Top Montaione Hotel Deals

Make the Most of Your Montaione Stay

A glassmaking legacy in the Tuscan hills

Montaione rises from the Tuscan countryside between Florence and Siena, a medieval town where history reveals itself in unexpected ways. Since the 13th century, this area pioneered glassmaking techniques that spread throughout the Valdelsa region, establishing an artisan tradition that distinguishes it from better-known Tuscan destinations. The historic center maintains its oval medieval layout along 3 parallel streets. Today, the town balances quiet authenticity with sophisticated hospitality, particularly at the restored Castelfalfi estate, where a medieval borgo has been transformed into Tuscany's largest golf resort.

Spiritual heritage and refined dining

Just outside town, the Sacro Monte di San Vivaldo offers something truly distinctive: a 16th-century complex of chapels reproducing Jerusalem's holy sites, complete with terracotta works from the Della Robbia school. Dining reaches elevated levels at Castelfalfi's La Rocca, set within the estate's medieval castle, and the contemporary Olivina restaurant. The surrounding countryside supports exceptional wine estates like Villa da Filicaja, where centuries-old Chianti production continues.

Accessing central Tuscany

Florence and Pisa airports sit approximately 50km away, with car rental providing efficient access. The town's central position makes San Gimignano, Volterra, and Certaldo Alto easy day trips, while Florence and Siena remain within an hour's drive.

Frequently Asked Questions about Montaione

Can I book hotels in Montaione on Delta Stays using miles?

Yes, you can book your hotel stay in Montaione using your Delta miles, either for the total amount or in combination with money to reserve your stay. Simply log in to your SkyMiles® account, where you will also discover Member-only offers at select properties that could enhance your travel experience.

What are the benefits if I use Delta Stays to book my hotel stay in Montaione?

As a SkyMiles Member, you will earn 2 miles per $1 you spend on completed hotel stays and vacation rentals booked through Delta Stays. You will also enjoy access to special Member offers at select properties, and have the flexibility to pay with miles, cash, or a combination of both. Simply sign in to your SkyMiles account or enter your SkyMiles number at checkout when paying with cash to ensure you earn your miles. Please allow up to 8 weeks after completing a stay for miles to appear in the SkyMiles account provided. Please also note that if you use miles to pay for any portion of your stay, you will not earn miles on that reservation, including any amount paid with cash.

What is the policy to change or cancel my hotel booking made through Delta Stays?

Each property maintains its own cancellation policy. We recommend reviewing the specific cancellation policy displayed under each hotel's details before completing your reservation. Some rates are refundable, while others are non-refundable. Please note that if you make changes to or cancel your booking, this may affect the number of miles you earn and receive in your account.

Can my Delta SkyMiles® American Express® Card be used for booking?

Yes, your Delta SkyMiles® Gold, Platinum, or Reserve American Express® Card grants you additional miles and valuable benefits, including an annual credit of up to $200 on your statement applicable toward prepaid accommodation or vacation rental reservations made through Delta Cars and Stays. Terms apply. For an overview of the advantages associated with your card membership, please visit the Delta SkyMiles® American Express Credit Cards page where you can review complete benefit details.

Can I earn MQDs on Delta Stays hotel bookings?

Delta Stays occasionally offers valued promotions allowing SkyMiles Members to accumulate Medallion® Qualification Dollars when booking accommodations through their platform. Be sure to check out the latest MQDs offers and terms at the Delta Stays MQD Offer page.

In order to book a hotel on Delta Stays, do I need to be a Delta SkyMiles Member?

No, anyone can book hotels through Delta Stays. However, only SkyMiles Members can earn miles and access Member-only prices and offers. Members can earn 2 miles per $1 spent (excluding taxes and other fees) on Delta Cars and Stays, and it is free to join. Visit the delta.com to join today.

On Delta Stays, can I book a vacation rental?

Yes, Delta Stays offers a wide selection of vacation rentals in addition to hotels. You can explore a variety of homes, condos, and specialty lodging powered by Vrbo by visiting the Vacation Rentals page.

Which hotels have good ratings in Montaione?

