Monticello Amiata Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Monticello Amiata vacation rentals

Breakfast, lunch, dinner served; local cuisine
Hotel San Gregorio

Residence in Pienza

Hotel San Gregorio
3.0 star property
9.4 out of 10, Exceptional, (134)
"Such friendly staff, loved Pienza and the property was such a good location! "
United Kingdom
Bethan
$147 nightly
The price is $169
Dec 17 - Dec 18
Total with taxes and fees
Hotel San Gregorio
Pool
Private and cozy retreat in Montalcino with private pool surrounded by vineyards

Villa in Siena

Private and cozy retreat in Montalcino with private pool surrounded by vineyards
9.4 out of 10, Exceptional, (67)
"What a lovely place, I will recommend this fabulous home to friends and family and will be returning sometime soon."
United Kingdom
peter H.
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Front of property - evening/night
Casanova - Panoramic Rooms and Suites

Residence in San Quirico d'Orcia

Casanova - Panoramic Rooms and Suites
3.0 star property
9.0 out of 10, Wonderful, (78)
"Fantastic place"
United States
Clifford
Casanova - Panoramic Rooms and Suites
Exterior detail
The House of Alice, charm and relaxation

Vacation Home in Montalcino (SI)

The House of Alice, charm and relaxation
9.8 out of 10, Exceptional, (66)
"Really enjoyed our stay. Loved the town and the accommodation was superb. "
Australia
Michelle C.
$233 nightly
The price is $238
Jan 11 - Jan 12, 2026
Total with taxes and fees
The House of Alice, charm and relaxation
Outdoor pool
Farmhouse in the greenery of the Tuscany countryside with private pool and view

Vacation Home in Murlo

Farmhouse in the greenery of the Tuscany countryside with private pool and view
9.6 out of 10, Exceptional, (52)
"Marina was a great host and the property was exactly what we were after!"
United Kingdom
Steph M.
Farmhouse in the greenery of the Tuscany countryside with private pool and view
Pool
Eco house with pool and fantastic views

Vacation Home in Scansano

Eco house with pool and fantastic views
8.6 out of 10, Excellent, (7)
"Ci siamo trovati molto bene in questa struttura, spaziosa, ed accogliente. Abbiamo usata anche la piscina perfetta"
Italy
Marco S.
Eco house with pool and fantastic views
Exterior
Tuscany romance. Rural charm between Montalcino and sea. Relax pur

Villa in Cinigiano

Tuscany romance. Rural charm between Montalcino and sea. Relax pur
9.6 out of 10, Exceptional, (40)
"Very Clean and excellent House. We loved our stay. "
Germany
Sebastian K.
Tuscany romance. Rural charm between Montalcino and sea. Relax pur
Dining
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.

Villa in Castiglione d'Orcia

Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.
9.8 out of 10, Exceptional, (12)
"This lovely, sprawling farm house in the Val d’Orcia has plenty of space for a large family gathering, with six bedrooms, a gorgeous barbecue and swimming pool. Excellent spot from which to explore hill towns, visit wineries, and eat some excellent Tuscan cuisine. Don’t miss the hot springs at Bagni San Filippo! "
United States
Andrew P.
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.
Outdoor pool
Antico Brunello

Villa in Montalcino

Antico Brunello
$7,723 nightly
The price is $8,507
Dec 15 - Dec 16
Total with taxes and fees
Antico Brunello
Pool
Villa Lavanda Grande: A welcoming two-story age-old farm house surrounded by the greenery.

Vacation Home in Sorano

Villa Lavanda Grande: A welcoming two-story age-old farm house surrounded by the greenery.
10.0 out of 10, Exceptional, (7)
"It was just perfect! "
United States
Rachel G.
Villa Lavanda Grande: A welcoming two-story age-old farm house surrounded by the greenery.
Pool
Villa Podere Belvedere

Villa in Pienza

Villa Podere Belvedere
9.8 out of 10, Exceptional, (14)
"Thank you for making our trip so enjoyable - great hospitality!"
United States
Moleek D.
Villa Podere Belvedere
Outdoor pool
Tuscan stone villa with private pool surrounded by greenery

Villa in Arcidosso

Tuscan stone villa with private pool surrounded by greenery
10.0 out of 10, Exceptional, (95)
"Great accomodation in a very beautiful environment in Tuscany. Marta and Marco were great hosts . Thank you!"
Germany
Robert L.
Tuscan stone villa with private pool surrounded by greenery
Outdoor pool
Hilltop farmhouse with pool and sea view

Villa in pereta (GR)

Hilltop farmhouse with pool and sea view
10.0 out of 10, Exceptional, (21)
"BEAUTIFULLY LOCATED.QUIET AND PEACEFULLARGE EXCELLENT SWIMMING POOLSPACIOUS WELL MAINTAINED GROUNDS"
United Kingdom
awilliam spencer j.
Hilltop farmhouse with pool and sea view
Front of property - evening/night
Sarna Residence

Residence in San Quirico d'Orcia

Sarna Residence
9.6 out of 10, Exceptional, (38)
"We enjoyed our stay. The room was very clean. The staff was helpful."
United States
Bokang
$113 nightly
The price is $129
Dec 13 - Dec 14
Total with taxes and fees
Sarna Residence
Exterior detail
Panoramic apartment with large terrace overlooking the sea, pets allowed.

