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Check prices for these dates

Tonight
31 Dec - 1 Jan
Tomorrow
1 Jan - 2 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Chiusdino holiday rentals

Garden
Botrona B&B

Townhouse in Scarlino

Botrona B&B
9.6 out of 10, Exceptional, (24)
"Amazing B&B! Beautiful, clean, and very classy! Staff is excellent and friendly… breakfast is superb and staff’s hospitality is heart warming. Our stay was very pleasant. Home away from home… surprisingly beautiful grounds with jacuzzi and a sauna available whenever you want! Thank you!"
United States
Anna
Botrona B&B
Seasonal outdoor pool, pool umbrellas, pool loungers
Casa in Maremma Tuscany Village

Apartment in Scarlino

Casa in Maremma Tuscany Village
3.0 star property
8.6 out of 10, Excellent, (76)
"Für Hundehalter sehr empfehlenswert"
Switzerland
Johnny
Casa in Maremma Tuscany Village
Standard Double Room (La Piazza) | Desk, soundproofing, free WiFi, bed sheets
B&B Le Scalette di Piazza

Townhouse in Montalcino

B&B Le Scalette di Piazza
9.4 out of 10, Exceptional, (90)
"Great location and excellent staff. "
Canada
Jacek
B&B Le Scalette di Piazza
Seasonal outdoor pool, pool umbrellas, pool loungers
Country House il Ciliegio

Apartment in Roccastrada

Country House il Ciliegio
9.2 out of 10, Wonderful, (7)
"It was a very pleasant stay, a warm welcome. A beautiful location surrounded by nature."
Netherlands
Maaike
The price is ฿2,366
฿2,602 total
includes taxes & fees
30 Jan - 31 Jan 2026
Country House il Ciliegio
Quadruple Room, City View | Desk, iron/ironing board, free WiFi, bed sheets
Al Mercato B&B

Townhouse in Siena City Centre

Al Mercato B&B
9.0 out of 10, Wonderful, (96)
"Hotel is a one block from main square of the city also have a good restaurant around the corner "
United States
Guillermo
The price is ฿2,385
฿3,097 total
includes taxes & fees
18 Jan - 19 Jan 2026
Al Mercato B&B
Front of property
Idolina Guest House

Townhouse in Montalcino

Idolina Guest House
9.4 out of 10, Exceptional, (105)
"The building is lovely - traditional Italian construction with big Chestnut beams in the ceiling. The owner/manager is very pleasant and helpful. Overall, a very nice place to stay. "
Canada
Carl
Idolina Guest House
Free WiFi
Affittacamere Mariuccia

Townhouse in Montalcino

Affittacamere Mariuccia
9.0 out of 10, Wonderful, (11)
"The apartment was big enough, the owner very polite and helpful. But, there were bugs at our mattress... "
United Kingdom
Angeliki
Affittacamere Mariuccia
Birthday party area
Siena Vip

Townhouse in Siena City Centre

Siena Vip
9.2 out of 10, Wonderful, (423)
"A great location!"
Canada
Cheryl
The price is ฿3,673
฿4,189 total
includes taxes & fees
5 Jan - 6 Jan 2026
Siena Vip
Exterior detail
BeVedetta - Relais & Glamping - Adult Only

Townhouse in Scarlino

BeVedetta - Relais & Glamping - Adult Only
10.0 out of 10, Exceptional, (9)
"The place it is just amazing, deepen in the green vegetations behing the gulf of Follonica, surrounded by nature and quiet and with a great view of Elba island, it is a perfect place for a relaxing break. "
United Kingdom
Pietro
BeVedetta - Relais & Glamping - Adult Only
Exterior
PALAZZO DEL PAPA

Townhouse in Siena City Centre

PALAZZO DEL PAPA
9.6 out of 10, Exceptional, (96)
"Hamza was so wonderful and accommodating, would definitely stay here again!"
United States
Elise
The price is ฿6,047
฿6,799 total
includes taxes & fees
5 Jan - 6 Jan 2026
PALAZZO DEL PAPA
Suite | Premium bedding, Select Comfort beds, minibar, in-room safe
La Terrazza Sul Campo Rooming House

Residence in Siena City Centre

La Terrazza Sul Campo Rooming House
9.8 out of 10, Exceptional, (239)
"Huge room! Great location "
Canada
karen
La Terrazza Sul Campo Rooming House
Seasonal outdoor pool
Albergo Diffuso Borgo Santo