In Montaione, you’ll find 21 hotels to choose from when you book on Delta Stays. Castelfalfi has a guest rating of 9.6 out of 10, and features a seasonal outdoor pool and a full-service spa. Another top-rated hotel is Boccioleto Resort&Spa, where you can enjoy a seasonal outdoor pool and a hot tub. Tenuta Castellare di Tonda has a rating of 8 and this country house has a seasonal outdoor pool and a children's pool.

What's a good time of year to visit Montaione?

To experience Montaione during great weather, consider a visit in September when the temperature averages 72°F and the skies are mostly sunny with harvest activities like grape picking. For off-peak prices and more deals on hotels, consider visiting during February when temperatures reach a cooler 45°F with fewer crowds and lower pricing.

What hotels in Montaione are located closest to Castelfalfi Golf Course?

The Lake Course winds through olive groves with medieval castle views while the Mountain Course undergoes a Tom Fazio redesign. Book a cart to navigate the Tuscan hills. One popular hotel is Castelfalfi which is a short drive away. Another top hotel is Tenuta Castellare di Tonda and it is within a short drive.

What hotels in Montaione are located near Monastery of San Vivaldo?

This 16th-century Franciscan site recreates Jerusalem's sacred geography in a Tuscan forest, where 18 chapels house Renaissance terracotta scenes that once served as a substitute pilgrimage. Tenuta Castellare di Tonda is a popular hotel, which is just a short drive away. Castelfalfi is another well-reviewed hotel and it is within a short drive.

Are there any luxury 4-star and 5-star hotels in Montaione?

Montaione is home to plenty of luxury hotels. At Castelfalfi, guests love the seasonal outdoor pool. Visit the Luxury Stays page to see luxury properties in other destinations.

*Terms and conditions:

Mileage Offer:

SkyMiles Members will earn two (2) miles per US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Opens in a new window on the base hotel rate for a completed hotel stay. Base hotel rate is the cost of the hotel room, before taxes and fees, charged at the time of booking or upon checkout. Taxes and fees, gratuities, room service other booking charges, or any bookings which are paid or reduced by miles, redemption vouchers or discount codes are excluded from mileage credit. For clarity, if miles are used as a form of payment (whether for all or a portion of the booking), no portion of the booking will be eligible to earn miles under this offer. Except with respect to the Hertz Mileage offer (listed below), SkyMiles Members will earn two (2) miles per eligible US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Cars on the base car rental rate for a completed car qualifying rental booking (“Qualifying Dollars”). A qualifying rental booking includes rentals at a participating location for one or more days at rates other than travel industry rates or discounts, wholesale of tour package rates or discounts, wholesale tour package rates, insurance/dealer replacement rates, corporate and government rates, group travel discounts, or rentals in conjunction with a frequent flyer car award, or other corporate agreements applicable to the respective car company. Calculation of the applicable standard mileage offer is listed below by car rental company. Qualifying Dollars include the base car rental rate, which is the cost of the car rental before taxes and fees, charged at the time of booking. Taxes, fees, other incidental charges, or other booking charges or any bookings which are paid or reduced by redemption vouchers or discount codes are excluded from mileage credit and are not included in the Qualifying Dollars.

This mileage offer does not apply to stays or car rentals booked through Delta Vacations or any cruises booked through Delta Cruises.

Standard mileage offer for car rentals booked at https://www.delta.com/Opens in a new window or https://carsandstays.delta.com/Opens in a new window:

Hertz Reservations:

• General SkyMiles Members earn 4 miles per Qualifying Dollar

• Silver Medallions earn 5 miles per Qualifying Dollar

• Gold Medallions earn 6 miles per Qualifying Dollar

• Platinum Medallions earn 7 miles per Qualifying Dollar

• Diamond Medallions earn 8 miles per Qualifying Dollar

Dollar and Thrifty Reservations:

• All SkyMiles Members earn 4 miles per Qualifying Dollar

Alamo, Enterprise, National, Avis, Budget, Payless and SIXT Reservations:

• All SkyMiles Members earn 2 miles per Qualifying Dollar