Lodging Image

Compare and book 5 Star hotels in Montisi, Montalcino

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Montisi 5 Star Hotels

Tonight
16 Sep - 17 Sep
Tomorrow
17 Sep - 18 Sep
This weekend
18 Sep - 20 Sep
Next weekend
25 Sep - 27 Sep

Our top choices for Montisi 5-star hotels

1. Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
Montalcino
United States
Song
19.756.242 ₫
22.031.912 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Castello di Velona Resort Thermal SPA & Winery

2. Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala
Montepulciano
United States
Mark
14.222.783 ₫
15.825.089 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Precise Tale Poggio Alla Sala

3. Borgo San Felice Resort

Borgo San Felice Resort
Castelnuovo Berardenga
Canada
Cynthia
18.564.155 ₫
20.720.433 ₫ total
includes taxes & fees
11 Oct - 12 Oct
Borgo San Felice Resort

4. Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
Montalcino
United Kingdom
Abdel
61.335.312 ₫
67.768.705 ₫ total
includes taxes & fees
8 Oct - 9 Oct
Castiglion del Bosco, A Rosewood Hotel

5. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
United States
Gennadiy
9.284.476 ₫
10.452.813 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Monastero di Cortona Hotel & Spa

6. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico
United States
Mike
2.248.961 ₫
2.473.857 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Mercure Petriolo Siena Terme Spa Hotel

7. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
United States
Qingwen
13.800.445 ₫
15.420.379 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Il Falconiere - Relais e Chateaux

8. Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
Siena
United States
Tulsi
13.115.183 ₫
14.726.747 ₫ total
includes taxes & fees
22 Sept - 23 Sept
Hotel Certosa Di Maggiano

9. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
Trequanda
United States
María
4.901.809 ₫
5.481.948 ₫ total
includes taxes & fees
13 Oct - 14 Oct
Borgo Sant'Ambrogio Resort

10. La Posta Hotel & Thermal Spa

La Posta Hotel & Thermal Spa
San Quirico d'Orcia
United States
Anna
13.403.810 ₫
14.894.122 ₫ total
includes taxes & fees
16 Oct - 17 Oct
La Posta Hotel & Thermal Spa

11. Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World
Castelnuovo Berardenga
United Kingdom
G
16.486.932 ₫
18.435.487 ₫ total
includes taxes & fees
13 Oct - 14 Oct
Castel Monastero - The Leading Hotels of the World

12. ADLER Thermae

ADLER Thermae
San Quirico d'Orcia
United Kingdom
Abdel
21.209.751 ₫
23.480.658 ₫ total
includes taxes & fees
15 Oct - 16 Oct
ADLER Thermae

13. Castello Banfi - Il Borgo - Relais et Chateaux

Castello Banfi - Il Borgo - Relais et Chateaux
Montalcino
United States
Jason
29.713.551 ₫
32.984.768 ₫ total
includes taxes & fees
17 Oct - 18 Oct
Castello Banfi - Il Borgo - Relais et Chateaux

14. Podere Cavalbianco

Podere Cavalbianco
Monte San Savino
United States
Edith
Podere Cavalbianco

15. Agriturismo San Fabiano

Agriturismo San Fabiano
Monteroni d'Arbia
United States
James
Agriturismo San Fabiano
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Montisi.
 Palazzo Ravizza

Palazzo Ravizza

Pian dei Mantellini 34 Siena SI
6.378.872 ₫
7.166.691 ₫ total
16 Oct - 17 Oct
includes taxes & fees
9.4/10 Exceptional! (858 reviews)
Palazzo Ravizza
Hotel Corsignano

Hotel Corsignano

Via Della Madonnina 11 Pienza SI
5.716.451 ₫
6.468.013 ₫ total
23 Sept - 24 Sept
includes taxes & fees
9.4/10 Exceptional! (381 reviews)
Hotel Corsignano
Castello di Leonina Relais

Castello di Leonina Relais

Strada Di Leonina 5 Asciano SI
4.549.364 ₫
5.184.217 ₫ total
11 Oct - 12 Oct
includes taxes & fees
9/10 Wonderful! (153 reviews)
Castello di Leonina Relais
Still don't see what you're looking for?
See all properties in Montisi.
You can also use these popular filters to refine your search.
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.

Learn more about Montisi

Head to sights like Val di Chiana as you discover the local area in Montisi.

See all hotels in Montisi
A person grilling meat outdoors with a brick wall and a number 16 sign in the background.
Photo by Tim & Nat ✈

Top Montisi Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"The staff was so friendly from the moment we arrived. They guided us into the parking lot, assisted in booking dinner reservations and spa reservations. They were also extremely friendly throughout our stay, whether the bar, breakfast, dinner, and the cleaning staff. They also brought our luggage to our room and helped us at checkout. Overall an amazing experience. To note the breakfast was exceptional not a buffet. It was a sit down breakfast à la carte, coffee, fresh juices, omelettes made to order, and a 3 tier of pastries, fruits, and local meats and cheeses everyday. We loved our stay!! Also the room was very clean, they mopped the room as well!"
Julia 5-night trip
Posted 14 hours ago
Monastero di Cortona Hotel & Spa
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Very warm and friendly service."
Abdel 2-night trip
Posted 3 days ago
Castiglion del Bosco, A Rosewood Hotel
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

8/10 Good
"Staying here was a wonderful and truly unique experience. The only reason I’m giving it 4 stars instead of 5 was because of the challenges we had with the air conditioning in our room. That said, the staff really did make an effort to find a workaround for us. While it wasn’t a perfect solution, it definitely helped, and we appreciated how responsive and accommodating they were. The hotel itself is an old castle, and that alone makes staying here such a special experience. The property is beautiful, incredibly charming, and very well maintained. You simply can’t replicate the character, history, and ambiance that come with staying in a property like this. The setting and surroundings are beautiful. It was definitely one of those experiences that felt uniquely Italian and added something special to our trip. My only recommendation would be to visit when the temperatures aren’t quite as hot. Given the age and historic nature of the property, I can appreciate that modernizing certain things like the air conditioning may not be as straightforward as it would be in a newer hotel. During cooler weather, I imagine our experience would have been close to perfect. Overall, we really enjoyed our stay and are glad we had the opportunity to experience such a beautiful and unique property. I would absolutely recommend it, just perhaps not during the hottest part of the summer!"
Ruth 3-night trip
Posted 7 days ago
Castello di Velona Resort Thermal SPA & Winery
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 11 days ago
Borgo San Felice Resort

Explore a world of travel with Expedia