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Montepulciano vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Montepulciano

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite

Apartment in Montepulciano

4.98 out of 5 average rating, 258 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 27 – Nov 3

$120 per night
Guest favorite

Apartment in Montepulciano

4.97 out of 5 average rating, 267 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 12 – 19

$80 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.

Jul 17 – 24

$73 per night

Popular amenities for Montepulciano vacation rentals

Stay near Montepulciano's top sights

Porta al Prato3 locals recommend
Caffè Poliziano22 locals recommend
Osteria Acquacheta "FIORENTINA alla BRACE"37 locals recommend
Ristorante La Briciola12 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, 189 reviews

Terra Delle Sidhe, Seggiano, Tuscany

Jan 8 – 15

$97 per night
Guest favorite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 196 reviews

"Red Rose" apartment with a view of Siena.

Oct 28 – Nov 4

$132 per night
Guest favorite

Apartment in Bagnoregio

4.99 out of 5 average rating, 346 reviews

L'Incanto di Civita (La Terrazza)

Nov 12 – 19

$166 per night
Guest favorite

Home in Castelnuovo dell'Abate

4.92 out of 5 average rating, 234 reviews

La Casetta di Brunello,very panoramic with terrace

Dec 12 – 19

$162 per night
Guest favorite

Home in Monticchiello

4.97 out of 5 average rating, 134 reviews

"La Lambarda" tower Suite

Apr 26 – May 3

$283 per night
Guest favorite

Farm stay in Siena

4.98 out of 5 average rating, 216 reviews

Typical Tuscan Country House WITH A/C

Mar 9 – 16

$103 per night
Guest favorite

Farm stay in Montepulciano

4.96 out of 5 average rating, 124 reviews

Separate room, between Cortona and Montepulciano

Mar 9 – 16

$87 per night
Guest favorite

Apartment in Montepulciano

4.95 out of 5 average rating, 175 reviews

WiFiFiberCozyApartmentwith LittleArchMontepulciano

Feb 9 – 16

$56 per night
Guest favorite

Apartment in Montepulciano

4.89 out of 5 average rating, 110 reviews

Aldo's Casina

Dec 23 – 30

$88 per night
Guest favorite

Apartment in Monticchiello

4.97 out of 5 average rating, 119 reviews

Casa Bonari - a paradise for the eyes

Mar 14 – 21

$147 per night
Guest favorite

Condo in Montepulciano

5.0 out of 5 average rating, 14 reviews

Dimora Valinda, Montepulciano Piazza Grande +A/C

Feb 8 – 15

$64 per night
Guest favorite

Apartment in Montepulciano

5.0 out of 5 average rating, 18 reviews

Lo Storico Montepulciano, Cozy apartment in Center

Jan 17 – 24

$68 per night

Other great vacation rentals in Montepulciano

Guest favorite

Apartment in Montepulciano

4.97 out of 5 average rating, 69 reviews

The Window on the sunset Sunset Window Window on the sunset

Apr 8 – 15

$117 per night
Guest favorite

Loft in Montepulciano

4.98 out of 5 average rating, 46 reviews

Poggiolo Apartments - Granary Loft

Oct 21 – 28

$82 per night
Guest favorite

Farm stay in Montepulciano

4.92 out of 5 average rating, 36 reviews

Tuscany | Farmhouse with pool | Via della Stella

Nov 23 – 30

$119 per night
Guest favorite

Villa in Montepulciano

5.0 out of 5 average rating, 28 reviews

Terra Antica Suite & Ville - Montepulciano

Oct 29 – Nov 5

$465 per night
Guest favorite

Villa in Montepulciano

4.96 out of 5 average rating, 72 reviews

Wine Experience Villa in Montepulciano

Mar 4 – 11

$552 per night
Guest favorite

Condo in Montepulciano

5.0 out of 5 average rating, 26 reviews

a.d. 1237

Aug 11 – 18

$255 per night
Guest favorite

Villa in Montepulciano

4.98 out of 5 average rating, 92 reviews

Amazing Tuscany Villa, FREE parking

Dec 30 – Jan 6

$390 per night
Guest favorite

Apartment in Montepulciano

4.86 out of 5 average rating, 77 reviews

La Casa delle Querce - "Belvedere"

Apr 15 – 22

$97 per night
Guest favorite

Home in Montepulciano

4.94 out of 5 average rating, 72 reviews

Casa Belmonte

Jul 16 – 23

$110 per night
Guest favorite

Condo in Montepulciano

4.98 out of 5 average rating, 43 reviews

Soggiorno del Poliziano

Sep 14 – 21

$101 per night
Guest favorite

Apartment in Montalcino

4.99 out of 5 average rating, 80 reviews

Castel Brunello

Oct 18 – 25

$617 per night
Guest favorite

Cottage in Osteria delle Noci

5.0 out of 5 average rating, 57 reviews

Your Tuscan oak tree house, enchanting Val d'Orcia

Jul 16 – 23

$205 per night

Quick stats about vacation rentals in Montepulciano

Total rentals

300 properties

Rentals with a pool

10 properties have a pool

Pet-friendly rentals

120 properties allow pets

Family-friendly rentals

130 properties are a good fit for families

Total number of reviews

14K reviews

Nightly prices starting at

$30 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 40 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 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.

  • Do apartment rentals in Montepulciano have self check-in?

    Absolutely! We offer over 20 apartment rentals with self check-in in Montepulciano. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Montepulciano have wifi?

    Absolutely! We offer over 40 condo rentals with wifi in Montepulciano. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly house rentals in Montepulciano?

    Four-legged friends are welcome in Montepulciano. Choose from more than 20 house 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 condo rentals in Montepulciano?

    Montepulciano has more than 20 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 120 homes with wifi, over 20 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Montepulciano