Province of Siena Vacation Packages 2025/2026 from $901

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Siena

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Province of Siena flight + hotel vacation packages

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Eurostars Florence Boutique

Historic Centre of Florence

per person

Aug 18 - Aug 25

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

This hotel features a 24-hour gym and a rooftop terrace. Traveling on business? Take advantage of the business center and free WiFi in public areas. A terrace, express check-out, and a computer station are also on offer.

The Moon Boutique Hotel & Spa

Historic Centre of Florence

Save 100% on your flight

per person

Sep 14 - Sep 20

found 20 hours ago

Roundtrip flight included

New York (JFK) to Florence (FLR)

This hotel features a full-service spa and a bar/lounge. WiFi in public areas is free. Self parking, a snack bar/deli, and express check-out are also offered.

LHP Hotel River & SPA

Historic Centre of Florence

Save 100% on your flight

per person

Sep 14 - Sep 20

found 20 hours ago

Roundtrip flight included

New York (JFK) to Florence (FLR)

A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport shuttle. Relax with a drink at the bar/lounge and enjoy the free buffet breakfast each morning.

Hotel Hermitage

Historic Centre of Florence

per person

Aug 18 - Aug 25

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

This hotel features a rooftop terrace and a bar/lounge. WiFi in public areas is free. A terrace, limo/town car service, and luggage storage are also on offer.

San Firenze Suites & Spa

Historic Centre of Florence

Save 100% on your flight

per person

Aug 18 - Aug 25

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

A full-service spa and a hot tub are featured at this boutique hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport shuttle. Enjoy the sauna and free buffet breakfast each morning.

Top Province of Siena hotels deals

Hotel Athena

P Mascagni 55, Siena, SI

Free Cancellation

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This hotel features a restaurant, a rooftop terrace, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free valet parking. Free self parking, a terrace, and a snack bar/deli are also offered.

Pet friendly

Parking included

Nuovo Etruria Resort

Via di S. Martino snc, Montepulciano, SI

Free Cancellation

Reserve now, pay when you stay

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A seasonal outdoor pool is featured at this hotel, along with free WiFi in public areas and a garden. A communal living room is also provided.

Pool

Free WiFi

Precise Tale Poggio Alla Sala

Via Poggio alla Sala 10, Montepulciano, SI

Free Cancellation

Reserve now, pay when you stay

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A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Family-friendly amenities include a playground and in-room childcare. Enjoy the 24-hour gym and free perks like buffet breakfast and WiFi in public areas.

Pool

Breakfast included

Hotel Executive

Via Nazareno Orlandi 32, Siena, SI

Free Cancellation

Reserve now, pay when you stay

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A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Free self parking, a garden, and a snack bar/deli are also offered.

Pet friendly

Parking included

Hotel Italia

Viale Camillo Benso Conte di Cavour, 67, Siena, SI

Free Cancellation

Reserve now, pay when you stay

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This hotel doesn't skimp on freebies - guests receive free cooked-to-order breakfast and free WiFi. Business travelers can take advantage of the laundry service. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.

Breakfast included

Pet friendly

Hotel Relais II Chiostro di Pienza

Corso Rossellino 26, Pienza, SI

Free Cancellation

Reserve now, pay when you stay

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This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Enjoy the a rooftop terrace and free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and luggage storage are also on offer.

Pool

Breakfast included

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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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Frequently asked questions

How much are vacation packages to Province of Siena?

Exciting adventures await you in Province of Siena, with Travelocity vacation packages from as low as $901. Including both hotels and flights, these terrific deals make it a breeze to discover all corners of the globe.

Where can I get the best vacation package deals for Province of Siena?

For an excellent package deal to Province of Siena, book with Travelocity. Choose from 400 airlines and 1,000,000 properties across the globe to create the ultimate trip --- it couldn't be easier than that.

Why should I book my Province of Siena vacation bundle with Travelocity?

Savings, support and a stress-free booking are just the tip of the iceberg. Enjoy a fulfilling travel experience knowing you have access to our expert team of customer support professionals 24/7. With the Travelocity Price Match Guarantee, you can relax knowing you're getting the best deal available.

Can I save money on my Province of Siena car rental if I bundle it with hotels and flights?

Bundling your bookings into a Province of Siena vacation package will leave you with a nice chunk of spare change. You can bundle a car and flight; a flight, hotel and car; or a hotel and car. There's no better way to explore the greater Province of Siena region than with your own ride. You can also add experiences and tours to your Travelocity package.

Which airport is best for Province of Siena?

Peretola Airport (FLR) is where most Province of Siena visitors step off the plane.

What is there to do in Province of Siena?

Province of Siena has hidden surprises at every corner, but be sure you see Palazzo Pubblico and Collegiate Church of Santa Maria Assunta while you're here. These two attractions can't be missed.

Where to stay in Siena: Best areas for travelers

Chianciano Terme: There are no shortage of terrific things to see and do here, with Piscine Termali Theia, Archaeological Civic Museum and Chianciano Art Museum being favorites among many visitors. For comfy and stylish digs, take a look at the Grand Hotel Boston, the Grand Hotel Terme or the Grand Hotel Excelsior.
San Gimignano: No trip here is complete without dropping by Collegiate Church of Santa Maria Assunta. It's one of the most famous attractions. Whether you're in town for a night or longer, many travelers recommend staying at the Hotel Leon Bianco, the La Cisterna and the L'Antico Pozzo.
Montepulciano: With well-known sights such as Tenuta Valdipiatta on its doorstep, Montepulciano draws in visitors in droves. Like to find some great hotels in the area? We'd suggest you begin by looking up the Etruria Resort & Natural Spa, the Albergo Il Marzocco and the Il Rondò Boutique Hotel.
Montalcino: For some of the best service in town, we recommend the Hotel Vecchia Oliviera, the Rosso di Montalcino Apartment Farmhouse Bonacchi or the Hotel Dei Capitani. You'll be able to explore more of this destination's biggest attractions with the cash you save, beginning with Abbazia di Sant'Antimo.
Abbadia San Salvatore: Top attractions to visit here include Abbazia di San Salvatore, Mining Museum Park and Pinzi Pinzuti. Add in some first-rate places to spend your nights, like the Albergo Italia and the Albergo Ristorante La Bocca di Bacco, and you've got the recipe for an awesome escape. The Albergo La Bussola also promises a wonderful night's sleep.