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

Val d'Elsa Romantic Holidays

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Top Romantic holiday packages in Val d'Elsa

Price found within the past 48 hours. Click for updated prices.
  • 11 Dec - 13 Dec

    Hotel Borgo di Cortefreda Relais - Place of Charme + Flight

    Tavarnelle Val di Pesa
    2 nights
    4.0 star property
    9.4/10 - Exceptional (532 reviews)
    Return • London (LON) - Florence (FLR)
    STN - CIA • Direct CIA - STN • Direct
    £170
    £137
    per traveller
    found 1 day ago
    Hotel Borgo di Cortefreda Relais - Place of Charme
  • 11 Dec - 13 Dec

    Hotel Palazzo San Lorenzo & SPA + Flight

    Colle di Val d'Elsa
    2 nights
    4.0 star property
    9.4/10 - Exceptional (475 reviews)
    "Beautiful property, spacious and well-appointed room, spa was beautiful and relaxing."
    Reviewed November 5, 2026
    Return • London (LON) - Florence (FLR)
    STN - CIA • Direct CIA - STN • Direct
    £192
    £173
    per traveller
    found 1 day ago
    Hotel Palazzo San Lorenzo & SPA
  • 11 Dec - 13 Dec

    Hotel Borgo San Luigi + Flight

    Monteriggioni
    2 nights
    4.0 star property
    9.2/10 - Wonderful (456 reviews)
    "Borgo San Luis is a luxury destination! The four of us were treated as honored guests of great renown. The grounds were wide, varied, and immaculate. The breakfasts were special events for us foodies, and the swimming pool was refreshing even in October!. Parking was free, secure, and accessible. We easily saw why the Borgo was a destination for the weddings, feasts, and meetings that were taking place at the time of our visit -- but they were never intrusive. The staff were multi-lingual and..."
    Reviewed October 25, 2026
    Return • London (LON) - Florence (FLR)
    STN - CIA • Direct CIA - STN • Direct
    £159
    £144
    per traveller
    found 1 day ago
    Hotel Borgo San Luigi
  • 11 Dec - 14 Dec

    COMO Castello Del Nero + Flight

    Tavarnelle Val di Pesa
    3 nights
    5.0 star property
    9.6/10 - Exceptional (146 reviews)
    "The most beautiful hotel in the heart of Chianti. The service was above and beyond. Everything about this charming hotel was amazing. We cannot wait to go back."
    Reviewed September 11, 2026
    Return • Manchester (MAN) - Florence (FLR)
    MAN - CIA • Direct CIA - MAN • Direct
    £1,000
    £926
    per traveller
    found 14 hours ago
    COMO Castello Del Nero

Discover the most popular places to visit in Val d'Elsa

What to do in Val d'Elsa

Top Romantic 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.

How to find a romantic Val d'Elsa holiday

How can I find the best Val d'Elsa vacation packages for couples?

Use our easy-to-use holiday search tools to plan your most-romantic getaway to Val d'Elsa. Choose a hotel suite with an on-trend bathtub with a big view. Choose a stylish hire car with the top down to woo your heart. Choose candlelit cocktails on the shoreline, a horse ride by moonlight or a dolled-up night at the casino.

Can I book cheap Val d'Elsa romantic holidays for two?

Get wallet-friendly away-from-it-all romantic accommodation at Expedia, so you have more kitty to spend on romantic activities. We have cheap romantic holidays to Val d'Elsa that start from £137. Prices and availability are subject to change. Additional terms may apply.

What should I think about when booking a Val d'Elsa romantic getaway?

The most romantic holidays are about building memories, about dancing and dining and keeping the spark alive. These are moments to level up the luxury – use the star filter to find the best of the best, maybe even tick the business-class flights filter to make the journey part of the adventure.

What should I look for in a luxury romantic holiday to Val d'Elsa?

Spoil yourselves with a few luxuries on your romantic trip away. You can use our filters to add that extra touch of romance to your holiday: glamorous spas, divine private dining, exquisite room service.

Can I book a romantic hot-tub holiday in Val d'Elsa?

What’s more romantic than a hot tub under the stars, together? Add a glass of fizz, a gorgeous view and Cupid’s arrow and you’re good. To find accommodation with bubbles, use our dedicated hot-tub filter.

How can I find romantic holidays for couples in Val d'Elsa that are all inclusive?

Enjoying an all-inclusive holiday means you can really indulge your appetites together – with the promise of no awkward arguments about splitting the bill. Simply use our all-inclusive filter to see what romantic options are available.

Can I book a romantic trip to Val d'Elsa with free cancellation and/or flexible dates?

Even the best laid plans fall through sometimes. Make sure you’re not caught out – using our filters to find free cancellation accommodation. Just make sure you check the all-important small print.

Why should I book my Val d'Elsa romantic holiday with Expedia?

At Expedia, we know the not-so-secret ingredients to the perfect romantic holiday. Our handy filters help you search a huge range of options and book a holiday that gets your hearts racing.