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, 269 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.

Aug 28 – Sep 4

R2,429 ZAR per night

Guest favorite

Apartment in Montepulciano

4.97 out of 5 average rating, 273 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 28 – Feb 4

R1,472 ZAR per night

Guest favorite

Home in Montepulciano

4.92 out of 5 average rating, 118 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.

May 25 – Jun 1

R1,547 ZAR per night

Guest favorite

Apartment in Montepulciano

4.97 out of 5 average rating, 332 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 19 – 26

R2,969 ZAR per night

Guest favorite

Apartment in Montepulciano

4.99 out of 5 average rating, 220 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.

Nov 18 – 25

R1,645 ZAR per night

Guest favorite

Loft in Montepulciano

5.0 out of 5 average rating, 388 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.

Nov 10 – 17

R4,110 ZAR per night

Guest favorite

Home in Castelnuovo dell'Abate

4.91 out of 5 average rating, 242 reviews

La Casetta di Brunello,very panoramic with terrace

STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

Mar 31 – Apr 7

R2,822 ZAR per night

Guest favorite

Apartment in Montepulciano

4.96 out of 5 average rating, 210 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.

Oct 9 – 16

R2,596 ZAR per night

Guest favorite

Farm stay in Campiglia D'orcia

4.92 out of 5 average rating, 262 reviews

Agriturismo Poggio Bicchieri ap. Poesia

Our farmhouse is a window on the Val d 'Orcia, consisting of 2 apartments with kitchen, bedroom and bathroom. Large equipped garden. Immersed in silence, near Pienza, Montalcino, Bagno Vignoni and the natural hot springs of Bagno San Filippo. It is very simple to reach us, the last kilometer of road is unpaved but accessible to everyone.

Apr 6 – 13

R1,795 ZAR per night

Guest favorite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 202 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...).

Mar 25 – Apr 1

R2,449 ZAR per night

Guest favorite

Home in Monticchiello

4.97 out of 5 average rating, 135 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.

Nov 28 – Dec 5

R5,958 ZAR per night

Guest favorite

Apartment in Monticchiello

4.99 out of 5 average rating, 299 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 ...

Mar 13 – 20

R4,668 ZAR 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

Superhost

Home in Montepulciano

4.88 out of 5 average rating, 142 reviews

Apartment il Torrino

Dec 22 – 29

R2,811 ZAR per night

Guest favorite

Apartment in Montepulciano

4.94 out of 5 average rating, 102 reviews

A Tuscan view

Dec 3 – 10

R2,356 ZAR per night

Guest favorite

Farm stay in Seggiano

4.98 out of 5 average rating, 194 reviews

Terra Delle Sidhe, Seggiano, Tuscany

Apr 3 – 10

R2,049 ZAR per night

Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 109 reviews

Villa di Geggiano - Guesthouse

Nov 7 – 14

R11,001 ZAR per night

Guest favorite

Farm stay in Siena

4.98 out of 5 average rating, 221 reviews

Typical Tuscan Country House WITH A/C

Apr 2 – 9

R2,195 ZAR per night

Guest favorite

Apartment in Montepulciano

4.96 out of 5 average rating, 139 reviews

Stuart Black Tea Amazing View & Super Central

Nov 3 – 10

R2,403 ZAR per night

Guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 311 reviews

Typical Tuscan country house

Nov 30 – Dec 7

R3,025 ZAR per night

Guest favorite

Apartment in Bagnoregio

4.98 out of 5 average rating, 356 reviews

L'Incanto di Civita (La Terrazza)

Nov 24 – Dec 1

R3,483 ZAR per night

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Other great vacation rentals in Montepulciano

Guest favorite

Apartment in Montepulciano

4.96 out of 5 average rating, 28 reviews

Lo Storico Montepulciano, Cozy apartment in Center

Mar 13 – 20

R1,452 ZAR per night

Guest favorite

Condo in Montepulciano

4.96 out of 5 average rating, 52 reviews

La Civetta, a design house in the historic center

Mar 29 – Apr 5

R2,778 ZAR per night

Guest favorite

Home in Montepulciano

4.99 out of 5 average rating, 87 reviews

PIAZZETTA S.BARTOLOMEO

Feb 15 – 22

R2,732 ZAR per night

Guest favorite

Condo in Montepulciano

5.0 out of 5 average rating, 29 reviews

a.d. 1237

Aug 18 – 25

R4,189 ZAR per night

Guest favorite

Apartment in Montepulciano

4.94 out of 5 average rating, 17 reviews

The Secret of Agnaresi, 30 meters from Caffè Poliziano

Feb 6 – 13

R1,342 ZAR per night

Guest favorite

Apartment in Montepulciano

4.96 out of 5 average rating, 55 reviews

The Tramonti di Eramo , downtown Montepulciano.

Apr 19 – 26

R3,058 ZAR per night

Guest favorite

Apartment in Montepulciano

4.97 out of 5 average rating, 32 reviews

"Crociani House: Cozy Christmas Haven"

Jan 26 – Feb 2

R2,549 ZAR per night

Guest favorite

Cottage in Montepulciano

5.0 out of 5 average rating, 11 reviews

COTTAGE ELENA

Mar 9 – 16

R7,630 ZAR 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
R556 ZAR before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Montepulciano?
Yes! Work meets play with ease at over 130 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 bed and breakfast rentals in Montepulciano?
Experience the best of Montepulciano with our bed and breakfast rentals, starting at about $80 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 10 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 50 homes with air conditioning, over 130 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 condo rentals in Montepulciano have air conditioning?
Absolutely! We offer over 10 condo rentals with air conditioning in Montepulciano. Enjoy a tailored experience with all the comforts you desire.

Montepulciano vacation rentals

Top-rated vacation rentals in Montepulciano

Vacation rentals for every style

Villas

Houses

Apartments

Popular amenities for Montepulciano vacation rentals

Stay near Montepulciano's top sights

Other great vacation rentals in Montepulciano

Home in Montepulciano

Apartment in Montepulciano

Farm stay in Seggiano

Cottage in Geggiano

Farm stay in Siena

Apartment in Montepulciano

Farm stay in Greve in Chianti

Apartment in Bagnoregio

Other great vacation rentals in Montepulciano

Apartment in Montepulciano

Condo in Montepulciano

Home in Montepulciano

Condo in Montepulciano

Apartment in Montepulciano

Apartment in Montepulciano

Apartment in Montepulciano

Cottage 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 vacation rentals with a dedicated workspace in Montepulciano?

How much does it cost to stay in bed and breakfast rentals in Montepulciano?

Are there Montepulciano vacation rentals on Airbnb with pools?

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

Are there pet-friendly vacation rentals in Montepulciano?

Are there family-friendly vacation rentals in Montepulciano?

Do house rentals in Montepulciano have wifi?

Do condo rentals in Montepulciano have air conditioning?

Destinations to explore