Holiday houses 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

Apartment 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 Figline Valdarno

4.98 out of 5 average rating, 44 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.

Guest favourite

Apartment in Centro Storico

4.91 out of 5 average rating, 34 reviews

Chic Apartment Macci

Chic Apartment Macci is a brand new spacious apartment located in the historic center of Florence, a few minutes away from the Duomo and all main attractions of Florence. Modern and bright, the apartment offers 2 bedrooms, 1 full bathroom and 1 service bathroom. It can host 6 persons. It is wonderfully furnished and equipped with any comfort, like fast WiFi, Smart TV, and AC, parquet floor. The perfect place for your Florentine experience!. Also ideal if you come by car!

Superhost

Condo in Centro Storico

4.84 out of 5 average rating, 45 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

Apartment in Sasso D'ombrone

4.82 out of 5 average rating, 57 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.

Superhost

Home in Castiglione della Pescaia

4.86 out of 5 average rating, 7 reviews

Vacation 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.

Top Guest favourite

Apartment in Perugia

4.98 out of 5 average rating, 105 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.

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What guests are saying

Casa Ora d"Oro - Panoramic Views

4.97 out of 5 average rating, 37 reviews1 week ago

Words cannot really express the beauty of this place, we stayed at Rocky's home for a few nights at the end of our 2 week trip to Italy. It was the perfect wind down to a busy pace in Rome and Florence. We were lucky enough to catch the gorgeous sunset on our first night and enjoy a lovely bottle of wine left for us as a welcome gift. Rocky stayed in communication with us for our stay ensuring we had a successful arrival and check out, gave recommendations for local spots and had arranged for a private chef to prepare a gourmet meal for us at the villa, which was a highlight of our stay here. Even with rain coming in this place is magical, so serene and peaceful. Highly recommend, Thank you Rocky!

Home in Castelmuzio

What guests are saying

3bdr deLux Villa in Montepulciano Tuscany,Top View

5 out of 5 average rating, 10 reviews21 months ago

When you stay with Fulvia you feel like you are a long lost relative coming for a visit! The surroundings are calming and picturesque and the home has a wonderful history as a restaurant. The house is very warm and inviting and spacious but maybe not good for those who crave minimalism. The AC works well and although there is no pool, the hot tub became a nice cool soak at night. She gave us a cooking class which was a wonderful experience and she arranged the menu around our likes and dislikes. She also had great recommendations for towns to visit and places to eat and also organized a wine tour close by. She and her family live on the ground floor, but it still feels private in the outdoor areas. We stayed there after a few days in Florence on our way to Rome and it was half way in between, so it was great location to visit towns on the way in and on the way out.

Villa in Chianciano Terme

What guests are saying

Panoramic view from stone Apartment- Pool and A/C

4.98 out of 5 average rating, 80 reviews6 months ago

While looking for a place to stay it’s often difficult to choose. If we had known how fabulous this place was it would have been a no brainer! We all agreed that this is the best Airbnb we have ever stayed in on all of our travels. Massimiliano was a delight and so personable. He made excellent suggestions one being having a cooking lesson. If you have a chance ask for Francesca! The BEST! One last thing…we left with amazing recommendations for the next part of our trip. Thank you so much for a wonderful stay! Good luck with the harvest!

Apartment in Mercatale Valdarno

What guests are saying

Geraneo apartment in Valdorcia

5 out of 5 average rating, 10 reviews6 months ago

Poggio al Vento is absolutely stunning. The accommodation is set within a working vineyard and olive farm on the Tuscan hillside. It doesn’t get more picturesque than that! The accommodation has everything you’d need to be self-sustainable, while keeping the Tuscan feel (beams, tiled floor etc). Roberto is an excellent host - he made us feel part of the family from the moment we arrived. Nothing was too much trouble. We’d highly recommend a vineyard tour and tasting - great value and the perfect insight into how his wine is produced. Short journeys to Pienza, Montalcino & Montepulciano, among others, will keep you busy in the day, then settle down to a bottle of wine, overlooking the vines it came from - heaven!

Apartment in Castiglione d'Orcia

What guests are saying

San Savino Townhouse AC - Free Wi-Fi

5 out of 5 average rating, 46 reviews4 weeks ago

David and his wife were the Best!! Their place was better than described! The walking trails to Faleiro restaurant and in town were perfect for us! Food in the area amazing. Fruit and Grechetto wine was provided in the apartment. 3 stories with 3 separate balconies to enjoy Lake Trasimeno and Mountains! If we return to Umbria IT it will be with David without question!! The best airbnb in Italy so far out of 5... Had a farewell beer and wine with David last night! Perfecto!!! Thanks so much. Jim and Jennifer

Townhouse in San Savino