Montepulciano vacation rentals

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Top-rated vacation rentals in Montepulciano

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Guest favorite

Apartment in Montepulciano

4.98 out of 5 average rating, 264 reviews

Large space between ancient and modern in the center of Montepulciano

Get surrounded by the feeling of intimacy and warmth of this large space where the various areas are divided by original solutions. Original features, like exposed beams, are associated with fresh, contemporary elements. Bright environment ideal for 2 people but can comfortably accommodate 3 (armchair bed). Kitchen of the house equipped with all services for exclusive use of this room, dining table, TV, wi-fi and private bathroom with shower. Guests have access to the common entrance area of the ManillaHouse and the Esagona room. Lockable safety lock. If necessary, guests can contact me. In any case, the house is well organized and equipped with information sheets to solve small ordinary technical problems. A few steps away are restaurants, bars, shops and various services. In summer, various events are organized such as the International Art Workshop Festival, while in winter the town is embellished with the lights and colors of the Christmas markets. Located in ZTL, the car can be parked in the public car parks P6 P7 P8 , perimeter in the center of the country in the upper part and not far on foot from the accommodation. For further travel there is an urban public transport line called "Pollicino" that connects the historic center to the most recent area of the country. Montepulciano can be reached by car from the A1 Val di Chiana and A1 Chiusi-Chianciano Terme motorway exits (Parking near home n.6-7-8), by train from Chiusi Chianciano Terme station, by bus from Siena, Rome and Florence. It can happen when you stay to hear music from the nearby Music Institute of Montepulciano, violins, pianos, trumpets and bel canto could be the background of your stay but without causing disturbance.

Oct 16 – 23

G$27,072 GYD per night

Guest favorite

Apartment in Montepulciano

4.97 out of 5 average rating, 270 reviews

Caratello - Smart studio Apartment in old town

Nel centro storico di Montepulciano vivi l’autentica atmosfera toscana in questa piccola gemma dallo stile rustico ma allo stesso tempo moderno. Completamente rinnovato e arredato con materiali naturali, ogni minimo dettaglio è stato studiato per coccolarti nel modo più totale. Il pavimento è in legno. L'arredamento è composto di alcuni mobili su misura realizzati da artigiani locali in legno e pietra naturali. Il letto , i materassi ed i cuscini sono prodotti Dorelan, nota azienda del settore, per garantire il massimo confort nel sonno. La testata del letto è un pezzo antico, originale della Toscana di inizio secolo. Riempiti gli occhi con le opere d’arte di Montepulciano, ma anche con la splendida campagna in cui la cittadina è incastonata. Il suo pregiato vino sarà un’ottima compagnia e un perfetto souvenir, mentre le Terme sapranno offrirti il giusto relax. La casa si trova nel centro storico che è zona a traffico limitato tuttavia, nei pressi della casa, ci sono dei parcheggi per lasciare la macchina nel tempo del carico/scarico dei bagagli ed altri stalli per parcheggiare alcuni gratuiti altri a pagamento ma non è possibile prenotarli.

Jan 15 – 22

G$19,726 GYD per night

Guest favorite

Home in Montepulciano

4.91 out of 5 average rating, 117 reviews

Montepulciano

nice and comfortable apartment in the old town of Montepulciano Placed in the Historical Centre, just a few steps to the most beautiful and oldest wine cellar in Montepulciano (Cantina del Redi dè Ricci) an amazing sixteenth-century structure, great-looking with its huge wine barrels. The apartment is in a perfect position: just a few minutes walk from the main square of the town, Piazza Grande(where, every summer, there are theatre and music events) but at the same time is a quiet district.

Oct 24 – 31

G$17,238 GYD per night

Guest favorite

Apartment in Montepulciano

4.97 out of 5 average rating, 330 reviews

A view from the top

A View From the Top is an apartment in the most peaceful part of Montepulciano. The house with Ac is 250 metres from the piazza and the main street, and has 2 double rooms, 2 bathrooms with shower and a large kitchen-living room with a small terrace overlooking the hills From summer 2024 our wine tasting will be available in the new garden and we have a young private chef for cooking class at home ,not in the weekend. Guests will park close the apartment,in the street 50 mt away.

