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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Montelaterone vacation homes

Interior
The Gelda house, relax with a view

Vacation Home in Castelnuovo dell'Abate

9.6 out of 10, Exceptional, (14)
"Loved our stay...lovely and quiet..great location "
Australia
Lisa K.
The price is AED 427
AED 606 total
includes taxes & fees
17 Dec - 18 Dec
The Gelda house, relax with a view
Exterior detail
The House of Alice, charm and relaxation

Vacation Home in Montalcino (SI)

9.8 out of 10, Exceptional, (66)
"Really enjoyed our stay. Loved the town and the accommodation was superb. "
Australia
Michelle C.
The price is AED 683
AED 922 total
includes taxes & fees
17 Dec - 18 Dec
The House of Alice, charm and relaxation
Exterior detail
Independent house in the historic center

Vacation Home in CASTIGLIONE D'ORCIA

9.4 out of 10, Exceptional, (9)
"Stayed here during the Tuscany Trail and was perfect for 4 of us. Centre of town and a great restaurant recommendation too! "
United Kingdom
Graham S.
The price is AED 615
AED 726 total
includes taxes & fees
12 Dec - 13 Dec
Independent house in the historic center
Exterior detail
The Casetta di Brunello, quiet and breathtaking views

Vacation Home in Montalcino

9.6 out of 10, Exceptional, (17)
"The apartment is beautiful and the views are breathtaking! The local restaurant serves very authentic family style Tuscan cuisine and everyone was incredibly friendly and helpful. I wish we could have stayed longer!"
Australia
Andrew M.
The price is AED 683
AED 918 total
includes taxes & fees
16 Dec - 17 Dec
The Casetta di Brunello, quiet and breathtaking views
Interior
"Il Focolare" Superior Apartment in Monticchiello

Vacation Home in Monticchiello

10.0 out of 10, Exceptional, (8)
"An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! "
Australia
Dan
The price is AED 406
AED 500 total
includes taxes & fees
11 Dec - 12 Dec
"Il Focolare" Superior Apartment in Monticchiello
Outdoor dining
Il Borghetto - The House of Elba, rooftop panoramic terrace

Vacation Home in Castelnuovo dell'Abate

The price is AED 512
AED 692 total
includes taxes & fees
2 Jan - 3 January 2026
Il Borghetto - The House of Elba, rooftop panoramic terrace
Outdoor dining
Podere Belsogno-camera Lavanda

Vacation Home in Montalcino

10.0 out of 10, Exceptional, (4)
"The stay was very pleasant, the room was very tidy and cosy. The view when waking up is breathtaking, as well as the whole place. Exactly as stated in the pictures. We were very welcomed by the host and you get a good breakfast. Would definitely come back again if I‘m in the area! Thank you very much for the stay!"
Austria
Johannes S.
The price is AED 512
AED 598 total
includes taxes & fees
12 Dec - 13 Dec
Podere Belsogno-camera Lavanda
Outdoor dining
Agriturismo Ginepro Poderone with Garden, Shared Pool & Wi-Fi

Vacation Home in Grosseto

10.0 out of 10, Exceptional, (2)
"Pros: Schöne Poolanlage, sehr saubere Anlage Cons: Etwas abseits gelegen"
Germany
Anonymous traveler
The price is AED 2,391
AED 2,391 total
includes taxes & fees
12 Dec - 13 Dec
Agriturismo Ginepro Poderone with Garden, Shared Pool & Wi-Fi
Outdoor dining
Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning

Vacation Home in Buonconvento

The price is AED 548
AED 556 total
includes taxes & fees
8 Jan - 9 January 2026
Holiday Home 'La Casa Gialla Di Buonconvento' with Wi-Fi and Air Conditioning
Dining
Podere Belsogno-camera Rosmarino

Vacation Home in Montalcino

9.0 out of 10, Wonderful, (4)
"Owners live on property and were very helpful for our first visit to beautiful Montalcino in Tuscany. Spotless apartment. Walking to city center which is just lovely. Beautiful setting. We would return."
United States
Larry V.
The price is AED 512
AED 598 total
includes taxes & fees
15 Dec - 16 Dec
Podere Belsogno-camera Rosmarino
Fridge, oven, stovetop, coffee/tea maker
Charming Siena Countryside Stay

Vacation Home in Monterongriffoli

The price is AED 577
AED 898 total
includes taxes & fees
11 Dec - 12 Dec
Charming Siena Countryside Stay
Outdoor dining
Domotic Suite at Villa Anna

Vacation Home in Buonconvento

The price is AED 308
AED 574 total
includes taxes & fees
16 Dec - 17 Dec
Domotic Suite at Villa Anna
House, 3 Bedrooms, Jetted Tub, Valley View | View from room
VILLA GAIA

Vacation Home in Campagnatico

The price is AED 1,749
AED 1,924 total
includes taxes & fees
11 Dec - 12 Dec
VILLA GAIA
Pool
Agritourism in val d'orcia

Vacation Home in montalcino

The price is AED 641
AED 1,461 total
includes taxes & fees
11 Dec - 12 Dec
Agritourism in val d'orcia
Dining
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center

Vacation Home in Montalcino

10.0 out of 10, Exceptional, (2)
"Absolutely the most stunning VRBO we have ever stayed at. Majestic In both stature and comfort. Every need anticipated and met. Communication with host and Valentina perfect. The standard of luxury located in a fairy tale setting! A must visit - we did not want to leave!! Cannot say enough about this special villa."
United States
Robert K.
The price is AED 2,131
AED 3,758 total
includes taxes & fees
9 Jan - 10 January 2026
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
Outdoor dining
Podere Belsogno

Vacation Home in Montalcino

10.0 out of 10, Exceptional, (1)
"Charming and attentive hosts, stunning terrace with amazing views and a modern, attractive and well equipped rental that was a short walk to downtown Montalcino. We had a fabulous time and would go back again."
Canada
David P.
The price is AED 1,495
AED 1,713 total
includes taxes & fees
11 Dec - 12 Dec
Podere Belsogno
Terrace/patio
Holiday Home 'I Prati' with Private Pool, Private Terrace and Wi-Fi

Vacation Home in Elmo

The price is AED 703
AED 881 total
includes taxes & fees
15 Dec - 16 Dec
Holiday Home 'I Prati' with Private Pool, Private Terrace and Wi-Fi
Exterior
Only ten minutes walk to the golf course and still very quiet

Vacation Home in Saturnia

The price is AED 948
AED 3,535 total
includes taxes & fees
14 Dec - 15 Dec
Only ten minutes walk to the golf course and still very quiet
Terrace/patio
Holiday Home 'Casa Ida' with Private Terrace, Wi-Fi and Air Conditioning

Vacation Home in Montalcino

7.0 out of 10, Good, (2)
"The home was lovely, location difficult to get to by car and difficult to find transportation. "
United States
Liz C.
The price is AED 781
AED 798 total
includes taxes & fees
2 Jan - 3 January 2026
Holiday Home 'Casa Ida' with Private Terrace, Wi-Fi and Air Conditioning
Pool
Renovated Tuscan-style country house

Vacation Home in Castel del Piano

The price is AED 1,922
AED 2,588 total
includes taxes & fees
24 Dec - 25 Dec
Renovated Tuscan-style country house
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 Montelaterone 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 8 days ago
Mastrojanni Relais