Top Villas in Province of Siena in 2026

A historic town with a prominent tower and a rainbow arching over it.

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Top Cities in Province of Siena

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

Our top choices for Province of Siena villas

1. Precise Tale Poggio Alla Sala

Montepulciano

Mark

NT$18,261 total

includes taxes & fees

Sep 30 - Oct 1

3 outdoor pools, open 9:00 AM to 7:00 PM, pool umbrellas, sun loungers

2. Poderi Arcangelo

San Gimignano

Lisa

NT$5,090 total

includes taxes & fees

Sep 28 - Sep 29

3. Castello di Velona Resort Thermal SPA & Winery

Montalcino

Song

NT$27,008 total

includes taxes & fees

Sep 27 - Sep 28

4. Hotel Athena

Siena Historical Center

Diane

NT$9,944 total

includes taxes & fees

Sep 30 - Oct 1

5. Mastrojanni Relais - Small Luxury Hotels of the World

Montalcino

Laura

NT$19,678 total

includes taxes & fees

Sep 15 - Sep 16

6. Nuovo Etruria Resort

Montepulciano

Jorge

NT$4,628 total

includes taxes & fees

Sep 9 - Sep 10

7. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Hannah

NT$21,934 total

includes taxes & fees

Sep 7 - Sep 8

8. Borgo Vescine

Radda in Chianti

Gabrielle

NT$32,073 total

includes taxes & fees

Sep 6 - Sep 7

9. Villa Scacciapensieri Boutique Hotel

Scacciapensieri

Nigel

NT$8,228 total

includes taxes & fees

Oct 4 - Oct 5

10. Castiglion del Bosco, A Rosewood Hotel

Montalcino

Talib

NT$98,021 total

includes taxes & fees

Sep 27 - Sep 28

11. Fonteverde Thermal Spa Resort Tuscany

San Casciano dei Bagni

Hani

NT$14,605 total

includes taxes & fees

Sep 14 - Sep 15

12. Hotel Casolare Le Terre Rosse

San Gimignano

Belinda

NT$6,878 total

includes taxes & fees

Oct 2 - Oct 3

13. Relais Villa Grazianella - UNA Esperienze

Montepulciano

Alisa

NT$11,917 total

includes taxes & fees

Sep 20 - Sep 21

14. Grand Hotel Continental Siena – Starhotels Collezione

Siena City Centre

Lisa

NT$22,384 total

includes taxes & fees

Sep 20 - Sep 21

15. Castello di Spaltenna- Small Luxury Hotels of the World

Gaiole in Chianti

Rama

NT$14,271 total

includes taxes & fees

Sep 6 - Sep 7

16. Relais Vignale & Spa

Radda in Chianti

Maaya

NT$8,643 total

includes taxes & fees

Sep 5 - Sep 6

17. La Certosa di Pontignano

Castelnuovo Berardenga

Malena

NT$4,101 total

includes taxes & fees

Sep 6 - Sep 7

Outdoor pool, pool umbrellas, sun loungers

18. Fattoria di Vegi

Castellina in Chianti

"This property has been under renovation for the past few years, with about another year of construction still to go. They are transforming an old winery into what will eventually be a 5- or 6-star resort, complete with a spa and other amenities. We stayed for two nights with our 11- and 13-year-olds and booked a family suite. The master bedroom bed was extremely comfortable, and the kids’ fold-out bed was large and surprisingly comfortable as well. The bathroom was brand new and had a door...

Brian

NT$12,606 total

includes taxes & fees

Sep 29 - Sep 30

19. Borgo San Felice Resort

Castelnuovo Berardenga

Cynthia

NT$37,664 total

includes taxes & fees

Sep 6 - Sep 7

20. L'Orto delle Terme

San Quirico d'Orcia

Stimson

NT$4,715 total

includes taxes & fees

Sep 7 - Sep 8

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Top Province of Siena Hotel Reviews

Fattoria di Vegi

10/10 Excellent

"We had a wonderful time. Our family had a chance to meet the managers family who are so dedicated to excellent service. This is a unique property that strives to be the best with humility, grace and kindness. It was the best part of our trip to Italy! Thank you so much."

Hotel Athena

8/10 Good

"The hotel was immaculate, the staff on the front desk were fantastic and the breakfast was one of the best I've had. I had chosen the hotel based on the terrace, and really wanted to have a drink watching the sunset. I emailed in advance to see if I needed to make a reservation for this, and was told no. When we went up, we were told the seats we wanted were for dining guests, and the seats we were offered were near the door without a view. We left and went elsewhere- we still had a great time, and love the city, but were disappointed nonetheless. If we'd known, we would have stayed elsewhere."

Nuovo Etruria Resort

10/10 Excellent

"We had a lovely 3 night stay The pool area is just what’s needed to cool off in the afternoon The staff are friendly and helpful, it feels family run and they try to help wherever possible We walked into the old town from the hotel, it’s a steep walk uphill but if you have trouble walking I would recommend a vehicle The surrounding area is stunning Breakfast was good with options of hot and cold The bedroom was very clean, the bed was a little firm for my preference Highly Recommended"

Poderi Arcangelo

8/10 Good

"Lovely place. Rooms are a nice nice. We stayed in a junior suite. Pool was lovely and the view from it was incredible. Ball games etc not allowed in the pool and the pool area bar didn’t open until about 5/6pm. This is not a criticism as it created a quiet and relaxed vibe which was fitting of the view and location, but worth noting. Breakfast was nice, we would have preferred a little more choice, but no complaints, they hosted a pizza night on one of our stays, the pizza was ok, we would have preferred to have the Tuscan dinner another night but didn’t work with our plans, All in all a lovely stay, would happily return."

Find out more about Province of Siena

Province of Siena Villas information

Number of reviews	9
Accommodation	254 Villas
Lowest Price	NT$6,126
Highest Price	NT$6,126

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Villas in Province of Siena

Change your mind

Treat yourself

Be picky

Check prices for these dates

Top Cities in Province of Siena

Siena

Our top choices for Province of Siena villas

1. Precise Tale Poggio Alla Sala

2. Poderi Arcangelo

3. Castello di Velona Resort Thermal SPA & Winery

4. Hotel Athena

5. Mastrojanni Relais - Small Luxury Hotels of the World

6. Nuovo Etruria Resort

7. Borgo Scopeto Wine & Country Relais

8. Borgo Vescine

9. Villa Scacciapensieri Boutique Hotel

10. Castiglion del Bosco, A Rosewood Hotel

11. Fonteverde Thermal Spa Resort Tuscany

12. Hotel Casolare Le Terre Rosse

13. Relais Villa Grazianella - UNA Esperienze

14. Grand Hotel Continental Siena – Starhotels Collezione

15. Castello di Spaltenna- Small Luxury Hotels of the World

16. Relais Vignale & Spa

17. La Certosa di Pontignano

18. Fattoria di Vegi

19. Borgo San Felice Resort

20. L'Orto delle Terme

Find vacation rentals that suit your style

Top Province of Siena Hotel Reviews

Fattoria di Vegi

Find out more about Province of Siena

Province of Siena Villas information

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