Apartment in Pancole

Panoramic apartment with large terrace overlooking the sea, pets allowed.
10.0 out of 10, Exceptional, (1)
"A quiet, authentic village with wonderful, friendly hosts and neighbours. This is your quintessential Italian stay. Travellers and tourists take note, if you are seeking a comfortable, restful stay in a genuine Italian setting then look no further. The property is as described and the view is amazing. It is also nice to find accommodation that is fairly priced and well located."
Australia
Graham
$103 nightly
The price is $103
Dec 18 - Dec 19
Total with taxes and fees
Panoramic apartment with large terrace overlooking the sea, pets allowed.
Outdoor pool
Castagnatello Country House - Ginestra apartment

Apartment in Seggiano

Castagnatello Country House - Ginestra apartment
9.4 out of 10, Exceptional, (3)
"very nice apartment. excellent location and great views. so many places to visit. Do follow Nathan's advice when it comes to visits and restaurants!"
Germany
Markus R.
Castagnatello Country House - Ginestra apartment
Outdoor dining
Charming apartment in the historic center with large terrace and beautiful view

Apartment in Montalcino

Charming apartment in the historic center with large terrace and beautiful view
8.0 out of 10, Very Good, (1)
"Appartamento vecchio stile ma molto spazioso e con tutto quello che serve, posizione ottima "
Italy
Marco R.
$199 nightly
The price is $204
Dec 17 - Dec 18
Total with taxes and fees
Charming apartment in the historic center with large terrace and beautiful view
Pool
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24

Villa in Montalcino

VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
$7,547 nightly
The price is $7,547
Dec 17 - Dec 18
Total with taxes and fees
VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24
Outdoor pool
Recently restored Villa in Tuscany, sleeps 12, sw.pool, gym, big garden.

Villa in San Giovanni d' Asso

Recently restored Villa in Tuscany, sleeps 12, sw.pool, gym, big garden.
10.0 out of 10, Exceptional, (13)
"Impeccable property. Property manager was simply amazing, welcoming, caring, friendly and always willing to help. We would love to come back! "
United States
Francesca P.
Recently restored Villa in Tuscany, sleeps 12, sw.pool, gym, big garden.
Exterior
Tenuta Di Litiano With Pool, Roccastrada, Italy

Villa in Roccastrada

Tenuta Di Litiano With Pool, Roccastrada, Italy
Tenuta Di Litiano With Pool, Roccastrada, Italy
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Monticello Amiata Hotel Reviews

Mastrojanni Relais

Mastrojanni Relais

10/10 Excellent
"This was heaven on earth!! Completely over-exceeded my expectations! Room was so nice, comfortable, and relaxing. A perfect retreat to our busy trip. Also, the wine tour and restaurant can't be missed!! "
Chris 1-night trip
Posted 11 days ago
Mastrojanni Relais

Find out more about Monticello Amiata

Everything you need to know about Monticello Amiata vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Monticello Amiata vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Monticello Amiata vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Monticello Amiata vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Monticello Amiata. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Monticello Amiata in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $103 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Monticello Amiata rentals

At Expedia, we put the best Monticello Amiata vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Monticello Amiata rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Monticello Amiata vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Monticello Amiata. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Monticello Amiata?

Yes, we offer vacation rentals close to top attractions in Monticello Amiata, or you can go with a more secluded option if you're looking for a relaxing stay. Monticello Amiata is known for its museums.

What's the top vacation rental that Monticello Amiata has to offer?

The House of Alice, charm and relaxation: This vacation home rental near Monticello Amiata is located in a rural location and has a fireplace, a terrace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. Kick off your shoes and enjoy yourself with a garden and a selection of books.

What’s there to see and do in Monticello Amiata?

Enjoy the area's cultural attractions such as House Museum of Monticello Amiata, or get outdoors into nature at a spot like Mount Amiata Fauna Park. In the larger area, you’ll find Garden of Daniel Spoerri and Mercury Mining Museum of Monte Amiata.

What’s a vacation rental in Monticello Amiata like?

Vacation rentals are privately owned properties you can book for several days or longer in Monticello Amiata. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for family gatherings.