
Val d'Elsa Vacation Packages
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Top Val d'Elsa Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Monastero di Cortona Hotel & Spa
Cortona Old Town
Price was CA $2,254, price is now CA $1,792 per person
CA $1,792
per person
Jun 23 - Jun 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
10/10 Exceptional! (271 reviews)
Everything was perfect. Customer service was everything. The classic room itself is slightly small, but a lovely big bathroom, and we were hoping for a view but understandably that would be the deluxe room. We used the spa amenities and it was pretty good for the price - recommended after a day or two of walking up and down the steep hills. Overall we will stay again. It was a beautiful hotel with lovely people working there, filled with so much history.
Reviewed on May 9, 2026


Il Rivalta - Place of Charme
Historic Centre of Florence
Price was CA $3,651, price is now CA $2,886 per person
CA $2,886
per person
Jun 23 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.2/10 Wonderful! (515 reviews)
This hotel is in a fantastic location. Has a great bar to hang at when you’re done for the day. Comfortable seating outside. Staff okay at restaurant but not great. Morning staff for breakfast was awesome attentive and kind. Front desk team is super helpful. We had superior room that was very small. Shower didn’t work right. We didn’t complain but if you’re looking for space this is not the place. Guests in other rooms not respectful of other guests and walls are super thin. Grateful for gym but equipment needs updating soon. There is a great courtyard to hang out in as well. There are great restaurants nearby, gelato and stores. We walked to Train Station for trip to Rome. Housekeeping did a fantastic job. In all this is a great spot for adventures in Florence.
Reviewed on May 7, 2026

Hotel Balestri
Historic Centre of Florence
Price was CA $4,106, price is now CA $3,247 per person
CA $3,247
per person
Jun 24 - Jun 30
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.2/10 Wonderful! (1,002 reviews)
Excellent location, beautiful hotel, highly recommended
Reviewed on Apr 17, 2026

The Hoxton Florence
Historic Centre of Florence
Price was CA $2,360, price is now CA $1,877 per person
CA $1,877
per person
Jul 13 - Jul 19
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Florence (FLR)
9.4/10 Exceptional! (259 reviews)
The hotel was lovely Chic and cool - very spacious room i was on the 4th floor and had a Corner room. Staff are nice and friendly and work hard. The only gripe i has was that in the room there are no water bottles nor are they replenished: I think You have to ask for water and they bring to you which I Never did, i went to local supermarket and got some any way.
I’ve been in 3 star hotels and water is given as standard but other wise it’s central and in walkable distance to everything.
Staff are great and make you feel welcome.
Reviewed on May 8, 2026
Val d'Elsa Hotel Deals

Hotel Toscana Ambassador
Via Salceto, 11 Poggibonsi SI
Fully refundableReserve now, pay when you stay
The price is CA $85 per night from May 17 to May 18
CA $85
CA $104 total
May 17 - May 18
includes taxes & fees
8.2/10 Very Good! (335 reviews)
We recommend the Toscana Ambassador to everyone, as we had a great experience with its cleanliness, hospitality, friendliness, and an extraordinary breakfast, with excellent service from Ada & Julia and the rest of the crew, from the front desk to room service. If you ever visit Poggibonsi, Tuscany, ...
Reviewed on Nov 27, 2025

Villa Petriolo
Via di Petriolo 7 Cerreto Guidi FI
The price is CA $541 per night from May 27 to May 28
CA $541
CA $600 total
May 27 - May 28
includes taxes & fees
9.8/10 Exceptional! (99 reviews)
If you enjoy peace, tranquillity, the Italian countryside, and an ethos that embraces sustainability (without any compromise on a luxury experience) then this is your spirit home away from home. The facility and surrounding countryside is stunning. The staff are exceptional, friendly and knowledgeable ...
Reviewed on Apr 14, 2026

Poderi Arcangelo
Localita Capezzano San Gimignano SI
Fully refundableReserve now, pay when you stay
The price is CA $264 per night from Jun 2 to Jun 3
CA $264
CA $298 total
Jun 2 - Jun 3
includes taxes & fees
9/10 Wonderful! (336 reviews)
Very nice stay. Perfect location to visit San Gimignano, Certaldo and other locations in the area.
Reviewed on May 9, 2026
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.
Discover the most popular places to visit in Val d'Elsa

Monteriggioni Castle
After visiting Monteriggioni Castle, make a plan to see the other sights and activities in Monteriggioni. Discover the area's beautiful countryside, or seek out its local tours.

