
Vacation rentals in Montepulciano
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Montepulciano
Guests agree: these stays are highly rated for location, cleanliness, and more.

La Toscana in terrazza, Montepulciano centro
Benvenuti a Montepulciano, il gioiello nascosto della Toscana, dove il fascino storico si fonde armoniosamente con la bellezza naturale. Il nostro Airbnb nel cuore del centro storico incarna l'eleganza e l'autenticità di questa regione. Immersi nel suggestivo labirinto di stradine lastricate di pietra, sarete accolti dal suono rassicurante dei campanili che annunciano il passare del tempo, mentre il profumo invitante del pane appena sfornato si mescola con le note aromatiche dei nostri vigneti.

Under the sunset, Montepulciano
In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting for all the guests of our 4 apartments We can organize barbecue with paired wines after 7 pm. Large free parking area 100 mt away

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.

Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Montepulciano Centro Storico
Grazioso appartamento di 60 mq situato nel corso principale del paese. Si trova al secondo ed ultimo piano di un palazzo storico. L'ingresso è situato sul corso principale della cittadina mentre le finestre si affacciano verso l'esterno delle mura offrendo un vista mozzafiato. L'appartamento è composto da: ingresso, soggiorno con divano letto matrimoniale, camera da letto, cucina, bagno con finestra a tetto. E' dotato di forno a microonde, forno grande, lavastoviglie, lavatrice e wi-fi.

Stuart White Tea Central Panoramic & Garden
Offering ample space, the apartment features two double bedrooms, two full bathrooms, and a living room with a kitchen. The bedroom balconies offer stunning views of the valley and natural light. Its proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. It has also access to a secluded, terraced backyard garden. It provides a comfortable retreat perfect for long term stays. A public parking is available nearby.

"Dimora Valinda" Montepulciano Piazza Grande +A/C
🏠 Ideal location: within walking distance of stores, restaurants and attractions in the historic center. ❄️ Air conditioning for maximum comfort during hot days. 🛁 Washing machine for extended stays or simply for traveling light. 🌅 Private terrace for relaxing moments outdoors. 🍴 Full kitchen with dishwasher, perfect for those who love to cook even on vacation. 🌐 Ultra-fast 150 Mb/s Wi-Fi, ideal for smart working ☕ Well-stocked coffee station for a perfect start to the day.

Casale Santa Barbara - Exclusive Apartment
At a glance: • Location: perfect entry door to the Val d’Orcia between Pienza (8,5 km) and Montepulciano (8,5 km). • Charming warm old stones Tuscan house – completely restored in 2016 • Big apartment (100m2), designed for 2 persons, completely independent, fully furnished, Tuscan style with modern equipment. • Exclusivity: we are living on the 1st floor; the ground floor is yours. You are our only guests. • Spacious private garden (+ 300m2) • Stunning view on the Tuscan hills.

Your Tuscan oak tree house, enchanting Val d'Orcia
The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.

Alma Vignoni - Vignoni Val d'Orcia - Bagno Vignoni
Alma Vignoni is an elegant and exclusive holiday house in Vignoni Alto that recalls Tuscan style and is enriched by unusual and personal details. The house consists of an open-space with fireplace in the center. On the one hand the room with stunning views over the surrounding hills (Pienza, Monticchiello and Montepulciano) on the other the kitchen area. Two cozy rooms overlook the ancient Via Francigena and the Orcia river valley. The bathroom has a large shower.

I Tramonti di Eramo , Montepulciano centro.
Benvenuti a Montepulciano, il gioiello delle colline toscane! Il nostro appartamento nel cuore del centro storico offre una vista mozzafiato sulla campagna circostante, regalando un'esperienza autentica e indimenticabile. Potrete uscire di casa e assaporare l'atmosfera storica di Montepulciano. A pochi passi avrete la straordinaria Piazza Grande, ristoranti di ottima qualità e servizi di ogni genere. La Toscana vi aspetta per vivere emozioni uniche.

