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Aug 15 - Aug 16
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Compare 4,640 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Agriturismo Il Cerreto
Seasonal outdoor pool, sun loungers

Agriturismo Il Cerreto

5.0 star property
9.6 out of 10, Exceptional, (28)
"Beautiful property, lovely staff. A relaxing stay. "
The price is ₩266,138
₩292,760 total
includes taxes & fees
Aug 29 - Aug 30
Agriturismo Il Cerreto
Max Hotel Livorno
Minibar, desk, blackout drapes, soundproofing

Max Hotel Livorno

4.0 star property
8.6 out of 10, Excellent, (1006)
"Modern and clean hotel. A very comfortable stay. "
The price is ₩125,855
₩148,153 total
includes taxes & fees
Sep 14 - Sep 15
Max Hotel Livorno
Albergo Villa Rioddi
Front of property

Albergo Villa Rioddi

3.0 star property
9.6 out of 10, Exceptional, (109)
"Great View, just outside Volterra, very nice old building, amazing breakfast "
The price is ₩186,807
₩213,591 total
includes taxes & fees
Sep 2 - Sep 3
Albergo Villa Rioddi
Hu Montescudaio Village
Exterior

Hu Montescudaio Village

3.0 star property
9.6 out of 10, Exceptional, (25)
"We had an amazing time and the place was very genuine, had a great pool and nice restaurant."
The price is ₩61,211
₩73,809 total
includes taxes & fees
Sep 12 - Sep 13
Hu Montescudaio Village
Laqua Vineyard
Outdoor pool

Laqua Vineyard

10.0 out of 10, Exceptional, (10)
"Excellent place to stay. Beautiful property and excellent staff. Wonderful breakfasts. Our suite had everything we needed and was very well designed. We would have loved to stay longer. "
The price is ₩364,351
₩400,786 total
includes taxes & fees
Aug 18 - Aug 19
Laqua Vineyard
Resort Le Tegole
Exterior

Resort Le Tegole

9.6 out of 10, Exceptional, (4)
"Amazing.. will go back again. "
The price is ₩90,054
₩99,060 total
includes taxes & fees
Sep 14 - Sep 15
Resort Le Tegole
Tombolo Talasso Resort
5 indoor pools, seasonal outdoor pool, pool umbrellas, sun loungers

Tombolo Talasso Resort

5.0 star property
8.8 out of 10, Excellent, (134)
"Good Spa"
The price is ₩457,095
₩512,521 total
includes taxes & fees
Sep 15 - Sep 16
Tombolo Talasso Resort
Park Hotel Marinetta
1 bedroom, minibar, in-room safe, desk

Park Hotel Marinetta

4.0 star property
8.6 out of 10, Excellent, (197)
"Check-in was very easy and fast. The staff was friendly and helpful. The hotel entrance is beautiful, making it a nice place to stay."
The price is ₩254,581
₩288,136 total
includes taxes & fees
Sep 8 - Sep 9
Park Hotel Marinetta
Castelfalfi
Exterior detail

Castelfalfi

5.0 star property
9.4 out of 10, Exceptional, (151)
"Very very nice hotel!! Awesome hotel!!"
The price is ₩1,220,817
₩1,359,092 total
includes taxes & fees
Aug 31 - Sep 1
Castelfalfi
Hotel Villa Margherita
Seasonal outdoor pool, open 8 AM to 6:30 PM, pool umbrellas

Hotel Villa Margherita

3.0 star property
8.8 out of 10, Excellent, (446)
"I love the view from the hotel"
The price is ₩247,321
₩279,497 total
includes taxes & fees
Sep 9 - Sep 10
Hotel Villa Margherita
Hotel La Rosa del Tirreno
Marina

