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Check prices for these dates

In two weeks
18 Sep - 20 Sep
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for San Chimento villas

Villa, Air conditioning, Courtyard View | Exterior

1. Villa Montecastello

Villa Montecastello
Monteriggioni
8.0 out of 10, Very Good, (3 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is AED 629
AED 705 total
includes taxes & fees
6 Sep - 7 Sep
Villa Montecastello
Exterior detail

2. The three owls of san gimignano

The three owls of san gimignano
San Gimignano
The price is AED 380
AED 465 total
includes taxes & fees
18 Sep - 19 Sep
The three owls of san gimignano
Property grounds

3. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Tavarnelle Val di Pesa
The price is AED 469
AED 559 total
includes taxes & fees
7 Sep - 8 Sep
Rooster House, cooking classes and opera
Exterior

4. GuestHost - Porta Romana Elegant House with Private Parking!

GuestHost - Porta Romana Elegant House with Private Parking!
Siena
9.0 out of 10, Wonderful, (4 reviews)
"Excellent location 15 mi minute walk to the center of town. Towels and linens were fresh and fragrant. On site parking was super convenient because of limited parking around the town. The property manager was immediately available by phone and delivered an extra blanket which in 5 minutes of our request."
United States
Kathleen M.
GuestHost - Porta Romana Elegant House with Private Parking!
Property grounds

5. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Siena
The price is AED 18,525
AED 20,658 total
includes taxes & fees
8 Sep - 9 Sep
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Pool

6. Private Tuscan Villa Estate w/ Pool & BBQ

Private Tuscan Villa Estate w/ Pool & BBQ
Poggibonsi
Private Tuscan Villa Estate w/ Pool & BBQ
Terrace/patio

7. The San Leonino House

The San Leonino House
Castellina in Chianti
The price is AED 2,879
AED 5,646 total
includes taxes & fees
7 Sep - 8 Sep
The San Leonino House
Pool

8. Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Radda in Chianti
10.0 out of 10, Exceptional, (2 reviews)
"A dream property come true. Breathtaking views, most accommodating hosts, Perfect Tuscan location."
United States
Amber M.
The price is AED 2,060
AED 4,112 total
includes taxes & fees
17 Sep - 18 Sep
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Outdoor dining

9. Villa Capanna: A Window onto Tuscany

Villa Capanna: A Window onto Tuscany
Vico dʼArbia
The price is AED 7,320
AED 8,263 total
includes taxes & fees
14 Sep - 15 Sep
Villa Capanna: A Window onto Tuscany
Exterior

10. Villa "Arnilù" with Private Pool & Wi-Fi

Villa "Arnilù" with Private Pool & Wi-Fi
San Gimignano
The price is AED 21,070
AED 22,652 total
includes taxes & fees
11 Sep - 12 Sep
Villa "Arnilù" with Private Pool & Wi-Fi
Exterior

11. Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills

Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills
Gambassi Terme
The price is AED 15,480
AED 15,493 total
includes taxes & fees
1 Oct - 2 Oct
Villa Borgo Il Castagno – Historic Villa with Private Pool in the Tuscan Hills
Terrace/patio

12. Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Certaldo - Firenze
2.0 out of 10, (1 review)
"House is very nice and clean , but not equipped for rental, kitchen is poorly equipped, towels are like napkins , no toilet paper, no soap , nothing "
United States
Kelly C.
The price is AED 2,154
AED 2,674 total
includes taxes & fees
6 Sep - 7 Sep
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Exterior

13. Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is AED 7,320
AED 8,263 total
includes taxes & fees
13 Sep - 14 Sep
Villa Torre Among the Hills of Siena
Exterior

14. Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning

Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
Siena
The price is AED 1,408
AED 1,416 total
includes taxes & fees
4 Oct - 5 Oct
Villa 'La Casa Nel Bosco - Antiche Dimore' with Shared Pool, Wi-Fi & Air Conditioning
Exterior

15. Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi

Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
San Vivaldo
The price is AED 9,699
AED 11,077 total
includes taxes & fees
17 Sep - 18 Sep
Villa 'Eleonora' with Private Pool, Private Garden and Wi-Fi
Property grounds

16. Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Vico dʼArbia
10.0 out of 10, Exceptional, (1 review)
"Lovely house in the Montechiaro property, very close to Siena, but far enough to enjoy the night sky in Tuscany. Communication was great."
United States
Marina O.
The price is AED 4,561
AED 5,504 total
includes taxes & fees
6 Sep - 7 Sep
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Pool

17. "A Casa di Franca Villa con piscina"

"A Casa di Franca Villa con piscina"
Gambassi Terme
10.0 out of 10, Exceptional, (1 review)
"Pros: La estancia en la casa fue muy bonita. Estaba cerca de Florencia, Siena, Sant Gimigano, etc. Viajamos toda la familia y los propietarios fueron muy acogedores. La piscina es un sitio perfecto para relajarse y bañarse después de ver la Toscana. Nuestros hijos y sobrinos jugaron porque tenían de todo. La casa muy equipada y limpia con televisión en todas las habitaciones. Los propietarios además nos ayudaron con un pequeño contratiempo que tuvimos. Nos sentimos como en casa, muchas...
Spain
Anonymous traveler
The price is AED 6,082
AED 7,916 total
includes taxes & fees
10 Sep - 11 Sep
"A Casa di Franca Villa con piscina"
Exterior

18. Villa Linchiano with Historic Tower and Private Pool

Villa Linchiano with Historic Tower and Private Pool
Gambassi Terme
The price is AED 11,092
AED 11,104 total
includes taxes & fees
19 Sep - 20 Sep
Villa Linchiano with Historic Tower and Private Pool
Property grounds

19. "Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Gaiole in Chianti
10.0 out of 10, Exceptional, (9 reviews)
"Best view in TuscanyIt was all new on the inside and very rustic exterior Beautiful villa!!!Great Host "
United States
Bernard K.
The price is AED 10,044
AED 10,146 total
includes taxes & fees
10 Sep - 11 Sep
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Exterior

20. Villa Linchiano with Private Pool for 11 Guests

Villa Linchiano with Private Pool for 11 Guests
Gambassi Terme
The price is AED 7,359
AED 7,372 total
includes taxes & fees
25 Sep - 26 Sep
Villa Linchiano with Private Pool for 11 Guests
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 San Chimento Hotel Reviews

Borgo San Felice Resort

Borgo San Felice Resort

10/10 Excellent
"An unforgettable stay in Tuscany!** Our stay at Borgo San Felice was truly incredible from beginning to end. From the moment our private driver picked us up at the train station and brought us through the beautiful Tuscan countryside to the resort, everything felt seamless and special. The property itself is absolutely breathtaking pictures truly don’t do it justice. We enjoyed dinner on the property, a wonderful couples massage, a private wine tour and tasting, and a relaxing pool day. We especially loved the live piano music in the evenings; it added such a romantic and elegant touch to the entire experience. The service was one of the highlights of our stay. A special shout-out to **Herman at the pool**, who was always attentive and completely on point with everything we needed. We also had an amazing experience at **Poggio Rosso**, where **Matia provided top-notch service** and made our Michelin-starred dinner feel even more memorable. Every detail from the beautiful grounds and peaceful atmosphere to the food, wine, spa, and exceptional hospitality—made our time here unforgettable. Borgo San Felice gave us exactly the Tuscany experience we were hoping for and more. We absolutely loved our stay and would return in a heartbeat. Highly recommend! 🇮🇹🍷✨"
Yael 2-night trip
Posted 7 hours ago
Borgo San Felice Resort