Val d'Elsa Romantic Vacations
Book a Hotel + Flight or Car together to unlock savings
Top Romantic vacation packages in Val d'Elsa
- Boccioleto Resort&Spa
Oct 5 - Oct 11Boccioleto Resort&Spa + Flight
Montaione5 nights4.0 star property9.2/10 - Wonderful (123 reviews)"Staff were very friendly and the rooms were clean and spacious! "Reviewed November 17, 2025Roundtrip • New York (NYC) - Florence (FLR)EWR - FCO • 1 stop FCO - JFK • 1 stop$1,136$1,007found 1 day agoper traveler
Discover the most popular places to visit in Val d'Elsa
What to do in Val d'Elsa
Florence Day Trip: Medieval Villages & Cooking Class
Discover Chianti Through its Wines
Organic Wine Tour&Tasting overlooking Chianti Classico Vineyards
Top Romantic Val d'Elsa Hotels
san gimignano apartment in historical center, courtyard and fast free wifi
san gimignano apartment in historical center, courtyard and fast free wifi"Beautiful location in San Gimignano! The owner was so attentive and provided great suggestions for our visit. Charming apartment that serviced all of are needs. Boboli bakery (25 yards from apartment) is amazing and a must! Enjoyable stay!"
La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !
La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !"Excellent"
Colle di Val d'Elsa - Siena - Apt Blue - C
Colle di Val d'Elsa - Siena - Apt Blue - C"Super clean and a comfortable bed. Everything essential for making meals at home was provided. The host was very attentive and available by text. Housekeeping did an excellent job!"
House with pool for 4 pax
House with pool for 4 pax"Peaceful, tranquil & quiet retreat with gorgeous but unheated pool - so very refreshing! Lovely, airy & cool rooms. Twin beds were hard but double bed was comfortable. Check side of recycling bin by gate to know what items can be recycled - written instructions were confusing. Hostess Lea delightful & welcoming with hostess Camilla very helpful & warmly wishing us the best!"
San Gimignano full center apartment with fast wifi and courtyard.
San Gimignano full center apartment with fast wifi and courtyard."A little hard to find, but once your there it could not be better. Marta and Bianca were more than helpful. Bianca even drove us to our car outside the wall and led us to the closest place to park. Best location in the city. Would definitely stay here again."
Colle di Val d'Elsa - Siena - Apt White - D
Colle di Val d'Elsa - Siena - Apt White - DHow to find a romantic Val d'Elsa vacation
How can I find the best Val d'Elsa vacation packages for couples?
To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.
How can I find cheap Val d'Elsa romantic packages for two?
For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.
How can I plan a great romantic trip to Val d'Elsa?
Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.
How much is a trip for two to Val d'Elsa?
Put a price on love with stunning deals for duos starting at just $1,007. Prices and availability are subject to change. Additional terms may apply.
Can I book Val d'Elsa spa packages for couples?
Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.
How can I book romantic weekend getaway packages in Val d'Elsa?
To book a loved-up break in Val d'Elsa, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).
Can I book a romantic trip to Val d'Elsa with free cancellation and/or flexible dates?
The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.
Why should I book my Val d'Elsa romantic holiday with Expedia?
If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?