Sassetta Vacations from $743

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Your Sassetta Vacation

An easy way to experience this vibrant city is with a custom-made Sassetta vacation package. Stay in the neighborhood of Marina di Bibbona, which is good for watersports, dining and nature or choose someplace else — our packages are all about you. If your trip to Sassetta includes a little sightseeing, drop by well-known attractions like Cavallino Matto, Terme di Sassetta and Ornellaia Winery. Browse Expedia's wide range of travel options and book your dream vacation to Sassetta today.

The Latest Sassetta vacation packages

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

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,265, price is now $743 per person
$743
per person
Nov 3 - Nov 8
found 4 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
Wi-Fi worked, sitcom worked, plenty of hot water, lovely helpful staff, central & convenient. Basic but very clean. Basic breakfast. We would stay there again.

Reviewed on Sep 17, 2025

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Cortona Old Town
Price was $1,314, price is now $1,026 per person
$1,026
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip flight included
New York (NYC) to Florence (FLR)
10/10 Exceptional! (232 reviews)
Great hotel but room 114 is too close to the bar area and as such very noisy if there are loud guests in there. I’d suggest a room away from the bar if you want a good nights sleep but everything else is fantastic

Reviewed on Sep 16, 2025

The Club House

The Club House

5 out of 5
Price was $1,502, price is now $1,192 per person
$1,192
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip flight included
New York (NYC) to Florence (FLR)
10/10 Exceptional! (2 reviews)
Excellent overall. Amenities. Service. Food. Vibe. All top notch

Reviewed on Sep 2, 2025

Villa Cora

Villa Cora

5 out of 5
Oltrarno
Save 100% on your flight
Price was $2,054, price is now $1,219 per person
$1,219
per person
Dec 7 - Dec 12
found 24 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9.8/10 Exceptional! (458 reviews)
Villa Cora was delightful in every way. The only negative thing I have to say is that I am not currently still there. Alas, I would highly recommend Villa Cora as a jumping off point for your Tuscan or Firenze adventures.

Reviewed on Sep 6, 2025

Dimora Palanca Boutique & SPA

Dimora Palanca Boutique & SPA

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,686, price is now $1,145 per person
$1,145
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9.4/10 Exceptional! (48 reviews)
Property is beautiful and quiet. Would stay there again.

Reviewed on Sep 13, 2025

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Sassetta Hotel Deals

Villa Sant'Anna

Villa Sant'Anna

Via Campagna Sud 131, Sassetta, LI
9.6/10 Exceptional! (29 reviews)
Favolosa
"Soggiorno davvero favoloso. Tutti molto gentili e disponibili. Eccellente colazione dolce e salata."

Reviewed on Aug 19, 2025

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Villa Sant'Anna
Tenuta di Seripa

Tenuta di Seripa

Via Campagna Sud 123, Sassetta, LI
10/10 Exceptional! (12 reviews)
"Very friendly staff and very relaxing."

Reviewed on Jul 19, 2022

Get rates
Tenuta di Seripa
The Sense Experience Resort - Preferred Hotels & Resorts

The Sense Experience Resort - Preferred Hotels & Resorts

5 out of 5
Viale Italia 315, Follonica, GR
$221 nightly
The price is $244 total per night from Oct 7 to Oct 8
$244 total
Oct 7 - Oct 8
Total with taxes and fees
9/10 Wonderful! (201 reviews)
"Great staff. Alessandra the concierge is fantastic"

Reviewed on Sep 14, 2025

The Sense Experience Resort - Preferred Hotels & Resorts
See all 3,875 properties in Sassetta
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 does a Sassetta vacation package cost?
You'll find cheap prices from $743 on Expedia for your Sassetta break. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Sassetta costs.
What are the cheapest months to go to Sassetta?
October, November and December are great times to look for cheap Sassetta vacation packages. Traveling in quieter months means you can generally find reduced prices on accommodations and flights.
How many days is enough for Sassetta?
With a well-organized schedule, you can easily hit the top Sassetta sights in a handful of days. But if you want to venture off the beaten track or take day trips, think about booking your Sassetta vacation for longer.
How to find the best Sassetta package deals?
Finding a cheap Sassetta package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget range, apply a couple of filters and see what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most affordable Sassetta package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Sassetta vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component separately. And you'll still enjoy the freedom to create a tailored Sassetta vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Sassetta?
If you're planning an impromptu Sassetta trip, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Sassetta vacation packages?
If you're like us, you love exploring new places but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Sassetta vacation over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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