A historic square with stone buildings, a prominent tower, and outdoor seating areas.

Val d'Elsa Luxury Vacations

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Top Luxury vacation packages in Val d'Elsa

Price found within the past 48 hours. Click for updated prices.
  • Sept 29 - Oct 5

    LHP Certaldo Resort + Flight

    Certaldo
    5 nights
    5.0 star property
    9.2/10 - Wonderful (536 reviews)
    "Lovely hotel with contemporary design just off the main train station in Certaldo. Clearly clean and well-maintained. The pool itself is tiny but useful enough for breaking up the summer heat in Tuscany."
    Reviewed July 12, 2026
    Roundtrip Toronto (YTO) - Florence (FLR)
    YYZ - FCONonstop FCO - YYZ1 stop
    CA $2,192
    CA $1,691
    per traveller
    found 20 hours ago
    LHP Certaldo Resort
  • Sept 29 - Oct 5

    Castello di Casole, A Belmond Hotel, Tuscany + Flight

    Casole d'Elsa
    5 nights
    5.0 star property
    9.6/10 - Exceptional (82 reviews)
    "A high end exclusive stay!"
    Reviewed July 22, 2026
    Roundtrip Toronto (YTO) - Florence (FLR)
    YYZ - FCONonstop FCO - YYZ1 stop
    CA $9,775
    CA $8,938
    per traveller
    found 20 hours ago
    Castello di Casole, A Belmond Hotel, Tuscany

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Top Luxury Val d'Elsa Hotels

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.

Plan the perfect luxury Val d'Elsa vacation with Expedia

What are some benefits when booking luxury Val d'Elsa vacations?

When you book a luxury Val d'Elsa vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax.

How can I find all-inclusive luxury vacations in Val d'Elsa?

If you're looking for something luxurious in Val d'Elsa, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together.

Can I book a cheap luxury vacation?

While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $1,691, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 22. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first.

Are there luxury spa vacations?

Yes, luxury spa vacations are available and quite popular in Val d'Elsa. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search.

What should I look for in a luxury family vacation in Val d'Elsa?

When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Val d'Elsa.

Can I book last-minute luxury vacations?

Yes, last-minute bookings are often available in Val d'Elsa. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces.

What can help me find the best luxury vacation deals in Val d'Elsa?

You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Val d'Elsa or travelling to more obscure destinations altogether can often lead to lower prices.

Can I book a luxury vacation that is fully refundable?

Yes, fully refundable reservations are sometimes available on luxury vacation packages in Val d'Elsa. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking.

Why should I book my luxury vacation with Expedia?

When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings.