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 condo rentals in Montepulciano?

Experience the best of Montepulciano with our condo 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 House Rentals in Montepulciano?

Enhance your stay in our House Rentals with the most popular amenities: over 60 homes with wifi, over 30 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 140 vacation rentals for guests traveling with pets.

Are there family-friendly vacation rentals in Montepulciano?

Montepulciano has more than 140 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Do bed and breakfast rentals in Montepulciano have wifi?

Absolutely! We offer over 20 bed and breakfast 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 30 house rentals with air conditioning in Montepulciano. Enjoy a tailored experience with all the comforts you desire.

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.

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Guest favorite

Rental unit in Centro Storico

4.86 out of 5 average rating, 22 reviews

Tasso Cozy Retreat: 1-BR Airbnb

Discover Florence from our cozy 1-BR apartment near the captivating Santo Spirito neighborhood. Ideal for solo travelers or couples, it offers WiFi,a smart TV, a well-equipped kitchen,a bathroom, and laundry facilities. Immerse yourself in Santo Spirito's vibrant markets,cafes,and artisan workshops. With easy access to iconic attractions and renowned restaurants,explore the city's treasures. Retreat to this tranquil haven, recharge,and experience the allure of Florence from our enchanting abode.

Guest favorite

Home in Prato

4.98 out of 5 average rating, 127 reviews

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool

Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our turquoise apartment, there might still be availability. Turquoise: https://www.airbnb.com/rooms/plus/9430389

Superhost

Villa in Petrignano

4.98 out of 5 average rating, 51 reviews

Restored Farmhouse & Cottage with AC, Pool & WIFI

Villa La Quercia is a private 2 acre property consisting of a beautifully restored farmhouse and cottage- both exclusively for you during your stay. The property is surrounded by farmland and forest providing complete privacy and tranquility, yet the nearest village is only 3kms away. The property comfortably sleeps up to 12 people and has a large salt water filtered swimming pool. Fabulous restaurants, wineries and stunning Tuscan & Umbrian villages are but a short drive. Welcome.

Guest favorite

Villa in Figline Valdarno

4.98 out of 5 average rating, 44 reviews

Il Castellaccio di Figline

L'alloggio si trova al PRIMO PIANO di una villa immersa nel verde denominata “Il Castellaccio”, che deve il suo nome alla vicinanza con le rovine del vecchio castello appartenuto alla famiglia degli Uberti. La casa gode di una magnifica vista sulla campagna circostante ed è ideale per una vacanza rilassante per famiglie o gruppi di amici, con la possibilità di visitare città d’arte e godere degli splendidi paesaggi del Chianti, nonché delle specialità enogastronomiche della zona.

Guest favorite

Rental unit in Centro Storico

4.9 out of 5 average rating, 30 reviews

Chic Apartment Macci

Chic Apartment Macci is a brand new spacious apartment located in the historic center of Florence, a few minutes away from the Duomo and all main attractions of Florence. Modern and bright, the apartment offers 2 bedrooms, 1 full bathroom and 1 service bathroom. It can host 6 persons. It is wonderfully furnished and equipped with any comfort, like fast WiFi, Smart TV, and AC, parquet floor. The perfect place for your Florentine experience!. Also ideal if you come by car!

Guest favorite

Villa in Allerona

5 out of 5 average rating, 27 reviews

Vakantievilla Casale Colline Dolci

This luxurious villa (casale) is located near the village of Allerona on the border of Tuscany and Umbria and is 15 km from Orvieto, 100 km from Rome and 120 km from Florence. Casale Colline Dolci is perfect for guests who want to enjoy in all comfort and tranquility the beauty of the Italian countryside and its excellent cuisine, but equally ideal for those who want to soak up the beautiful culture of Italy.