Piazza della Cisterna
Admire the palaces and towers that frame this beautiful square, which was once a medieval marketplace. Today, it’s a venue for cultural events.
Tenuta Torciano Winery
You can enjoy a tasting or tour at Tenuta Torciano Winery during your travels to Ulignano. Discover the beautiful countryside and wineries in this relaxing area.
What to do in Val d'Elsa

Chianti Half Day Wine Tour from Florence
CA $40
per adult
88% of travellers recommend

Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
CA $79
per adult
78% of travellers recommend

Florence Day Trip: Medieval Villages & Cooking Class
CA $226
per adult
86% of travellers recommend
Frequently asked questions
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- 4 Star Hotels in Casole d'Elsa
- 4 Star Hotels in San Gimignano
- Abbadia a Isola Hotels
- Bibbiano Hotels
- Campiglia Hotels
- Casole d'Elsa Hotels
- Lgbt Friendly Hotels in Castel San Gimignano
- Castel San Gimignano Hotels
- Castellina Scalo Hotels
- Hotels near Castello di Monsanto
- Hotels near Castelvecchio
- Cignan Bianco Hotels
- Collalto Hotels
- Colle di Val d'Elsa Hotels
- La Cetina Hotels
- Lano Hotels
- Lucciana Hotels
- Hotels near Magione Castle
- Hotels near Medieval Criminal and Torture Museum
- Mensanello Hotels
- Mensano Hotels
- Condo Rentals in Monsanto
- Monsanto Hotels
- Monteguidi Hotels
- Hotel Wedding Venues Hotels in Monteriggioni
- Monteriggioni Hotels
- Pancole Hotels
- Pievescola Hotels
- Pignano Hotels
- Castles in Poggibonsi
- Poggibonsi Hotels
- San Gimignano City Centre Hotels
- Boutique Hotels in San Gimignano
- Lgbt Friendly Hotels in San Gimignano
- Luxury Hotels in San Gimignano
- Spa Hotels in San Gimignano
- Hotel Wedding Venues Hotels in San Gimignano
- Winery Hotels in San Gimignano
- San Gimignano Hotels
- Villas in San Gimignano
- Sensano Hotels
- Staggia Hotels
- Strove Hotels
- Ulignano Hotels
- Arno River
- Boboli Gardens
- Buondonno Winery
- Casa Vinicola Luigi Cecchi
- Visit Casole d'Elsa
- Visit Casone
- Visit Castel San Gimignano
- Visit Castellina Scalo
- Cathedral of Volterra
- Chianti Region Vacations
- Church of San Sigismondo
- Visit Colle di Val d'Elsa
- Collegiate Church of Santa Maria Assunta
- Crete Senesi Vacations
- Fortezza Medicea
- Le Miccine
- Medici Fortress
- Medieval Criminal and Torture Museum
- Monsanto Vacations
- Montegufoni Castle
- Monteriggioni Castle
- Visit Monteriggioni
- Murlo Vacations
- Orgia Vacations
- Visit Pancole
- Pari Vacations
- Piazza della Cisterna
- Piazza Luigi Pecori
- Visit Poggibonsi
- Province of Siena Vacations
- Roman Theatre
- Rosia Vacations
- Ruffino - Tenuta di Poggio Casciano
- San Gimignano Vacations
- Visit San Gimignano
- Sezzate Castle
- Siena Vacations
- Tenuta Torciano Winery
- Visit Vico d'Elsa
- Volterra Vacations
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







