Holiday rentals in Montepulciano

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Top-rated holiday rentals in Montepulciano

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

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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.

Top guest favourite

Flat in Centro Storico

4.96 out of 5 average rating, 26 reviews

New MiK HoUsE 2025 with Netflix

Ciao Caro ospite, abbiamo arredato la nostra casa con tutto l'amore possibile per rendere il tuo soggiorno un sogno. Ogni cosa è pensata per il benessere dell'ospite. La zona è super accessibile e centrale ma lontana da locali notturni rumorosi e caos cittadino, parcheggio gratuito a 200 metri, possibilità di arrivare in macchina davanti alla casa, vicinissimo, anche a piedi, alla stazione ferroviaria principale della città. Scoprite tutti confort che abbiamo ideato per i nostri ospiti.

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

5 out of 5 average rating, 6 reviews

Casa Emilia 65

Casa Emilia 65 apartment is located on the ground floor of an 1868 building in the Fiorentino district of Piazza Beccaria, a stone's throw from the historic center of the city on the border with the UNESCO area Casa Emilia 65 is only 1,300 meters from the Basilica of Santa Croce and 1,500 meters from the Basilica of Santa Maria del Fiore (Duomo and Giotto's Bell Tower) The nearby food market of Sant'Ambrogio allows an interesting opportunity to buy typical food products at km 0

Guest favourite

Villa in Figline Valdarno

4.98 out of 5 average rating, 45 reviews

The Castellaccio of 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.

Top guest favourite

Home in Prato

4.98 out of 5 average rating, 130 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 shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.

Superhost

Apartment in Centro Storico

4.8 out of 5 average rating, 46 reviews

[Free Garage] 15 Min. walk from Art

⭐ NEW LISTING! Elegant Central Apartment with BALCONY and GARAGE! &#x1F463 Perfect for exploring the UNESCO center on foot 6 min from the Garden of Gherardesca → another 6 min from the Basilica dell'Annunziata → 3 min from Michelangelo's David → 5 min to Brunelleschi's Dome, Duomo. Nearby, you'll find supermarkets, lounge bars, and typical taverns, yet enjoying a peaceful location. &#x1F9D8 The perfect balance between convenience and tranquility!

Guest favourite

Flat in Sasso D'ombrone

4.81 out of 5 average rating, 58 reviews

"La Sartina" Vacation Home

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

Top guest favourite

Flat in Perugia

4.98 out of 5 average rating, 109 reviews

Frankly welcoming for a fantastic stay

Loft for two ideal for a couple. Large and new studio apartment, with balcony, wooden roof and modern design. It is located on the second floor of a well-kept house inhabited by the family hosting you. The kitchen is complete with all appliances. It is suitable for short and long periods. We can't accept pets, much to our displeasure.

Guest favourite

Villa in Loro Ciuffenna

4.91 out of 5 average rating, 23 reviews

Villa with pool & view near Florence and Arezzo

Tuscan 1700 farmhouse in dominant position with a stunning view over the Valdarno valley. Features six separate apartments with 1 or 2 bedrooms each (total 7 bedrooms plus added beds), private gardens, private swimming pool (open May - September), common lounge and kitchen, WI-FI in every apartment. For groups up to 20 persons.