Tuscany Luxury Vacations
Book a Hotel + Flight or Car together to unlock savings
Top Luxury vacation packages in Tuscany
- The Sense Experience Resort - Preferred Hotels & Resorts
Sep 19 - Sep 24The Sense Experience Resort - Preferred Hotels & Resorts + Flight
Follonica4 nights5.0 star property9.2/10 - Wonderful (224 reviews)"Beautiful property."Reviewed July 15, 2026Roundtrip • New York (NYC) - Florence (FLR)EWR - FCO • 1 stop FCO - JFK • 1 stop$1,564$1,305found 1 day agoper traveler - Tombolo Talasso & Beach Resort
Aug 25 - Aug 31Tombolo Talasso & Beach Resort + Flight
Castagneto Carducci5 nights5.0 star property8.8/10 - Excellent (146 reviews)"Where as we enjoyed our time here we did have a bit of an issue with our room temperature. We asked for it to be lowered as it was 81 degrees. We found out, after a very uncomfortable night and requesting 2 more times, that the AC was not working. As an aside: we could not open a window as our room was on the 1st floor and only had doors to a common area. We were moved to a new room. Other than that- the staff was lovely the pools and Spa are great. Location is wonderful with close..."Reviewed May 21, 2026Roundtrip • New York (NYC) - Florence (FLR)EWR - FLR • 1 stop FLR - LGA • 2 stops$2,452$1,934found 2 days agoper traveler - Villa Tolomei Hotel & Resort
Oct 12 - Oct 18Villa Tolomei Hotel & Resort + Flight
Oltrarno5 nights5.0 star property8.8/10 - Excellent (421 reviews)"Wonderful property, amazing hosts. 20 minutes outside of Florence center-easy to get a taxi. My family loved everything about our stay here!"Reviewed July 7, 2026Roundtrip • Atlanta (ATL) - Florence (FLR)ATL - FLR • 1 stop FLR - ATL • 1 stop$2,299$1,866found 1 day agoper traveler - Hotel Regency
Aug 26 - Aug 31Hotel Regency + Flight
Historic Centre of Florence4 nights5.0 star property9.4/10 - Exceptional (457 reviews)"The property was located off the beaten path, across from a lovely park, which made it very quiet. Our room was HUGE and VERY comfortable! The staff was lovely and extremely helpful with cabs, directions, reservations, etc. etc. I would definitely stay here again, and look forward to returning!"Reviewed June 22, 2026Roundtrip • New York (NYC) - Florence (FLR)JFK - FLR • 1 stop FLR - EWR • 1 stop$1,932$1,575found 1 day agoper traveler - Castiglion del Bosco, A Rosewood Hotel
Sep 8 - Sep 14Castiglion del Bosco, A Rosewood Hotel + Flight
Montalcino5 nights5.0 star property10/10 - Exceptional (79 reviews)Roundtrip • New York (EWR) - Florence (FLR)EWR - FLR • 2 stops FLR - EWR • 1 stop$17,566$14,768found 1 day agoper traveler
Discover the most popular places to visit in Tuscany
What to do in Tuscany
City Sightseeing Florence Hop-on Hop-off Bus Tour
Skip-the-Line Florence Duomo: Priority-Access Express Guided Tour
Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)
Top Luxury Tuscany Hotels
Hotel Lungarno - Lungarno Collection
Hotel Lungarno - Lungarno Collection
Porta Rossa Hotel Firenze Colbert Collection
Porta Rossa Hotel Firenze Colbert Collection
Tivoli Palazzo Gaddi Firenze Hotel
Tivoli Palazzo Gaddi Firenze Hotel
All you need to know about luxury vacations in Tuscany
What can I expect from a luxury Tuscany vacation?
Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Tuscany vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views.
How can I find all-inclusive luxury vacation packages in Tuscany?
By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5* filter to find truly sensational stays. You barely need to lift a finger.
Can I book a cheap Tuscany luxury vacation?
Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $1,305. Prices and availability are subject to change. Additional terms may apply.
How can I book a luxury family vacation in Tuscany?
Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi.
Can I book a package in Tuscany with a luxury vacation home?
A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package.
How can I find the best luxury vacation deals in Tuscany?
Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months.
Can I book a luxury holiday in Tuscany with free cancellation and/or flexible dates?
Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan.
Why should I book my luxury trip to Tuscany with Expedia?
A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind.