haven, recharge,and experience the allure of Florence from our enchanting abode.

Guest favourite

Villa in Castiglion d'orcia

4.96 out of 5 average rating, 107 reviews

Wp Relais Borgo Vignalunga

Discover Borgo Vignalunga by WP Relais, an charming hamlet set in a 46-hectare estate in the heart of the Val D'Orcia, a UNESCO World Heritage Site. Surrounded by woodland, pastures, a lush vegetable garden, cultivated fields and three olive groves with 1,500 olive trees, Borgo Vignalunga is the ideal place to experience the true essence of Tuscany. The property is close to historical villages, evocative architecture, unspoilt natural landscapes and renowned restaurants, bars and wineries.

Guest favourite

Home in Prato

4.98 out of 5 average rating, 128 reviews

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool

Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our turquoise apartment, there might still be availability. Turquoise: https://www.airbnb.com/rooms/plus/9430389

Superhost

Villa in Petrignano

4.98 out of 5 average rating, 51 reviews

Restored Farmhouse & Cottage with AC, Pool & WIFI

Villa La Quercia is a private 2 acre property consisting of a beautifully restored farmhouse and cottage- both exclusively for you during your stay. The property is surrounded by farmland and forest providing complete privacy and tranquility, yet the nearest village is only 3kms away. The property comfortably sleeps up to 12 people and has a large salt water filtered swimming pool. Fabulous restaurants, wineries and stunning Tuscan & Umbrian villages are but a short drive. Welcome.

Guest favourite

Flat in Centro Storico

4.92 out of 5 average rating, 37 reviews

David Suite [Florence Centre, Luxury]

In the heart of Florence, David Suite offers a unique experience. Located in a 15th-century historic building, next to Via Tornabuoni and a stone's throw away from the train station, Duomo, Lungarno, and Ponte Vecchio, the accommodation features a king-size bedroom, marble bathroom, modern kitchen and an elegant living room with smart TV and air conditioning. Also available washer, dryer and balcony. With the comfort and luxury of our home, you'll fully enjoy the Florentine atmosphere!

Guest favourite

Villa in Figline Valdarno

4.98 out of 5 average rating, 44 reviews

Il Castellaccio di Figline

L'alloggio si trova al PRIMO PIANO di una villa immersa nel verde denominata “Il Castellaccio”, che deve il suo nome alla vicinanza con le rovine del vecchio castello appartenuto alla famiglia degli Uberti. La casa gode di una magnifica vista sulla campagna circostante ed è ideale per una vacanza rilassante per famiglie o gruppi di amici, con la possibilità di visitare città d’arte e godere degli splendidi paesaggi del Chianti, nonché delle specialità enogastronomiche della zona.

Guest favourite

Flat in Peccioli

4.91 out of 5 average rating, 32 reviews

Il Jasmine-Podere Cornacchino

Podere Cornacchino is a newly renovated Tuscan farmhouse, where the owners live and where they decided to welcome guests. The property consists only of two apartments "Il Leccio" and "Il Jasomino" , thus offering a relaxing and intimate environment. The property is completed by the manor house, the ducks pond, a large garden and a beautiful pool overlooking the vineyards and olive groves of the Tuscan countryside.

Guest favourite

Villa in Allerona

5 out of 5 average rating, 29 reviews

Vakantievilla Casale Colline Dolci

This luxurious villa (casale) is located near the village of Allerona on the border of Tuscany and Umbria and is 15 km from Orvieto, 100 km from Rome and 120 km from Florence. Casale Colline Dolci is perfect for guests who want to enjoy in all comfort and tranquility the beauty of the Italian countryside and its excellent cuisine, but equally ideal for those who want to soak up the beautiful culture of Italy.

Guest favourite

Flat in Sasso D'ombrone

4.82 out of 5 average rating, 55 reviews

Holiday house "La Sartina"

Lovely newly renovated house (2023) with a beautiful view of the Ombrone Valley, where you can admire a wonderful sunrise and appreciate the wonderful Tuscan Maremma. Excellent finishes, 4 beds, air conditioning, very central to the typical Tuscan village Sasso D'Ombrone. 100 meters from the Bar/Market/Emporio, post office and bus stop. A 1500m da Albus Alpacas (Alpaca Experience). Serious and helpful owner.

Superhost

Home in Castiglione della Pescaia

4.86 out of 5 average rating, 7 reviews

Holiday home in Castiglione

A corner of heaven and tranquility a stone's throw from the sea. A renovated apartment equipped with every comfort with a large garden available to spend summer evenings and enjoy the view of the Diaccia Botrona and the sea. In the hilly area, 2 km from the center of the village, to experience the sea and the village but with serenity.

Superhost

Flat in Scrofiano

5 out of 5 average rating, 4 reviews

Apartment with patio, A/C

Newly renovated apartment for 4 people. With private patio, garden, located in medieval village. Every bedroom has air condition. Beautiful, quiet place, few steps from forest an d waterfalls.

Guest favourite

Flat in Siena

4.97 out of 5 average rating, 135 reviews

Emily's Home

Enjoy a stylish experience at this centrally-located place in complete relaxation and close to interesting historical/cultural and gastronomic landmarks

Popular amenities for Asciano holiday rentals

Stay near Asciano's top sights

Terme Antica Querciolaia135 locals recommend
Abbazia di Monte Oliveto Maggiore126 locals recommend
Terme San Giovanni109 locals recommend
Saltalbero Adventure Park63 locals recommend
Crete Senesi5 locals recommend
Cacio & Pere27 locals recommend

Quick stats about holiday rentals in Asciano

  • Total rentals

    760 properties

  • Total number of reviews

    14K reviews

  • Family-friendly rentals

    450 properties are a good fit for families

  • Pet-friendly rentals

    380 properties allow pets

  • Rentals with a pool

    510 properties have a pool

  • Rentals with dedicated workspaces

    200 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Asciano