Aparthotel in Asciano

Albergo Diffuso Borgo Santo
The price is ฿8,130
฿9,127 total
includes taxes & fees
5 Jan - 6 Jan 2026
Albergo Diffuso Borgo Santo
Superior Double Room, 1 Queen Bed, Private Bathroom, City View | View from room
B&B Palazzo del Magnifico

Townhouse in Siena City Centre

B&B Palazzo del Magnifico
9.8 out of 10, Exceptional, (63)
"Great location. Room spacious and clean. Personnel friendly and great service walkable to best historic places. Could find something better "
United States
Rodolfo
B&B Palazzo del Magnifico
Standard Double Room (with Toilet) | Living area | 24-inch LED TV with satellite channels, TV
Palazzo Masi

Townhouse in Siena City Centre

Palazzo Masi
8.8 out of 10, Excellent, (84)
"Very friendly and attentive, a very clean place and its location is excellent. "
United States
Gloria
The price is ฿3,023
฿3,474 total
includes taxes & fees
2 Jan - 3 Jan 2026
Palazzo Masi
32-inch Smart TV with digital channels, TV, streaming services
B&B Il Corso

Townhouse in Siena City Centre

B&B Il Corso
9.8 out of 10, Exceptional, (192)
"Safe, clean, close to all attractions"
Canada
Carlo
B&B Il Corso
Panoramic Suite, City View | View from room
Residenza d'Epoca Palazzo Borghesi

Residence in Siena City Centre

Residenza d'Epoca Palazzo Borghesi
9.6 out of 10, Exceptional, (116)
"We enjoyed our stay here. Convenient, clean, central to city center, shops, and restaurants. We would stay here again."
United States
Linda
The price is ฿5,375
฿6,060 total
includes taxes & fees
4 Jan - 5 Jan 2026
Residenza d'Epoca Palazzo Borghesi
Grand Apartment with Garden | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Regis Condo

Apartment in Siena City Centre

Regis Condo
9.4 out of 10, Exceptional, (65)
"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."
United States
Ben
Regis Condo
Lobby lounge
ApartHotel Anghel

Apartment in Siena

ApartHotel Anghel
8.4 out of 10, Very good, (335)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
The price is ฿1,963
฿2,308 total
includes taxes & fees
8 Jan - 9 Jan 2026
ApartHotel Anghel
Daily cooked-to-order breakfast (EUR 15 per person)
La Coroncina Lodging

Aparthotel in Siena

La Coroncina Lodging
10.0 out of 10, Exceptional, (42)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is ฿3,141
฿3,603 total
includes taxes & fees
14 Jan - 15 Jan 2026
La Coroncina Lodging
Balcony
Palazzo al Torrione 2

Townhouse in San Gimignano City Centre

Palazzo al Torrione 2
9.2 out of 10, Wonderful, (107)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is ฿2,973
฿4,379 total
includes taxes & fees
19 Jan - 20 Jan 2026
Palazzo al Torrione 2
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 Chiusdino Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Excellent service "
Vanessa 2-night trip
Posted 2 days ago
Grand Hotel Continental Siena – Starhotels Collezione

Find out more about Chiusdino

Search for holiday rentals in Chiusdino on Expedia! You can easily find your home rentals, villas, holiday apartments in Chiusdino using one of the methods below:

  • View our selection of featured holiday rentals in Chiusdino
  • Use the map to find apartments and other holiday homes in the Chiusdino neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chiusdino while they last

Look no further and take a look at our great range of rental properties in Chiusdino!

Frequently asked questions

Can I find holiday rentals in Chiusdino?

Yes, there are holiday rentals close to the most popular sights in Chiusdino, or you can select a more secluded option if you're looking for a relaxing stay. Chiusdino is known for its gardens and monuments. Make sure you have time to check out the restaurants while you're in the area.

What are some of the best holiday rentals that Chiusdino has to offer?

Borgo Argiano: This holiday home rental outside of Chiusdino is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an electric kettle. You can relax into your holiday with a garden and a library.

How many holiday rentals are there in Chiusdino?

Choose from 11 Expedia holiday rentals in Chiusdino for a memorable holiday.

What’s there to see and do in Chiusdino?

While exploring the area, visit family-friendly sights like Terme Petriolo, or get outside and enjoy nature at Val di Merse. Abbazia di San Galgano and Eremo di Montesiepi are other places to visit while you're in town.

What are holiday rentals like in Chiusdino?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chiusdino. Holiday rentals offer amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for families.