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Go beyond your typical stay in Montecastelli

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Pool
Pool

Check prices for these dates

Tonight
12 Nov - 13 Nov
Tomorrow
13 Nov - 14 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

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Our top choices for Montecastelli hotels

A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

1. Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (240 reviews)
"Place was very clean and close to good food."
Canada
Patricia
The price is AED 265
AED 308 total
includes taxes & fees
1 Dec - 2 Dec
Villa Sabolini
A bedroom with a bed, a desk, and a chair. There is a door leading to another room and a window with curtains.

2. Palazzo delle Erbe

Palazzo delle Erbe
Village of Casole d'Elsa
10.0 out of 10, Exceptional, (5 reviews)
"Very clean, nice area and excellent staff!"
United States
Bijan
The price is AED 329
AED 370 total
includes taxes & fees
13 Nov - 14 Nov
Palazzo delle Erbe
A stone staircase leading to a gated entrance, surrounded by lush greenery and a well-maintained lawn.

3. Tenuta Decimo

Tenuta Decimo
San Gimignano
8.6 out of 10, Excellent, (67 reviews)
"Lovely quiet place. Restaurant is good"
Australia
Troy
The price is AED 273
AED 321 total
includes taxes & fees
22 Nov - 23 Nov
Tenuta Decimo
An outdoor patio with wicker furniture, a stone staircase, and a view of a historic building in the background.

4. Albergo Etruria

Albergo Etruria
3.0 star property
Volterra
9.6 out of 10, Exceptional, (204 reviews)
"The most welcoming and wonderfully located hotel, we really enjoyed our stay."
United Kingdom
Michelle
The price is AED 340
AED 395 total
includes taxes & fees
13 Dec - 14 Dec
Albergo Etruria
A stone building with a patio area, outdoor seating, and flower planters.

5. Villa Nencini

Villa Nencini
Volterra
8.4 out of 10, Very good, (75 reviews)
"Excellent hotel for a road trip. Good breakfast."
France
Nils
The price is AED 257
AED 303 total
includes taxes & fees
13 Nov - 14 Nov
Villa Nencini
A poolside area with lounge chairs and umbrellas, surrounded by stone tiles and trees.

6. Agriturismo Nerbona

Agriturismo Nerbona
Colle di Val d'Elsa
9.4 out of 10, Exceptional, (24 reviews)
"Beautiful Tuscan landscape, peaceful pool, forest walks - easy drive to great hilltowns and cities"
United States
Laura
The price is AED 587
AED 654 total
includes taxes & fees
13 Dec - 14 Dec
Agriturismo Nerbona
A swimming pool, steps, and a grassy area with umbrellas.

7. Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
4.0 star property
Colle di Val d'Elsa
9.4 out of 10, Exceptional, (475 reviews)
"Beautiful property, spacious and well-appointed room, spa was beautiful and relaxing."
United States
Kerry
The price is AED 378
AED 432 total
includes taxes & fees
15 Nov - 16 Nov
Hotel Palazzo San Lorenzo & SPA
A gated entrance with steps leading up to a gate, surrounded by greenery and potted plants.

8. Villa Porta all'Arco

Villa Porta all'Arco
3.0 star property
Volterra
8.8 out of 10, Excellent, (141 reviews)
"Perfect location for Volterra, great views, super friendly hosts & great rooms"
United Kingdom
Conor
The price is AED 530
AED 603 total
includes taxes & fees
13 Nov - 14 Nov
Villa Porta all'Arco
A hotel entrance with a glass facade, a brown awning, and a garden with pink flowers.

9. Hotel La Vecchia Cartiera

Hotel La Vecchia Cartiera
3.0 star property
Colle di Val d'Elsa
8.4 out of 10, Very good, (214 reviews)
"The staff was very welcoming. Lovely quiet place. Close to a lot of good restaurants. "
Canada
Sheila
The price is AED 267
AED 306 total
includes taxes & fees
22 Nov - 23 Nov
Hotel La Vecchia Cartiera
A stone building with a sign reading "Vin Hotel." There are potted plants in front of the entrance.

10. Hotel Volterra In Superior

Hotel Volterra In Superior
3.0 star property
Volterra
9.6 out of 10, Exceptional, (83 reviews)
"The property is in a great location and the rooms are excellent. Staff is always friendly and helpful. This is our second time staying here and both experiences were wonderful."
United States
Ralph
The price is AED 403
AED 464 total
includes taxes & fees
16 Nov - 17 Nov
Hotel Volterra In Superior
A narrow stone-walled staircase leading to a round table with chairs, set in a dimly lit room.

