
Val d'Elsa Romantic Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to NZ$616 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
Book a stay at this family-friendly villa in San Gimignano. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Fonti Medievali and Archaeological ...
10/10 Exceptional! (69 reviews)
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 10 Aug. 2025

Castello di Casole, A Belmond Hotel, Tuscany
Localita Querceto, Casole d'Elsa, SI
Stay at this 5-star luxury hotel in Casole d'Elsa. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Archeological and Collegiate Church ...
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 19 Jun. 2025

Hotel Palazzo San Lorenzo & SPA
Via Gracco Del Secco 113, Colle di Val d'Elsa, SI
Stay at this 4-star luxury hotel in Colle di Val d'Elsa. Enjoy free breakfast, free WiFi, and a full-service spa. Popular attractions Art in Color and Ranuccio ...
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 29 Jul. 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.