Siena Vacation Packages 2025/2026 from $769

Siena flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Aurum Uffizi

Historic Centre of Florence

Save 100% on your flight

per person

Aug 27 - Sep 2

found 22 hours ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

Free WiFi in public areas, a terrace, and a garden are available at this hotel. Enjoy the free buffet breakfast each morning. A snack bar/deli and a safe deposit box are also provided.

Hotel Miceli - Civico 50

Historic Centre of Florence

Save 100% on your flight

per person

Sep 1 - Sep 8

found 12 hours ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

Free WiFi in public areas, a library, and express check-in are available at this hotel. Express check-out, luggage storage, and free newspapers are also on offer.

The Sense Experience Resort

Save 100% on your flight

per person

Sep 25 - Sep 30

found 7 hours ago

Roundtrip flight included

New York (JFK) to Florence (FLR)

A private beach, 3 restaurants, and an outdoor tennis court are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a playground, and complimentary bicycles are available on site. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.

Monastero di Cortona Hotel & Spa

Cortona Old Town

Save 100% on your flight

per person

Sep 25 - Sep 30

found 7 hours ago

Roundtrip flight included

New York (JFK) to Florence (FLR)

A full-service spa and an indoor pool are featured at this luxury hotel. Enjoy the hot tub and free perks like full breakfast and WiFi in public areas. You'll appreciate the sauna, bar/lounge, and snack bar/deli.

The Moon Boutique Hotel & Spa

Historic Centre of Florence

Save 100% on your flight

per person

Oct 9 - Oct 14

found 23 hours ago

Roundtrip non-stop 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.

Top Siena hotels deals

Hotel Athena

P Mascagni 55, Siena, SI

Free Cancellation

$132 nightly

$151 total

Jul 30 - Jul 31

Total includes taxes and fees

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

NH Siena

Piazza La Lizza 1, Siena, SI

Free Cancellation

Reserve now, pay when you stay

$119 nightly

$137 total

Aug 20 - Aug 21

Total includes taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Valet parking, dry cleaning, and luggage storage are also offered.

Pet friendly

Free WiFi

Hotel Italia

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

Free Cancellation

Reserve now, pay when you stay

Get rates

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

Palazzo Ravizza

Pian dei Mantellini 34, Siena, SI

Free Cancellation

Reserve now, pay when you stay

$99 nightly

$115 total

Jul 29 - Jul 30

Total includes taxes and fees

This hotel features free WiFi in public areas, concierge services, and self parking. A terrace, a garden, and a library are also on offer.

Pet friendly

Free WiFi

Grand Hotel Continental Siena – Starhotels Collezione

Banchi Di Sopra 85, Siena, SI

Free Cancellation

Reserve now, pay when you stay

$261 nightly

$299 total

Aug 13 - Aug 14

Total includes taxes and fees

This hotel features a restaurant and 2 bars/lounges. Families will appreciate the onsite laundry facilities and in-room childcare. WiFi in public areas is free.

Pet friendly

Free WiFi

Villa Scacciapensieri Boutique Hotel

Strada di Scacciapensieri 10, Siena, SI

Free Cancellation

Reserve now, pay when you stay

Get rates

This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Families will appreciate babysitting, along with tennis lessons. Enjoy the a rooftop terrace and free perks like full breakfast and WiFi in public areas.

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.

Popular places to visit

Piazza del Campo

5/5(371 reviews)

Learn about the local history of Siena when you take a trip to Piazza del Campo. Discover the area's beautiful countryside, or seek out its local tours.

Siena Cathedral

5/5(349 reviews)

Learn about the local history of Siena with a stop at Siena Cathedral. Discover the beautiful countryside while you're in the area.

Palazzo Pubblico

5/5(133 reviews)

Palazzo Pubblico is just one of the places to see in Siena, so why not enjoy the other things to explore during your travels? Discover the area's beautiful countryside, or seek out its local tours.

Frequently asked questions

How much are vacation packages to Siena?

$769 is all you need to spend for an unforgettable break in Siena. Bundle your flights and hotel into a vacation package with Travelocity and see how much the savings start to pile up. With prices this good, it's never been more tempting to travel.

How long should my Siena vacation be?

There's no rule for how long your vacation in Siena should be, but most travelers opt to stay around 3 nights. Got some wiggle room in your departure date? Consider booking a few extra nights. That way, you'll have enough time to explore the nearby areas as well.

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

With around 400 airlines and 1,000,000 hotels around the world, it's hard to top Travelocity. Scroll through our impressive range and pick up the best Siena package deal. Isn't it great when traveling is that easy?

Why should I book my Siena vacation package via Travelocity?

We take the stress out of travel planning. Whether you're seeking a new destination to explore or want to make sure you get the best deal around, we're here to assist. Our 24/7 support, quality service and Price Match Guarantee mean you can confidently book with Travelocity.

Will I save money on my Siena car rental if I bundle it with a hotel or flight?

Certainly — bundle your car, flight and hotel into a Siena vacation package and you'll save a tidy sum. With so much to discover in the Siena area, that set of wheels will make it easy to explore. Once you've slid into the driver's seat, put the stereo on and make tracks to St. Peter's Basilica, a renowned sight around 110 mi from Siena.

Which airport is best for Siena?

Peretola Airport (FLR) sits 35 mi north of downtown Siena.

What is there to do in Siena?

While venturing off the beaten track is rewarding, you shouldn't ignore the popular attractions that make a place famous. Palazzo Pubblico and Fonte Gaia are a couple of them in Siena.

Where should I stay when visiting Siena?

The Borgo Grondaie is the number one choice of many visitors. Book as soon as possible to avoid missing out.