Hotel La Rosa del Tirreno

3.0 star property
8.6 out of 10, Excellent, (66)
"We stayed here during a road trip as a stop before heading up north to Pisa. The hotel is absolutely lovely, it is clean throughout and even with a language barrier the owners were great hosts ! The rooms are clean and kitted out with aircon and shutters. We had a great view of the ocean from our balcony and the room was comfortable too! We had a delicious authentic evening meal in their restaurant and a breakfast for kings and queens ! We would stay here again without question "
The price is ₩198,725
₩226,043 total
includes taxes & fees
Aug 31 - Sep 1
Hotel La Rosa del Tirreno
Albergo Etruria
Standard Room | Street view

Albergo Etruria

3.0 star property
9.6 out of 10, Exceptional, (153)
"Beautiful hotel in the heart of Volterra. Its unique roof garden is perfect to admire the city of Volterra "
The price is ₩165,025
₩189,624 total
includes taxes & fees
Aug 22 - Aug 23
Albergo Etruria
Borgo Verde
Exterior

Borgo Verde

9.8 out of 10, Exceptional, (36)
"The stay was lovely, the property was clean and had all the required kitchen facilities. The owner was superb and very welcoming. You really need car hire to stay at this location as it was quite isolated. "
The price is ₩96,733
₩109,646 total
includes taxes & fees
Sep 15 - Sep 16
Borgo Verde
Hotel San Lino
Front of property

Hotel San Lino

4.0 star property
8.6 out of 10, Excellent, (210)
"Very nice stay"
The price is ₩158,986
₩184,604 total
includes taxes & fees
Aug 19 - Aug 20
Hotel San Lino
Villa Sant'Anna
Terrace/patio

Villa Sant'Anna

9.8 out of 10, Exceptional, (28)
"Beautiful location. Nice house and Andrea is a wonderful host."
The price is ₩166,424
₩186,305 total
includes taxes & fees
Aug 18 - Aug 19
Villa Sant'Anna
Residence with pool in Guardistallo
Exterior

Residence with pool in Guardistallo

The price is ₩97,513
₩107,264 total
includes taxes & fees
Sep 7 - Sep 8
Residence with pool in Guardistallo
Hotel Portavaldera
Daily buffet breakfast (EUR 5.00 per person)

Hotel Portavaldera

3.0 star property
8.6 out of 10, Excellent, (37)
"Great hotel "
The price is ₩139,846
₩153,837 total
includes taxes & fees
Aug 16 - Aug 17
Hotel Portavaldera
Le Vecchie Cantine
View from property

Le Vecchie Cantine

8.8 out of 10, Excellent, (30)
"Large room, great breakfast and service, great location"
The price is ₩218,505
₩240,355 total
includes taxes & fees
Aug 30 - Aug 31
Le Vecchie Cantine
Hotel Quisisana Vada
Daily buffet breakfast for a fee

Hotel Quisisana Vada

8.6 out of 10, Excellent, (20)
"."
The price is ₩150,157
₩168,411 total
includes taxes & fees
Sep 8 - Sep 9
Hotel Quisisana Vada
Residenza Santa Cecilia
View from room

Residenza Santa Cecilia

3.0 star property
9.4 out of 10, Exceptional, (39)
"Loved our stay. The room was very spacious and comfortable. Breakfast was delicious and the staff was so kind and helpful. "
The price is ₩315,674
₩352,909 total
includes taxes & fees
Aug 31 - Sep 1
Residenza Santa Cecilia
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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Learn more about Montescudaio

Perched on a hilltop, this medieval village offers panoramic views of vineyards and the Tuscan countryside from its ancient walls. Sample local wines at family-run wineries and join cooking classes where you'll learn to make traditional pici pasta with wild boar ragù.