Jan 2 – 9

G$33,087 GYD per night

Guest favorite

Apartment in Montepulciano

4.96 out of 5 average rating, 134 reviews

Stuart Black Tea Amazing View & Super Central

This apartment is in a prime central location and enhanced by an abundance of natural light and awe-inspiring panoramic vistas. Its advantageous proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable gourmet breakfast. Additionally, guests will have access to a sun-drenched backyard garden terrace, creating an ideal setting for savouring a glass of wine. Kindly be informed that the open fireplace is purely ornamental in nature.

Nov 19 – 26

G$26,616 GYD per night

Guest favorite

Apartment in Montepulciano

4.99 out of 5 average rating, 217 reviews

Montepulciano Downtown Storico

Nice 60 sqm apartment located in the main street of the village. It is located on the second and last floor of a historic palace. The entrance is located on the main street of the town while the windows overlook the outside of the walls offering a breathtaking view. Apartment consists of: entrance hall, living room with double sofa bed, bedroom, kitchen, bathroom with roof window. It is equipped with microwave, large oven, dishwasher, washing machine and wi-fi.

Dec 22 – 29

G$18,335 GYD per night

Guest favorite

Loft in Montepulciano

5.0 out of 5 average rating, 383 reviews

La Piazzetta - Cozy open space in the historic center of Montepulciano

Pour a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta flooring, stone walls. Then go out and take in the magnificent view of the 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.

Sep 7 – 14

G$45,803 GYD per night

Guest favorite

Apartment in Montepulciano

4.96 out of 5 average rating, 207 reviews

Casa Ricci Apartment in 1300's palace

Our apartment is located a few meters from Piazza Grande,can accommodate up to 4 people and overlooks a suggestive panorama.It has been recently renovated and is located in a historical building of 1300. Our apartment is located a few meters from Piazza Grande, it sleeps up to 4 people and overlooks a beautiful. Was recently renovated and is located in a historic building in 1300.

Jan 6 – 13

G$24,103 GYD per night

Guest favorite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 200 reviews

"Red Rose" apartment with a view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, with a panoramic view of Siena. Located in the Villas di Corsano, just 14 km from the city. Ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d 'Orcia, Crete Senesi...).

Jan 4 – 11

G$29,757 GYD per night

Guest favorite

Home in Monticchiello

4.97 out of 5 average rating, 134 reviews

"La Lambarda" tower Suite

In Val d'Orcia there is a small medieval village called Monticchiello, surrounded by walls and protected by four towers; one of these is the "La Lambarda", which stands at the highest point of the country and enjoys a panoramic view across the valley.

Mar 11 – 18

G$66,399 GYD per night

Guest favorite

Apartment in Monticchiello

4.99 out of 5 average rating, 297 reviews

Romantic Tower's dating 1200

The residence "Il Torrino" is a panoramic apartment obtained from the restauration of an ancient tower belonging to the boundaries of the medieval suburb Monticchiello. The apartment has an incredible view on the Val d'Orcia. You can't imagine ...

Jan 18 – 25

G$52,025 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Montepulciano vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Montepulciano's top sights

Porta al Prato3 locals recommend

Caffè Poliziano22 locals recommend

Ristorante La Briciola12 locals recommend

Osteria Acquacheta "FIORENTINA alla BRACE"37 locals recommend

Conad53 locals recommend

Fortezza Di Montepulciano8 locals recommend

Other great vacation rentals in Montepulciano

Guest favorite

Farm stay in Seggiano

4.98 out of 5 average rating, 193 reviews

Terra Delle Sidhe, Seggiano, Tuscany

Dec 30 – Jan 6

G$25,118 GYD per night

Guest favorite

Apartment in Montepulciano

4.95 out of 5 average rating, 175 reviews

WiFiFiberCozyApartmentwith LittleArchMontepulciano

Dec 6 – 13

G$15,634 GYD per night

Guest favorite

Apartment in Monticchiello

4.98 out of 5 average rating, 120 reviews

Casa Bonari - a paradise for the eyes

Mar 21 – 28

G$34,467 GYD per night

Guest favorite

Farm stay in Montepulciano

4.95 out of 5 average rating, 108 reviews

Apartment in the Vineyard with Pool

Dec 19 – 26

G$36,303 GYD per night

Guest favorite

Apartment in Montepulciano

4.89 out of 5 average rating, 111 reviews

Aldo's Casina

Mar 2 – 9

G$18,331 GYD per night

Guest favorite

Farm stay in Montepulciano

4.96 out of 5 average rating, 131 reviews

Separate room, between Cortona and Montepulciano

Mar 16 – 23

G$20,297 GYD per night

Superhost

Farm stay in Montepulciano

4.79 out of 5 average rating, 219 reviews

La Manonera Cottage for 2 people

Mar 30 – Apr 6

G$17,182 GYD per night

Guest favorite

Condo in Montepulciano

5.0 out of 5 average rating, 23 reviews

Dimora Valinda, Montepulciano Piazza Grande +A/C

Jan 21 – 28

G$15,205 GYD per night

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Other great vacation rentals in Montepulciano

