
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.

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

Casa Dolce Toscana~Suite&View
CASA DOLCE TOSCANA 🖼️ Ciao! Sono Jolanta 😊 Benvenuti nel nostro amato alloggio toscano ,con vista panoramica,immerso nelle colline della Toscana.Un’oasi di pace perfetta per chi desidera rilassarsi e vivere un’esperienza autentica. Situato a pochi chilometri da Siena e Firenze,il nostro alloggio combina il fascino rustico con tutti i comfort moderni. si trova nel cuore del centro storico del famoso borgo di Cetona,sottostante al castello ,con vista sulla valle e il profumo della Toscana.

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.
La Piazzetta -Accogliente open space nel centro storico di Montepulciano
Versati un bicchiere di vino e accomodati di fianco al caminetto di questo open space dalla calda atmosfera tipicamente toscana: travi in legno, pavimento in cotto, pareti in pietra. Poi esci e ammira il magnifico panorama sulla Valdichiana. Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana.

Verde - I prati in Toscana
Appartamento composto da 1 camera matrimoniale , cucina attrezzata, ampio soggiorno e bagno Tv, BBq, ( mettiamo a disposizione la lavatrice dalle 9 alle 20 che è nella nostra lavanderia a chi ne fa richiesta ) . Consigliamo l'auto in quanto abitiamo in campagna, sia per essere indipendenti , sia per visitare la magnifica toscana Ti piacerá l'ambiente esterno perché é magico di giorno e di notte Parcheggio e wifi gratis Posizione strategica per visitare la Toscana e l'Umbria.

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.

I Tramonti di Eramo , Montepulciano centro.
Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.

Casa al Gianni - Capanna
Ciao, siamo Cristina & Carmelo! Vi invitiamo a vivere un’esperienza autentica nel nostro agriturismo “Casa al Gianni” situato 20 min da Siena. Il nostro marchio è la vita semplice a stretto contatto con la natura e gli animali della nostra fattoria. Immerso tra i boschi e la splendida campagna toscana trascorrerai una vacanza indimenticabile. Questo angolo di paradiso ti rimarrà nel cuore!
Popular amenities for Montepulciano holiday rentals
Other great holiday rentals in Montepulciano

Casa Tòrta - comfort room

Agriturismo Via della Stella | Casa le Rose

WiFiFiberCozyStudioMontepulciano

a.d. 1237

Terra Antica Suite & Ville - Cervognano

"Hortus Conclusus" House

Cipressini 2 - piscina e vista mozzafiato

Gli sterpi
When is the best time to visit Montepulciano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £86 | £83 | £87 | £96 | £101 | £103 | £102 | £108 | £110 | £91 | £88 | £95 |
| Avg. temp | 5°C | 6°C | 9°C | 12°C | 16°C | 21°C | 23°C | 24°C | 19°C | 14°C | 9°C | 5°C |
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 house rentals in Montepulciano?
Experience the best of Montepulciano with our house rentals, starting at about $50 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 Bed And Breakfast Rentals in Montepulciano?
Enhance your stay in our Bed And Breakfast Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, 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 120 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 holiday rentals in Montepulciano

Total holiday rentals
Explore 310 holiday rentals in Montepulciano

Nightly prices starting at
Montepulciano holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 16,940 verified reviews to help you choose

Family-friendly holiday rentals
130 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 120 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
300 of Montepulciano holiday rentals include wifi 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
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- Lake Trasimeno
- Lake Bolsena
- Kite Beach Fiumara
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Avignonesi Winery Fattoria Le Capezzine
- Tenuta Le Velette
- Cala Di Forno
- Basilica of St Francis
- Terme Dei Papi
- Castiglion del Bosco Winery
- Marina di Grosseto beach
- 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
- Ugolino Golf Club
- Abbey of Monte Oliveto Maggiore
- Madonna del Latte
- Podere Il Cocco
- Azienda Agricola Montefioralle Winery




