Are there farmstay rentals with a dedicated workspace in Montalcino?

Yes! Work meets play with ease at over 50 farmstay rentals in Montalcino featuring dedicated workspaces. Stay connected and productive in your home away from home.

How much does it cost to stay in castle rentals in Montalcino?

Experience the best of Montalcino with our castle rentals, starting at about $70 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 Montalcino have air conditioning?

Absolutely! We offer over 170 apartment rentals with air conditioning in Montalcino. Enjoy a tailored experience with all the comforts you desire.

Are there pet-friendly villa rentals in Montalcino?

Four-legged friends are welcome in Montalcino. Choose from more than 80 villa rentals for guests traveling with pets.

Do bed and breakfast rentals in Montalcino have wifi?

Absolutely! We offer over 60 bed and breakfast rentals with wifi in Montalcino. Enjoy a tailored experience with all the comforts you desire.

Are there Montalcino farmstay rentals on Airbnb with pools?

Yes! Dive into the perfect getaway at one of over 80 farmstay rentals with pools in Montalcino, available on Airbnb. Make a splash and soak up the sun in style!

Do bed and breakfast rentals in Montalcino have a kitchen?

Absolutely! We offer over 10 bed and breakfast rentals with a kitchen in Montalcino. Enjoy a tailored experience with all the comforts you desire.

Do house rentals in Montalcino have free parking?

Absolutely! We offer over 90 house rentals with free parking in Montalcino. Enjoy a tailored experience with all the comforts you desire.

What are the most popular amenities for Condo Rentals in Montalcino?

Enhance your stay in our Condo Rentals with the most popular amenities: over 50 homes with a kitchen, over 50 homes with wifi, over 20 homes with free parking, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Are there family-friendly apartment rentals in Montalcino?

Montalcino has more than 180 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Vacation rentals in Montalcino

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Montalcino

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

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Guest favorite

Home

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

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

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

Condo

4.93 out of 5 average rating, 209 reviews

HOLIDAY APARTMENT IN HISTORICAL PALACE- MARINA

The apartment is located in an historical palace in the very heart of the old town. Near to all monuments, shops and restaurants but extremely quiet and peaceful. The old town is a pedestrian area . The flat is at the second floor. There is a lift for luggage and wheelchairs. From the windows you can enjoy a wonderful view. The apartment has recently been refurbished to a very high standard and furnished with elegance and traditional Tuscan antiques.

Guest favorite

Villa

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.

Superhost

Rental unit

4.75 out of 5 average rating, 4 reviews

Lupinari Estate - La Limonaia

Tenuta Lupinari is located in the Valdambra, one of the most evocative and pristine places in the Chianti area. Our apartments are the result of a careful restoration of a 16th-century village immersed in the Tuscan hills, strategically located between Arezzo, Siena and Florence, an ideal place both to spend days relaxing and to visit the artistic beauties of our Land of Tuscany.

Superhost

Home

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.

Guest favorite

Villa

4.91 out of 5 average rating, 23 reviews

Villa with pool & view near Florence and Arezzo

Tuscan 1700 farmhouse in dominant position with a stunning view over the Valdarno valley. Features six separate apartments with 1 or 2 bedrooms each (total 7 bedrooms plus added beds), private gardens, private swimming pool (open May - September), common lounge and kitchen, WI-FI in every apartment. For groups up to 20 persons.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Montalcino vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Montalcino's top sights

Pienza555 locals recommend

Valdorcia6 locals recommend

Monte Oliveto Maggiore Abbey126 locals recommend

Abbey of Sant'Antimo104 locals recommend

Murlo25 locals recommend

Centro Benessere Le Terme6 locals recommend

Other great vacation rentals in Montalcino

Guest favorite

Rental unit

4.98 out of 5 average rating, 80 reviews

Panoramic view from stone Apartment- Pool and A/C

Guest favorite

Cottage

4.9 out of 5 average rating, 176 reviews

Podere Grignano, beautiful Tuscany

Guest favorite

Farm stay

5 out of 5 average rating, 7 reviews

Il Giardino degli Ulivi | Casa Ippocastano

Superhost

Villa

4.94 out of 5 average rating, 17 reviews

A Romantic Villa in the heart of Tuscany

Guest favorite

Villa

4.95 out of 5 average rating, 75 reviews

Podere on the Crete Senesi

Superhost

Villa

5 out of 5 average rating, 3 reviews

Casa al Fiume - Villa with exclusive pool

Guest favorite

Home

5 out of 5 average rating, 5 reviews

Beautiful bright villa with view/ Casa Luca

Superhost

Cottage

4.78 out of 5 average rating, 32 reviews

Glicine romantic cottage in country

Show all

Quick stats about vacation rentals in Montalcino

Total rentals
960 properties
Total number of reviews
24K reviews
Family-friendly rentals
530 properties are a good fit for families
Pet-friendly rentals
540 properties allow pets
Rentals with a pool
390 properties have a pool
Rentals with dedicated workspaces
350 properties have a dedicated workspace

Frequently Asked Questions

Are there farmstay rentals with a dedicated workspace in Montalcino?
Yes! Work meets play with ease at over 50 farmstay rentals in Montalcino featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in castle rentals in Montalcino?
Experience the best of Montalcino with our castle rentals, starting at about $70 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 Montalcino have air conditioning?
Absolutely! We offer over 170 apartment rentals with air conditioning in Montalcino. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly villa rentals in Montalcino?
Four-legged friends are welcome in Montalcino. Choose from more than 80 villa rentals for guests traveling with pets.
Do bed and breakfast rentals in Montalcino have wifi?
Absolutely! We offer over 60 bed and breakfast rentals with wifi in Montalcino. Enjoy a tailored experience with all the comforts you desire.
Are there Montalcino farmstay rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 80 farmstay rentals with pools in Montalcino, available on Airbnb. Make a splash and soak up the sun in style!
Do bed and breakfast rentals in Montalcino have a kitchen?
Absolutely! We offer over 10 bed and breakfast rentals with a kitchen in Montalcino. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Montalcino have free parking?
Absolutely! We offer over 90 house rentals with free parking in Montalcino. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Condo Rentals in Montalcino?
Enhance your stay in our Condo Rentals with the most popular amenities: over 50 homes with a kitchen, over 50 homes with wifi, over 20 homes with free parking, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly apartment rentals in Montalcino?
Montalcino has more than 180 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Vacation rentals in Montalcino

Top-rated vacation rentals in Montalcino

Home

Villa

Villa

Condo

Villa

Rental unit

Home

Villa

Farm stay

Home

Farm stay

Rental unit

Vacation rentals for every style

Apartments

Houses

Villas

Popular amenities for Montalcino vacation rentals

Stay near Montalcino's top sights

Other great vacation rentals in Montalcino

Rental unit

Cottage

Farm stay

Villa

Villa

Villa

Home

Cottage

Quick stats about vacation rentals in Montalcino

Total rentals

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with a pool

Rentals with dedicated workspaces

Frequently Asked Questions

Destinations to explore