Top Luxury vacation packages in Val d'Elsa

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

Castel Bigozzi

per person

Oct 23 - Oct 28

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Florence (FLR)

8.8/10 Excellent! (241 reviews)

Great location to make a short drive to see San Gimignano, Sienna, and more. Good restaurant. Great breakfast w/ large selection. Beautiful and tranquil surroundings.

Reviewed on Apr 22, 2025

Hotel Palazzo San Lorenzo & SPA

per person

Oct 18 - Oct 24

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Florence (FLR)

9.4/10 Exceptional! (418 reviews)

Lovely pool and grand breakfast helped make our stay enjoyable.

Reviewed on Jun 28, 2025

Castello di Casole, A Belmond Hotel, Tuscany

per person

Oct 23 - Oct 28

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Florence (FLR)

9.6/10 Exceptional! (71 reviews)

We can't wait to return to this hotel, but with more time to spend there. If you want to go somewhere in Tuscany where you feel as a welcomed member of the family this is the place to be. The attention to detail is impeccable, the staff is extremely friendly and helpful, they make you feel at home which we really appreciated. The property itself is top notch, which unfortunately we didn't have time to enjoy because this was our first trip to Tuscany and we would leave in the morning and come back at night. They have their own veggie gardens where they grow the produce they use for their restaurant. This hotel's restaurant has fine china for the breakfast buffet, enough said for the overall quality. This is a pricey hotel but well worth the price. I hope one day soon we will be back.

Reviewed on May 19, 2025

Villa San Lucchese

per person

Oct 5 - Oct 11

found 20 hours ago

Roundtrip flight included

Minneapolis (MSP) to Florence (FLR)

9.4/10 Exceptional! (328 reviews)

The staff was so kind and helpful. The food and setting of Villa San Lucchese are wonderful.

Reviewed on Jul 16, 2025

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5* Luxury vacations in Val d'Elsa

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

Castello di Casole, A Belmond Hotel, Tuscany

per person

Oct 23 - Oct 28

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Florence (FLR)

9.6/10 Exceptional! (71 reviews)

We can't wait to return to this hotel, but with more time to spend there. If you want to go somewhere in Tuscany where you feel as a welcomed member of the family this is the place to be. The attention to detail is impeccable, the staff is extremely friendly and helpful, they make you feel at home which we really appreciated. The property itself is top notch, which unfortunately we didn't have time to enjoy because this was our first trip to Tuscany and we would leave in the morning and come back at night. They have their own veggie gardens where they grow the produce they use for their restaurant. This hotel's restaurant has fine china for the breakfast buffet, enough said for the overall quality. This is a pricey hotel but well worth the price. I hope one day soon we will be back.

Reviewed on May 19, 2025

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What can I expect from a luxury Val d'Elsa vacation?

Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Val d'Elsa 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 Val d'Elsa?

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 Val d'Elsa 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 $1,018. Prices and availability are subject to change. Additional terms may apply.

How can I book a luxury family vacation in Val d'Elsa?

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 Val d'Elsa 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 Val d'Elsa?

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 Val d'Elsa 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 Val d'Elsa with Expedia?

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Top Luxury Val d'Elsa Hotels

Castello di Casole, A Belmond Hotel, Tuscany

Localita Querceto, Casole d'Elsa, SI

31 min drive from Tenuta Torciano Winery

Castello di Casole, A Belmond Hotel, Tuscany is a Casole d'Elsa luxury 5-star boutique property where you can pamper yourself with Frette Italian sheets, rainfall ...

9.6/10 Exceptional! (71 reviews)

✨Slow luxury in Tuscany ✨

"Golden hills bathed in soft sunlight, cypress-lined avenues leading to hidden resort- A serene escape at Castello di Casole, A Belmond Hotel, Tuscany, where timeless elegance meets Tuscan charm. Service is great and truffle hunting is a definitely recommend experience！"

Reviewed on Jun 19, 2025

Relais la Costa - Dimora Storica

Strada di Riciano, Monteriggioni, SI

33 min drive from Tenuta Torciano Winery

Go for a luxurious stay at Relais la Costa - Dimora Storica, where you can enjoy amenities like Champagne service, massage services, and more. The rooftop pool, ...

9.6/10 Exceptional! (65 reviews)

"This property is a beautiful, picturesque castle nestled in the Tuscany hills. The staff were all incredible and the rooms and ambience exquisite. We will definitely be back."

Reviewed on Jul 21, 2025

Hotel Palazzo San Lorenzo & SPA

Via Gracco Del Secco 113, Colle di Val d'Elsa, SI

16 min drive from Tenuta Torciano Winery

Stay in the lap of luxury at Hotel Palazzo San Lorenzo & SPA, where you can enjoy amenities like Netflix, flat-screen TVs, and more. Deluxe amenities at this ...

9.4/10 Exceptional! (411 reviews)

A definite gem

"The hotel is lovely, well situated and walking distance from town and good restaurants Beds were comfortable and quality sheets and towels, breakfast buffet was plentiful and filled with fresh fruit and vegetables, pastries"

Reviewed on Jul 29, 2025

See all 3,634 properties in Val d'Elsa

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.