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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Montelopio holiday rentals

A garden with a round table and wicker chairs under a tree.

1. Antica Dimora Leones

Antica Dimora Leones
Palaia
9.2 out of 10, Wonderful, (20 reviews)
"What a truly special place to stay in Tuscany. Zamira was a wonderful and kind hostess, and we couldn’t have asked for more. Breathtaking views from the hotel, delicious breakfast, and some great restaurants in walking distance. Would 100% go back and would highly recommend it to fellow travellers"
United Kingdom
Thomas
The price is ฿2,105
฿2,466 total
includes taxes & fees
19 Oct - 20 Oct
Antica Dimora Leones
A stone-walled room with a wooden desk, a chair, a TV, and a large window with curtains.

2. Tenuta Sant'Ilario

Tenuta Sant'Ilario
Gambassi Terme
9.4 out of 10, Exceptional, (37 reviews)
"Great place, difficult driving access but enjoyable"
United States
Sergio
The price is ฿3,538
฿4,004 total
includes taxes & fees
1 Nov - 2 Nov
Tenuta Sant'Ilario
A kitchen with exposed brick walls, a modern white cabinet, and a built-in black oven.

3. Room Rent Morrona

Room Rent Morrona
Terricciola
9.2 out of 10, Wonderful, (7 reviews)
"Ottima struttura "
Italy
Marzia
The price is ฿2,491
฿2,740 total
includes taxes & fees
19 Oct - 20 Oct
Room Rent Morrona
An arched stone corridor with a hanging lantern, leading to an open area with trees and a gate.

4. Il Castello di San Ruffino

Il Castello di San Ruffino
Casciana Terme Lari
9.2 out of 10, Wonderful, (39 reviews)
"Really cool experience to stay at a castle. Perfect destination for celebrations."
United States
daniel
The price is ฿3,445
฿3,940 total
includes taxes & fees
24 Oct - 25 Oct
Il Castello di San Ruffino
A kitchen with wooden cabinets, a dining table with chairs, and a hanging light fixture.

5. Toscana Vacanze

Toscana Vacanze
MONTAIONE
The price is ฿4,966
฿8,958 total
includes taxes & fees
30 Oct - 31 Oct
Toscana Vacanze
A courtyard with outdoor seating, a brick building, and a tree.

6. Affittacamere e Ristorante Ariete

Affittacamere e Ristorante Ariete
Ponsacco
8.8 out of 10, Excellent, (3 reviews)
"This place is a bit further out from Pisa, but we still had a really nice stay and made the most of it. It’s great value for money, which was a big plus. The hotel itself is a little old-fashioned, but honestly, the staff more than made up for it—they were super friendly and welcoming the whole time. The restaurant was also a highlight, with really tasty food that we enjoyed a lot. It’s a good spot if you’ve got a car and want to explore the nearby villages and surrounding area."
United Kingdom
Martina
The price is ฿2,214
฿2,435 total
includes taxes & fees
18 Oct - 19 Oct
Affittacamere e Ristorante Ariete
A table with a tray of pastries, a teapot, cups, and water bottles by a window with a view of greenery.

7. B&B Il Moscondoro

B&B Il Moscondoro
Montopoli in Val d'Arno
7.6 out of 10, Good, (10 reviews)
"HOTEL COMODO PER I CAMIONISTI , PER CHI VUOLE RIPOSARE CI VUOLE ALTRO , NIENTE DI ECCEZZIONALE , HO TROVATO GIA' INCASSATO IL PERNOTTO E QUESTO NON VA ' BENE"
Italy
Manuel
The price is ฿2,767
฿3,044 total
includes taxes & fees
3 Nov - 4 Nov
B&B Il Moscondoro
A well-maintained garden with a central fountain, surrounded by lush greenery and flowering plants.

8. Tenuta Quadrifoglio

Tenuta Quadrifoglio
Gambassi Terme
10.0 out of 10, Exceptional, (5 reviews)
"A lovely spot for relaxation .The appartments were lovely and comfortable .the only criticism was you do need a car to get any where. It is totally in the middle of nowhere. "
United Kingdom
Geraldine
The price is ฿4,305
฿4,848 total
includes taxes & fees
20 Oct - 21 Oct
Tenuta Quadrifoglio
An open dining area with a table set for two, a red sofa, and a painting on the wall.

9. La Ripadoro

La Ripadoro
Chianni
10.0 out of 10, Exceptional, (1 review)
"Amazing place Amazing view Amazing food Amazing people. Highly recommended."
Canada
Maya
The price is ฿6,088
฿7,073 total
includes taxes & fees
19 Oct - 20 Oct
La Ripadoro
A poolside area with a lounge chair, a sun hat, and a book.

10. Il Frutteto

Il Frutteto
Casciana Terme Lari
8.6 out of 10, Excellent, (10 reviews)
"-"
Germany
Dr. Björn
The price is ฿3,238
฿4,087 total
includes taxes & fees
19 Oct - 20 Oct
Il Frutteto
An outdoor cafe area with tables and chairs, a red awning, and buildings with signs in the background.

11. DomuS Miniato

DomuS Miniato
San Miniato
10.0 out of 10, Exceptional, (3 reviews)
"Klein aber fein. Sehr gepflegt und geschmackvoll eingerichtet mit Liebe zum Detail. Herrliche Aussicht vom kleinen Balkon. Nur die Parkplatzsuche war am späten Freitag Abend schwierig, weil gefühlt die halbe Jugend der Toscana nach San Miniato in den Ausgang geht."
United States
Thomas
The price is ฿3,465
฿3,886 total
includes taxes & fees
29 Oct - 30 Oct
DomuS Miniato
A swimming pool with a view of the landscape, surrounded by greenery and a pergola structure.

12. Villa Le Polle di Meletro

Villa Le Polle di Meletro
Rivalto
The price is ฿4,948
฿7,121 total
includes taxes & fees
16 Oct - 17 Oct
Villa Le Polle di Meletro
A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

13. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.6 out of 10, Exceptional, (14 reviews)
"The property was perfect and the host was so nice and helpful. We would definitely stay there again."
United States
Andrew
The price is ฿3,083
฿3,579 total
includes taxes & fees
3 Nov - 4 Nov
Casa Vacanze Le Case
A bedroom with a large bed, two ottomans, a chandelier, and a view through an arched doorway to a dining area.

14. Borgo San Giusto

Borgo San Giusto
Empoli
9.4 out of 10, Exceptional, (47 reviews)
"A lovely overnight stay here! Staff were so accommodating to our limited Italian and the children. Would recommend"
United Kingdom
Lucy
The price is ฿3,321
฿3,766 total
includes taxes & fees
1 Nov - 2 Nov
Borgo San Giusto
A building with a stucco exterior, multiple windows, and a tiled roof.

15. Residence Il Paradiso

Residence Il Paradiso
3.0 star property
Guardistallo
8.4 out of 10, Very good, (27 reviews)
"Absolutely beautiful property among the pine trees. Nice little restaurant, ideal pools and play area for little kids. Location is perfect for exploring the region. Great beaches only 10-15 minutes away. The apartment was very clean and everything necessary for our stay was available. Would gladly visit again. Thank you Il Paradiso!"
Germany
Jason
The price is ฿3,023
฿3,513 total
includes taxes & fees
14 Nov - 15 Nov
Residence Il Paradiso
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 Montelopio Hotel Reviews

Mormoraia

Mormoraia

8/10 Good
"Great location close to San Gimignano for day trips Siena, volterra, etc. Beautiful views and very peaceful. Very clean and comfortable hotel, with gorgeous 360 views from rooms. Unfortunately it’s very expensive to use the amenities, so we didn’t use them. The staff are very nice and helpful. The restaurant was OK. The breakfast was good but not great (coffee was great though). We enjoyed their wine."
Breta 4-night trip
Posted 22 hours ago
Mormoraia

Find out more about Montelopio

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

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Frequently asked questions

Are there holiday rentals in Montelopio?

Yes, there are holiday rentals close to the most popular sights in Montelopio, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Montelopio has to offer?

San Francesco Country Resort: This holiday home rental outside of Montelopio offers a private beach, a furnished patio and a BBQ to help you feel perfectly comfortable in your new surroundings. Amenities such as an electric kettle and free parking are also available for your convenience. Kick off your shoes and enjoy yourself with a terrace and a private garden.

What’s there to see and do in Montelopio?

Explore the area and family-friendly sights such as Pasta Martelli, or get out into nature at a spot like Casciana Thermal Baths. Teatro del Silenzio and Castelfalfi Golf Course are a couple of places you'll find in the wider area.

What’s a holiday rental in Montelopio like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montelopio. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a small group gathering.