A historic tower with arches and a bell, surrounded by traditional buildings with tiled roofs and satellite dishes.

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Tuscany Accommodation: Most Popular Cities to Stay

A cityscape with prominent historical architecture, including a large dome and a bell tower.
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Florence

Florence
A historic town with tightly packed buildings, a prominent tower, and a church.
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Siena

Siena

Check availability on Tuscany Winery Hotels

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Tuscany hotels with winery

A pool with a view of a lush valley and distant buildings.

1. Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (444 reviews)
"Stunning property with beautiful views and extremely friendly and helpful hosts."
United States
Mary Margaret
The price is Rp2.996.253
Rp3.295.878 total
includes taxes & fees
31 Oct - 1 Nov
Castello Vicchiomaggio
A narrow stone pathway leading to a rustic building with a wooden door and a window.

2. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (234 reviews)
"The staff and experience staying at Castello Di Fonterutoli was amazing! Everyone was so kind and welcoming! Cannot wait to go back☺️"
United States
Micaela
The price is Rp3.301.757
Rp3.713.047 total
includes taxes & fees
15 Nov - 16 Nov
Castello di Fonterutoli Wine Resort
A covered outdoor seating area with a wooden door, wicker chairs, and potted plants.

3. Borgo Vescine

Borgo Vescine
5.0 star property
Radda in Chianti
9.6 out of 10, Exceptional, (249 reviews)
"The staff was amazing and incredibly kind."
United States
Natalie
The price is Rp8.362.240
Rp9.360.694 total
includes taxes & fees
3 Nov - 4 Nov
Borgo Vescine
A cozy room with a fireplace, two armchairs, and a table.

4. Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
9.6 out of 10, Exceptional, (140 reviews)
"Bettina was very helpful in assisting us during our stay."
United States
William
The price is Rp4.645.689
Rp5.191.372 total
includes taxes & fees
7 Nov - 8 Nov
Tenuta Santo Pietro
A stone wall with a view of rolling hills and mountains.

5. Castello Banfi - Il Borgo - Relais et Chateaux

Castello Banfi - Il Borgo - Relais et Chateaux
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (139 reviews)
"This property is pristine. Absolutely beautiful with some of the best views in Tuscany. I would recommend this experience to anyone."
United States
Jeanine
The price is Rp20.094.447
Rp22.306.680 total
includes taxes & fees
31 Oct - 1 Nov
Castello Banfi - Il Borgo - Relais et Chateaux
A spacious living room with a leather sofa, a wooden coffee table, and a view through large arched windows.

6. Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze
Montepulciano
9.8 out of 10, Exceptional, (360 reviews)
"Absolutely beautiful! Astonishing views! If you are looking for peace and quiet with great service this is the place."
United States
Maribel
The price is Rp3.656.838
Rp4.103.717 total
includes taxes & fees
26 Nov - 27 Nov
Relais Villa Grazianella - UNA Esperienze
A large stone building with a tower, surrounded by lush greenery and a well-maintained lawn.

7. Locanda le Piazze

Locanda le Piazze
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (208 reviews)
"This property is beautiful, our room was beautiful, and every staff member was friendly and very helpful. It is pretty centrally located - close to Siena and San Gimignano. We would stay here again!"
United States
Colleen
Locanda le Piazze
Outdoor pool

8. Villa Loggio 1676 - Suites & Vineyards

Villa Loggio 1676 - Suites & Vineyards
Cortona
10.0 out of 10, Exceptional, (3 reviews)
"Staff was amazing. "
Canada
Chloe
Villa Loggio 1676 - Suites & Vineyards
A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.

9. Hotel Villa Campomaggio

Hotel Villa Campomaggio
4.0 star property
Radda in Chianti
9.4 out of 10, Exceptional, (195 reviews)
"Great hotel"
United States
Dario
The price is Rp2.989.463
Rp3.410.202 total
includes taxes & fees
3 Nov - 4 Nov
Hotel Villa Campomaggio
A narrow street with stone buildings, wooden barrels, and potted plants.

10. Fattoria San Donato

Fattoria San Donato
San Gimignano
9.4 out of 10, Exceptional, (65 reviews)
"Incredible property! You feel like you’re in the middle of a Tuscan fairytale! "
United States
Terranova
The price is Rp2.627.119
Rp2.991.326 total
includes taxes & fees
12 Nov - 13 Nov
Fattoria San Donato
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.
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Top Tuscany Hotel Reviews

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

10/10 Excellent
"The property was amazing!!"
Tara 2-night trip
Posted 1 hour ago
The Social Hub Florence Lavagnini

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