See all hotels in Montescudaio

Top Montescudaio Hotel Reviews

Borgo Pignano Tuscany

Borgo Pignano Tuscany

10/10 Excellent
"Staying at Borgo Pignano was not just a vacation—it was a return to a slower, more meaningful way of living. Nestled high in the rolling Tuscan hills, this estate feels like a place out of time, where elegance, history, and nature blend seamlessly. From the moment we arrived, we were captivated by the sweeping views—olive groves, vineyards, and cypress trees stretching as far as the eye could see. The main villa, with its frescoed walls and centuries-old charm, set the tone for a stay that was both luxurious and deeply soulful. Every detail is thoughtful, from the refined, rustic design of the rooms to the organic bath products made right on the estate. We especially loved the infinity pool carved into the limestone—it offers one of the most stunning views in all of Tuscany. The food was exceptional—fresh, seasonal, and sourced from the property’s own biodynamic farm. Whether enjoying a multi-course meal at Villa Pignano or a wood-fired pizza under the stars at Al Fresco, every bite told a story of the land. But what truly made our stay unforgettable was the sense of peace and authenticity. The staff were gracious, warm, and quietly attentive—always there when you needed them, but never intrusive. Whether you’re exploring nearby hill towns, enjoying a wine tasting, or simply reading under the shade of an ancient oak, Borgo Pignano offers something rare: a space to reconnect—with nature, with beauty, and with yourself. If you’re dreaming of Tuscany, dream no further. "
Fallon 2-night trip
Posted 6 days ago
Borgo Pignano Tuscany

Frequently asked questions

What's the best place for a stay in Montescudaio?

Based on Expedia's traveler preferences, Hu Montescudaio Village is a top place to stay in Montescudaio. Other good options for your stay in the area are Max Hotel Livorno and Castelfalfi. See all available top hotels, or vacation rentals in Montescudaio.

What are some of the best vacation rentals in Montescudaio?

Antico Podere San Francesco Hotel: This vacation home rental near Montescudaio offers a balcony, a terrace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the private yard in this rental home to help you unwind. See all vacation rentals in Montescudaio.

If I need to cancel my hotel reservation in Montescudaio, will I receive a refund?

Yes, the majority of room reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Montescudaio.

Where can I learn more about changing or cancelling my trip to Montescudaio?

For more information about picking new dates or cancelling your trip to Montescudaio, head over to our customer service page.

What's the best hotel for a family vacation in Montescudaio?

Podere I Melograni is an affittacamere with in-room kitchens and free parking, and it's a top choice on Expedia for families. Attractions in the area like Acqua Village and Cavallino Matto are also fun for kids of all ages. Find more child-friendly accommodations in Montescudaio.

What's the best pet-friendly accommodation in Montescudaio?

Farmhouse in Montescudaio With a Shared Pool Near sea & Park is a top country house for people traveling with their pets, and offers an outdoor pool and in-room washers/dryers for its human guests. Agriturismo Fattoria La Prugnola is another good choice for a stay with your pet. See more pet-friendly hotel accommodations in Montescudaio.

What are some accommodations with pools in Montescudaio?

Hu Montescudaio Village: Features a children's pool, a seasonal outdoor pool, and 2 pool bars. Castelfalfi and Tombolo Talasso Resort are two additional hotels that feature an onsite pool. View all hotels with pools in Montescudaio.

What's the best hotel for staying near Peretola Airport (FLR)?

Hotel Cosmopolitan is a popular 4-star hotel featuring free WiFi and a bar. It's located a short 0.7 mi (1.2 km) from Peretola Airport. Other good choices close to the airport are Best Western Plus CHC Florence and Hotel Mirage.

What is staying in Montescudaio like?

Visitors to Montescudaio are sure to find plenty to explore and enjoy. In Montescudaio, there are 76 hotels and other accommodations to choose from. Find out more about Montescudaio.

What should I do while I'm visiting Montescudaio?

Places to visit in the wider area include Parco Gallorose, Pista Del Mare Srl, and Acqua Village. You'll also find Marina di Cecina Beach and Tombolo di Cecina Nature Reserve in the area. Check out what more to see and do in Expedia's Montescudaio guide.

What's the seasonal weather like in Montescudaio?

The hottest months are usually August and July with an average temp of 74°F, while the coldest months are January and February with an average of 49°F. Average annual precipitation for Montescudaio is 40 inches.