Agriturismo Poggio Bicchieri ap. Poesia
Il nostro agriturismo è una finestra sulla val d'orcia, composto da 2 appartamenti con cucina, camera e bagno. Grande giardino attrezzato. Immerso nel silenzio, vicino a Pienza, Montalcino, Bagno Vignoni e le terme naturali di Bagno San Filippo. Per raggiungerci è molto semplice, l'ultimo km di strada è sterrata ma percorribile da tutti.
Popular amenities for Montepulciano vacation rentals
Other great vacation rentals in Montepulciano

Podere Pereti Nuovi-modern Tuscan Villa

Agriturismo Via della Stella | Casa le Rose

Terra Antica Suite & Ville - Cervognano

Magnificent 2 BR with Terrace and Air Conditioning

Wine Loft tra le vigne

Gli sterpi

WiFiFiber LargeApartment with view inMontepulciano

Pociano.1863 The Horizon Suite
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Montepulciano?
Yes! Work meets play with ease at over 140 vacation rentals in Montepulciano featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in apartment rentals in Montepulciano?
Experience the best of Montepulciano with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there Montepulciano vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Montepulciano, available on Airbnb. Make a splash and soak up the sun in style!
What are the most popular amenities for Apartment Rentals in Montepulciano?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 70 homes with air conditioning, over 140 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly vacation rentals in Montepulciano?
Four-legged friends are welcome in Montepulciano. Choose from more than 130 vacation rentals for guests traveling with pets.
Are there family-friendly vacation rentals in Montepulciano?
Montepulciano has more than 130 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Montepulciano have wifi?
Absolutely! We offer over 50 house rentals with wifi in Montepulciano. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Montepulciano have air conditioning?
Absolutely! We offer over 70 apartment rentals with air conditioning in Montepulciano. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Montepulciano
Total vacation rentals
Explore 310 vacation rentals in Montepulciano
Nightly prices starting at
Montepulciano vacation rentals start at G$8,364 GYD per night before taxes and fees
Verified guest reviews
Over 16,940 verified reviews to help you choose
Family-friendly vacation rentals
130 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 120 rentals that welcome pets
Vacation rentals with a pool
20 properties feature pools
Rentals with dedicated workspaces
140 properties have a dedicated workspace
Wi-Fi availability
300 of Montepulciano vacation rentals include wi-fi access
Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Montepulciano rentals
4.8 Average rating
Montepulciano stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Provence Vacation rentals
- Rome Vacation rentals
- Molfetta Vacation rentals
- Milan Vacation rentals
- Nice Vacation rentals
- Florence Vacation rentals
- Venice Vacation rentals
- Francavilla al Mare Vacation rentals
- Naples Vacation rentals
- Cannes Vacation rentals
- Italian Riviera Vacation rentals
- Bologna Vacation rentals
- Pet-friendly rentals Montepulciano
- Rentals with breakfast Montepulciano
- Villa rentals Montepulciano
- Rentals with outdoor seating Montepulciano
- Family-friendly rentals Montepulciano
- Rentals with a fireplace Montepulciano
- House rentals Montepulciano
- Rentals with a washer and dryer Montepulciano
- Cottage rentals Montepulciano
- Rentals with a hot tub Montepulciano
- Rentals with pools Montepulciano
- Bed and breakfasts Montepulciano
- Rentals with a patio Montepulciano
- Smoking-friendly rentals Montepulciano
- Apartment rentals Montepulciano
- Condo rentals Montepulciano
- Lake Trasimeno
- Lake Bolsena
- Kite Beach Fiumara
- Avignonesi Winery Fattoria Le Capezzine
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Cala Di Forno
- Terme Dei Papi
- Tenuta Le Velette
- Basilica of St Francis
- Marina di Grosseto beach
- Castiglion del Bosco Winery
- Golf Club Toscana
- Cantina Colle Ciocco
- Santa Maria della Scala
- Pubblico Palace
- Cantina Stefanoni
- Mount Subasio
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Podere La Marronaia, Sosta alle Colonne
- Casa Del Cioccolato Perugina
- Ugolino Golf Club
- Abbey of Monte Oliveto Maggiore
- Madonna del Latte
- Podere Il Cocco