11. Hotel Palazzo Renieri - 3stelle S

Hotel Palazzo Renieri - 3stelle S
3.0 star property
Colle di Val d'Elsa
8.6 out of 10, Excellent, (92 reviews)
"I can’t complain about this hotel, clean , staff were very nice and helpful. Especially Maria Grazia working at the dining room,"
Canada
Giulio
The price is AED 305
AED 348 total
includes taxes & fees
13 Nov - 14 Nov
Hotel Palazzo Renieri - 3stelle S
A hotel room with a large bed, a desk, a chair, a vanity with a mirror, and a window with curtains.

12. Hotel Il Piccolo Castello

Hotel Il Piccolo Castello
4.0 star property
Monteriggioni
8.6 out of 10, Excellent, (369 reviews)
"Good value"
Canada
Frank
The price is AED 407
AED 476 total
includes taxes & fees
4 Dec - 5 Dec
Hotel Il Piccolo Castello
A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

13. Hotel Borgo San Luigi

Hotel Borgo San Luigi
4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (457 reviews)
"We really have a good time . We had dinner and breakfast was very good."
Ireland
Bulent
The price is AED 412
AED 482 total
includes taxes & fees
15 Nov - 16 Nov
Hotel Borgo San Luigi
A long table set for a meal outdoors with white tablecloths, woven placemats, and potted plants.

14. Agriturismo San Galgano

Agriturismo San Galgano
Chiusdino
9.0 out of 10, Wonderful, (45 reviews)
"I loved every moment at the Agriturismo San Galgano. Beautifully restored for modern times, interior decoration appointed with excellent taste. Lovely pond and pool on the property. It is very convenient to have the restaurant on the property. The location is magical right next to the famous Abbey of San Galgano. Looking forward to returning in the near future. Have wonderful memories of my stay."
United Kingdom
Irene
The price is AED 366
AED 415 total
includes taxes & fees
13 Nov - 14 Nov
Agriturismo San Galgano
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

15. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (104 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is AED 427
AED 478 total
includes taxes & fees
12 Dec - 13 Dec
Palazzo Pacini
A cozy living room with large windows, a dining area, and a kitchen.

16. Torraccia di Chiusi

Torraccia di Chiusi
San Gimignano
9.8 out of 10, Exceptional, (118 reviews)
"A wonderful place to relax, with delicious food and wine and a very attentive staff."
United States
James
The price is AED 604
AED 685 total
includes taxes & fees
16 Nov - 17 Nov
Torraccia di Chiusi
A rural pathway flanked by tall trees and purple flowers, leading to a scenic view of the countryside.

17. Relais Castel Bigozzi

Relais Castel Bigozzi
4.0 star property
Monteriggioni
8.8 out of 10, Excellent, (247 reviews)
"Its location only the rest is like the 80"
United States
Nissan
The price is AED 342
AED 405 total
includes taxes & fees
19 Nov - 20 Nov
Relais Castel Bigozzi
Outdoor pool

18. Residence Arianna

Residence Arianna
Sovicille
9.6 out of 10, Exceptional, (10 reviews)
"The place is excellent! The owner and her daughter extremely friendly and kind! They helped us with everything we needed. I will definitely stay here again. I highly recommend this place!"
United States
Violeta
The price is AED 483
AED 544 total
includes taxes & fees
11 Dec - 12 Dec
Residence Arianna
A stone building with a tower, illuminated by lights, surrounded by a well-lit lawn.

19. UNA Hotels Monterufoli Wine Country

UNA Hotels Monterufoli Wine Country
Monteverdi Marittimo
9.4 out of 10, Exceptional, (6 reviews)
"Hotel affascinante proprio in virtù della sua posizione molto isolata. La camera era pulita ed il personale molto cortese. Purtroppo non abbiamo avuto modo di provare la piscina"
Italy
Francesco
The price is AED 500
AED 550 total
includes taxes & fees
13 Nov - 14 Nov
UNA Hotels Monterufoli Wine Country
A swimming pool with lounge chairs and umbrellas, a building with a balcony, and a stone pathway.

