Montalcinello Vacation Rentals

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Tonight
Dec 8 - Dec 9
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Dec 9 - Dec 10
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Vacation Rentals in Montalcinello

Lobby lounge
ApartHotel Anghel

ApartHotel Anghel

Siena
8.4 out of 10, Very Good, (334)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is ￥10,758
￥12,557 total
includes taxes & fees
Dec 10 - Dec 11
ApartHotel Anghel
Royal Apartment | View from room
Tuscasì Aparthotel

Tuscasì Aparthotel

Sovicille
9.2 out of 10, Wonderful, (25)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is ￥10,906
￥12,540 total
includes taxes & fees
Dec 9 - Dec 10
Tuscasì Aparthotel
Bar (on property)
Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca

Siena City Centre
9.6 out of 10, Exceptional, (191)
"Great location and friendly staff. "
United States
Parissa
Il Battistero Siena - Residenza d'Epoca
Grand Apartment with Garden | Private kitchen | Full-size fridge, microwave, oven, stovetop
Regis Condo

Regis Condo

Siena City Centre
9.4 out of 10, Exceptional, (65)
"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."
United States
Ben
Regis Condo
Banquet hall
agriturismo la roggiola

agriturismo la roggiola

Monticiano
9.6 out of 10, Exceptional, (112)
"A Nice Home in nature with a lot of animals."
Germany
Tabea S.
agriturismo la roggiola
Outdoor pool
Gite Montemirello, with garden and swimming pool

Gite Montemirello, with garden and swimming pool

Casciano di Murlo - Siena
9.8 out of 10, Exceptional, (60)
"Very nice stay and very nuce Host :)"
Germany
Timo
Gite Montemirello, with garden and swimming pool
Exterior
Camping Siena Colleverde

Camping Siena Colleverde

3.0 star property
Scacciapensieri
8.2 out of 10, Very Good, (159)
"Safe, great proximity to Siena without being too close, nice pool."
United States
Martha
Camping Siena Colleverde
Panoramic Suite, City View | View from room
Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi

Siena City Centre
9.6 out of 10, Exceptional, (116)
"We enjoyed our stay here. Convenient, clean, central to city center, shops, and restaurants. We would stay here again."
United States
Linda
The price is ￥28,437
￥32,004 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Residenza d'Epoca Palazzo Borghesi
2 bars/lounges
Camping Boschetto Di Piemma

Camping Boschetto Di Piemma

3.0 star property
San Gimignano
8.8 out of 10, Excellent, (85)
"The mobile homes were a great alternative when Via Francigena hostels were full. Friendly people, swimming pool was wonderful , and an easy walk back and forth to San Gimignano."
United States
Martha
Camping Boschetto Di Piemma
Indoor pool, a heated pool
Private House with Exclusive Swimming Pool Heated and Amazing View

Private House with Exclusive Swimming Pool Heated and Amazing View

Boccheggiano
9.6 out of 10, Exceptional, (56)
"Everything was great. The pool was warm. Views are fantastic stretching out to the sea. The town has a good supermarket. Only went to one restaurant, Dell'Upo, but it was good so went back most nights. The hosts were helpful and informative. Planning a return."
United Kingdom
Patrick H.
The price is ￥524,458
￥621,031 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Private House with Exclusive Swimming Pool Heated and Amazing View
Outdoor dining
Villa with large garden in the Chianti hills

Villa with large garden in the Chianti hills

Siena
9.6 out of 10, Exceptional, (75)
"Our group enjoyed staying in this location. It was comfortable and a perfect central location for exploring Tuscany."
United States
Jessica P.
Villa with large garden in the Chianti hills
Property grounds
"Casa di Leo" Bright And Romantic House Surrounded by Medieval Walls and Pool

"Casa di Leo" Bright And Romantic House Surrounded by Medieval Walls and Pool

Belforte
10.0 out of 10, Exceptional, (78)
"What an awesome place. Lovely house and backyard with pool. Leo is friendly , helpful and welcoming . Belforte is a small , quiet hilltop village but it is very accessible (by car) to other awesome spots- Siena, San Gimignano , Volterra and others. Highly recommended "
New Zealand
Adrian d.
"Casa di Leo" Bright And Romantic House Surrounded by Medieval Walls and Pool
Outdoor pool
Farmhouse in the greenery of the Tuscany countryside with private pool and view

