
Val d'Elsa Romantic Vacations
Book a Romantic Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to ¥45,448 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Romantic Val d'Elsa Hotels

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.
San Gimignano
Romance awaits at this villa, which features a garden and a hot tub. Couples will appreciate the in-room fireplaces and outdoor pool.
10/10 Exceptional! (69 reviews)
Couples like: hot tub, fireplace
Amazing Property and Hosts!
"This is my first time staying in Italy and San Gimignano. The listing of the property is accurate and everything was very clean and well maintained. The hosts Gabriel,, and rest of the team are exceptional with quick responses and clear communication. Our party had four adults and three children ..."
Reviewed on Aug 10, 2025

Castello di Casole, A Belmond Hotel, Tuscany
Localita Querceto, Casole d'Elsa, SI
A spa, a garden, and a hot tub await visiting couples at this boutique hotel. The property also offers onsite dining, Frette Italian sheets, and luxurious ...
9.6/10 Exceptional! (71 reviews)
Couples like: full-service spa, couples spa treatments, bar, hot tub
✨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

Hotel Palazzo San Lorenzo & SPA
Via Gracco Del Secco 113, Colle di Val d'Elsa, SI
Whatever your love language might be, you and your special someone are sure to love the hot tub and spa at this upscale hotel. The property also offers onsite ...
9.4/10 Exceptional! (411 reviews)
Couples like: full-service spa, couples spa treatments, bar, hot tub
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
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.