20. Hotel Le Colline

Hotel Le Colline
3.0 star property
San Gimignano
9.2 out of 10, Wonderful, (146 reviews)
"Martina was incredibly kind and helpful throughout our stay. The hotel facilities and breakfast were amazing. The property is located just a few minutes from the town of San Gimignano, making it a perfect base for exploring the area."
United States
Federico
The price is AED 377
AED 439 total
includes taxes & fees
14 Nov - 15 Nov
Hotel Le Colline
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.
View all properties

Compare top hotels in Montecastelli

A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

Villa Sabolini

4.0 star property
Colle di Val d'Elsa
View
A bedroom with a bed, a desk, and a chair. There is a door leading to another room and a window with curtains.

Palazzo delle Erbe

Village of Casole d'Elsa
View
A stone staircase leading to a gated entrance, surrounded by lush greenery and a well-maintained lawn.

Tenuta Decimo

San Gimignano
View
An outdoor patio with wicker furniture, a stone staircase, and a view of a historic building in the background.

Albergo Etruria

3.0 star property
Volterra
View
A stone building with a patio area, outdoor seating, and flower planters.

Villa Nencini

Volterra
View
9.2
Wonderful
240 reviews
10.0
Exceptional
5 reviews
8.6
Excellent
67 reviews
9.6
Exceptional
204 reviews
8.4
Very good
75 reviews
The price is AED 265
AED 308 total
includes taxes & fees
1 Dec - 2 Dec
The price is AED 329
AED 370 total
includes taxes & fees
13 Nov - 14 Nov
The price is AED 273
AED 321 total
includes taxes & fees
22 Nov - 23 Nov
The price is AED 340
AED 395 total
includes taxes & fees
13 Dec - 14 Dec
The price is AED 257
AED 303 total
includes taxes & fees
13 Nov - 14 Nov
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet friendly
  • Yes, WiFi included
  • No Parking
  • No Breakfast included
  • Yes, Pool
  • Yes, Spa
  • Yes, Pet friendly
  • No WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet friendly
  • No WiFi included
  • No Parking

Top Montecastelli Hotel Reviews

A bedroom with a bed, a desk, and a chair. There is a door leading to another room and a window with curtains.
Palazzo delle Erbe

Palazzo delle Erbe

Palazzo delle Erbe
Village of Casole d'Elsa

10/10 Excellent

Very clean, nice area and excellent staff!
United States
Bijan
Reviewed May 18, 2025
Palazzo delle Erbe

Frequently Asked Questions

What are some of the best vacation home rentals in Montecastelli?

Villa with large garden in the Chianti hills: This vacation home rental outside of Montecastelli is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books. See all vacation rentals in Montecastelli.

If I need to cancel my hotel reservation in Montecastelli, will I receive a refund?

Yes! You'll find that most room reservations are refundable if you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a non-refundable reservation, it may still be possible to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Montecastelli.

Where can I learn more about changing or cancelling my trip to Montecastelli?

For additional details about updating your trip to Montecastelli or cancelling it, head over to our customer service page.

What's the best pet-friendly accommodation in Montecastelli?

Holiday House in Montecastelli Pisano with Private Parking is a top pet-friendly option for your stay. See more pet-friendly hotel accommodations in Montecastelli.

What are some accommodations with pools in Montecastelli?

Poderi Arcangelo: Offers a snack bar/deli, 3 outdoor pools, and free self parking. Hotel Casolare Le Terre Rosse and Villa Ermellina Siena, a Tribute Portfolio Hotel are two additional hotels with an onsite pool. View all hotels with pools in Montecastelli.

What's the best hotel for staying near Peretola Airport (FLR)?

Hotel Cosmopolitan is a popular 4-star hotel featuring free WiFi and a bar. It's located a short 0.7 mi (1.2 km) from Peretola Airport. Other good choices close to the airport are Best Western Plus CHC Florence and Hotel Mirage.

How is it staying in Montecastelli?

Visitors to Montecastelli are sure to find plenty to explore and enjoy. In Montecastelli, there are 36 hotels and other accommodations to choose from. Find out more about Montecastelli.

What should I do while I'm visiting Montecastelli?

Places to visit in the wider area include Medici Fortress, Porta all'Arco, and Palazzo dei Priori. You'll also find Cathedral of Volterra and Roman Theatre in the area. Check out what more to see and do in Expedia's Montecastelli guide.

What's the weather like in Montecastelli?

The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Montecastelli is 37 inches.

What's the best place for a stay in Montecastelli?

Hotel Italia, located 18.7 mi (30.2 km) from the heart of Montecastelli, is a top choice for your stay based on our traveler data. Other good choices for your visit to the area are Poderi Arcangelo and Hotel Casolare Le Terre Rosse. See all available top hotels, or vacation rentals in Montecastelli.