Santa Maria Vacations from $3,521

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Your Santa Maria Vacation

Come and experience this captivating city for yourself with a Santa Maria vacation package. Think about staying in the neighborhood of Marciano della Chiana, which is good for views and nature, and your time here is sure to be unforgettable. Church of S. Francesco is just one of the famous attractions to add to your itinerary during a trip to Santa Maria. Check out Expedia's extensive range of travel options and start planning your perfect vacation to Santa Maria now.

The Latest Santa Maria vacation packages

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

The Gate Hotel

4 out of 5
Price was $6,268, price is now $3,521 per person
$3,521
per person
Feb 10 - Feb 13
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.4/10 Good! (507 reviews)
Clean and great location for access to airport.

Reviewed on Oct 30, 2025

Ponte Vecchio Suites & Spa

Ponte Vecchio Suites & Spa

4 out of 5
Historic Centre of Florence
Price was $6,509, price is now $3,707 per person
$3,707
per person
Feb 10 - Feb 13
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (1,001 reviews)
Clean, safe, fantastic suite.

Reviewed on Jan 3, 2026

Tivoli Palazzo Gaddi Firenze Hotel

Tivoli Palazzo Gaddi Firenze Hotel

5 out of 5
Historic Centre of Florence
Price was $6,621, price is now $3,796 per person
$3,796
per person
Feb 10 - Feb 13
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (255 reviews)
Everything was amazing- the service, the breakfast, the cozy lobby, the oh so comfortable bed. I could go on and on. All I know is that I’ll be coming back to Florence. When I do, I’ll be staying there. Make your reservation now!

Reviewed on Dec 11, 2025

Helvetia & Bristol Firenze – Starhotels Collezione

Helvetia & Bristol Firenze – Starhotels Collezione

5 out of 5
Historic Centre of Florence
Price was $6,972, price is now $4,041 per person
$4,041
per person
Feb 10 - Feb 13
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.2/10 Wonderful! (544 reviews)
Great staff willing to go the distance to offer us the better room available. Plus, they were sensitive enough to give us a complimentary gift since it was our honeymoon.

Reviewed on Dec 16, 2025

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Discover the most popular places to visit in Santa Maria

Church of S. Francesco

Church of S. Francesco is just one of the places to see in Lucignano, so why not enjoy the other things to explore during your travels? Discover the area's countryside and spas.

Church of S. Francesco

Piazza del Tribunal

Learn about the local history of Lucignano when you spend time at Piazza del Tribunal. Discover the area's countryside and wineries.

Piazza del Tribunal

Museum of Lucignano

You can spend an afternoon studying the exhibits at Museum of Lucignano during your travels in Lucignano. Visit the area's spas, or simply enjoy its wineries.

Museum of Lucignano

What to do in Santa Maria

Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

$29
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
Oil museum and oil mill in Tuscany: tour and tasting

Oil museum and oil mill in Tuscany: tour and tasting

$24
per adult
Oil museum and oil mill in Tuscany: tour and tasting
Tasting and Tour Vino Nobile di Montepulciano

Tasting and Tour Vino Nobile di Montepulciano

$47
per adult
Tasting and Tour Vino Nobile di Montepulciano
See all activities in Santa Maria

Santa Maria Hotel Deals

A Point Arezzo Park Hotel

A Point Arezzo Park Hotel

4 out of 5
Loc. Battifolle, 36/T Arezzo AR
Fully refundableReserve now, pay when you stay
$60 nightly
The price is $73 total per night from Jan 14 to Jan 15
$73 total
Jan 14 - Jan 15
Total with taxes and fees
7.6/10 Good! (157 reviews)
The room was in quite poor condition. There was only lukewarm water, the heating was noisy, the tv didn’t work, the lights over the bed flashed and the toilet seat was loose. It was a very stylish hotel but it just needs some maintenance. The breakfast was very good and the bed was comfortable

Reviewed on Nov 14, 2025

A Point Arezzo Park Hotel
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
9.8/10 Exceptional! (258 reviews)
Everything was great! Lovely hotel

Reviewed on Jan 4, 2026

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Monastero di Cortona Hotel & Spa
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Via Grazianella 5 Montepulciano SI
9.6/10 Exceptional! (278 reviews)
Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!

Reviewed on Dec 5, 2025

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Relais Villa Grazianella - UNA Esperienze
See all 5,074 properties in Santa Maria
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.

Find the Best Santa Maria Vacation Packages

Santa Maria Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao

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Frequently asked questions

How much does a Santa Maria vacation package cost?
You'll find cheap prices from $3,521 on Expedia for your Santa Maria getaway. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Santa Maria costs.
What are the cheapest months to go to Santa Maria?
November, December and January are the best times to search for cheap Santa Maria vacation packages. Choosing to travel in quieter periods means you can usually find reduced prices on flights and accommodations.
How many days is enough for Santa Maria?
Generally, a handful of days is enough to see the major attractions during your Santa Maria vacation. But if you prefer to have time to relax or go on day trips, consider extending your itinerary.
How to find the best Santa Maria package deals?
Use Expedia's filter tool to help you find some fabulous Santa Maria package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Santa Maria package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Santa Maria vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Santa Maria vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Santa Maria?
If you've got your Santa Maria vacation dates finalized, book early to grab some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are great for quick escapes.
Does Expedia offer Book Now, Pay Later Santa Maria vacation packages?
Your Santa Maria trip is meant to be an escape from your daily routine, not a source of money-related stress. So to give you more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.