Crete Senesi Vacations from $1,026

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The Latest Crete Senesi vacation packages

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

Hotel Berchielli

4 out of 5
Historic Centre of Florence
Price was $1,335, price is now $1,026 per person
$1,026
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.4/10 Exceptional! (1,001 reviews)

The Place Firenze

The Place Firenze

5 out of 5
Historic Centre of Florence
Price was $3,176, price is now $2,229 per person
$2,229
per person
Jan 3 - Jan 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
9.8/10 Exceptional! (203 reviews)

Bernini Palace

Bernini Palace

5 out of 5
Historic Centre of Florence
Price was $1,633, price is now $1,242 per person
$1,242
per person
Jan 18 - Jan 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.8/10 Exceptional! (1,011 reviews)

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Price was $1,684, price is now $1,287 per person
$1,287
per person
Dec 12 - Dec 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (612 reviews)

Relais Uffizi, Tailor made Hotel

Relais Uffizi, Tailor made Hotel

4 out of 5
Historic Centre of Florence
Price was $1,556, price is now $1,198 per person
$1,198
per person
Jan 14 - Jan 20
found 17 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.2/10 Wonderful! (177 reviews)
We loved the location and proximity to major attractions and great restaurants. Breakfast in the morning was delicious and in a lovely space. Our room was spacious, unfortunately it smelled like mildew. Our travel companions had the room next door which did not have the same issue. We also experienced a lot of noise in the middle of the night on two of the four nights we stayed. Overall, I would recommend this hotel, just a different hotel room in the future.

Reviewed on Nov 3, 2026

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Stay near popular Crete Senesi attractions

San Giovanni Terme Rapolano

9.2/10 (69 reviews)
You can take time to visit San Giovanni Terme Rapolano during your travels to Rapolano Terme. Discover the countryside and wineries in this romantic area.
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What to do in Crete Senesi

Pizza and Gelato Cooking Class

Pizza and Gelato Cooking Class

$129
per adult
Pizza and Gelato Cooking Class
Tuscany: Countryside Gourmet Picnic near Montepulciano

Tuscany: Countryside Gourmet Picnic near Montepulciano

$121
per adult
Tuscany: Countryside Gourmet Picnic near Montepulciano
Tuscany: typical food and wines

Tuscany through Traditional Food and Wines

$124
per adult
Tuscany through Traditional Food and Wines
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Crete Senesi Hotel Deals

Castello di Leonina Relais

Castello di Leonina Relais

4 out of 5
Strada Di Leonina 5 Asciano SI
Fully refundableReserve now, pay when you stay
$68 nightly
The price is $82 total per night from Dec 3 to Dec 4
$82 total
Dec 3 - Dec 4
Total with taxes and fees
Castello di Leonina Relais
Precise House Montaperti Siena

Precise House Montaperti Siena

4 out of 5
Str. di Poggio al Vento 1/A Asciano SI
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $106 total per night from Dec 10 to Dec 11
$106 total
Dec 10 - Dec 11
Total with taxes and fees
Precise House Montaperti Siena
Montalcino: Private villa in the heart of Tuscany, private pool, A/C

Montalcino: Private villa in the heart of Tuscany, private pool, A/C

Montisi Tuscany
10/10 Exceptional! (70 reviews)
"Really nice property nice pool and amazing views."

Reviewed on Oct 21, 2026

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Montalcino: Private villa in the heart of Tuscany, private pool, A/C
See all 611 properties in Crete Senesi
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 Crete Senesi Vacation Packages

Crete Senesi Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Galileo Galilei Airport (PSA)

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Frequently asked questions

What's included in a Crete Senesi vacation package?
A Crete Senesi vacation package in Asciano lets you combine flights, hotel stays, and rental cars. Nearly all hotels in Asciano offer free breakfast, and most provide airport shuttle service to Florence (FLR-Peretola) Airport.

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How can I save money on a Crete Senesi vacation package?
When you bundle, you can save up to 30%*. To save money on a Crete Senesi package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What is the best time to visit Crete Senesi?
The best time to plan a Crete Senesi vacation package, especially if you're considering a stay in Asciano, is during the peak season of July through September, with August being the most popular month for visitors. While this reflects region-wide demand, conditions may vary slightly across other towns in the Crete Senesi area.
Which destinations should I consider for a Crete Senesi vacation?
For a Crete Senesi vacation, several towns offer distinct experiences depending on your travel style:
  • Asciano: For a well-rounded trip, Asciano offers the most lodging choices and is known for outdoor activities, cultural attractions, and entertainment options.
  • Rapolano Terme: For travelers seeking wellness and relaxation, Rapolano Terme is an excellent base, also offering outdoor activities and cultural sights.
  • Montisi: For a family-friendly Crete Senesi vacation with scenic views, Montisi provides a charming setting and outdoor activities.
  • Buonconvento: For those interested in cultural attractions and outdoor activities, Buonconvento offers a good range of lodging options and entertainment.
Is Crete Senesi better suited for a beach vacation or a cultural trip?
Crete Senesi is primarily an outdoor and nature destination, known for its distinctive rolling hills and scenic landscapes. The region is characterized by its natural beauty, making it ideal for activities like hiking and exploring the countryside.

The region provides a rich cultural experience alongside its natural beauty. Travelers can explore historical sites like the Monastery of Sant'Anna in Camprena or relax at thermal springs such as San Giovanni Terme Rapolano.

A Crete Senesi vacation is ideal for those seeking outdoor activities, scenic drives through areas like Valdorcia Terre Senesi, and a taste of Tuscan culture.
Which airport should I use for a Crete Senesi vacation?
For a Crete Senesi vacation, Florence Peretola Airport (FLR) is a primary gateway, offering convenient access to the region. Pisa Galileo Galilei Airport (PSA) is another option for travelers. Both airports serve the wider Tuscany region, and onward travel to your specific town in Crete Senesi would be required.
What are the top things to do in Crete Senesi?
A Crete Senesi vacation is best explored from a base like Asciano, offering a mix of local sights and regional highlights:

Browse and book things to do in Crete Senesi on Expedia.
Can I change or cancel my Crete Senesi vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Crete Senesi vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Crete Senesi vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Crete Senesi vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Crete Senesi?
To find last-minute vacation packages to Crete Senesi, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Crete Senesi vacation packages?
Free cancellation on a Crete Senesi vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Crete Senesi vacation as a package or separately?
An Expedia vacation package could land you great savings when compared to arranging flights and hotels separately. Better still, you can tailor your Crete Senesi getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Crete Senesi vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.