Guest favorite

Rental unit in Sasso D'ombrone

4.85 out of 5 average rating, 52 reviews

Holiday house "La Sartina"

Lovely newly renovated house (2023) with a beautiful view of the Ombrone Valley, where you can admire a wonderful sunrise and appreciate the wonderful Tuscan Maremma. Excellent finishes, 4 beds, air conditioning, very central to the typical Tuscan village Sasso D'Ombrone. 100 meters from the Bar/Market/Emporio, post office and bus stop. 1500m from Albus Alpacas (Alpaca Experience). Serious and helpful owner.

Superhost

Home in Castiglione della Pescaia

4.86 out of 5 average rating, 7 reviews

Holiday home in Castiglione

A corner of heaven and tranquility a stone's throw from the sea. A renovated apartment equipped with every comfort with a large garden available to spend summer evenings and enjoy the view of the Diaccia Botrona and the sea. In the hilly area, 2 km from the center of the village, to experience the sea and the village but with serenity.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Montepulciano vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Montepulciano's top sights

Conad53 locals recommend

Osteria Acquacheta "FIORENTINA alla BRACE"37 locals recommend

Ristorante la Grotta33 locals recommend

Church of San Biagio30 locals recommend

Caffè Poliziano22 locals recommend

Osteria del Borgo22 locals recommend

Other great vacation rentals in Montepulciano

Guest favorite

Rental unit in Centro Storico

4.98 out of 5 average rating, 187 reviews

Art Apartment Luxury Por Santa Maria

Superhost

Home in Poppi

4.8 out of 5 average rating, 5 reviews

Villa for 22 people w/private pool

Guest favorite

Rental unit in Mercatale Valdarno

4.98 out of 5 average rating, 80 reviews

Panoramic view from stone Apartment- Pool and A/C

Guest favorite

Cottage in Volterra

4.9 out of 5 average rating, 176 reviews

Podere Grignano, beautiful Tuscany

Guest favorite

Villa in Lucignano

4.96 out of 5 average rating, 23 reviews

Villa Serena

Guest favorite

Farm stay in Camucia

5 out of 5 average rating, 7 reviews

Il Giardino degli Ulivi | Casa Ippocastano

Guest favorite

Home in Certaldo (Fi)

4.87 out of 5 average rating, 60 reviews

Paluffo Torre House

Guest favorite

Villa in Murlo

5 out of 5 average rating, 10 reviews

Pompana Rustic Charm Casale

Show all

Quick stats about vacation rentals in Montepulciano

Total rentals
330 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
15K reviews
Family-friendly rentals
140 properties are a good fit for families
Pet-friendly rentals
140 properties allow pets
Rentals with a pool
20 properties have a pool

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 condo rentals in Montepulciano?
Experience the best of Montepulciano with our condo 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 House Rentals in Montepulciano?
Enhance your stay in our House Rentals with the most popular amenities: over 60 homes with wifi, over 30 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 140 vacation rentals for guests traveling with pets.
Are there family-friendly vacation rentals in Montepulciano?
Montepulciano has more than 140 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do bed and breakfast rentals in Montepulciano have wifi?
Absolutely! We offer over 20 bed and breakfast 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 30 house 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

Rental unit in Centro Storico

Home in Prato

Villa in Petrignano

Villa in Figline Valdarno

Rental unit in Centro Storico

Villa in Allerona

Rental unit in Sasso D'ombrone

Home in Castiglione della Pescaia

Farm stay in Pienza

Farm stay in Greve in Chianti

Rental unit in Scrofiano

Farm stay in Roccatederighi

Vacation rentals for every style

Villas

Apartments

Houses

Popular amenities for Montepulciano vacation rentals

Stay near Montepulciano's top sights

Other great vacation rentals in Montepulciano

Rental unit in Centro Storico

Home in Poppi

Rental unit in Mercatale Valdarno

Cottage in Volterra

Villa in Lucignano

Farm stay in Camucia

Home in Certaldo (Fi)

Villa in Murlo

Quick stats about vacation rentals in Montepulciano

Total rentals

Nightly prices starting at

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with a pool

Frequently Asked Questions

Destinations to explore