Farmhouse in the greenery of the Tuscany countryside with private pool and view

Murlo
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
panoramica casa con piscina privata

panoramica casa con piscina privata

siena
7.0 out of 10, Good, (10)
"We had a lovely stay and the hosts were warm, accommodating and responsive. The location is incredible -- extensive views from both sides of the property; the hilltop village setting is out of a postcard with lovely little streets and nooks to explore; and the local shops, market days, restaurants provide everything needed locally. The property is adequate, a little rustic, but well suited to time outdoors by the lovely pool and as a springboard for day trips throughout amazing Tuscany....
United Kingdom
Olivier B.
The price is ￥14,649
￥27,127 total
includes taxes & fees
Dec 15 - Dec 16
panoramica casa con piscina privata
Outdoor dining
san gimignano apartment in historical center, courtyard and fast free wifi

san gimignano apartment in historical center, courtyard and fast free wifi

San Gimignano City Centre
9.6 out of 10, Exceptional, (36)
"Great experience in a medieval villa converted to apartments. We were there for one night and enjoyed it very much!"
United States
Matthew E.
The price is ￥16,276
￥25,861 total
includes taxes & fees
Jan 6 - Jan 7, 2026
san gimignano apartment in historical center, courtyard and fast free wifi
Pool
Le Macine, a wonderful ancient restored watermill with Pool

Le Macine, a wonderful ancient restored watermill with Pool

Volterra
9.6 out of 10, Exceptional, (82)
"Clean and comfortable stay with lovely garden and pool, overall a great experience"
United Kingdom
Daniel A.
Le Macine, a wonderful ancient restored watermill with Pool
Exterior detail
La Casa di Ines

La Casa di Ines

San Gimignano City Centre
9.6 out of 10, Exceptional, (7)
"Love this town. Location is great "
United States
William
The price is ￥11,986
￥14,089 total
includes taxes & fees
Dec 19 - Dec 20
La Casa di Ines
Pool
Peaceful cottage in Tuscany with private pool

Peaceful cottage in Tuscany with private pool

Castelnuovo di Val di Cecina
8.8 out of 10, Excellent, (8)
"We had a fabulous stay in this Italian house in Toscany. Rooms are big, every room has his own bathroom. The swimming pool is clean and there are enough seats. There is a nice terrace for the ones who wants to stay in the shadow. The beds are great. The nice little village has 2 good restaurants where we had great nights out and is only 5 minutes away by car. Sienna is only 1h15 away. A nice lake at only 30 minutes! The only - point I can give is the kitchen which in our opinion hadn't enough...
France
Elise P.
Peaceful cottage in Tuscany with private pool
Terrace/patio
Country House & Spa - Inside Nature with panoramic views, Art Surrounded

Country House & Spa - Inside Nature with panoramic views, Art Surrounded

Volterra
9.8 out of 10, Exceptional, (65)
"Villanovia is as wonderful as it looks online. Marco and Laura are exceptional hosts and took care of us with kindness and made sure our every need was well taken care - we had a lovely stay! Thank you Marco and Laura!"
United States
Sarah R.
Country House & Spa - Inside Nature with panoramic views, Art Surrounded
Outdoor pool
Villa for groups and families, with Private Pool in Monteverdi Marittimo

Villa for groups and families, with Private Pool in Monteverdi Marittimo

Monteverdi Marittimo
8.8 out of 10, Excellent, (13)
"A quiet, idyllic place to relax. We enjoyed it very much"
Germany
Nicole G.
Villa for groups and families, with Private Pool in Monteverdi Marittimo
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.
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Top Montalcinello Hotel Reviews

Hotel Italia

Hotel Italia

10/10 Excellent
"This was a short stay for us in Siena. A great hotel. Friendly staff and the best bargain best breakfast we have had in Italy. Highly recommended"
Phil 1-night trip
Posted 4 days ago
Hotel Italia

Find out more about Montalcinello

Search for holiday rentals in Montalcinello on Expedia! You can easily find your home rentals, villas, holiday apartments in Montalcinello using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Montalcinello?

Yes, you can find vacation rentals near the most popular attractions in Montalcinello, or you can select a secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Montalcinello?

Villa with large garden in the Chianti hills: This vacation home rental outside of Montalcinello is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

What’s there to see and do in Montalcinello?

While exploring the area, visit family-friendly sights like Terme Petriolo, or get outside and enjoy nature at Val di Merse. In the larger area, you’ll find Abbazia di San Galgano and Le Caldane Thermal Baths.

What’s a vacation rental in Montalcinello like?

A vacation rental is a private property you can stay in for short or long periods in Montalcinello. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a family getaway.