Guest favorite

Condo in Montepulciano

4.96 out of 5 average rating, 48 reviews

La Civetta, a design house in the historic center

Mar 12 – 19

G$30,961 GYD per night

Guest favorite

Loft in Montepulciano

4.98 out of 5 average rating, 46 reviews

Poggiolo Apartments - Granary Loft

Jul 18 – 25

G$19,439 GYD per night

Guest favorite

Condo in Montepulciano

4.93 out of 5 average rating, 44 reviews

The "Jewel" of the Count, Amazing View in Tuscany

Feb 27 – Mar 6

G$32,148 GYD per night

Guest favorite

Home in Montepulciano

4.99 out of 5 average rating, 87 reviews

PIAZZETTA S.BARTOLOMEO

Jan 17 – 24

G$30,446 GYD per night

Guest favorite

Farm stay in Montepulciano

4.93 out of 5 average rating, 41 reviews

Tuscany | Farmhouse with pool | Via della Stella

Mar 22 – 29

G$21,877 GYD per night

Guest favorite

Apartment in Montepulciano

4.97 out of 5 average rating, 30 reviews

"Crociani House: Cozy Christmas Haven"

Nov 19 – 26

G$28,192 GYD per night

Guest favorite

Condo in Montepulciano

5.0 out of 5 average rating, 26 reviews

a.d. 1237

Sep 10 – 17

G$46,684 GYD per night

Guest favorite

Home in Montepulciano

4.97 out of 5 average rating, 35 reviews

The Window - Montepulciano Old Town

Mar 26 – Apr 2

G$43,132 GYD per night

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Quick stats about vacation rentals in Montepulciano

Total rentals
310 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
130 properties allow pets
Family-friendly rentals
130 properties are a good fit for families
Total number of reviews
13K reviews
Nightly prices starting at
G$6,267 GYD before taxes and fees

Frequently Asked Questions

Are there apartment rentals with a dedicated workspace in Montepulciano?
Yes! Work meets play with ease at over 50 apartment rentals in Montepulciano featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in condo rentals in Montepulciano?
Experience the best of Montepulciano with our condo rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do condo rentals in Montepulciano have wifi?
Absolutely! We offer over 30 condo rentals with wifi in Montepulciano. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Montepulciano have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Montepulciano. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly apartment rentals in Montepulciano?
Four-legged friends are welcome in Montepulciano. Choose from more than 60 apartment rentals for guests traveling with pets.
Are there Montepulciano vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Montepulciano, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly villa rentals in Montepulciano?
Montepulciano has more than 10 family-friendly villa rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Montepulciano?
Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Montepulciano vacation rentals

Top-rated vacation rentals in Montepulciano

Vacation rentals for every style

Apartments

Houses

Villas

Popular amenities for Montepulciano vacation rentals

Stay near Montepulciano's top sights

Other great vacation rentals in Montepulciano

Farm stay in Seggiano

Apartment in Montepulciano

Apartment in Monticchiello

Farm stay in Montepulciano

Apartment in Montepulciano

Farm stay in Montepulciano

Farm stay in Montepulciano

Condo in Montepulciano

Other great vacation rentals in Montepulciano

Condo in Montepulciano

Loft in Montepulciano

Condo in Montepulciano

Home in Montepulciano

Farm stay in Montepulciano

Apartment in Montepulciano

Condo in Montepulciano

Home in Montepulciano

Quick stats about vacation rentals in Montepulciano

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there apartment rentals with a dedicated workspace in Montepulciano?

How much does it cost to stay in condo rentals in Montepulciano?

Do condo rentals in Montepulciano have wifi?

Do house rentals in Montepulciano have air conditioning?

Are there pet-friendly apartment rentals in Montepulciano?

Are there Montepulciano vacation rentals on Airbnb with pools?

Are there family-friendly villa rentals in Montepulciano?

What are the most popular amenities for House Rentals in Montepulciano?

Destinations to explore